JP2007517886A5 - - Google Patents
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- Publication number
- JP2007517886A5 JP2007517886A5 JP2006549383A JP2006549383A JP2007517886A5 JP 2007517886 A5 JP2007517886 A5 JP 2007517886A5 JP 2006549383 A JP2006549383 A JP 2006549383A JP 2006549383 A JP2006549383 A JP 2006549383A JP 2007517886 A5 JP2007517886 A5 JP 2007517886A5
- Authority
- JP
- Japan
- Prior art keywords
- thiazole
- carboxylic acid
- methoxyphenyl
- pyridin
- formula
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims 5
- -1 —NH 2 Inorganic materials 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 239000012453 solvate Substances 0.000 claims 4
- 239000003085 diluting agent Substances 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims 3
- JDDZRNQDJHDGEO-UHFFFAOYSA-N 2-(3-methoxyphenyl)-4-[2-(trifluoromethyl)anilino]-1,3-thiazole-5-carboxamide Chemical compound COC1=CC=CC(C=2SC(=C(NC=3C(=CC=CC=3)C(F)(F)F)N=2)C(N)=O)=C1 JDDZRNQDJHDGEO-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000007502 anemia Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- MXENNFRLXSZLFI-UHFFFAOYSA-N 2-(4-methoxyphenyl)-4-[2-(trifluoromethyl)anilino]-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=CC=2)C(F)(F)F)=C(C(O)=O)S1 MXENNFRLXSZLFI-UHFFFAOYSA-N 0.000 claims 1
- FUVIGVWWUCZLTP-UHFFFAOYSA-N 2-pyridin-3-yl-4-(pyridin-3-ylamino)-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=CC=CN=C1 FUVIGVWWUCZLTP-UHFFFAOYSA-N 0.000 claims 1
- PDYYWCNODBWWPE-UHFFFAOYSA-N 2-pyridin-3-yl-4-[2-(trifluoromethyl)anilino]-1,3-thiazole-5-carboxamide Chemical compound NC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=CC=CC=C1C(F)(F)F PDYYWCNODBWWPE-UHFFFAOYSA-N 0.000 claims 1
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 1
- PXCGLJJYXOKGMJ-UHFFFAOYSA-N 4-(2-chloro-4-methylsulfonylanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC(=CC=2)S(C)(=O)=O)Cl)=C(C(O)=O)S1 PXCGLJJYXOKGMJ-UHFFFAOYSA-N 0.000 claims 1
- UEWXZODYQVHBPT-UHFFFAOYSA-N 4-(2-chloro-5-fluoroanilino)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxamide Chemical compound NC(=O)C=1SC(C=2C=C3CCOC3=CC=2)=NC=1NC1=CC(F)=CC=C1Cl UEWXZODYQVHBPT-UHFFFAOYSA-N 0.000 claims 1
- WCTGORJLOKABQC-UHFFFAOYSA-N 4-(2-chloro-5-fluoroanilino)-2-pyridin-3-yl-1,3-thiazole-5-carboxamide Chemical compound NC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=CC(F)=CC=C1Cl WCTGORJLOKABQC-UHFFFAOYSA-N 0.000 claims 1
- VVYDOQFBXOMHMZ-UHFFFAOYSA-N 4-(2-chloro-5-fluoroanilino)-2-pyridin-3-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=CC(F)=CC=C1Cl VVYDOQFBXOMHMZ-UHFFFAOYSA-N 0.000 claims 1
- MYMSLKLXKRVFEC-UHFFFAOYSA-N 4-(2-chloro-5-sulfoanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=C(C=2)S(O)(=O)=O)Cl)=C(C(O)=O)S1 MYMSLKLXKRVFEC-UHFFFAOYSA-N 0.000 claims 1
- WEBOGDFMHZTGJB-UHFFFAOYSA-N 4-(2-chloroanilino)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxamide Chemical compound NC(=O)C=1SC(C=2C=C3CCOC3=CC=2)=NC=1NC1=CC=CC=C1Cl WEBOGDFMHZTGJB-UHFFFAOYSA-N 0.000 claims 1
- WXWQUCZXMDYMNK-UHFFFAOYSA-N 4-(2-chloroanilino)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=C3CCOC3=CC=2)=NC=1NC1=CC=CC=C1Cl WXWQUCZXMDYMNK-UHFFFAOYSA-N 0.000 claims 1
- JFFJAFHJUGAENI-UHFFFAOYSA-N 4-(2-chloroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=CC=2)Cl)=C(C(O)=O)S1 JFFJAFHJUGAENI-UHFFFAOYSA-N 0.000 claims 1
- KEBTWLQEGXDOQH-UHFFFAOYSA-N 4-(2-chloroanilino)-2-pyridin-3-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=CC=CC=C1Cl KEBTWLQEGXDOQH-UHFFFAOYSA-N 0.000 claims 1
