NO323871B1 - Aminosyreforbindelser og deres anvendelse som NEP-, ACE- og ECE-inhibitorer - Google Patents
Aminosyreforbindelser og deres anvendelse som NEP-, ACE- og ECE-inhibitorer Download PDFInfo
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- NO323871B1 NO323871B1 NO20023893A NO20023893A NO323871B1 NO 323871 B1 NO323871 B1 NO 323871B1 NO 20023893 A NO20023893 A NO 20023893A NO 20023893 A NO20023893 A NO 20023893A NO 323871 B1 NO323871 B1 NO 323871B1
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- -1 Amino acid compounds Chemical class 0.000 title claims description 23
- 239000003112 inhibitor Substances 0.000 title description 11
- 150000001875 compounds Chemical class 0.000 claims description 173
- 238000000034 method Methods 0.000 claims description 53
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 33
- 150000003839 salts Chemical class 0.000 claims description 30
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- 125000000217 alkyl group Chemical group 0.000 claims description 26
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- 239000007858 starting material Substances 0.000 claims description 21
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 18
- 238000002360 preparation method Methods 0.000 claims description 18
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
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- AVVOOUMEMZMDCZ-UHFFFAOYSA-N methyl 2-[[3-acetylsulfanyl-2-(5-bromo-2,3-dihydro-1h-inden-1-yl)propanoyl]amino]-3-(1-benzothiophen-3-yl)propanoate Chemical compound C1CC2=CC(Br)=CC=C2C1C(CSC(C)=O)C(=O)NC(C(=O)OC)CC1=CSC2=CC=CC=C12 AVVOOUMEMZMDCZ-UHFFFAOYSA-N 0.000 description 1
- XGZQUCOSKASFJV-UHFFFAOYSA-N methyl 2-[[3-acetylsulfanyl-2-(5-bromo-2,3-dihydro-1h-inden-1-yl)propanoyl]amino]-3-pyridin-3-ylpropanoate Chemical compound C1CC2=CC(Br)=CC=C2C1C(CSC(C)=O)C(=O)NC(C(=O)OC)CC1=CC=CN=C1 XGZQUCOSKASFJV-UHFFFAOYSA-N 0.000 description 1
- YICCZSAAKWYLMA-UHFFFAOYSA-N methyl 2-[[3-acetylsulfanyl-2-(5-bromo-2,3-dihydro-1h-inden-1-yl)propanoyl]amino]-3-quinolin-2-ylpropanoate Chemical compound C1CC2=CC(Br)=CC=C2C1C(CSC(C)=O)C(=O)NC(C(=O)OC)CC1=CC=C(C=CC=C2)C2=N1 YICCZSAAKWYLMA-UHFFFAOYSA-N 0.000 description 1
- FGLIVUIACOOOGS-UHFFFAOYSA-N methyl 2-amino-3-(1h-pyrrolo[2,3-b]pyridin-3-yl)propanoate Chemical compound C1=CC=C2C(CC(N)C(=O)OC)=CNC2=N1 FGLIVUIACOOOGS-UHFFFAOYSA-N 0.000 description 1
- MXYPFBOKALCISX-UHFFFAOYSA-N methyl 2-amino-3-(1h-pyrrolo[2,3-c]pyridin-3-yl)propanoate Chemical compound N1=CC=C2C(CC(N)C(=O)OC)=CNC2=C1 MXYPFBOKALCISX-UHFFFAOYSA-N 0.000 description 1
- LGFNUHUUIUKCIV-UHFFFAOYSA-N methyl 2-amino-3-(1h-pyrrolo[3,2-h]quinolin-3-yl)propanoate Chemical compound C1=CC2=CC=CN=C2C2=C1C(CC(N)C(=O)OC)=CN2 LGFNUHUUIUKCIV-UHFFFAOYSA-N 0.000 description 1
- GMBFOJYRVSBVCC-UHFFFAOYSA-N methyl 2-amino-3-(2h-indazol-3-yl)propanoate Chemical compound C1=CC=C2C(CC(N)C(=O)OC)=NNC2=C1 GMBFOJYRVSBVCC-UHFFFAOYSA-N 0.000 description 1
- WLAQXNVMSYAGLF-UHFFFAOYSA-N methyl 2-amino-3-(5-bromo-1h-indol-3-yl)propanoate Chemical compound C1=C(Br)C=C2C(CC(N)C(=O)OC)=CNC2=C1 WLAQXNVMSYAGLF-UHFFFAOYSA-N 0.000 description 1
- QOBUNYVBTXFCEZ-UHFFFAOYSA-N methyl 2-amino-3-(5-hydroxy-1h-indol-3-yl)propanoate Chemical compound C1=C(O)C=C2C(CC(N)C(=O)OC)=CNC2=C1 QOBUNYVBTXFCEZ-UHFFFAOYSA-N 0.000 description 1
- ZLVRWEGIPKKGJL-UHFFFAOYSA-N methyl 2-amino-3-(5-methoxy-1h-indol-3-yl)propanoate Chemical compound C1=C(OC)C=C2C(CC(N)C(=O)OC)=CNC2=C1 ZLVRWEGIPKKGJL-UHFFFAOYSA-N 0.000 description 1
- MNJWYOVJMKMIFA-UHFFFAOYSA-N methyl 2-amino-3-(5-methyl-1h-indol-3-yl)propanoate Chemical compound C1=C(C)C=C2C(CC(N)C(=O)OC)=CNC2=C1 MNJWYOVJMKMIFA-UHFFFAOYSA-N 0.000 description 1
- ZALWIXKRHZLOLN-UHFFFAOYSA-N methyl 2-amino-3-(6-fluoro-1h-indol-3-yl)propanoate Chemical compound FC1=CC=C2C(CC(N)C(=O)OC)=CNC2=C1 ZALWIXKRHZLOLN-UHFFFAOYSA-N 0.000 description 1
