ZA200407905B - Use of epothilones in the treatment of brain diseases associated with proliferative processes - Google Patents

Use of epothilones in the treatment of brain diseases associated with proliferative processes Download PDF

Info

Publication number: ZA200407905B
Authority: ZA; South Africa
Prior art keywords: dione; methyl; dihydroxy; tetramethyl; ethenyl
Prior art date: 2002-03-01

Application number

ZA200407905A

Other languages

English (en)

Inventor

Rosemari Lichtner

Ulrich Klar

Bernd Buchmann

Werner Skuballa

Andrea Rotgeri

Jens Hoffmann

Wolfgang Schwede

Original Assignee

Schering Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2002-03-01

Filing date

2004-09-30

Publication date

2006-04-26

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27675676&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ZA200407905(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2004-09-30 Application filed by Schering Ag filed Critical Schering Ag

2006-04-26 Publication of ZA200407905B publication Critical patent/ZA200407905B/en

Links

238000000034 method Methods 0.000 title claims description 32
229930013356 epothilone Natural products 0.000 title claims description 29
208000014644 Brain disease Diseases 0.000 title claims description 24
230000002062 proliferating effect Effects 0.000 title claims description 23
230000008569 process Effects 0.000 title claims description 21
HESCAJZNRMSMJG-KKQRBIROSA-N epothilone A Chemical class C/C([C@@H]1C[C@@H]2O[C@@H]2CCC[C@@H]([C@@H]([C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1)O)C)=C\C1=CSC(C)=N1 HESCAJZNRMSMJG-KKQRBIROSA-N 0.000 title description 20
229910052739 hydrogen Inorganic materials 0.000 claims description 50
125000000217 alkyl group Chemical group 0.000 claims description 49
239000001257 hydrogen Substances 0.000 claims description 46
150000001875 compounds Chemical class 0.000 claims description 34
150000002431 hydrogen Chemical class 0.000 claims description 29
125000003118 aryl group Chemical group 0.000 claims description 24
210000004556 brain Anatomy 0.000 claims description 23
LZWPOLSJFGLQCE-UHFFFAOYSA-N heptadecane-5,9-dione Chemical compound CCCCCCCCC(=O)CCCC(=O)CCCC LZWPOLSJFGLQCE-UHFFFAOYSA-N 0.000 claims description 21
125000003710 aryl alkyl group Chemical group 0.000 claims description 18
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 17
239000003814 drug Substances 0.000 claims description 17
-1 2-methylthiazol-4-yl Chemical group 0.000 claims description 15
208000003174 Brain Neoplasms Diseases 0.000 claims description 13
150000003883 epothilone derivatives Chemical class 0.000 claims description 13
239000000203 mixture Substances 0.000 claims description 13
239000000126 substance Substances 0.000 claims description 10
125000003342 alkenyl group Chemical group 0.000 claims description 9
125000000304 alkynyl group Chemical group 0.000 claims description 9
229910052736 halogen Inorganic materials 0.000 claims description 9
239000004593 Epoxy Substances 0.000 claims description 8
125000002252 acyl group Chemical group 0.000 claims description 8
238000003556 assay Methods 0.000 claims description 6
150000002367 halogens Chemical class 0.000 claims description 6
238000002347 injection Methods 0.000 claims description 6
239000007924 injection Substances 0.000 claims description 6
125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 5
208000024827 Alzheimer disease Diseases 0.000 claims description 5
125000006239 protecting group Chemical group 0.000 claims description 5
229910052799 carbon Inorganic materials 0.000 claims description 4
