ES2171116B1 - Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. - Google Patents
Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol.Info
- Publication number
- ES2171116B1 ES2171116B1 ES200000989A ES200000989A ES2171116B1 ES 2171116 B1 ES2171116 B1 ES 2171116B1 ES 200000989 A ES200000989 A ES 200000989A ES 200000989 A ES200000989 A ES 200000989A ES 2171116 B1 ES2171116 B1 ES 2171116B1
- Authority
- ES
- Spain
- Prior art keywords
- procedure
- obtaining derivatives
- methyl
- bencimidazol
- piridil
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
- 238000000034 method Methods 0.000 title abstract 3
- WGNUNYPERJMVRM-UHFFFAOYSA-N 3-pyridylacetic acid Chemical compound OC(=O)CC1=CC=CN=C1 WGNUNYPERJMVRM-UHFFFAOYSA-N 0.000 title 1
- 239000002184 metal Substances 0.000 title 1
- -1 [[(substituted pyridyl) methyl] thio] benzimidazole Chemical class 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 abstract 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 1
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 abstract 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical class OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229960000381 omeprazole Drugs 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/61—Halogen atoms or nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Procedimiento para la obtención de derivados de [[(piridil sustituido)metil]tio]bencimidazol. El procedimiento para la obtención de derivados de [[(piridil sustituido)metil]tio]bencimidazol (I), donde cada uno de R1, R3 y R4, independientemente entre sí, es hidrógeno, un grupo alquilo o un grupo alquiloxi de 1 a 6 átomos de carbono, y R2 es un grupo nitro, un grupo alquiloxi o un grupo alquiloxi fluorado de 1 a 6 átomos de carbono, comprende (a) hacer reaccionar un N-óxido de una metilpiridina con un anhídrido de ácido carboxílico activado o de ácido sulfónico, y (b) hacer reaccionar el intermedio formado en la etapa (a) con un mercaptobencimidazol correspondiente. Los compuestos (I) son útiles para la síntesis de derivados de [[(piridil sustituido)metil]sulfinil]bencimidazol, por ejemplo, omeprazol o lansopazol.
Priority Applications (20)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200000989A ES2171116B1 (es) | 2000-04-14 | 2000-04-14 | Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. |
CA2405304A CA2405304C (en) | 2000-04-14 | 2001-04-10 | Method for obtaining derivatives of [[(pyridil substituted)methyl]thio]benzimidazole |
MXPA02010039A MXPA02010039A (es) | 2000-04-14 | 2001-04-10 | Procedimiento para la obtencion de derivados de 1[[piridil sustituido)metil]tio]bencimidazol. |
SI200130741T SI1411053T1 (sl) | 2000-04-14 | 2001-04-10 | Postopek pridobivanja derivatov (s piridilom substituiranega) metiltiobenzimidazola |
JP2001576794A JP2003531144A (ja) | 2000-04-14 | 2001-04-10 | [[(ピリジル置換)メチル]チオ]ベンズイミダゾールの誘導体を得る方法 |
ES01919463T ES2284629T3 (es) | 2000-04-14 | 2001-04-10 | Procredimiento para la obtencion de derivados de (((piridil sustituido ) metil) tio) bencimidazol. |