- PDGMDZRZEWHXQJ-UHFFFAOYSA-N methyl 2-amino-3-(7-methoxy-1h-indol-3-yl)propanoate Chemical compound C1=CC=C2C(CC(N)C(=O)OC)=CNC2=C1OC PDGMDZRZEWHXQJ-UHFFFAOYSA-N 0.000 description 1
- VONDDLRINFBWKK-UHFFFAOYSA-N methyl 3-acridin-9-yl-2-aminopropanoate Chemical compound C1=CC=C2C(CC(N)C(=O)OC)=C(C=CC=C3)C3=NC2=C1 VONDDLRINFBWKK-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000006289 propionylation Effects 0.000 description 1
- 238000010515 propionylation reaction Methods 0.000 description 1
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 125000004548 quinolin-3-yl group Chemical group N1=CC(=CC2=CC=CC=C12)* 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000007634 remodeling Methods 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 238000011894 semi-preparative HPLC Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 238000010532 solid phase synthesis reaction Methods 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000006190 sub-lingual tablet Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 210000001550 testis Anatomy 0.000 description 1
- POSZUTFLHGNLHX-KSBRXOFISA-N tris maleate Chemical compound OCC(N)(CO)CO.OCC(N)(CO)CO.OC(=O)\C=C/C(O)=O POSZUTFLHGNLHX-KSBRXOFISA-N 0.000 description 1
- 230000006442 vascular tone Effects 0.000 description 1
- 229940124549 vasodilator Drugs 0.000 description 1
- 239000003071 vasodilator agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/02—Antidotes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/20—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals substituted additionally by nitrogen atoms, e.g. tryptophane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/36—Oxygen atoms in position 3, e.g. adrenochrome
-
- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D215/14—Radicals substituted by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/02—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
- C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/64—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms, e.g. histidine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
- C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
- C07D333/60—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0001937A FR2805259B1 (fr) | 2000-02-17 | 2000-02-17 | Nouveaux derives d'aminoacides n-mercaptoacyles, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| PCT/FR2001/000463 WO2001060822A1 (fr) | 2000-02-17 | 2001-02-16 | Derives d'aminoacides et leur utilisation en tant qu'inhibiteurs de la nep, l'ace et l'ece |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20023893D0 NO20023893D0 (no) | 2002-08-16 |
| NO20023893L NO20023893L (no) | 2002-08-16 |
| NO323871B1 true NO323871B1 (no) | 2007-07-16 |
Family
ID=8847077
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20023893A NO323871B1 (no) | 2000-02-17 | 2002-08-16 | Aminosyreforbindelser og deres anvendelse som NEP-, ACE- og ECE-inhibitorer |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US6716852B2 (es) |
| EP (1) | EP1255757B1 (es) |
| JP (1) | JP2003523343A (es) |
| KR (1) | KR100491605B1 (es) |
| CN (1) | CN1186344C (es) |
| AR (1) | AR029468A1 (es) |
| AT (1) | ATE243210T1 (es) |
| AU (2) | AU3569801A (es) |
| BR (1) | BR0108409A (es) |
| CA (1) | CA2400537A1 (es) |
| CZ (1) | CZ20022811A3 (es) |
| DE (1) | DE60100388T2 (es) |
| DK (1) | DK1255757T3 (es) |
| EA (1) | EA005004B1 (es) |
| ES (1) | ES2202279T3 (es) |
| FR (1) | FR2805259B1 (es) |
| HK (1) | HK1050896A1 (es) |
| HU (1) | HUP0300248A3 (es) |
| MX (1) | MXPA02007973A (es) |
| NO (1) | NO323871B1 (es) |
| PL (1) | PL357243A1 (es) |
| PT (1) | PT1255757E (es) |
| SK (1) | SK11822002A3 (es) |
| WO (1) | WO2001060822A1 (es) |
