ZA200106849B - Heteroaryl amidines, methylamidines and guanidines as protease inhibitors. - Google Patents
Heteroaryl amidines, methylamidines and guanidines as protease inhibitors. Download PDFInfo
- Publication number
- ZA200106849B ZA200106849B ZA200106849A ZA200106849A ZA200106849B ZA 200106849 B ZA200106849 B ZA 200106849B ZA 200106849 A ZA200106849 A ZA 200106849A ZA 200106849 A ZA200106849 A ZA 200106849A ZA 200106849 B ZA200106849 B ZA 200106849B
- Authority
- ZA
- South Africa
- Prior art keywords
- carboxamidine
- amino
- methylthiothiophene
- methylthio
- thiophene
- Prior art date
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- -1 Heteroaryl amidines Chemical class 0.000 title claims description 252
- 229940042399 direct acting antivirals protease inhibitors Drugs 0.000 title description 4
- 150000002357 guanidines Chemical class 0.000 title description 4
- 239000000137 peptide hydrolase inhibitor Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims description 120
- 125000000217 alkyl group Chemical group 0.000 claims description 89
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 68
- 125000003118 aryl group Chemical group 0.000 claims description 64
- 229910052739 hydrogen Inorganic materials 0.000 claims description 52
- 239000001257 hydrogen Substances 0.000 claims description 50
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 42
- 125000003545 alkoxy group Chemical group 0.000 claims description 39
- 108090000435 Urokinase-type plasminogen activator Proteins 0.000 claims description 37
- 150000002431 hydrogen Chemical class 0.000 claims description 35
- 125000003282 alkyl amino group Chemical group 0.000 claims description 32
- 238000011282 treatment Methods 0.000 claims description 31
- 102000003990 Urokinase-type plasminogen activator Human genes 0.000 claims description 30
- 229960005356 urokinase Drugs 0.000 claims description 30
- 238000000034 method Methods 0.000 claims description 24
- 150000003839 salts Chemical class 0.000 claims description 23
- 102000035195 Peptidases Human genes 0.000 claims description 21
- 108091005804 Peptidases Proteins 0.000 claims description 21
- 125000004104 aryloxy group Chemical group 0.000 claims description 21
- 229910052736 halogen Inorganic materials 0.000 claims description 21
- 150000002367 halogens Chemical class 0.000 claims description 21
- 125000004414 alkyl thio group Chemical group 0.000 claims description 19
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 19
- 125000001072 heteroaryl group Chemical group 0.000 claims description 19
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- 229940012957 plasmin Drugs 0.000 claims description 16
- 229910052717 sulfur Inorganic materials 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 15
- 239000004365 Protease Substances 0.000 claims description 14
- 125000001544 thienyl group Chemical group 0.000 claims description 14
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 13
- 239000000651 prodrug Substances 0.000 claims description 13
- 229940002612 prodrug Drugs 0.000 claims description 13
- 125000004442 acylamino group Chemical group 0.000 claims description 12
- 125000003342 alkenyl group Chemical group 0.000 claims description 12
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 12
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- 125000004466 alkoxycarbonylamino group Chemical group 0.000 claims description 11
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- 230000002401 inhibitory effect Effects 0.000 claims description 11
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- LKDMKWNDBAVNQZ-UHFFFAOYSA-N 4-[[1-[[1-[2-[[1-(4-nitroanilino)-1-oxo-3-phenylpropan-2-yl]carbamoyl]pyrrolidin-1-yl]-1-oxopropan-2-yl]amino]-1-oxopropan-2-yl]amino]-4-oxobutanoic acid Chemical compound OC(=O)CCC(=O)NC(C)C(=O)NC(C)C(=O)N1CCCC1C(=O)NC(C(=O)NC=1C=CC(=CC=1)[N+]([O-])=O)CC1=CC=CC=C1 LKDMKWNDBAVNQZ-UHFFFAOYSA-N 0.000 claims description 10
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- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 6
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- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 4
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- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 3