238000009826 distribution Methods 0.000 claims description 4
238000001990 intravenous administration Methods 0.000 claims description 4
201000006417 multiple sclerosis Diseases 0.000 claims description 4
125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 4
229910052760 oxygen Inorganic materials 0.000 claims description 4
238000002360 preparation method Methods 0.000 claims description 4
125000003435 aroyl group Chemical group 0.000 claims description 3
125000000753 cycloalkyl group Chemical group 0.000 claims description 3
125000004430 oxygen atom Chemical group O* 0.000 claims description 3
125000000335 thiazolyl group Chemical group 0.000 claims description 3
TVPAPNBPKDWRLS-UHFFFAOYSA-N 12,16-dimethyl-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione Chemical compound C1COC(=O)CCCC(=O)CCC(C)CCCC2(C)OC21 TVPAPNBPKDWRLS-UHFFFAOYSA-N 0.000 claims description 2
125000001960 7 membered carbocyclic group Chemical group 0.000 claims description 2
125000005530 alkylenedioxy group Chemical group 0.000 claims description 2
125000005104 aryl silyl group Chemical group 0.000 claims description 2
150000002596 lactones Chemical class 0.000 claims description 2
SNVLJLYUUXKWOJ-UHFFFAOYSA-N methylidenecarbene Chemical group C=[C] SNVLJLYUUXKWOJ-UHFFFAOYSA-N 0.000 claims description 2
208000030266 primary brain neoplasm Diseases 0.000 claims description 2
150000003839 salts Chemical class 0.000 claims description 2
101100241859 Mus musculus Oacyl gene Proteins 0.000 claims 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims 1
206010028980 Neoplasm Diseases 0.000 description 14
210000002381 plasma Anatomy 0.000 description 11
229930012538 Paclitaxel Natural products 0.000 description 10
230000008499 blood brain barrier function Effects 0.000 description 10
210000001218 blood-brain barrier Anatomy 0.000 description 10
201000010099 disease Diseases 0.000 description 10
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 10
229960001592 paclitaxel Drugs 0.000 description 10
RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 description 10
229940126214 compound 3 Drugs 0.000 description 9
229940079593 drug Drugs 0.000 description 9
229940045719 antineoplastic alkylating agent nitrosoureas Drugs 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
201000011510 cancer Diseases 0.000 description 7
238000003786 synthesis reaction Methods 0.000 description 7
239000000824 cytostatic agent Substances 0.000 description 6
230000000694 effects Effects 0.000 description 6
241000699666 Mus <mouse, genus> Species 0.000 description 5
238000011156 evaluation Methods 0.000 description 5
125000005843 halogen group Chemical group 0.000 description 5
125000001424 substituent group Chemical group 0.000 description 5
VREFGVBLTWBCJP-UHFFFAOYSA-N alprazolam Chemical compound C12=CC(Cl)=CC=C2N2C(C)=NN=C2CN=C1C1=CC=CC=C1 VREFGVBLTWBCJP-UHFFFAOYSA-N 0.000 description 4
238000010171 animal model Methods 0.000 description 4
239000003080 antimitotic agent Substances 0.000 description 4
230000000711 cancerogenic effect Effects 0.000 description 4
229940125904 compound 1 Drugs 0.000 description 4
229940125782 compound 2 Drugs 0.000 description 4
125000002887 hydroxy group Chemical group [H]O* 0.000 description 4
230000007246 mechanism Effects 0.000 description 4
229920000858 Cyclodextrin Polymers 0.000 description 3
241001465754 Metazoa Species 0.000 description 3
125000003545 alkoxy group Chemical group 0.000 description 3
125000004390 alkyl sulfonyl group Chemical group 0.000 description 3
229940100198 alkylating agent Drugs 0.000 description 3