DK01919463T DK1411053T3 (da) | 2000-04-14 | 2001-04-10 | Fremgangsmåde til opnåelse af derivater af [[(pyridilsubstitueret)methyl]thio]benzimidazol |
PCT/ES2001/000143 WO2001079194A1 (es) | 2000-04-14 | 2001-04-10 | Procedimiento para la obtención de derivados de [[(piridil sustituido)metil]tio]bencimidazol |
EP01919463A EP1411053B1 (en) | 2000-04-14 | 2001-04-10 | Method for obtaining derivatives of (pyridil substituted)methyl|thio|benzimidazol |
PT01919463T PT1411053E (pt) | 2000-04-14 | 2001-04-10 | Processo para obter derivados de [[ (piridil substituído) metil] tio] benzimidazolo |
AU46551/01A AU780314B2 (en) | 2000-04-14 | 2001-04-10 | Method for obtaining derivatives of (((pyridil substituted) methyl)thio)benzimidazol |
US10/204,604 US6723852B2 (en) | 2000-04-14 | 2001-04-10 | Method for obtaining derivatives of [[(pyridil substituted)methyl]thio]benzomidazol |
CNB018088791A CN1214027C (zh) | 2000-04-14 | 2001-04-10 | [[(取代的吡啶基)甲基]硫基]苯并咪唑衍生物的制备方法 |
AT01919463T ATE363479T1 (de) | 2000-04-14 | 2001-04-10 | Methode zur darstellung von (pyridyl substituierten)methyl-thio-benzimidazol-derivat n |
HU0300583A HUP0300583A2 (hu) | 2000-04-14 | 2001-04-10 | Eljárás piridilcsoporttal helyettesített metiltiobenzimidazol-származékok előállítására |
DE60128736T DE60128736T2 (de) | 2000-04-14 | 2001-04-10 | Methode zur darstellung von (pyridyl substituierten)methyl-thio-benzimidazol-derivaten |
KR1020027013675A KR100757346B1 (ko) | 2000-04-14 | 2001-04-10 | [[(피리딜 치환)메틸]티오]벤지미다졸 유도체의 제조 방법 |
NZ521930A NZ521930A (en) | 2000-04-14 | 2001-04-10 | Method for obtaining derivatives of [[(pyridil substituted)methyl]thio]benzimidazol |
NO20024858A NO323468B1 (no) | 2000-04-14 | 2002-10-08 | Fremgangsmate for fremstilling av derivater av [[(substituert pyridyl)metyl]tio]benzimidazol, et mellomprodukt samt en fremgangsmate for oppnaelse av mellomproduktet |
CY20071100725T CY1106632T1 (el) | 2000-04-14 | 2007-05-31 | Μεθοδος ληψης παραγωγων [[(πυριδιλ υποκατεστημενου) μεθυλ] θειο] βενζιμιδαζολιου |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200000989A ES2171116B1 (es) | 2000-04-14 | 2000-04-14 | Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. |
Publications (2)
Publication Number | Publication Date |
---|---|
ES2171116A1 ES2171116A1 (es) | 2002-08-16 |
ES2171116B1 true ES2171116B1 (es) | 2003-08-01 |
Family
ID=8493207
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES200000989A Expired - Fee Related ES2171116B1 (es) | 2000-04-14 | 2000-04-14 | Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. |
ES01919463T Expired - Lifetime ES2284629T3 (es) | 2000-04-14 | 2001-04-10 | Procredimiento para la obtencion de derivados de (((piridil sustituido ) metil) tio) bencimidazol. |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ES01919463T Expired - Lifetime ES2284629T3 (es) | 2000-04-14 | 2001-04-10 | Procredimiento para la obtencion de derivados de (((piridil sustituido ) metil) tio) bencimidazol. |
Country Status (18)
Country | Link |
---|---|
US (1) | US6723852B2 (es) |
EP (1) | EP1411053B1 (es) |