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/38—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
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- 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
- C07D417/12—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 chain containing hetero atoms as chain links
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- 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
- C07D417/14—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 three or more hetero rings
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US24706299A | 1999-02-09 | 1999-02-09 |
Publications (1)
Publication Number | Publication Date |
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ZA200106849B true ZA200106849B (en) | 2002-11-20 |
Family
ID=22933398
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200106849A ZA200106849B (en) | 1999-02-09 | 2001-08-20 | Heteroaryl amidines, methylamidines and guanidines as protease inhibitors. |
Country Status (19)
Country | Link |
---|---|
EP (1) | EP1150979A1 (hu) |
JP (1) | JP2002536446A (hu) |
KR (1) | KR20010098982A (hu) |
CN (1) | CN1337961A (hu) |
AU (1) | AU5671799A (hu) |
BG (1) | BG105866A (hu) |
BR (1) | BR9917036A (hu) |
CA (1) | CA2362390A1 (hu) |
CZ (1) | CZ20012858A3 (hu) |
EA (1) | EA200100882A1 (hu) |
HU (1) | HUP0201475A2 (hu) |
IL (1) | IL144560A0 (hu) |
MX (1) | MXPA01008084A (hu) |
NO (1) | NO324887B1 (hu) |
NZ (1) | NZ513701A (hu) |
PL (1) | PL351767A1 (hu) |
SK (1) | SK11422001A3 (hu) |
WO (1) | WO2000047578A1 (hu) |
ZA (1) | ZA200106849B (hu) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2000047194A2 (en) * | 1999-02-09 | 2000-08-17 | 3-Dimensional Pharmaceuticals, Inc. | METHODS OF TREATING C1s-MEDIATED DISEASES AND CONDITIONS, AND COMPOUNDS AND COMPOSITIONS THEREFOR |
BR0311419A (pt) * | 2002-05-28 | 2005-04-05 | Dimensional Pharm Inc | Amidinas de tiofeno suas composições e métodos de tratamento de doenças e condições mediadas por complemento |
AU2003302238A1 (en) | 2002-12-03 | 2004-06-23 | Axys Pharmaceuticals, Inc. | 2-(2-hydroxybiphenyl-3-yl)-1h-benzoimidazole-5-carboxamidine derivatives as factor viia inhibitors |
US7482376B2 (en) * | 2003-07-03 | 2009-01-27 | 3-Dimensional Pharmaceuticals, Inc. | Conjugated complement cascade inhibitors |
JP2007523868A (ja) * | 2003-07-10 | 2007-08-23 | アキリオン ファーマシューティカルズ,インコーポレーテッド | ウイルス複製の阻害薬として有用な置換アリールチオウレア誘導体類 |
CA2555959A1 (en) | 2004-02-12 | 2005-09-01 | Molecular Insight Pharmaceuticals | Technetium- and rhenium-bis(heteroaryl) complexes, and methods of use thereof |
US8841305B2 (en) | 2008-10-09 | 2014-09-23 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Activators of the human pyruvate kinase M2 receptor |
WO2011005660A1 (en) | 2009-07-08 | 2011-01-13 | Valocor Therapeutics, Inc. | Tofa analogs useful in treating dermatological disorders or conditions |
EP2563761A1 (en) | 2010-04-29 | 2013-03-06 | The U.S.A. As Represented By The Secretary, Department Of Health And Human Services | Activators of human pyruvate kinase |
US8691184B2 (en) * | 2011-01-25 | 2014-04-08 | The Regents Of The University Of Michigan | Bcl-2/Bcl-xL inhibitors and therapeutic methods using the same |
AR086744A1 (es) * | 2011-06-28 | 2014-01-22 | Nippon Soda Co | Compuesto heterociclico conteniendo nitrogeno y fungicida para el uso en agricultura y jardineria |
EP2606726A1 (de) * | 2011-12-21 | 2013-06-26 | Bayer CropScience AG | N-Arylamidine-substituierte trifluoroethylsulfid-Derivate als Akarizide und Insektizide |
TWI644899B (zh) | 2013-02-04 | 2018-12-21 | 健生藥品公司 | Flap調節劑 |
EP3495359A1 (en) | 2013-02-04 | 2019-06-12 | Janssen Pharmaceutica NV | Flap modulators |
BR112020019804A2 (pt) * | 2018-03-30 | 2021-01-05 | Sumitomo Chemical Company, Limited | Composto heterocíclico e composição de controle de peste artrópode contendo o mesmo |
CN109020837A (zh) * | 2018-07-27 | 2018-12-18 | 广东省石油与精细化工研究院 | 一种2-取代苯基-乙脒盐酸盐的制备方法 |
Family Cites Families (19)
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US4220654A (en) * | 1979-06-04 | 1980-09-02 | Merck & Co., Inc. | Cyclic imidazole cyanoguanidines |
US4424367A (en) * | 1982-08-19 | 1984-01-03 | Norwich Eaton Pharmaceuticals, Inc. | 5-(4-Aminophenyl)-2-thiophenecarboximidamide hydrochloride hemihydrate |