239000002168 alkylating agent Substances 0.000 description 3
125000004391 aryl sulfonyl group Chemical group 0.000 description 3
230000037396 body weight Effects 0.000 description 3
210000005013 brain tissue Anatomy 0.000 description 3
231100000315 carcinogenic Toxicity 0.000 description 3
HESCAJZNRMSMJG-HGYUPSKWSA-N epothilone A Natural products O=C1[C@H](C)[C@H](O)[C@H](C)CCC[C@H]2O[C@H]2C[C@@H](/C(=C\c2nc(C)sc2)/C)OC(=O)C[C@H](O)C1(C)C HESCAJZNRMSMJG-HGYUPSKWSA-N 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
238000004519 manufacturing process Methods 0.000 description 3
230000000144 pharmacologic effect Effects 0.000 description 3
IAKHMKGGTNLKSZ-INIZCTEOSA-N (S)-colchicine Chemical compound C1([C@@H](NC(C)=O)CC2)=CC(=O)C(OC)=CC=C1C1=C2C=C(OC)C(OC)=C1OC IAKHMKGGTNLKSZ-INIZCTEOSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
QXRSDHAAWVKZLJ-OXZHEXMSSA-N Epothilone B Natural products O=C1[C@H](C)[C@H](O)[C@@H](C)CCC[C@@]2(C)O[C@H]2C[C@@H](/C(=C\c2nc(C)sc2)/C)OC(=O)C[C@H](O)C1(C)C QXRSDHAAWVKZLJ-OXZHEXMSSA-N 0.000 description 2
208000032612 Glial tumor Diseases 0.000 description 2
206010018338 Glioma Diseases 0.000 description 2
229930195725 Mannitol Natural products 0.000 description 2
241000699670 Mus sp. Species 0.000 description 2
RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
102000004243 Tubulin Human genes 0.000 description 2
108090000704 Tubulin Proteins 0.000 description 2
125000004423 acyloxy group Chemical group 0.000 description 2
239000002246 antineoplastic agent Substances 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
239000008280 blood Substances 0.000 description 2
210000004027 cell Anatomy 0.000 description 2
QXRSDHAAWVKZLJ-PVYNADRNSA-N epothilone B Chemical compound C/C([C@@H]1C[C@@H]2O[C@]2(C)CCC[C@@H]([C@@H]([C@@H](C)C(=O)C(C)(C)[C@@H](O)CC(=O)O1)O)C)=C\C1=CSC(C)=N1 QXRSDHAAWVKZLJ-PVYNADRNSA-N 0.000 description 2
238000005462 in vivo assay Methods 0.000 description 2
238000005567 liquid scintillation counting Methods 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
239000000594 mannitol Substances 0.000 description 2
235000010355 mannitol Nutrition 0.000 description 2
230000000149 penetrating effect Effects 0.000 description 2
230000036470 plasma concentration Effects 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
125000004076 pyridyl group Chemical group 0.000 description 2
230000001225 therapeutic effect Effects 0.000 description 2
238000002560 therapeutic procedure Methods 0.000 description 2
230000004614 tumor growth Effects 0.000 description 2
MTRSZGUZRQAFOV-UHFFFAOYSA-N 15,16-dihydroxy-1,5,9,9-tetramethyl-14-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-7-propyl-13,17-dioxabicyclo[14.1.0]heptadecane-8,12-dione Chemical compound O1C(=O)CCC(C)(C)C(=O)C(CCC)CC(C)CCCC2(C)OC2(O)C(O)C1C(C)=CC1=CSC(C)=N1 MTRSZGUZRQAFOV-UHFFFAOYSA-N 0.000 description 1
YQTCQNIPQMJNTI-UHFFFAOYSA-N 2,2-dimethylpropan-1-one Chemical group CC(C)(C)[C]=O YQTCQNIPQMJNTI-UHFFFAOYSA-N 0.000 description 1
RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 1
IRHNTMKGJKJAID-UHFFFAOYSA-N 4,8-dihydroxy-5,5,9,13-tetramethyl-16-[1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-7-propyl-1-oxacyclohexadec-13-ene-2,6-dione Chemical compound O1C(=O)CC(O)C(C)(C)C(=O)C(CCC)C(O)C(C)CCCC(C)=CCC1C(C)=CC1=CSC(C)=N1 IRHNTMKGJKJAID-UHFFFAOYSA-N 0.000 description 1
102000015790 Asparaginase Human genes 0.000 description 1
108010024976 Asparaginase Proteins 0.000 description 1
206010003571 Astrocytoma Diseases 0.000 description 1
108010006654 Bleomycin Proteins 0.000 description 1
