RU2006101980A - Бензотиазол-4, 7-дионы и бензоксазол-4, 7-дионы, замещенные в положении 5 или 6 и способы их получения - Google Patents
Бензотиазол-4, 7-дионы и бензоксазол-4, 7-дионы, замещенные в положении 5 или 6 и способы их получения Download PDFInfo
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- RU2006101980A RU2006101980A RU2006101980/04A RU2006101980A RU2006101980A RU 2006101980 A RU2006101980 A RU 2006101980A RU 2006101980/04 A RU2006101980/04 A RU 2006101980/04A RU 2006101980 A RU2006101980 A RU 2006101980A RU 2006101980 A RU2006101980 A RU 2006101980A
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- Prior art keywords
- radical
- alkyl
- amino
- dione
- ethyl
- Prior art date
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- 238000000034 method Methods 0.000 title claims 7
- -1 R 6 radical Chemical class 0.000 claims 111
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 53
- 150000003254 radicals Chemical class 0.000 claims 43
- 125000000217 alkyl group Chemical group 0.000 claims 38
- 125000000623 heterocyclic group Chemical group 0.000 claims 32
- 150000001875 compounds Chemical class 0.000 claims 25
- 125000005843 halogen group Chemical group 0.000 claims 23
- 125000001424 substituent group Chemical group 0.000 claims 22
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical compound [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 claims 20
- 125000005842 heteroatom Chemical group 0.000 claims 14
- 229910052757 nitrogen Inorganic materials 0.000 claims 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 14
- 229910052717 sulfur Inorganic materials 0.000 claims 10
- 125000004432 carbon atom Chemical group C* 0.000 claims 8
- 125000001188 haloalkyl group Chemical group 0.000 claims 8
- 150000003839 salts Chemical class 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 claims 6
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 claims 6
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 claims 6
- 125000004434 sulfur atom Chemical group 0.000 claims 6
- 125000004429 atom Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- 125000003118 aryl group Chemical group 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims 4
- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims 4
- WCUXJAHSNPROCI-UHFFFAOYSA-N 2-(2-chloro-6-fluorophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2SC=1C1=C(F)C=CC=C1Cl WCUXJAHSNPROCI-UHFFFAOYSA-N 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- PZTFVEXPTRLXGC-UHFFFAOYSA-N 2-(2,5-dichlorothiophen-3-yl)-5-(2-pyrrolidin-1-ylethylamino)-1,3-benzothiazole-4,7-dione Chemical compound S1C(Cl)=CC(C=2SC3=C(C(C(NCCN4CCCC4)=CC3=O)=O)N=2)=C1Cl PZTFVEXPTRLXGC-UHFFFAOYSA-N 0.000 claims 2
- NIWKJYIFRLQGSC-UHFFFAOYSA-N 2-(2,5-dichlorothiophen-3-yl)-5-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2SC=1C=1C=C(Cl)SC=1Cl NIWKJYIFRLQGSC-UHFFFAOYSA-N 0.000 claims 2
- IHZUQXVCAYBGNN-UHFFFAOYSA-N 2-(2,6-difluorophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2SC=1C1=C(F)C=CC=C1F IHZUQXVCAYBGNN-UHFFFAOYSA-N 0.000 claims 2
- WSQGSLIWRYNKOL-UHFFFAOYSA-N 2-(2-chloro-6-fluorophenyl)-5-(2-pyrrolidin-1-ylethylamino)-1,3-benzothiazole-4,7-dione Chemical compound FC1=CC=CC(Cl)=C1C1=NC(C(C(NCCN2CCCC2)=CC2=O)=O)=C2S1 WSQGSLIWRYNKOL-UHFFFAOYSA-N 0.000 claims 2
