ZA200503682B - N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones as antimicrobial agents - Google Patents

N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones as antimicrobial agents Download PDF

Info

Publication number: ZA200503682B
Authority: ZA; South Africa
Prior art keywords: hydroxy; halo; heteroaryl; aryl; hydrogen
Prior art date: 2002-11-09

Application number

ZA200503682A

Other languages

English (en)

Inventor

Warshakoon Namal Chithranga

Bush Rodney Dean

Original Assignee

Procter & Gamble

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.)

2002-11-09

Filing date

2005-05-09

Publication date

2006-11-29

2005-05-09 Application filed by Procter & Gamble filed Critical Procter & Gamble

2006-11-29 Publication of ZA200503682B publication Critical patent/ZA200503682B/en

Links

239000004599 antimicrobial Substances 0.000 title description 8
150000001875 compounds Chemical class 0.000 claims description 72
-1 cyano, hydroxy, carboxy Chemical group 0.000 claims description 66
239000000203 mixture Substances 0.000 claims description 42
125000003118 aryl group Chemical group 0.000 claims description 38
125000005843 halogen group Chemical group 0.000 claims description 35
125000000217 alkyl group Chemical group 0.000 claims description 31
125000001072 heteroaryl group Chemical group 0.000 claims description 31
125000000753 cycloalkyl group Chemical group 0.000 claims description 27
125000004404 heteroalkyl group Chemical group 0.000 claims description 27
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 26
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239000001257 hydrogen Substances 0.000 claims description 22
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125000001188 haloalkyl group Chemical group 0.000 claims description 21
125000003368 amide group Chemical group 0.000 claims description 20
125000004104 aryloxy group Chemical group 0.000 claims description 20
238000000034 method Methods 0.000 claims description 20
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239000003795 chemical substances by application Substances 0.000 claims description 18
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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
235000013772 propylene glycol Nutrition 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 description 1
UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical class OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 description 1
125000005554 pyridyloxy group Chemical group 0.000 description 1
HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
150000003248 quinolines Chemical class 0.000 description 1
239000000376 reactant Substances 0.000 description 1
230000009467 reduction Effects 0.000 description 1
CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 1
235000019204 saccharin Nutrition 0.000 description 1
229940081974 saccharin Drugs 0.000 description 1
239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 1
238000007127 saponification reaction Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
239000012453 solvate Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
230000007480 spreading Effects 0.000 description 1
238000003892 spreading Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
239000011593 sulfur Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
238000012385 systemic delivery Methods 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
230000036962 time dependent Effects 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
238000013519 translation Methods 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000001993 wax Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- 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
- C07D213/89—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 with hetero atoms directly attached to the ring nitrogen atom
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
- 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
- C07D401/06—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 carbon chain containing only aliphatic carbon atoms
- 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
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
General Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Communicable Diseases (AREA)
Animal Behavior & Ethology (AREA)
Oncology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyridine Compounds (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

ZA200503682A 2002-11-09 2005-05-09 N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones as antimicrobial agents ZA200503682B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US42507102P	2002-11-09	2002-11-09

Publications (1)

Publication Number	Publication Date
ZA200503682B true ZA200503682B (en)	2006-11-29

Family

ID=32312927

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200503682A ZA200503682B (en)	2002-11-09	2005-05-09	N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones as antimicrobial agents

Country Status (25)

