UA80572C2 - THIAZOLIDINE DERIVATIVES AS hYAK3 INHIBITORS - Google Patents
THIAZOLIDINE DERIVATIVES AS hYAK3 INHIBITORS Download PDFInfo
- Publication number
- UA80572C2 UA80572C2 UAA200504788A UA2005004788A UA80572C2 UA 80572 C2 UA80572 C2 UA 80572C2 UA A200504788 A UAA200504788 A UA A200504788A UA 2005004788 A UA2005004788 A UA 2005004788A UA 80572 C2 UA80572 C2 UA 80572C2
- Authority
- UA
- Ukraine
- Prior art keywords
- ylmethylene
- thiazolidin
- thiazol
- dihydrobenzofuran
- quinolin
- Prior art date
Links
- 239000003112 inhibitor Substances 0.000 title description 4
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical class C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 104
- 238000000034 method Methods 0.000 claims abstract description 37
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 13
- 230000000694 effects Effects 0.000 claims abstract description 11
- 201000010099 disease Diseases 0.000 claims abstract description 10
- 230000002401 inhibitory effect Effects 0.000 claims abstract description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 67
- NOLHRFLIXVQPSZ-UHFFFAOYSA-N 1,3-thiazolidin-4-one Chemical compound O=C1CSCN1 NOLHRFLIXVQPSZ-UHFFFAOYSA-N 0.000 claims description 50
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 45
- 229910052736 halogen Inorganic materials 0.000 claims description 37
- 150000002367 halogens Chemical class 0.000 claims description 37
- 229910052739 hydrogen Inorganic materials 0.000 claims description 34
- 239000001257 hydrogen Substances 0.000 claims description 33
- 150000002431 hydrogen Chemical class 0.000 claims description 33
- 208000007502 anemia Diseases 0.000 claims description 29
- 150000003839 salts Chemical class 0.000 claims description 29
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 27
- -1 MH" Chemical class 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 239000012453 solvate Substances 0.000 claims description 19
- RBYSUZKKJAVNEO-UHFFFAOYSA-N 2-(2-methylanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound CC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(N=CC=C2)C2=C1 RBYSUZKKJAVNEO-UHFFFAOYSA-N 0.000 claims description 13
- 239000005711 Benzoic acid Substances 0.000 claims description 13
- 235000010233 benzoic acid Nutrition 0.000 claims description 13
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 241000124008 Mammalia Species 0.000 claims description 11
- 239000008194 pharmaceutical composition Substances 0.000 claims description 11
- 239000003085 diluting agent Substances 0.000 claims description 10
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 10
- 239000003937 drug carrier Substances 0.000 claims description 9
- 230000000925 erythroid effect Effects 0.000 claims description 9
- 206010065553 Bone marrow failure Diseases 0.000 claims description 8
- 201000003793 Myelodysplastic syndrome Diseases 0.000 claims description 8
- 210000000777 hematopoietic system Anatomy 0.000 claims description 8
- 208000032467 Aplastic anaemia Diseases 0.000 claims description 7
- 206010033661 Pancytopenia Diseases 0.000 claims description 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- 208000024389 cytopenia Diseases 0.000 claims description 7
- 230000006806 disease prevention Effects 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- OVHGJDOCDAMKTG-UHFFFAOYSA-N 2-(2-methylsulfanylanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound CSC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(N=CC=C2)C2=C1 OVHGJDOCDAMKTG-UHFFFAOYSA-N 0.000 claims description 5