JP (1) | JP2003531144A (es) |
KR (1) | KR100757346B1 (es) |
CN (1) | CN1214027C (es) |
AT (1) | ATE363479T1 (es) |
AU (1) | AU780314B2 (es) |
CA (1) | CA2405304C (es) |
CY (1) | CY1106632T1 (es) |
DE (1) | DE60128736T2 (es) |
DK (1) | DK1411053T3 (es) |
ES (2) | ES2171116B1 (es) |
HU (1) | HUP0300583A2 (es) |
MX (1) | MXPA02010039A (es) |
NO (1) | NO323468B1 (es) |
NZ (1) | NZ521930A (es) |
PT (1) | PT1411053E (es) |
WO (1) | WO2001079194A1 (es) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2185459B1 (es) | 2000-10-02 | 2003-12-16 | Dinamite Dipharma Spa | Procedimiento para la obtencion de pantoprazol y compuestos intermedios para el mismo. |
AU2003303240A1 (en) * | 2002-12-19 | 2004-07-14 | Eva Pharmaceutical Industries Ltd. | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
CA2518999A1 (en) * | 2003-03-12 | 2004-09-23 | Teva Pharmaceutical Industries Ltd | Crystalline and amorphous solids of pantoprazole and processes for their preparation |
CA2528993A1 (en) * | 2003-06-10 | 2004-12-23 | Teva Pharmaceutical Industries Ltd. | Process for preparing 2-[(pyridinyl)methyl]sulfinyl-substituted benzimidazoles and novel chlorinated derivatives of pantoprazole |
ITMI20031813A1 (it) * | 2003-09-23 | 2005-03-24 | Dinamite Dipharma S P A In Forma A Bbreviata Diph | Procedimento per la preparazione di pantoprazolo e suoi sali. |
KR100771659B1 (ko) * | 2005-03-23 | 2007-10-30 | 주식회사 카이로제닉스 | 판토프라졸 및 그 중간체의 제조방법 |
CA2607583A1 (en) * | 2005-05-06 | 2007-04-05 | Medichem, S.A. | Pantoprazole free acid form iii |
PT2003130E (pt) * | 2006-03-10 | 2012-01-10 | Arigen Pharmaceuticals Inc | Novo derivado de piridina possuindo actividade anti-helicobacter pylori |
WO2008001392A2 (en) * | 2006-06-30 | 2008-01-03 | Msn Laboratories Limited | An improved process for the preparation of pantoprazole and its pharmaceutically acceptable salts |
US8778975B2 (en) * | 2006-12-18 | 2014-07-15 | Link Geonomics, Inc. | Helicobacter pylori eradicating agent having inhibitory activity on gastric acid secretion |
WO2009010937A1 (en) | 2007-07-17 | 2009-01-22 | Ranbaxy Laboratories Limited | Process for the preparation op pantoprazole sodium and pantoprazole sodium sesquihydrate |
US20090076089A1 (en) * | 2007-09-17 | 2009-03-19 | Protia, Llc | Deuterium-enriched pantoprazole |
CN102020637B (zh) * | 2010-12-13 | 2014-09-10 | 浙江华义医药有限公司 | 5-二氟甲氧基-2-[[(3,4-二甲氧基-2-吡啶基)甲基]硫基]-1h-苯并咪唑制备法 |
CN103242297A (zh) * | 2013-05-20 | 2013-08-14 | 湖北宜恒茶油产业科技有限责任公司 | 一种5-二氟甲氧基-2-[[(4-氯-3-甲氧基-2-吡啶基)甲基]硫代]-1h-苯并咪唑一水合物的制备方法 |
CN103664886A (zh) * | 2013-12-06 | 2014-03-26 | 威海迪素制药有限公司 | 2-[[[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基]甲基]硫代]-1h-苯并咪唑的制备方法 |
CN105399729B (zh) * | 2015-12-21 | 2018-04-17 | 山东金城医药化工有限公司 | 奥美拉唑的合成方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE8204879D0 (sv) * | 1982-08-26 | 1982-08-26 | Haessle Ab | Novel chemical intermediates |
HU195220B (en) * | 1983-05-03 | 1988-04-28 | Byk Gulden Lomberg Chem Fqb | Process for production of new fluor-alkoxi-benzimidasole-derivatives and medical compositions containig them |