- HXWPKDLSQVPQNG-UHFFFAOYSA-N 2-(4-fluorophenyl)-5-(2-pyrrolidin-1-ylethylamino)-1,3-benzothiazole-4,7-dione Chemical compound C1=CC(F)=CC=C1C1=NC(C(C(NCCN2CCCC2)=CC2=O)=O)=C2S1 HXWPKDLSQVPQNG-UHFFFAOYSA-N 0.000 claims 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims 2
- LPEHETKTJYHXOD-UHFFFAOYSA-N 5-[2-(dimethylamino)ethylamino]-2-(4-fluorophenyl)-1,3-benzothiazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2SC=1C1=CC=C(F)C=C1 LPEHETKTJYHXOD-UHFFFAOYSA-N 0.000 claims 2
- YLSVTKGYDGPFRC-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(4-ethylphenyl)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC(CC)=CC=C1C1=NC(C(C=C(NCCN(C)C)C2=O)=O)=C2O1 YLSVTKGYDGPFRC-UHFFFAOYSA-N 0.000 claims 2
- OQYMDHDGGXMBGS-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-naphthalen-2-yl-1,3-benzothiazole-4,7-dione Chemical compound C1=CC=CC2=CC(C3=NC=4C(=O)C=C(C(C=4S3)=O)NCCN(C)C)=CC=C21 OQYMDHDGGXMBGS-UHFFFAOYSA-N 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims 2
- 150000005840 aryl radicals Chemical group 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 239000004305 biphenyl Substances 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 125000004993 haloalkoxycarbonyl group Chemical group 0.000 claims 2
- 208000014829 head and neck neoplasm Diseases 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000003392 indanyl group Chemical group C1(CCC2=CC=CC=C12)* 0.000 claims 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 239000003586 protic polar solvent Substances 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- KQOYYIUMAGYDHB-UHFFFAOYSA-N 2-(1,3-benzodioxol-5-yl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound O=C1C=2OC(C=3C=C4OCOC4=CC=3)=NC=2C(=O)C=C1NCCN1CCCC1 KQOYYIUMAGYDHB-UHFFFAOYSA-N 0.000 claims 1
- OATJAIRTLJSUJZ-UHFFFAOYSA-N 2-(2,3-difluorophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC=CC(F)=C1F OATJAIRTLJSUJZ-UHFFFAOYSA-N 0.000 claims 1
- FFVFVGZJVGNKRT-UHFFFAOYSA-N 2-(2,3-difluorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=CC(F)=C1F FFVFVGZJVGNKRT-UHFFFAOYSA-N 0.000 claims 1
- HYJHRMRZZSOIKS-UHFFFAOYSA-N 2-(2,5-difluorophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC(F)=CC=C1F HYJHRMRZZSOIKS-UHFFFAOYSA-N 0.000 claims 1
- UKGGZBHWHUUGEV-UHFFFAOYSA-N 2-(2,5-difluorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound S1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC(F)=CC=C1F UKGGZBHWHUUGEV-UHFFFAOYSA-N 0.000 claims 1
- FOJHTOMZWUIILB-UHFFFAOYSA-N 2-(2,5-difluorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC(F)=CC=C1F FOJHTOMZWUIILB-UHFFFAOYSA-N 0.000 claims 1
- GRURYTQEVMHRTP-UHFFFAOYSA-N 2-(2-bromophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC=CC=C1Br GRURYTQEVMHRTP-UHFFFAOYSA-N 0.000 claims 1
- LSOWTSJESCKUMW-UHFFFAOYSA-N 2-(2-bromophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound BrC1=CC=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 LSOWTSJESCKUMW-UHFFFAOYSA-N 0.000 claims 1
- JLGBOGHFCQJXRX-UHFFFAOYSA-N 2-(2-bromophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=CC=C1Br JLGBOGHFCQJXRX-UHFFFAOYSA-N 0.000 claims 1
- QKTFHHAPASFUJV-UHFFFAOYSA-N 2-(2-chloro-6-fluorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound S1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=C(F)C=CC=C1Cl QKTFHHAPASFUJV-UHFFFAOYSA-N 0.000 claims 1
- HRYTTZGDUJKAID-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound C1=C(OC)C(OC)=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 HRYTTZGDUJKAID-UHFFFAOYSA-N 0.000 claims 1