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims description 5
- 235000013305 food Nutrition 0.000 claims description 5
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- RBMYZLOAIMVAJF-UHFFFAOYSA-N 2-(2,6-dichloroanilino)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound ClC1=CC=CC(Cl)=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 RBMYZLOAIMVAJF-UHFFFAOYSA-N 0.000 claims description 3
- NOABIVVHZKOQLR-UHFFFAOYSA-N 2-(2,6-dichloroanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound ClC1=CC=CC(Cl)=C1NC(S1)=NC(=O)C1=CC1=CC=C(N=CC=C2)C2=C1 NOABIVVHZKOQLR-UHFFFAOYSA-N 0.000 claims description 3
- VIXVBMOJVIWSHX-UHFFFAOYSA-N 2-(2,6-dichloroanilino)-5-[(3-fluoro-4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(F)C(O)=CC=C1C=C(S1)C(=O)NC1=NC1=C(Cl)C=CC=C1Cl VIXVBMOJVIWSHX-UHFFFAOYSA-N 0.000 claims description 3
- CJXKRXBAWWCSQH-UHFFFAOYSA-N 2-(2-bromoanilino)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound BrC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 CJXKRXBAWWCSQH-UHFFFAOYSA-N 0.000 claims description 3
- PIOZRFOSBSXDQS-UHFFFAOYSA-N 2-(2-bromoanilino)-5-[(3,4-diaminophenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(N)C(N)=CC=C1C=C1C(=O)N=C(NC=2C(=CC=CC=2)Br)S1 PIOZRFOSBSXDQS-UHFFFAOYSA-N 0.000 claims description 3
- SXQCFGHYESQTLV-UHFFFAOYSA-N 2-(2-bromoanilino)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(O)C(OC)=CC(C=C2C(N=C(NC=3C(=CC=CC=3)Br)S2)=O)=C1 SXQCFGHYESQTLV-UHFFFAOYSA-N 0.000 claims description 3
- TVCRMIHVSUPCBA-UHFFFAOYSA-N 2-(2-bromoanilino)-5-[(5-pyridin-2-ylthiophen-2-yl)methylidene]-1,3-thiazol-4-one Chemical compound BrC1=CC=CC=C1NC(S1)=NC(=O)C1=CC1=CC=C(C=2N=CC=CC=2)S1 TVCRMIHVSUPCBA-UHFFFAOYSA-N 0.000 claims description 3
- CGVLXUZVJUCVMN-UHFFFAOYSA-N 2-(2-chloro-4-fluoro-5-methylanilino)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound C1=C(F)C(C)=CC(N=C2SC(C(=O)N2)=CC=2C=C3CCOC3=CC=2)=C1Cl CGVLXUZVJUCVMN-UHFFFAOYSA-N 0.000 claims description 3
- GWOKZFNBGFQXEJ-UHFFFAOYSA-N 2-(2-chloro-5-fluoroanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound FC1=CC=C(Cl)C(N=C2SC(C(=O)N2)=CC=2C=C3C=CC=NC3=CC=2)=C1 GWOKZFNBGFQXEJ-UHFFFAOYSA-N 0.000 claims description 3
- KCNYITTZCXIVRV-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(3-fluoro-4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(F)C(O)=CC=C1C=C(S1)C(=O)NC1=NC1=CC=CC=C1Cl KCNYITTZCXIVRV-UHFFFAOYSA-N 0.000 claims description 3
- OVZIDDOBFQWANM-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(3-fluoro-4-methoxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(F)C(OC)=CC=C1C=C(S1)C(=O)NC1=NC1=CC=CC=C1Cl OVZIDDOBFQWANM-UHFFFAOYSA-N 0.000 claims description 3
- CEYSJUACBKYCKN-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-thiazolone Chemical compound C1=C(O)C(OC)=CC(C=C2C(N=C(NC=3C(=CC=CC=3)Cl)S2)=O)=C1 CEYSJUACBKYCKN-UHFFFAOYSA-N 0.000 claims description 3
- ZRYHAXCSONNMSH-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=CC(O)=CC=C1C=C1C(=O)N=C(NC=2C(=CC=CC=2)Cl)S1 ZRYHAXCSONNMSH-UHFFFAOYSA-N 0.000 claims description 3
- HROXESYKDDDRDE-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(4-methoxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=CC(OC)=CC=C1C=C1C(=O)N=C(NC=2C(=CC=CC=2)Cl)S1 HROXESYKDDDRDE-UHFFFAOYSA-N 0.000 claims description 3
- OLUCGVIJCPYPMP-UHFFFAOYSA-N 2-(2-methoxyanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound COC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(N=CC=C2)C2=C1 OLUCGVIJCPYPMP-UHFFFAOYSA-N 0.000 claims description 3