ZA854287B (en) * | 1984-06-16 | 1986-02-26 | Byk Gulden Lomberg Chem Fab | Dialkoxypyridines,process for their preparation,their use and medicaments containing them |
JPS6150978A (ja) * | 1984-08-16 | 1986-03-13 | Takeda Chem Ind Ltd | ピリジン誘導体およびその製造法 |
FR2593178B1 (fr) * | 1986-01-20 | 1988-04-29 | Esteve Labor Dr | Derives de 2-benzimidazolylalkylthio (ou sulfinyle ou sulfonyle) leur preparation et leur application en tant que medicaments. |
JPH0674272B2 (ja) * | 1986-11-13 | 1994-09-21 | エーザイ株式会社 | ピリジン誘導体及びそれを含有する潰瘍治療剤 |
ES2026761A6 (es) * | 1990-10-31 | 1992-05-01 | Genesis Para La Investigacion | Procedimiento de obtencion del omeprazol. |
ES2024357A6 (es) * | 1990-12-05 | 1992-02-16 | Genesis Para La Investigacion | Procedimiento de obtencion de halohidrato de 2-halometil-3,5-dimetil-4-metoxipiri-dina. |
ES2036948B1 (es) * | 1991-11-21 | 1994-09-01 | Genesis Para La Investigacion | Procedimiento de obtencion de compuestos derivados de piridina. |
EP0729957A4 (en) * | 1993-10-29 | 1996-12-27 | Yoshitomi Pharmaceutical | PYRIDINE COMPOUND AND ITS USE AS A REMEDY |
JP3828648B2 (ja) * | 1996-11-14 | 2006-10-04 | 武田薬品工業株式会社 | 2−(2−ピリジルメチルスルフィニル)ベンズイミダゾール系化合物の結晶およびその製造法 |
ID18983A (id) * | 1996-12-04 | 1998-05-28 | Lilly Co Eli | Pirazola sebagai inhibitor sekresi fosfolipase a2 non-pankreas pada manusia |
GB9921578D0 (en) * | 1999-09-13 | 1999-11-17 | Cipla Limited | Omeprazole synthesis |
-
2000
- 2000-04-14 ES ES200000989A patent/ES2171116B1/es not_active Expired - Fee Related
-
2001
- 2001-04-10 MX MXPA02010039A patent/MXPA02010039A/es active IP Right Grant
- 2001-04-10 EP EP01919463A patent/EP1411053B1/en not_active Expired - Lifetime
- 2001-04-10 CN CNB018088791A patent/CN1214027C/zh not_active Expired - Fee Related
- 2001-04-10 JP JP2001576794A patent/JP2003531144A/ja active Pending
- 2001-04-10 WO PCT/ES2001/000143 patent/WO2001079194A1/es active IP Right Grant
- 2001-04-10 NZ NZ521930A patent/NZ521930A/en unknown
- 2001-04-10 HU HU0300583A patent/HUP0300583A2/hu unknown
- 2001-04-10 CA CA2405304A patent/CA2405304C/en not_active Expired - Fee Related
- 2001-04-10 DE DE60128736T patent/DE60128736T2/de not_active Expired - Lifetime
- 2001-04-10 DK DK01919463T patent/DK1411053T3/da active
- 2001-04-10 AU AU46551/01A patent/AU780314B2/en not_active Ceased
- 2001-04-10 PT PT01919463T patent/PT1411053E/pt unknown
- 2001-04-10 ES ES01919463T patent/ES2284629T3/es not_active Expired - Lifetime
- 2001-04-10 KR KR1020027013675A patent/KR100757346B1/ko not_active IP Right Cessation
- 2001-04-10 AT AT01919463T patent/ATE363479T1/de not_active IP Right Cessation
- 2001-04-10 US US10/204,604 patent/US6723852B2/en not_active Expired - Fee Related
-
2002
- 2002-10-08 NO NO20024858A patent/NO323468B1/no not_active IP Right Cessation
-
2007
- 2007-05-31 CY CY20071100725T patent/CY1106632T1/el unknown
Also Published As
Publication number | Publication date |
---|---|
ES2171116A1 (es) | 2002-08-16 |
CA2405304C (en) | 2011-01-18 |
KR100757346B1 (ko) | 2007-09-11 |
CN1214027C (zh) | 2005-08-10 |
DE60128736T2 (de) | 2008-02-07 |