| ZA (1) | ZA200206221B (es) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2823212B1 (fr) * | 2001-04-10 | 2005-12-02 | Inst Nat Sante Rech Med | Inhibiteurs de la toxine botulique de type b |
| WO2008063888A2 (en) | 2006-11-22 | 2008-05-29 | Plexxikon, Inc. | Compounds modulating c-fms and/or c-kit activity and uses therefor |
| US20100190777A1 (en) | 2007-07-17 | 2010-07-29 | Plexxikon Inc. | Compounds and methods for kinase modulation, and indications therefor |
| FR2931151A1 (fr) * | 2008-05-13 | 2009-11-20 | Pharmaleads Soc Par Actions Si | Nouveaux derives d'amino-acides, leur procede de preparation et leur utilisation therapeutique |
| CR20170089A (es) | 2009-04-03 | 2017-07-17 | Plexxikon Inc | Composiciones del acido propano-1--sulfonico {3-[5-(4-cloro-fenil)-1h-pirrolo [2,3-b] piridina-3-carbonil] -2,4-difluoro-fenil}-amida y el uso de las mismas |
| NZ599866A (en) | 2009-11-06 | 2014-09-26 | Plexxikon Inc | Compounds and methods for kinase modulation, and indications therefor |
| MA34948B1 (fr) | 2011-02-07 | 2014-03-01 | Plexxikon Inc | Composes et procedes de modulation de kinase, et leurs indications |
| TWI558702B (zh) | 2011-02-21 | 2016-11-21 | 普雷辛肯公司 | 醫藥活性物質的固態形式 |
| US9150570B2 (en) | 2012-05-31 | 2015-10-06 | Plexxikon Inc. | Synthesis of heterocyclic compounds |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2038379C (en) * | 1990-03-22 | 2002-11-05 | Norma G. Delaney | Trifluoromethyl mercaptan and mercaptoacyl derivatives and method of using same |
| IT1277736B1 (it) * | 1995-12-28 | 1997-11-12 | Zambon Spa | Derivati tiolici ad attivita' inibitrice delle metallopeptidasi |
| FR2745571B1 (fr) * | 1996-03-04 | 1998-06-19 | Inst Nat Sante Rech Med | Nouveaux derives soufres comportant une liaison amide, leur procede de preparation, leur application a titre de medicaments, et les compositions pharmaceutiques les renfermant |
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2000
- 2000-02-17 FR FR0001937A patent/FR2805259B1/fr not_active Expired - Fee Related
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2001
- 2001-02-15 AR ARP010100675A patent/AR029468A1/es unknown
- 2001-02-16 DK DK01907822T patent/DK1255757T3/da active
- 2001-02-16 AT AT01907822T patent/ATE243210T1/de not_active IP Right Cessation
- 2001-02-16 DE DE60100388T patent/DE60100388T2/de not_active Expired - Fee Related
- 2001-02-16 CA CA002400537A patent/CA2400537A1/fr not_active Abandoned
- 2001-02-16 AU AU3569801A patent/AU3569801A/xx active Pending
- 2001-02-16 SK SK1182-2002A patent/SK11822002A3/sk unknown
- 2001-02-16 CZ CZ20022811A patent/CZ20022811A3/cs unknown
- 2001-02-16 PT PT01907822T patent/PT1255757E/pt unknown
- 2001-02-16 BR BR0108409-7A patent/BR0108409A/pt not_active IP Right Cessation
- 2001-02-16 EA EA200200807A patent/EA005004B1/ru not_active IP Right Cessation
- 2001-02-16 KR KR10-2002-7010552A patent/KR100491605B1/ko not_active IP Right Cessation
- 2001-02-16 MX MXPA02007973A patent/MXPA02007973A/es active IP Right Grant
- 2001-02-16 ES ES01907822T patent/ES2202279T3/es not_active Expired - Lifetime
- 2001-02-16 US US10/203,704 patent/US6716852B2/en not_active Expired - Fee Related
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- 2001-02-16 WO PCT/FR2001/000463 patent/WO2001060822A1/fr active IP Right Grant
- 2001-02-16 AU AU2001235698A patent/AU2001235698B2/en not_active Ceased
- 2001-02-16 PL PL01357243A patent/PL357243A1/xx not_active Application Discontinuation
- 2001-02-16 EP EP01907822A patent/EP1255757B1/fr not_active Expired - Lifetime
- 2001-02-16 CN CNB018050921A patent/CN1186344C/zh not_active Expired - Fee Related
-
2002
- 2002-08-05 ZA ZA200206221A patent/ZA200206221B/en unknown
- 2002-08-16 NO NO20023893A patent/NO323871B1/no unknown
-
2003
- 2003-04-29 HK HK03103031A patent/HK1050896A1/xx not_active IP Right Cessation
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