- KTQJFPUZZOHGLN-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound C1=C(OC)C(OC)=CC=C1C1=NC(C(C=C(NCCN(C)C)C2=O)=O)=C2O1 KTQJFPUZZOHGLN-UHFFFAOYSA-N 0.000 claims 1
- BSLQGZVKGUQMBQ-UHFFFAOYSA-N 2-(3,5-dibromophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound BrC1=CC(Br)=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 BSLQGZVKGUQMBQ-UHFFFAOYSA-N 0.000 claims 1
- KZEXHFYTUSUMJG-UHFFFAOYSA-N 2-(3,5-dibromophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC(Br)=CC(Br)=C1 KZEXHFYTUSUMJG-UHFFFAOYSA-N 0.000 claims 1
- SDTAJQMVBKZMSB-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-5-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound FC1=CC(F)=CC(C=2OC3=C(C(C(NCCN4CCCC4)=CC3=O)=O)N=2)=C1 SDTAJQMVBKZMSB-UHFFFAOYSA-N 0.000 claims 1
- YONONEFVGAFJHN-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC(F)=CC(F)=C1 YONONEFVGAFJHN-UHFFFAOYSA-N 0.000 claims 1
- GKLDSXVHMRSCPR-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound FC1=CC(F)=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 GKLDSXVHMRSCPR-UHFFFAOYSA-N 0.000 claims 1
- KKIZXRUACHELEK-UHFFFAOYSA-N 2-(3,5-difluorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC(F)=CC(F)=C1 KKIZXRUACHELEK-UHFFFAOYSA-N 0.000 claims 1
- PKIQFTUWWDNUBC-UHFFFAOYSA-N 2-(3-bromophenyl)-5-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound BrC1=CC=CC(C=2OC3=C(C(C(NCCN4CCCC4)=CC3=O)=O)N=2)=C1 PKIQFTUWWDNUBC-UHFFFAOYSA-N 0.000 claims 1
- QYRKIJDUGSDPBX-UHFFFAOYSA-N 2-(3-bromophenyl)-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC=CC(Br)=C1 QYRKIJDUGSDPBX-UHFFFAOYSA-N 0.000 claims 1
- VRRWARUFPFGFBO-UHFFFAOYSA-N 2-(3-bromophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound BrC1=CC=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 VRRWARUFPFGFBO-UHFFFAOYSA-N 0.000 claims 1
- IWNIUJYXJZOQOG-UHFFFAOYSA-N 2-(3-bromophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=CC(Br)=C1 IWNIUJYXJZOQOG-UHFFFAOYSA-N 0.000 claims 1
- IBKLZXYCWTYVGO-UHFFFAOYSA-N 2-(3-chlorophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound ClC1=CC=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 IBKLZXYCWTYVGO-UHFFFAOYSA-N 0.000 claims 1
- LYJGKODOQGDIRP-UHFFFAOYSA-N 2-(4-bromo-2-chlorophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound ClC1=CC(Br)=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 LYJGKODOQGDIRP-UHFFFAOYSA-N 0.000 claims 1
- KFMAFARKULOIKB-UHFFFAOYSA-N 2-(4-bromo-2-chlorophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=C(Br)C=C1Cl KFMAFARKULOIKB-UHFFFAOYSA-N 0.000 claims 1
- OVBAJJSRJDQIMS-UHFFFAOYSA-N 2-(4-bromo-3-methylphenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound C1=C(Br)C(C)=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 OVBAJJSRJDQIMS-UHFFFAOYSA-N 0.000 claims 1
- KWMWPQNDMFPSAC-UHFFFAOYSA-N 2-(4-bromo-3-methylphenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=C(Br)C(C)=C1 KWMWPQNDMFPSAC-UHFFFAOYSA-N 0.000 claims 1
- XRIJJOYQZVVEMZ-UHFFFAOYSA-N 2-(4-bromophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC(Br)=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 XRIJJOYQZVVEMZ-UHFFFAOYSA-N 0.000 claims 1
- ZFDIRIRYJUNZPD-UHFFFAOYSA-N 2-(4-bromophenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=C(Br)C=C1 ZFDIRIRYJUNZPD-UHFFFAOYSA-N 0.000 claims 1