- OJSNJDIKPXJLER-UHFFFAOYSA-N 2-(benzylamino)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound S1C(=CC=2C=C3CCOC3=CC=2)C(=O)N=C1NCC1=CC=CC=C1 OJSNJDIKPXJLER-UHFFFAOYSA-N 0.000 claims description 3
- YMMCZMKMBHMOCP-UHFFFAOYSA-N 2-(cyclohexylamino)-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound S1C(=CC=2C=C3CCOC3=CC=2)C(=O)NC1=NC1CCCCC1 YMMCZMKMBHMOCP-UHFFFAOYSA-N 0.000 claims description 3
- YBXFNZSFYCNPEU-UHFFFAOYSA-N 2-[(4-tert-butyl-1,3-thiazol-2-yl)amino]-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound CC(C)(C)C1=CSC(NC=2SC(C(=O)N=2)=CC=2C=C3CCOC3=CC=2)=N1 YBXFNZSFYCNPEU-UHFFFAOYSA-N 0.000 claims description 3
- NZZJGWOUWVLUTP-UHFFFAOYSA-N 2-[2-chloro-4-(trifluoromethyl)anilino]-5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-1,3-thiazol-4-one Chemical compound ClC1=CC(C(F)(F)F)=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 NZZJGWOUWVLUTP-UHFFFAOYSA-N 0.000 claims description 3
- GYOFCYHSKUCRQZ-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2,4,6-trimethylanilino)-1,3-thiazol-4-one Chemical compound CC1=CC(C)=CC(C)=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 GYOFCYHSKUCRQZ-UHFFFAOYSA-N 0.000 claims description 3
- YCAQTHIDBNIVRV-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-fluoroanilino)-1,3-thiazol-4-one Chemical compound FC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 YCAQTHIDBNIVRV-UHFFFAOYSA-N 0.000 claims description 3
- VYNWEIBKZBBVJX-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-methylanilino)-1,3-thiazol-4-one Chemical compound CC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 VYNWEIBKZBBVJX-UHFFFAOYSA-N 0.000 claims description 3
- WEYQVIXVEQEUIU-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-methylsulfanylanilino)-1,3-thiazol-4-one Chemical compound CSC1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 WEYQVIXVEQEUIU-UHFFFAOYSA-N 0.000 claims description 3
- AWLUKGDKBKLSAP-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-nitroanilino)-1,3-thiazol-4-one Chemical compound [O-][N+](=O)C1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 AWLUKGDKBKLSAP-UHFFFAOYSA-N 0.000 claims description 3
- AQBZPOMLIXGKMH-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(piperidin-1-ylamino)-1,3-thiazol-4-one Chemical compound S1C(=CC=2C=C3CCOC3=CC=2)C(=O)N=C1NN1CCCCC1 AQBZPOMLIXGKMH-UHFFFAOYSA-N 0.000 claims description 3
- IAYSASOKGMRVCF-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[2-(dimethylamino)ethylamino]-1,3-thiazol-4-one Chemical compound S1C(NCCN(C)C)=NC(=O)C1=CC1=CC=C(OCC2)C2=C1 IAYSASOKGMRVCF-UHFFFAOYSA-N 0.000 claims description 3
- IXIZMBMCSXPLMU-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[3-(dimethylamino)propylamino]-1,3-thiazol-4-one Chemical compound S1C(NCCCN(C)C)=NC(=O)C1=CC1=CC=C(OCC2)C2=C1 IXIZMBMCSXPLMU-UHFFFAOYSA-N 0.000 claims description 3
- PWXJULSLLONQHY-UHFFFAOYSA-N phenylcarbamic acid Chemical compound OC(=O)NC1=CC=CC=C1 PWXJULSLLONQHY-UHFFFAOYSA-N 0.000 claims description 3
- SRDGYKQKWIQUGB-UHFFFAOYSA-N 2-(2,6-dichloroanilino)-5-[(2-methoxypyridin-3-yl)methylidene]-1,3-thiazol-4-one Chemical compound COC1=NC=CC=C1C=C1C(=O)N=C(NC=2C(=CC=CC=2Cl)Cl)S1 SRDGYKQKWIQUGB-UHFFFAOYSA-N 0.000 claims description 2
- AZRXSULNBSVQHE-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C(Cl)C(O)=CC=C1C=C(S1)C(=O)NC1=NC1=CC=CC=C1Cl AZRXSULNBSVQHE-UHFFFAOYSA-N 0.000 claims description 2