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US (3)	US6946479B2 (fr)
EP (1)	EP1558580B1 (fr)
JP (1)	JP4327730B2 (fr)
KR (2)	KR20050055793A (fr)
CN (1)	CN1708482A (fr)
AT (1)	ATE372986T1 (fr)
AU (1)	AU2003296045B2 (fr)
BR (1)	BR0316086A (fr)
CA (1)	CA2502416C (fr)
CO (1)	CO5570702A2 (fr)
CY (1)	CY1106957T1 (fr)
DE (1)	DE60316339T2 (fr)
DK (1)	DK1558580T3 (fr)
ES (1)	ES2293059T3 (fr)
HR (1)	HRP20050517B1 (fr)
IL (1)	IL168118A (fr)
MA (1)	MA27549A1 (fr)
MX (1)	MXPA05004897A (fr)
NO (1)	NO331012B1 (fr)
NZ (1)	NZ539385A (fr)
PL (1)	PL377176A1 (fr)
PT (1)	PT1558580E (fr)
RU (1)	RU2321584C2 (fr)
WO (1)	WO2004043928A2 (fr)
ZA (1)	ZA200503682B (fr)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6946479B2 (en) *	2002-11-09	2005-09-20	The Procter & Gamble Company	N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones
US6930117B2 (en) *	2002-11-09	2005-08-16	The Procter & Gamble Company	N-alkyl-4-methyleneamino-3-hydroxy-2-pyridones
US20070275944A1 (en) *	2006-04-05	2007-11-29	The Board Of Trustees Operating Michigan State University	Antioxidants and methods of their use
US7622593B2 (en)	2006-06-27	2009-11-24	The Procter & Gamble Company	Human protein tyrosine phosphatase inhibitors and methods of use
RU2519123C2 (ru)	2009-07-06	2014-06-10	Аэрпио Терапьютикс Инк.	Соединения, композиции и способы предупреждения метастазов раковых клеток
PL2496084T3 (pl)	2009-11-06	2015-09-30	Aerpio Therapeutics Inc	Kompozycje oraz metody leczenia zapalenia jelita grubego
JP6118808B2 (ja)	2011-10-31	2017-04-19	ザメソジストホスピタルリサーチインスティテュート	ヒトグリオームを治療するためのｍａｏ標的化／探索部分を含む化合物
CN103360308A (zh) *	2012-03-28	2013-10-23	孙伟新	1,4-二羟基-6-甲基-2-吡啶酮类化合物及其制备方法和用途
US20150050277A1 (en)	2013-03-15	2015-02-19	Aerpio Therapeutics Inc.	Compositions and methods for treating ocular diseases
SG11201507131WA (en)	2013-03-15	2015-10-29	Aerpio Therapeutics Inc	Compositions, formulations and methods for treating ocular diseases
CN106232120B (zh)	2014-02-19	2021-01-08	爱尔皮奥治疗有限公司	制备n-苄基-3-羟基-4-取代的-吡啶-2-(1h)-酮的方法
CN106456614A (zh)	2014-03-14	2017-02-22	爱尔皮奥治疗有限公司	HPTP‑β抑制剂
US9539245B2 (en)	2014-08-07	2017-01-10	Aerpio Therapeutics, Inc.	Combination of immunotherapies with activators of Tie-2

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Publication number	Priority date	Publication date	Assignee	Title
US3853900A (en)	1973-09-14	1974-12-10	Searle & Co	4-benzyloxy-2 (1h)-pyridones
US5358949A (en) *	1986-03-05	1994-10-25	Otsuka Pharmaceutical Co., Ltd.	Carbostyril derivatives and salts thereof and anti-arrhythmic agents containing the carbostyril derivatives
DE4316077A1 (de) *	1993-05-13	1994-11-17	Bayer Ag	Substituierte Mono- und Bihydridylmethylpyridone
US6046219A (en) *	1995-01-20	2000-04-04	Cornell Research Foundation, Inc.	Method for the treatment of conditions mediated by collagen formation together with cell proliferation by application of inhibitors of protein hydroxylation
US5789426A (en) *	1995-01-20	1998-08-04	Cornell Research Foundation, Inc.	Method for the treatment of fibroproliferative disorders by application of inhibitors of protein hydroxylation
US5849587A (en) *	1995-06-09	1998-12-15	Cornell Research Foundation, Inc.	Method of inhibiting viral replication in eukaryotic cells and of inducing apoptosis of virally-infected cells
US6946479B2 (en) *	2002-11-09	2005-09-20	The Procter & Gamble Company	N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones

2003
- 2003-11-06 US US10/703,067 patent/US6946479B2/en not_active Expired - Fee Related
- 2003-11-07 JP JP2004551914A patent/JP4327730B2/ja not_active Expired - Fee Related
- 2003-11-07 AT AT03783256T patent/ATE372986T1/de active
- 2003-11-07 CA CA2502416A patent/CA2502416C/fr not_active Expired - Fee Related
- 2003-11-07 BR BR0316086-6A patent/BR0316086A/pt not_active IP Right Cessation
- 2003-11-07 NZ NZ539385A patent/NZ539385A/en not_active IP Right Cessation
- 2003-11-07 ES ES03783256T patent/ES2293059T3/es not_active Expired - Lifetime
- 2003-11-07 MX MXPA05004897A patent/MXPA05004897A/es active IP Right Grant
- 2003-11-07 RU RU2005114490/04A patent/RU2321584C2/ru not_active IP Right Cessation
- 2003-11-07 CN CNA200380102221XA patent/CN1708482A/zh active Pending
- 2003-11-07 KR KR1020057007516A patent/KR20050055793A/ko not_active Application Discontinuation
- 2003-11-07 DK DK03783256T patent/DK1558580T3/da active
- 2003-11-07 AU AU2003296045A patent/AU2003296045B2/en not_active Ceased
- 2003-11-07 KR KR1020077004211A patent/KR100894237B1/ko not_active IP Right Cessation
- 2003-11-07 DE DE60316339T patent/DE60316339T2/de not_active Expired - Lifetime
- 2003-11-07 WO PCT/US2003/035623 patent/WO2004043928A2/fr active IP Right Grant
- 2003-11-07 PT PT03783256T patent/PT1558580E/pt unknown
- 2003-11-07 PL PL377176A patent/PL377176A1/pl unknown
- 2003-11-07 EP EP03783256A patent/EP1558580B1/fr not_active Expired - Lifetime
2005
- 2005-04-19 IL IL168118A patent/IL168118A/en not_active IP Right Cessation
- 2005-05-09 ZA ZA200503682A patent/ZA200503682B/en unknown
- 2005-05-09 MA MA28270A patent/MA27549A1/fr unknown
- 2005-05-24 CO CO05050160A patent/CO5570702A2/es active IP Right Grant
- 2005-06-08 HR HRP20050517AA patent/HRP20050517B1/hr not_active IP Right Cessation
- 2005-06-09 NO NO20052788A patent/NO331012B1/no not_active IP Right Cessation
- 2005-06-14 US US11/151,897 patent/US7247632B2/en not_active Expired - Fee Related
2007
- 2007-06-18 US US11/820,097 patent/US20070238722A1/en not_active Abandoned
- 2007-10-25 CY CY20071101382T patent/CY1106957T1/el unknown

Also Published As

Publication number	Publication date
KR20050055793A (ko)	2005-06-13
US6946479B2 (en)	2005-09-20
CN1708482A (zh)	2005-12-14
CY1106957T1 (el)	2012-09-26
CA2502416C (fr)	2010-07-20
DE60316339T2 (de)	2008-06-05
ES2293059T3 (es)	2008-03-16
DK1558580T3 (da)	2008-01-14
WO2004043928A8 (fr)	2005-05-06
EP1558580B1 (fr)	2007-09-12
DE60316339D1 (de)	2007-10-25
PL377176A1 (pl)	2006-01-23
AU2003296045B2 (en)	2008-04-03
WO2004043928A2 (fr)	2004-05-27
RU2005114490A (ru)	2006-01-20
US20050256126A1 (en)	2005-11-17
NZ539385A (en)	2008-02-29
ATE372986T1 (de)	2007-09-15
IL168118A (en)	2011-07-31
NO331012B1 (no)	2011-09-05
KR20070030334A (ko)	2007-03-15
RU2321584C2 (ru)	2008-04-10
PT1558580E (pt)	2007-12-06
BR0316086A (pt)	2005-09-27
US20040097559A1 (en)	2004-05-20
EP1558580A2 (fr)	2005-08-03
MXPA05004897A (es)	2005-11-17
CO5570702A2 (es)	2005-10-31
JP4327730B2 (ja)	2009-09-09
HRP20050517B1 (hr)	2014-03-14
AU2003296045A1 (en)	2004-06-03
NO20052788L (no)	2005-06-09
KR100894237B1 (ko)	2009-04-20
HRP20050517A2 (en)	2005-12-31
MA27549A1 (fr)	2005-10-03
CA2502416A1 (fr)	2004-05-27
WO2004043928A3 (fr)	2004-07-01
US20070238722A1 (en)	2007-10-11
US7247632B2 (en)	2007-07-24
JP2006513164A (ja)	2006-04-20

Publication	Publication Date	Title
CA2502264C (fr)	2009-12-15	Utilisation de n-alkyl-4-methyleneamino-3-hydroxy-2-pyridones en tant qu'agents antimicrobiens
US20070238722A1 (en)	2007-10-11	N-sulfonyl-4-methyleneamino-3-hydroxy-2-pyridones