208000031648 Body Weight Changes Diseases 0.000 description 1
UHDGCWIWMRVCDJ-CCXZUQQUSA-N Cytarabine Chemical compound O=C1N=C(N)C=CN1[C@H]1[C@@H](O)[C@H](O)[C@@H](CO)O1 UHDGCWIWMRVCDJ-CCXZUQQUSA-N 0.000 description 1
206010014967 Ependymoma Diseases 0.000 description 1
GHASVSINZRGABV-UHFFFAOYSA-N Fluorouracil Chemical compound FC1=CNC(=O)NC1=O GHASVSINZRGABV-UHFFFAOYSA-N 0.000 description 1
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
241000282412 Homo Species 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
208000000172 Medulloblastoma Diseases 0.000 description 1
208000007641 Pinealoma Diseases 0.000 description 1
239000002202 Polyethylene glycol Substances 0.000 description 1
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
238000011579 SCID mouse model Methods 0.000 description 1
208000034189 Sclerosis Diseases 0.000 description 1
241000978776 Senegalia senegal Species 0.000 description 1
229920002472 Starch Polymers 0.000 description 1
241000278713 Theora Species 0.000 description 1
YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 description 1
229940122803 Vinca alkaloid Drugs 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
239000003242 anti bacterial agent Substances 0.000 description 1
230000001093 anti-cancer Effects 0.000 description 1
230000000340 anti-metabolite Effects 0.000 description 1
230000000259 anti-tumor effect Effects 0.000 description 1
229940088710 antibiotic agent Drugs 0.000 description 1
229940100197 antimetabolite Drugs 0.000 description 1
239000002256 antimetabolite Substances 0.000 description 1
230000006907 apoptotic process Effects 0.000 description 1
239000008365 aqueous carrier Substances 0.000 description 1
229960003272 asparaginase Drugs 0.000 description 1
DCXYFEDJOCDNAF-UHFFFAOYSA-M asparaginate Chemical compound [O-]C(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-M 0.000 description 1
125000004429 atom Chemical group 0.000 description 1
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
229960001561 bleomycin Drugs 0.000 description 1
OYVAGSVQBOHSSS-UAPAGMARSA-O bleomycin A2 Chemical compound N([C@H](C(=O)N[C@H](C)[C@@H](O)[C@H](C)C(=O)N[C@@H]([C@H](O)C)C(=O)NCCC=1SC=C(N=1)C=1SC=C(N=1)C(=O)NCCC[S+](C)C)[C@@H](O[C@H]1[C@H]([C@@H](O)[C@H](O)[C@H](CO)O1)O[C@@H]1[C@H]([C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O1)O)C=1N=CNC=1)C(=O)C1=NC([C@H](CC(N)=O)NC[C@H](N)C(N)=O)=NC(N)=C1C OYVAGSVQBOHSSS-UAPAGMARSA-O 0.000 description 1
230000004579 body weight change Effects 0.000 description 1
125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000002775 capsule Substances 0.000 description 1
125000004432 carbon atom Chemical group C* 0.000 description 1
239000000969 carrier Substances 0.000 description 1
230000001413 cellular effect Effects 0.000 description 1
239000001913 cellulose Substances 0.000 description 1
229920002678 cellulose Polymers 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
229960001338 colchicine Drugs 0.000 description 1
239000006071 cream Substances 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
229960000684 cytarabine Drugs 0.000 description 1
230000001085 cytostatic effect Effects 0.000 description 1
229940127089 cytotoxic agent Drugs 0.000 description 1
230000034994 death Effects 0.000 description 1
231100000517 death Toxicity 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000007717 exclusion Effects 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000019634 flavors Nutrition 0.000 description 1
229960002949 fluorouracil Drugs 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