- ZELFONAKGAZPPZ-UHFFFAOYSA-N 2-(4-butylphenyl)-6-[2-(dimethylamino)ethylamino]-1,3-benzothiazole-4,7-dione Chemical compound C1=CC(CCCC)=CC=C1C1=NC(C(C=C(NCCN(C)C)C2=O)=O)=C2S1 ZELFONAKGAZPPZ-UHFFFAOYSA-N 0.000 claims 1
- AITCDJDKIOTYAS-UHFFFAOYSA-N 2-(4-ethylphenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC(CC)=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 AITCDJDKIOTYAS-UHFFFAOYSA-N 0.000 claims 1
- PKGLTQZDWLUGNO-UHFFFAOYSA-N 2-(4-fluorophenyl)-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC(F)=CC=C1C1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 PKGLTQZDWLUGNO-UHFFFAOYSA-N 0.000 claims 1
- YCOPQWHJPZMDRT-UHFFFAOYSA-N 2-[(2,6-dichlorophenyl)methyl]-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1CC1=C(Cl)C=CC=C1Cl YCOPQWHJPZMDRT-UHFFFAOYSA-N 0.000 claims 1
- YHJVSSKERPTKKG-UHFFFAOYSA-N 2-[(2-chloro-6-fluorophenyl)methyl]-6-(2-pyrrolidin-1-ylethylamino)-1,3-benzoxazole-4,7-dione Chemical compound FC1=CC=CC(Cl)=C1CC1=NC(C(C=C(NCCN2CCCC2)C2=O)=O)=C2O1 YHJVSSKERPTKKG-UHFFFAOYSA-N 0.000 claims 1
- DYMOMPARUNGLAL-UHFFFAOYSA-N 2-[(2-chloro-6-fluorophenyl)methyl]-6-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1CC1=C(F)C=CC=C1Cl DYMOMPARUNGLAL-UHFFFAOYSA-N 0.000 claims 1
- YOIYDRLYUGPBOP-UHFFFAOYSA-N 2-benzyl-5-[2-(dimethylamino)ethylamino]-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1CC1=CC=CC=C1 YOIYDRLYUGPBOP-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- TYMFWTFOGORBKI-UHFFFAOYSA-N 5-(2-pyrrolidin-1-ylethylamino)-2-(3,4,5-trifluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound FC1=C(F)C(F)=CC(C=2OC3=C(C(C(NCCN4CCCC4)=CC3=O)=O)N=2)=C1 TYMFWTFOGORBKI-UHFFFAOYSA-N 0.000 claims 1
- DUJZMQLBWFGIIY-UHFFFAOYSA-N 5-[2-(dimethylamino)ethylamino]-2-(3,4,5-trifluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC(F)=C(F)C(F)=C1 DUJZMQLBWFGIIY-UHFFFAOYSA-N 0.000 claims 1
- QUXOCIANANZCNH-UHFFFAOYSA-N 5-[2-(dimethylamino)ethylamino]-2-(4-ethylphenyl)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC(CC)=CC=C1C1=NC(C(C(NCCN(C)C)=CC2=O)=O)=C2O1 QUXOCIANANZCNH-UHFFFAOYSA-N 0.000 claims 1
- JEUJCJQDOHXOTR-UHFFFAOYSA-N 5-[2-(dimethylamino)ethylamino]-2-(4-fluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound N=1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2OC=1C1=CC=C(F)C=C1 JEUJCJQDOHXOTR-UHFFFAOYSA-N 0.000 claims 1
- KMQZWARFDYVZSX-UHFFFAOYSA-N 6-(2-pyrrolidin-1-ylethylamino)-2-(3,4,5-trifluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound FC1=C(F)C(F)=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 KMQZWARFDYVZSX-UHFFFAOYSA-N 0.000 claims 1
- SFSIRTJZZTYSNB-UHFFFAOYSA-N 6-(2-pyrrolidin-1-ylethylamino)-2-(3,4,5-trimethoxyphenyl)-1,3-benzoxazole-4,7-dione Chemical compound COC1=C(OC)C(OC)=CC(C=2OC3=C(C(C=C(NCCN4CCCC4)C3=O)=O)N=2)=C1 SFSIRTJZZTYSNB-UHFFFAOYSA-N 0.000 claims 1
- VMYOUYMLRATFHV-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(3,4,5-trifluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC(F)=C(F)C(F)=C1 VMYOUYMLRATFHV-UHFFFAOYSA-N 0.000 claims 1
- ULBHEDHPLUXSDQ-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(3,4,5-trimethoxyphenyl)-1,3-benzoxazole-4,7-dione Chemical compound COC1=C(OC)C(OC)=CC(C=2OC3=C(C(C=C(NCCN(C)C)C3=O)=O)N=2)=C1 ULBHEDHPLUXSDQ-UHFFFAOYSA-N 0.000 claims 1
- ZCMHFZPOERTMAR-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(4-fluorophenyl)-1,3-benzothiazole-4,7-dione Chemical compound S1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=C(F)C=C1 ZCMHFZPOERTMAR-UHFFFAOYSA-N 0.000 claims 1