JPS59139357A (ja) * | 1983-01-28 | 1984-08-10 | Torii Yakuhin Kk | アミジン誘導体 |
DE3427865A1 (de) * | 1984-07-27 | 1986-02-06 | Torii & Co., Tokio/Tokyo | Amidinoverbindungen, verfahren zu deren herstellung und diese verbindungen enthaltende pharmazeutische mittel |
US5084466A (en) * | 1989-01-31 | 1992-01-28 | Hoffmann-La Roche Inc. | Novel carboxamide pyridine compounds which have useful pharmaceutical utility |
US5340833A (en) * | 1992-05-01 | 1994-08-23 | Eisai Co., Ltd. | Urokinase inhibitors |
GB9312761D0 (en) * | 1993-06-21 | 1993-08-04 | Wellcome Found | Amino acid derivatives |
CA2170735A1 (en) * | 1993-10-21 | 1995-04-27 | Foe S. Tjoeng | Amidino derivatives useful as nitric oxide synthase inhibitors |
ZA951617B (en) * | 1994-03-04 | 1997-02-27 | Lilly Co Eli | Antithrombotic agents. |
US5612353A (en) * | 1995-06-07 | 1997-03-18 | Rhone-Poulenc Rorer Pharmaceuticals Inc. | Substituted (sulfinic acid, sulfonic acid, sulfonylamino or sulfinylamino) N-[(aminoiminomethyl)phenylalkyl]-azaheterocyclylamide compounds |
TW414795B (en) * | 1996-07-01 | 2000-12-11 | Yamanouchi Pharma Co Ltd | A thiophene derivative and the pharmaceutical composition |
DE19632773A1 (de) * | 1996-08-14 | 1998-02-19 | Basf Ag | Neue Thrombininhibitoren |
PE121699A1 (es) * | 1997-02-18 | 1999-12-08 | Boehringer Ingelheim Pharma | Heterociclos biciclicos disustituidos como inhibidores de la trombina |
EP1051431A1 (de) * | 1998-01-26 | 2000-11-15 | Basf Aktiengesellschaft | Thrombininhibitoren |
EP1049673A1 (de) * | 1998-01-26 | 2000-11-08 | Basf Aktiengesellschaft | Heterocyclische amidine als kallikrein protease inhibitoren |
ATE223408T1 (de) * | 1998-02-09 | 2002-09-15 | Dimensional Pharm Inc | Heteroaryl-amidinen,-methylamidinen und - guanidinen als protease inhibitoren, insbesondere als urokinase inhibitoren |
EP1068190A1 (en) * | 1998-03-31 | 2001-01-17 | Warner-Lambert Company Llc | Quinoxalinones as serine protease inhibitors such as factor xa and thrombin |
KR20010042296A (ko) * | 1998-03-31 | 2001-05-25 | 로즈 암스트롱, 크리스틴 에이. 트러트웨인 | 세린 프로테아제 억제제로서의 벤즈옥사지논/벤조티아지논 |
CA2312953A1 (en) * | 1998-03-31 | 1999-10-07 | Warner-Lambert Company | Quinolones as serine protease inhibitors |
-
1999
- 1999-08-11 CZ CZ20012858A patent/CZ20012858A3/cs unknown
- 1999-08-11 MX MXPA01008084A patent/MXPA01008084A/es unknown
- 1999-08-11 IL IL14456099A patent/IL144560A0/xx unknown
- 1999-08-11 CN CN99816415A patent/CN1337961A/zh active Pending
- 1999-08-11 SK SK1142-2001A patent/SK11422001A3/sk unknown
- 1999-08-11 WO PCT/US1999/018065 patent/WO2000047578A1/en not_active Application Discontinuation
- 1999-08-11 CA CA002362390A patent/CA2362390A1/en not_active Abandoned
- 1999-08-11 AU AU56717/99A patent/AU5671799A/en not_active Abandoned
- 1999-08-11 JP JP2000598498A patent/JP2002536446A/ja active Pending
- 1999-08-11 EA EA200100882A patent/EA200100882A1/ru unknown
- 1999-08-11 EP EP99943667A patent/EP1150979A1/en not_active Withdrawn
- 1999-08-11 HU HU0201475A patent/HUP0201475A2/hu unknown
- 1999-08-11 NZ NZ513701A patent/NZ513701A/xx not_active Application Discontinuation
- 1999-08-11 KR KR1020017010094A patent/KR20010098982A/ko not_active Application Discontinuation
- 1999-08-11 BR BR9917036-1A patent/BR9917036A/pt not_active IP Right Cessation
- 1999-08-11 PL PL99351767A patent/PL351767A1/xx not_active Application Discontinuation
-
2001
- 2001-08-07 NO NO20013853A patent/NO324887B1/no not_active IP Right Cessation
- 2001-08-20 ZA ZA200106849A patent/ZA200106849B/en unknown
- 2001-09-01 BG BG105866A patent/BG105866A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
BR9917036A (pt) | 2002-07-30 |
SK11422001A3 (sk) | 2002-04-04 |
NO324887B1 (no) | 2007-12-27 |
WO2000047578A1 (en) | 2000-08-17 |
MXPA01008084A (es) | 2004-09-10 |
AU5671799A (en) | 2000-08-29 |
EA200100882A1 (ru) | 2002-04-25 |
JP2002536446A (ja) | 2002-10-29 |
CZ20012858A3 (cs) | 2002-05-15 |
KR20010098982A (ko) | 2001-11-08 |
NO20013853L (no) | 2001-10-09 |
EP1150979A1 (en) | 2001-11-07 |
CA2362390A1 (en) | 2000-08-17 |
NZ513701A (en) | 2001-09-28 |
CN1337961A (zh) | 2002-02-27 |
IL144560A0 (en) | 2002-05-23 |
NO20013853D0 (no) | 2001-08-07 |
HUP0201475A2 (hu) | 2003-10-28 |
BG105866A (en) | 2002-06-28 |
PL351767A1 (en) | 2003-06-16 |
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