125000002541 furyl group Chemical group 0.000 description 1
239000000499 gel Substances 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000012010 growth Effects 0.000 description 1
125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
238000002513 implantation Methods 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
230000002401 inhibitory effect Effects 0.000 description 1
230000005764 inhibitory process Effects 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
238000007913 intrathecal administration Methods 0.000 description 1
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000008101 lactose Substances 0.000 description 1
150000002632 lipids Chemical class 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
230000010534 mechanism of action Effects 0.000 description 1
GLVAUDGFNGKCSF-UHFFFAOYSA-N mercaptopurine Chemical compound S=C1NC=NC2=C1NC=N2 GLVAUDGFNGKCSF-UHFFFAOYSA-N 0.000 description 1
229960001428 mercaptopurine Drugs 0.000 description 1
125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
230000000394 mitotic effect Effects 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
125000004998 naphthylethyl group Chemical group C1(=CC=CC2=CC=CC=C12)CC* 0.000 description 1
125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 description 1
229930014626 natural product Natural products 0.000 description 1
125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
208000007538 neurilemmoma Diseases 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000002832 nitroso derivatives Chemical class 0.000 description 1
238000013421 nuclear magnetic resonance imaging Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
125000002971 oxazolyl group Chemical group 0.000 description 1
125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
229920000136 polysorbate Polymers 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
CPTBDICYNRMXFX-UHFFFAOYSA-N procarbazine Chemical compound CNNCC1=CC=C(C(=O)NC(C)C)C=C1 CPTBDICYNRMXFX-UHFFFAOYSA-N 0.000 description 1
229960000624 procarbazine Drugs 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000009979 protective mechanism Effects 0.000 description 1
125000003373 pyrazinyl group Chemical group 0.000 description 1
125000003226 pyrazolyl group Chemical group 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
ILVXOBCQQYKLDS-UHFFFAOYSA-N pyridine N-oxide Chemical compound [O-][N+]1=CC=CC=C1 ILVXOBCQQYKLDS-UHFFFAOYSA-N 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
230000004044 response Effects 0.000 description 1
125000006413 ring segment Chemical group 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000000638 solvent extraction Methods 0.000 description 1
238000011301 standard therapy Methods 0.000 description 1
239000008107 starch Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
230000008685 targeting Effects 0.000 description 1
RCINICONZNJXQF-XAZOAEDWSA-N taxol® Chemical compound O([C@@H]1[C@@]2(CC(C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3(C21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-XAZOAEDWSA-N 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229910052722 tritium Inorganic materials 0.000 description 1
OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 description 1
OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 description 1
229960004528 vincristine Drugs 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/42—Oxazoles
- A61K31/423—Oxazoles condensed with carbocyclic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/428—Thiazoles condensed with carbocyclic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents

Landscapes

Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Epidemiology (AREA)
Organic Chemistry (AREA)
Neurology (AREA)
General Chemical & Material Sciences (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Biomedical Technology (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Neurosurgery (AREA)
Psychiatry (AREA)
Hospice & Palliative Care (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Plural Heterocyclic Compounds (AREA)

ZA200407905A 2002-03-01 2004-09-30 Use of epothilones in the treatment of brain diseases associated with proliferative processes ZA200407905B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
EP02004745A EP1340498A1 (fr)	2002-03-01	2002-03-01	Utilisation d'épothilones dans le traitement de maladies du cerveau associées aux processus de prolifération

Publications (1)

Publication Number	Publication Date
ZA200407905B true ZA200407905B (en)	2006-04-26

Family

ID=27675676

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200407905A ZA200407905B (en)	2002-03-01	2004-09-30	Use of epothilones in the treatment of brain diseases associated with proliferative processes

Country Status (23)

Country	Link
US (1)	US20040019088A1 (fr)
EP (2)	EP1340498A1 (fr)
JP (1)	JP2005525360A (fr)
KR (1)	KR20040095244A (fr)
CN (1)	CN100473381C (fr)
AR (1)	AR038712A1 (fr)
AU (1)	AU2003215618B2 (fr)
BR (1)	BR0308154A (fr)
CA (1)	CA2477403A1 (fr)
CR (1)	CR7444A (fr)
EC (1)	ECSP045340A (fr)
HK (1)	HK1079998A1 (fr)
HR (1)	HRP20040892A2 (fr)
IL (1)	IL163752A0 (fr)
MX (1)	MXPA04008450A (fr)
NO (1)	NO20044175L (fr)
NZ (1)	NZ546617A (fr)
PL (1)	PL370768A1 (fr)
RU (1)	RU2351330C2 (fr)
UA (1)	UA83798C2 (fr)
WO (1)	WO2003074053A1 (fr)
YU (1)	YU76404A (fr)
ZA (1)	ZA200407905B (fr)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0977563B1 (fr)	1996-12-03	2005-10-12	Sloan-Kettering Institute For Cancer Research	Synthese d'epothilones, intermediaires utilises dans leur synthese, analogues et utilisations de celles-ci
CA2299608A1 (fr) *	1997-08-09	1999-02-18	Schering Aktiengesellschaft	Nouveaux derives d'epothilone, leur procede de fabrication et leur utilisation pharmaceutique
BR0008206A (pt) *	1999-02-11	2002-02-19	Schering Ag	Derivados de epotilon, processos para a sua preparação e sua aplicação farmacêutica
US7125893B1 (en) *	1999-04-30	2006-10-24	Schering Ag	6-alkenyl-, 6-alkinyl- and 6-epoxy-epothilone derivatives, process for their production, and their use in pharmaceutical preparations
CN102532120A (zh)	2002-08-23	2012-07-04	索隆-基特林癌症研究协会	埃坡霉素(epothilone)，合成埃坡霉素的中间体，其类似物及其用途
US7649006B2 (en)	2002-08-23	2010-01-19	Sloan-Kettering Institute For Cancer Research	Synthesis of epothilones, intermediates thereto and analogues thereof
DE10331004A1 (de) *	2003-07-03	2005-02-24	Schering Ag	Verfahren für die Herstellung von C1-C15-Fragmenten von Epothilonen und deren Derivaten
EP1559447A1 (fr) *	2004-01-30	2005-08-03	Institut National De La Sante Et De La Recherche Medicale (Inserm)	Utilisation d'epothilone pour le traitement de defauts de connectivité neuronale comme par exemple la schizophrenie et l'autisme
US20060069136A1 (en) *	2004-09-24	2006-03-30	Ulrich Klar	Use of Epothilones in the treatment of bone metastasis
US20060121511A1 (en)	2004-11-30	2006-06-08	Hyerim Lee	Biomarkers and methods for determining sensitivity to microtubule-stabilizing agents
EP1674098A1 (fr) *	2004-12-23	2006-06-28	Schering Aktiengesellschaft	Formulations parenterales stables et tolérables des substances de haut réactivité ayant une solubilité basse ou inexistante dans l'eau
EP1700596A1 (fr) *	2005-03-09	2006-09-13	Max-Planck-Gesellschaft Zur Förderung Der Wissenschaften E.V.	Utilisation de composés stabilisant les microtubules pour le traitement des lesions axonales du SNC
DE102007016046A1 (de) *	2007-03-30	2008-10-23	Bayer Schering Pharma Aktiengesellschaft	Verfahren zur Herstellung von Epothilonderivaten durch selektive katalytische Epoxidierung
TWI472329B (zh)	2008-04-24	2015-02-11	必治妥美雅史谷比公司	埃坡徽素ｄ於治療包括阿茲海默症之ｔａｕ相關疾病的用途
EP2793947B1 (fr)	2011-12-23	2021-02-03	Innate Pharma	Conjugaison enzymatique de polypeptides
US10132799B2 (en)	2012-07-13	2018-11-20	Innate Pharma	Screening of conjugated antibodies
EP2916872B1 (fr)	2012-11-09	2019-02-27	Innate Pharma	Etiquettes de reconnaissance pour la conjugaison à médiation par la tgase
WO2014140300A1 (fr)	2013-03-15	2014-09-18	Innate Pharma	Conjugaison d'anticorps en phase solide médiée par la tgase
US10071169B2 (en)	2013-06-20	2018-09-11	Innate Pharma	Enzymatic conjugation of polypeptides
KR20160042871A (ko)	2013-06-21	2016-04-20	이나뜨 파르마, 에스.아.	폴리펩티드의 효소적 콘쥬게이션
WO2019092148A1 (fr)	2017-11-10	2019-05-16	Innate Pharma	Anticorps avec des résidus de glutamine fonctionnalisés