- JPRONWAICNLJKF-UHFFFAOYSA-N 4-(2-chloroanilino)-2-pyridin-4-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=CN=CC=2)=NC=1NC1=CC=CC=C1Cl JPRONWAICNLJKF-UHFFFAOYSA-N 0.000 claims 1
- CAIMTQOASKGEDP-UHFFFAOYSA-N 4-(2-fluoroanilino)-2-(3-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound COC1=CC=CC(C=2SC(=C(NC=3C(=CC=CC=3)F)N=2)C(O)=O)=C1 CAIMTQOASKGEDP-UHFFFAOYSA-N 0.000 claims 1
- UWCMSUMIYQVMLH-UHFFFAOYSA-N 4-(3-fluoroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C=C(F)C=CC=2)=C(C(O)=O)S1 UWCMSUMIYQVMLH-UHFFFAOYSA-N 0.000 claims 1
- KPSBFJGOIPNWTP-UHFFFAOYSA-N 4-(4-carboxy-2-chloroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC(=CC=2)C(O)=O)Cl)=C(C(O)=O)S1 KPSBFJGOIPNWTP-UHFFFAOYSA-N 0.000 claims 1
- XSHXDZQQBOYTMO-UHFFFAOYSA-N 4-(5-acetamido-2-chloroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=C(NC(C)=O)C=2)Cl)=C(C(O)=O)S1 XSHXDZQQBOYTMO-UHFFFAOYSA-N 0.000 claims 1
- IUTXLPDOIWYSQD-UHFFFAOYSA-N 4-(5-amino-2-chloroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=C(N)C=2)Cl)=C(C(O)=O)S1 IUTXLPDOIWYSQD-UHFFFAOYSA-N 0.000 claims 1
- UYCNZHWKPRHYFR-UHFFFAOYSA-N 4-(5-carbamoyl-2-chloroanilino)-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C(=CC=C(C=2)C(N)=O)Cl)=C(C(O)=O)S1 UYCNZHWKPRHYFR-UHFFFAOYSA-N 0.000 claims 1
- VQJISNBJYGNUQF-UHFFFAOYSA-N 4-[(3,5-dichloropyridin-4-yl)amino]-2-pyridin-3-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NC1=C(Cl)C=NC=C1Cl VQJISNBJYGNUQF-UHFFFAOYSA-N 0.000 claims 1
- WACGJXVHQQYZBH-UHFFFAOYSA-N 4-[(4-chlorophenyl)methylamino]-2-pyridin-3-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=NC=CC=2)=NC=1NCC1=CC=C(Cl)C=C1 WACGJXVHQQYZBH-UHFFFAOYSA-N 0.000 claims 1
- VWKWWTHAKAQOOZ-UHFFFAOYSA-N 4-[2-(3-chlorophenyl)ethylamino]-2-pyridin-4-yl-1,3-thiazole-5-carboxamide Chemical compound NC(=O)C=1SC(C=2C=CN=CC=2)=NC=1NCCC1=CC=CC(Cl)=C1 VWKWWTHAKAQOOZ-UHFFFAOYSA-N 0.000 claims 1
- WQTNPTGMSXADCC-UHFFFAOYSA-N 4-[2-(3-chlorophenyl)ethylamino]-2-pyridin-4-yl-1,3-thiazole-5-carboxylic acid Chemical compound OC(=O)C=1SC(C=2C=CN=CC=2)=NC=1NCCC1=CC=CC(Cl)=C1 WQTNPTGMSXADCC-UHFFFAOYSA-N 0.000 claims 1
- XQYZVVIQNLNEAA-UHFFFAOYSA-N 4-anilino-2-(3-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound COC1=CC=CC(C=2SC(=C(NC=3C=CC=CC=3)N=2)C(O)=O)=C1 XQYZVVIQNLNEAA-UHFFFAOYSA-N 0.000 claims 1
- RQCSRTKBOFVSPA-UHFFFAOYSA-N 4-anilino-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylic acid Chemical compound C1=CC(OC)=CC=C1C1=NC(NC=2C=CC=CC=2)=C(C(O)=O)S1 RQCSRTKBOFVSPA-UHFFFAOYSA-N 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- 206010065553 Bone marrow failure Diseases 0.000 claims 1
- SVCGEIKMGGVGAJ-UHFFFAOYSA-N COC1=C(NCC2=CC=CC=C2)N=C(C(C=C2)=CC=C2OC)[S+]1C([O-])=O Chemical compound COC1=C(NCC2=CC=CC=C2)N=C(C(C=C2)=CC=C2OC)[S+]1C([O-])=O SVCGEIKMGGVGAJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005973 Carvone Substances 0.000 claims 1
- 206010033661 Pancytopenia Diseases 0.000 claims 1
- 208000001647 Renal Insufficiency Diseases 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 208000022400 anemia due to chronic disease Diseases 0.000 claims 1
- 230000005784 autoimmunity Effects 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 208000024389 cytopenia Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 210000003743 erythrocyte Anatomy 0.000 claims 1
- 208000019501 erythrocyte disease Diseases 0.000 claims 1