- XUNAKRGFYOHJQZ-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(4-fluorophenyl)-1,3-benzoxazole-4,7-dione Chemical compound O1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C1=CC=C(F)C=C1 XUNAKRGFYOHJQZ-UHFFFAOYSA-N 0.000 claims 1
- MBYKWEZAHMVDPF-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(4-phenylphenyl)-1,3-benzothiazole-4,7-dione Chemical compound S1C=2C(=O)C(NCCN(C)C)=CC(=O)C=2N=C1C(C=C1)=CC=C1C1=CC=CC=C1 MBYKWEZAHMVDPF-UHFFFAOYSA-N 0.000 claims 1
- JUWIUZQUDWDAEV-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-(naphthalen-1-ylmethyl)-1,3-benzoxazole-4,7-dione Chemical compound C1=CC=C2C(CC3=NC=4C(=O)C=C(C(C=4O3)=O)NCCN(C)C)=CC=CC2=C1 JUWIUZQUDWDAEV-UHFFFAOYSA-N 0.000 claims 1
- KJCYHVQJWNMXHY-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-hexyl-1,3-benzothiazole-4,7-dione Chemical compound O=C1C(NCCN(C)C)=CC(=O)C2=C1SC(CCCCCC)=N2 KJCYHVQJWNMXHY-UHFFFAOYSA-N 0.000 claims 1
- WGTKKMPKVGOEKT-UHFFFAOYSA-N 6-[2-(dimethylamino)ethylamino]-2-naphthalen-1-yl-1,3-benzothiazole-4,7-dione Chemical compound C1=CC=C2C(C3=NC=4C(=O)C=C(C(C=4S3)=O)NCCN(C)C)=CC=CC2=C1 WGTKKMPKVGOEKT-UHFFFAOYSA-N 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- 206010009944 Colon cancer Diseases 0.000 claims 1
- 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 1
- 206010025323 Lymphomas Diseases 0.000 claims 1
- 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 201000005202 lung cancer Diseases 0.000 claims 1
- 208000020816 lung neoplasm Diseases 0.000 claims 1
- 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
- 208000026037 malignant tumor of neck Diseases 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 0 *C(*1)=NC(C(C(N(*)*)=C2*)=O)=C1C2=O Chemical compound *C(*1)=NC(C(C(N(*)*)=C2*)=O)=C1C2=O 0.000 description 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/16—Masculine contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/18—Feminine contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/04—Antipruritics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/14—Drugs for dermatological disorders for baldness or alopecia
-
- 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
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- 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
-
- 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
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
-
- 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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Diabetes (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Obesity (AREA)
- Communicable Diseases (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Oncology (AREA)
- Reproductive Health (AREA)
- Hematology (AREA)
- Gastroenterology & Hepatology (AREA)
- Ophthalmology & Optometry (AREA)
- Heart & Thoracic Surgery (AREA)
- Gynecology & Obstetrics (AREA)
- Vascular Medicine (AREA)
- Pulmonology (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Nutrition Science (AREA)
- Cardiology (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0307648A FR2856686A1 (fr) | 2003-06-25 | 2003-06-25 | Benzothiazole-4,7-diones et benzooxazole-4,7-diones substituees en position 5 ou 6 et leurs procedes de preparation |
| FR03/07648 | 2003-06-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2006101980A true RU2006101980A (ru) | 2006-07-27 |