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP3226545B2 (ja) *	1995-06-09	2001-11-05	ノバルティス・アクチエンゲゼルシャフト	ラパマイシン誘導体
US6515016B2 (en) *	1996-12-02	2003-02-04	Angiotech Pharmaceuticals, Inc.	Composition and methods of paclitaxel for treating psoriasis
US6495579B1 (en) *	1996-12-02	2002-12-17	Angiotech Pharmaceuticals, Inc.	Method for treating multiple sclerosis
BR9807418A (pt) *	1997-02-18	2002-01-22	Canji Inc	Terapia de gene supressor de tumor combinado e quimioterapia no tratamento de neoplasmas
GB9801231D0 (en) *	1997-06-05	1998-03-18	Merck & Co Inc	A method of treating cancer
US6605599B1 (en) *	1997-07-08	2003-08-12	Bristol-Myers Squibb Company	Epothilone derivatives
CA2299608A1 (fr) *	1997-08-09	1999-02-18	Schering Aktiengesellschaft	Nouveaux derives d'epothilone, leur procede de fabrication et leur utilisation pharmaceutique
JP4434484B2 (ja) *	1997-12-04	2010-03-17	ブリストル−マイヤーズスクイブカンパニー	オキシラニルエポチロン化合物のオレフィン性エポチロン化合物への還元法
FR2775187B1 (fr) *	1998-02-25	2003-02-21	Novartis Ag	Utilisation de l'epothilone b pour la fabrication d'une preparation pharmaceutique antiproliferative et d'une composition comprenant l'epothilone b comme agent antiproliferatif in vivo
US6302838B1 (en) *	1998-02-25	2001-10-16	Novartis Ag	Cancer treatment with epothilones
AU4775299A (en) *	1998-06-22	2000-01-10	Nicolaou, Kyriacos Costa	Desmethyl epothilones
ES2291194T3 (es) *	1999-02-18	2008-03-01	Bayer Schering Pharma Aktiengesellschaft	Derivados de 16-halogeno-epotilones, procedimiento acerca de su preparacion y su utilizacion farmaceutica.
AR023792A1 (es) *	1999-04-30	2002-09-04	Bayer Schering Pharma Ag	Derivados 6-alquenilo- y 6-alquinilo-epotilona, los procedimientos para prepararlos y su empleo en productos farmaceuticos
EP2289549A3 (fr) *	1999-10-01	2011-06-15	Immunogen, Inc.	Des immunoconjugués pour le traitement des cancers.
DE10020517A1 (de) *	2000-04-19	2001-10-25	Schering Ag	Neue Epothilon-Derivate, Verfahren zu deren Herstellung und ihre pharmazeutische Verwendung
WO2001092255A2 (fr) *	2000-05-26	2001-12-06	Kosan Biosciences, Inc.	Derives d'epothilone, procedes de production et methodes d'utilisation
GB0013643D0 (en) *	2000-05-31	2000-07-26	Unilever Plc	Targeted moieties for use in bleach catalysts
CA2449077A1 (fr) *	2001-06-01	2002-12-12	Gregory D. Vite	Derives d'epothilone

2002
- 2002-03-01 EP EP02004745A patent/EP1340498A1/fr not_active Withdrawn
2003
- 2003-02-28 BR BR0308154-0A patent/BR0308154A/pt not_active Withdrawn
- 2003-02-28 RU RU2004129325/15A patent/RU2351330C2/ru active
- 2003-02-28 US US10/375,043 patent/US20040019088A1/en not_active Abandoned
- 2003-02-28 CN CNB038097613A patent/CN100473381C/zh not_active Expired - Fee Related
- 2003-02-28 IL IL16375203A patent/IL163752A0/xx unknown
- 2003-02-28 NZ NZ546617A patent/NZ546617A/en unknown
- 2003-02-28 EP EP03743360A patent/EP1480643A1/fr not_active Withdrawn
- 2003-02-28 CA CA002477403A patent/CA2477403A1/fr not_active Abandoned
- 2003-02-28 PL PL03370768A patent/PL370768A1/xx not_active Application Discontinuation
- 2003-02-28 AU AU2003215618A patent/AU2003215618B2/en not_active Expired - Fee Related
- 2003-02-28 KR KR10-2004-7013549A patent/KR20040095244A/ko not_active Application Discontinuation
- 2003-02-28 WO PCT/EP2003/002085 patent/WO2003074053A1/fr active Application Filing
- 2003-02-28 MX MXPA04008450A patent/MXPA04008450A/es not_active Application Discontinuation
- 2003-02-28 YU YU76404A patent/YU76404A/sh unknown
- 2003-02-28 JP JP2003572570A patent/JP2005525360A/ja active Pending
- 2003-02-28 UA UA20040907817A patent/UA83798C2/ru unknown
- 2003-03-03 AR ARP030100696A patent/AR038712A1/es unknown
2004
- 2004-09-01 CR CR7444A patent/CR7444A/es not_active Application Discontinuation
- 2004-09-28 HR HRP20040892 patent/HRP20040892A2/hr not_active Application Discontinuation
- 2004-09-30 ZA ZA200407905A patent/ZA200407905B/en unknown
- 2004-09-30 NO NO20044175A patent/NO20044175L/no not_active Application Discontinuation
- 2004-09-30 EC EC2004005340A patent/ECSP045340A/es unknown
2006
- 2006-01-04 HK HK06100157.3A patent/HK1079998A1/zh unknown