EP1411053B1 (en) | 2007-05-30 |
WO2001079194A1 (es) | 2001-10-25 |
US20030036656A1 (en) | 2003-02-20 |
AU4655101A (en) | 2001-10-30 |
EP1411053A1 (en) | 2004-04-21 |
KR20030030990A (ko) | 2003-04-18 |
NO323468B1 (no) | 2007-05-21 |
ES2284629T3 (es) | 2007-11-16 |
NO20024858D0 (no) | 2002-10-08 |
JP2003531144A (ja) | 2003-10-21 |
NZ521930A (en) | 2004-07-30 |
PT1411053E (pt) | 2007-07-12 |
WO2001079194A9 (es) | 2003-05-08 |
MXPA02010039A (es) | 2004-08-19 |
US6723852B2 (en) | 2004-04-20 |
HUP0300583A2 (hu) | 2003-07-28 |
DK1411053T3 (da) | 2007-09-24 |
ATE363479T1 (de) | 2007-06-15 |
CY1106632T1 (el) | 2012-01-25 |
DE60128736D1 (de) | 2007-07-12 |
CN1427836A (zh) | 2003-07-02 |
AU780314B2 (en) | 2005-03-17 |
CA2405304A1 (en) | 2002-10-07 |
NO20024858L (no) | 2002-12-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ES2171116B1 (es) | Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. | |
NO960488L (no) | Gastrin og CCK-reseptorligander | |
CO5060482A1 (es) | Derivados terapeuticos de biarilo | |
NO20016087D0 (no) | Benzimidazolforbindelsekrystall | |
YU99291A (sh) | Postupak za sintezu omeprazola | |
YU48291B (sh) | Postupak za izradu anti-ulkusnih agenasa | |
DE3675087D1 (de) | Pyridoncarbonsauere-derivate und verfahren zu ihrer herstellung. | |
ECSP034707A (es) | Derivados de urea como antagonistas de alfa integrado | |
WO2002028853A1 (fr) | Compose de benzylamine, son procede de production et produit intermediaire correspondant | |
TR199903308T2 (xx) | 8-Kloro-6,11-dihidro-11- (4-piperidiliden)-5H-benzo $5,6]siklohepta $1,2-b]piridin polimorflar�. | |
AR019197A1 (es) | COMPUESTOS DERIVADOS DE PIPERIDINA ANTIHISTAMINICOS, COMPUESTOS INTERMEDIOS, PROCEDIMIENTO DE PREPARACIoN DE DERIVADOS DE PIPERIDINA Y PROCEDIMIENTOS DE PREPARACIoN DE INTERMEDIARIOS. | |
ES2140552T3 (es) | Derivados indol como inhibidores de la 5-alfa-reductasa-1. | |
TR200401671T1 (tr) | Piridin benzimidazol sülfinil bileşiklerinin sentesi sırasında oluşan sulfon analoglarının elimine edilmesi yöntemi | |
AR003129A1 (es) | Derivados de bencimidazol 2-sustituidos y composiciones farmaceuticas que los comprenden | |
EP1433479A4 (en) | AGENTS STIMULATING THE APPETITE AND REMEDIES AGAINST ANOREXIA | |
DE69116302D1 (de) | 4-[4- oder 6-(Trifluormethyl-2-pyridinyl)]-1-piperazinyl-alkyl substituierte Laktame | |
ATE500241T1 (de) | Phenyl- und pyridyl-piperidine mit tnf-wirkung | |
RS20100110A (en) | Process for preparing 4- trifluoromethylsulphinylpyrazole derivative | |
ECSP982773A (es) | Derivados heterociclicos de benzocicloalqueno y procedimiento para su fabricacion | |
IT1271703B (it) | "derivati 6-o 7-sostituiti del 4-aminoandrostadienone e procedimento per la loro preparazione" |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
EC2A | Search report published |
Date of ref document: 20020816 Kind code of ref document: A1 Effective date: 20020816 |
|
FG2A | Definitive protection |
Ref document number: 2171116B1 Country of ref document: ES |
|
FD2A | Announcement of lapse in spain |
Effective date: 20180807 |