- PTIYTUSMMOTQIO-UHFFFAOYSA-N 2-(2-chloroanilino)-5-[(4-hydroxy-2-methoxyphenyl)methylidene]-1,3-thiazol-4-one Chemical compound COC1=CC(O)=CC=C1C=C(S1)C(=O)NC1=NC1=CC=CC=C1Cl PTIYTUSMMOTQIO-UHFFFAOYSA-N 0.000 claims description 2
- UKBZERKCSICJCY-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-(2-methylsulfinylanilino)-1,3-thiazol-4-one Chemical compound CS(=O)C1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 UKBZERKCSICJCY-UHFFFAOYSA-N 0.000 claims description 2
- BLTWRBXFEIHSMD-UHFFFAOYSA-N 5-(2,3-dihydro-1-benzofuran-5-ylmethylidene)-2-[2-(trifluoromethyl)anilino]-1,3-thiazol-4-one Chemical compound FC(F)(F)C1=CC=CC=C1N=C(NC1=O)SC1=CC1=CC=C(OCC2)C2=C1 BLTWRBXFEIHSMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims description 2
- 150000004702 methyl esters Chemical class 0.000 claims description 2
- SHXHWOPEFBMMKJ-ZSOIEALJSA-N (5z)-2-(2-chloroanilino)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazol-4-one Chemical compound C1=C([N+]([O-])=O)C(O)=CC=C1\C=C/1C(=O)N=C(NC=2C(=CC=CC=2)Cl)S\1 SHXHWOPEFBMMKJ-ZSOIEALJSA-N 0.000 claims 2
- KYODTXADECRZKW-UHFFFAOYSA-N 1-methylidene-1,3-thiazol-4-one Chemical compound C=S1C=NC(C1)=O KYODTXADECRZKW-UHFFFAOYSA-N 0.000 claims 2
- VJAHLUZNTNLKQU-UHFFFAOYSA-N 2-(2-chloro-4-fluoro-5-methylanilino)-5-(quinolin-6-ylmethylidene)-1,3-thiazol-4-one Chemical compound C1=C(F)C(C)=CC(N=C2SC(C(=O)N2)=CC=2C=C3C=CC=NC3=CC=2)=C1Cl VJAHLUZNTNLKQU-UHFFFAOYSA-N 0.000 claims 2
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- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
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- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- AVBGNFCMKJOFIN-UHFFFAOYSA-N triethylammonium acetate Chemical compound CC(O)=O.CCN(CC)CC AVBGNFCMKJOFIN-UHFFFAOYSA-N 0.000 description 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical class CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/426—1,3-Thiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- 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
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- 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
- A61P7/04—Antihaemorrhagics; Procoagulants; Haemostatic agents; Antifibrinolytic agents
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- 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
- A61P7/06—Antianaemics
-
- 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
- A61P7/08—Plasma substitutes; Perfusion solutions; Dialytics or haemodialytics; Drugs for electrolytic or acid-base disorders, e.g. hypovolemic shock
-
- 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
-
- 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
- C07D417/08—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 alicyclic rings
-
- 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
- C07D417/10—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 aromatic rings
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Physical Education & Sports Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42838402P | 2002-11-22 | 2002-11-22 | |
| PCT/US2003/037658 WO2004047760A2 (fr) | 2002-11-22 | 2003-11-18 | Nouveaux composes chimiques |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA80572C2 true UA80572C2 (en) | 2007-10-10 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UAA200504788A UA80572C2 (en) | 2002-11-22 | 2003-11-18 | THIAZOLIDINE DERIVATIVES AS hYAK3 INHIBITORS |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US7767701B2 (fr) |