Also Published As

Publication number	Publication date
ECSP045340A (es)	2004-11-26
US20040019088A1 (en)	2004-01-29
AR038712A1 (es)	2005-01-26
NO20044175L (no)	2004-12-01
EP1340498A1 (fr)	2003-09-03
YU76404A (sh)	2006-08-17
BR0308154A (pt)	2005-01-04
IL163752A0 (en)	2005-12-18
EP1480643A1 (fr)	2004-12-01
RU2351330C2 (ru)	2009-04-10
UA83798C2 (ru)	2008-08-26
AU2003215618A1 (en)	2003-09-16
AU2003215618B2 (en)	2009-06-04
CA2477403A1 (fr)	2003-09-12
WO2003074053A1 (fr)	2003-09-12
PL370768A1 (en)	2005-05-30
HRP20040892A2 (en)	2004-12-31
CR7444A (es)	2005-10-05
NZ546617A (en)	2007-12-21
MXPA04008450A (es)	2005-07-13
CN100473381C (zh)	2009-04-01
HK1079998A1 (zh)	2006-04-21
CN1649587A (zh)	2005-08-03
RU2004129325A (ru)	2005-07-10
KR20040095244A (ko)	2004-11-12
JP2005525360A (ja)	2005-08-25

Publication	Publication Date	Title
AU2003215618B2 (en)	2009-06-04	Use of epothilones in the treatment of brain diseases associated with proliferative processes
Fennelly et al.	1997	Phase I and pharmacologic study of paclitaxel administered weekly in patients with relapsed ovarian cancer.
CN114026067A (zh)	2022-02-08	用于治疗冠状病毒和小核糖核酸病毒感染的肽模拟物
USRE41393E1 (en)	2010-06-22	Treatment of refractory tumors using epothilone derivatives
AU2009309616B2 (en)	2014-02-13	Combination of a phosphatidylinositol-3-kinase (PI3K) inhibitor and a mTOR inhibitor
US6727276B2 (en)	2004-04-27	Epothilone derivatives for the treatment of refractory tumors
KR20160065776A (ko)	2016-06-09	재발성 악성 신경교종 또는 진행성 2차 뇌종양의 치료를 위한 디안히드로갈락티톨 및 그의 유사체 및 유도체의 용도
US6248752B1 (en)	2001-06-19	Azabicyclooctane compositions and methods for enhancing chemotherapy
CA3115068A1 (fr)	2020-04-09	Procede de preparation et d'administration de formulations de bisantrene
AU2007327767A1 (en)	2008-06-12	Use of epothilones in the treatment of osteoporosis and related diseases
EP1700596A1 (fr)	2006-09-13	Utilisation de composés stabilisant les microtubules pour le traitement des lesions axonales du SNC
ZA200401450B (en)	2005-03-10	Enhancing treatment of MDR cancer with adenosine A3 antagonists.
NZ531327A (en)	2006-12-22	Enhancing treatment of MDR (multi-drug resistance) cancer with adenosine A3 antagonists
JP2008521782A (ja)	2008-06-26	癌治療のためのｎ−（３−メトキシ−５−メチルピラジン−２−イル）−２−（４−［１，３，４−オキサジアゾール−２−イル］フェニル）ピリジン−３−スルホンアミドと抗有糸分裂剤の組合せ
AU2005287477A1 (en)	2006-03-30	Use of Epothilones in the treatment of bone metastases and bone tumors or cancers
Chen et al.	1992	Topoisomerase poisons that overcome MDR1-mediated resistance
AU2002255539A1 (en)	2002-09-04	Epothilone derivatives for the treatment of refractory tumors