- 125000004494 ethyl ester group Chemical group 0.000 claims 1
- 208000018706 hematopoietic system disease Diseases 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 201000006370 kidney failure Diseases 0.000 claims 1
- IQYTYRCQSAFZPM-UHFFFAOYSA-N methyl 2-(3-methoxyphenyl)-4-[2-(trifluoromethyl)anilino]-1,3-thiazole-5-carboxylate Chemical compound COC(=O)C=1SC(C=2C=C(OC)C=CC=2)=NC=1NC1=CC=CC=C1C(F)(F)F IQYTYRCQSAFZPM-UHFFFAOYSA-N 0.000 claims 1
- ZHYPDVGGSZGKHH-UHFFFAOYSA-N methyl 4-anilino-2-(4-methoxyphenyl)-1,3-thiazole-5-carboxylate Chemical compound COC(=O)C=1SC(C=2C=CC(OC)=CC=2)=NC=1NC1=CC=CC=C1 ZHYPDVGGSZGKHH-UHFFFAOYSA-N 0.000 claims 1
- 208000004235 neutropenia Diseases 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US53526704P | 2004-01-09 | 2004-01-09 | |
| US55197204P | 2004-03-10 | 2004-03-10 | |
| PCT/US2005/000303 WO2005070042A2 (en) | 2004-01-09 | 2005-01-06 | Novel chemical compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2007517886A JP2007517886A (ja) | 2007-07-05 |
| JP2007517886A5 true JP2007517886A5 (https=) | 2007-10-11 |
Family
ID=34811305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006549383A Pending JP2007517886A (ja) | 2004-01-09 | 2005-01-06 | 新規な化学化合物 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20090270456A1 (https=) |
| EP (1) | EP1718297A4 (https=) |
| JP (1) | JP2007517886A (https=) |
| WO (1) | WO2005070042A2 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CU23431B6 (es) * | 2005-05-12 | 2009-10-16 | Ct Ingenieria Genetica Biotech | Método para la inhibición de la proliferación de células tumorales y el tratamiento del cáncer |
| PE20070083A1 (es) | 2005-06-08 | 2007-01-27 | Smithkline Beecham Corp | (5z)-5-(6-quinoxalinilmetilideno)-2-[(2,6-diclorofenil)amino]-1,3-tiazol-4(5h)-ona |
| US8372851B2 (en) * | 2005-10-21 | 2013-02-12 | Exelixis, Inc. | Pyrazolo pyrimidines as casein kinase II (CK2) modulators |
| US8105581B2 (en) * | 2005-12-01 | 2012-01-31 | The Scripps Research Institute | Compositions and methods for inducing neuronal differentiation |
| TW201217365A (en) * | 2010-08-11 | 2012-05-01 | Millennium Pharm Inc | Heteroaryls and uses thereof |
| US10294243B2 (en) * | 2014-06-05 | 2019-05-21 | Bayer Cropscience Aktiengesellschaft | Bicyclic compounds as pesticides |
| WO2020018997A1 (en) | 2018-07-20 | 2020-01-23 | Arkansas State University - Jonesboro | 3,4-thiazolo steroids and methods of making and using the same |
| US20250270199A1 (en) * | 2022-03-31 | 2025-08-28 | Arkansas State University - Jonesboro | Thiazole derivatives and methods of using the same |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA03005777A (es) * | 2000-12-22 | 2005-02-14 | Johnson & Johnson | Derivados de triazol diaminas sustituidos como inhibidores de cinasa. |
| EP1372654A4 (en) * | 2001-04-06 | 2007-10-03 | Smithkline Beecham Corp | QUINOLINE INHIBITORS OF HYAK1 AND HYAK3 KINASES |
| DE60221627D1 (de) * | 2001-12-21 | 2007-09-20 | Virochem Pharma Inc | Thiazolderivate und ihre Verwendung zur Behandlung oder Vorbeugung von Infektionen durch Flaviviren |
-
2005
- 2005-01-06 EP EP05705093A patent/EP1718297A4/en not_active Withdrawn
- 2005-01-06 JP JP2006549383A patent/JP2007517886A/ja active Pending
- 2005-01-06 WO PCT/US2005/000303 patent/WO2005070042A2/en not_active Ceased
- 2005-01-06 US US10/585,676 patent/US20090270456A1/en not_active Abandoned
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