| EP (1) | EP1567112B1 (fr) |
| JP (1) | JP2006509765A (fr) |
| KR (1) | KR20050085115A (fr) |
| CN (1) | CN100579978C (fr) |
| AP (1) | AP1967A (fr) |
| AR (1) | AR045407A1 (fr) |
| AT (1) | ATE411302T1 (fr) |
| AU (1) | AU2003298693B2 (fr) |
| BR (1) | BR0316502A (fr) |
| CA (1) | CA2507256A1 (fr) |
| CY (1) | CY1108655T1 (fr) |
| DE (1) | DE60324178D1 (fr) |
| DK (1) | DK1567112T3 (fr) |
| EA (1) | EA008865B1 (fr) |
| EC (1) | ECSP055808A (fr) |
| ES (1) | ES2315566T3 (fr) |
| HK (1) | HK1083443A1 (fr) |
| IS (1) | IS2659B (fr) |
| MA (1) | MA27701A1 (fr) |
| MX (1) | MXPA05005406A (fr) |
| MY (1) | MY140132A (fr) |
| NO (1) | NO20052928L (fr) |
| NZ (1) | NZ539873A (fr) |
| OA (1) | OA12963A (fr) |
| PL (1) | PL377564A1 (fr) |
| PT (1) | PT1567112E (fr) |
| SI (1) | SI1567112T1 (fr) |
| TW (1) | TWI309648B (fr) |
| UA (1) | UA80572C2 (fr) |
| WO (1) | WO2004047760A2 (fr) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003062236A1 (fr) | 2002-01-22 | 2003-07-31 | Warner-Lambert Company Llc | 2-(pyridin-2-ylamino)-pyrido[2,3-d]pyrimidin-7-ones |
| MXPA06000484A (es) * | 2003-07-11 | 2006-04-05 | Warner Lambert Co | Sal de isetionato de un inhibidor selectivo de la quinasa 4 dependiente de ciclina. |
| CA2531140C (fr) * | 2003-07-28 | 2013-06-18 | Applied Research Systems Ars Holding N.V. | 2-imino-4-(thio) oxo-5-polycyclovinylazolines utilises comme inhibiteurs de la kinase pi3 |
| USRE43833E1 (en) | 2003-11-21 | 2012-11-27 | Actelion Pharmaceuticals Ltd. | Thiazolidin-4-one derivatives |
| CN100567275C (zh) | 2003-11-21 | 2009-12-09 | 埃科特莱茵药品有限公司 | 作为免疫抑制剂的5-(苯基-(z)-亚基)-噻唑烷-4-酮衍生物 |
| US20070249599A1 (en) * | 2004-02-25 | 2007-10-25 | Duffy Kevin J | Novel Chemical Compounds |
| PE20060373A1 (es) | 2004-06-24 | 2006-04-29 | Smithkline Beecham Corp | Derivados 3-piperidinil-7-carboxamida-indazol como inhibidores de la actividad cinasa de ikk2 |
| WO2006002828A1 (fr) * | 2004-07-01 | 2006-01-12 | F. Hoffmann-La Roche Ag | Quinoline thiazolinones a activite antiproliferante anti-cdk1 |
| RU2007103709A (ru) * | 2004-07-01 | 2008-08-10 | Ф.Хоффманн-Ля Рош Аг (Ch) | Тиазолинонхинолины |
| US7253285B2 (en) * | 2004-09-17 | 2007-08-07 | Hoffmann-La Roche Inc. | Thiazolinone 4-monosubstituted quinolines |
| US7241893B2 (en) * | 2004-09-17 | 2007-07-10 | Hoffman-La Roche Inc. | Thiazolinone 2-substituted quinolines |
| ZA200702435B (en) * | 2004-10-12 | 2008-06-25 | Serono Lab | PI3 Kinase gamma inhibitors for the treatment of anaemia |
| KR100875870B1 (ko) * | 2004-10-14 | 2008-12-26 | 에프. 호프만-라 로슈 아게 | 항암제로서의 신규 아자인돌 티아졸리논 |
| BRPI0516488A (pt) * | 2004-10-14 | 2008-09-09 | Hoffmann La Roche | azolidinonas de 1,5-naftiridina tendo atividade antiproliferativa de cdk1 |
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- 2003-11-18 AT AT03796448T patent/ATE411302T1/de active
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- 2003-11-18 AU AU2003298693A patent/AU2003298693B2/en not_active Ceased
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- 2003-11-18 JP JP2004555721A patent/JP2006509765A/ja not_active Ceased
- 2003-11-18 WO PCT/US2003/037658 patent/WO2004047760A2/fr active Application Filing
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- 2003-11-18 CA CA002507256A patent/CA2507256A1/fr not_active Abandoned
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- 2003-11-18 DK DK03796448T patent/DK1567112T3/da active
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