Family
ID=33515381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2006101980/04A RU2006101980A (ru) | 2003-06-25 | 2004-06-24 | Бензотиазол-4, 7-дионы и бензоксазол-4, 7-дионы, замещенные в положении 5 или 6 и способы их получения |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7335674B2 (enExample) |
| EP (1) | EP1641789A2 (enExample) |
| JP (1) | JP2007515383A (enExample) |
| KR (1) | KR20060024814A (enExample) |
| CN (1) | CN1842522A (enExample) |
| AR (1) | AR044929A1 (enExample) |
| AU (1) | AU2004251912A1 (enExample) |
| BR (1) | BRPI0411871A (enExample) |
| CA (1) | CA2530662A1 (enExample) |
| FR (1) | FR2856686A1 (enExample) |
| IL (1) | IL172774A0 (enExample) |
| MX (1) | MXPA06000217A (enExample) |
| NO (1) | NO20060124L (enExample) |
| RU (1) | RU2006101980A (enExample) |
| WO (1) | WO2005000843A2 (enExample) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2834289B1 (fr) * | 2001-12-27 | 2004-03-19 | Sod Conseils Rech Applic | Derives de benzothiazole-4,7-diones et benzooxazole-4,7- diones, leur preparation et leurs applications therapeutiques |
| ATE368654T1 (de) * | 2001-12-27 | 2007-08-15 | Sod Conseils Rech Applic | Benzothiazol- und benzoxazol-4,7-dionderivate und ihre verwendung als cdc25-phosphatasen- inhibitoren |
| FR2856688B1 (fr) * | 2003-06-25 | 2008-05-30 | Sod Conseils Rech Applic | PRODUIT COMPRENANT AU MOINS UN INHIBITEUR DE PHOSPHATASE CDc25 EN ASSOCIATION AVEC AU MOINS UN AUTRE AGENT ANTI-CANCEREUX |
| FR2877667B1 (fr) | 2004-11-05 | 2007-03-23 | Sod Conseils Rech Applic | Derives de 4,7-dioxobenzothiazole-2-carboxamides, leur preparation et leurs applications therapeutiques |
| FR2879598B1 (fr) | 2004-12-17 | 2007-03-30 | Sod Conseils Rech Applic | Inhibiteurs de phosphatases cdc25 |
| FR2945532A1 (fr) * | 2009-05-15 | 2010-11-19 | Ipsen Pharma Sas | Derives de tri-amino-pyrimidine comme inhibiteurs de phosphatases cdc25 |
| BR112019007271A2 (pt) * | 2016-10-10 | 2019-09-17 | Dev Ct Biotechnology | compostos de quinoxalina como inibidores do receptor da tirosina quinase do tipo iii |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2825278A1 (fr) * | 2001-05-30 | 2002-12-06 | Sod Conseils Rech Applic | Produit comprenant du mikanolide, du dihydromikanolide ou un analogue de ceux-ci en association avec un autre agent anti-cancereux pour une utilisation therapeutique dans le traitement du cancer |
| ATE368654T1 (de) * | 2001-12-27 | 2007-08-15 | Sod Conseils Rech Applic | Benzothiazol- und benzoxazol-4,7-dionderivate und ihre verwendung als cdc25-phosphatasen- inhibitoren |
-
2003
- 2003-06-25 FR FR0307648A patent/FR2856686A1/fr active Pending
-
2004
- 2004-06-24 AU AU2004251912A patent/AU2004251912A1/en not_active Abandoned
- 2004-06-24 US US10/562,949 patent/US7335674B2/en not_active Expired - Fee Related
- 2004-06-24 CN CNA2004800243949A patent/CN1842522A/zh active Pending
- 2004-06-24 RU RU2006101980/04A patent/RU2006101980A/ru not_active Application Discontinuation
- 2004-06-24 CA CA002530662A patent/CA2530662A1/fr not_active Abandoned
- 2004-06-24 WO PCT/FR2004/001578 patent/WO2005000843A2/fr not_active Ceased
- 2004-06-24 KR KR1020057024694A patent/KR20060024814A/ko not_active Withdrawn
- 2004-06-24 EP EP04767434A patent/EP1641789A2/fr not_active Ceased
- 2004-06-24 MX MXPA06000217A patent/MXPA06000217A/es not_active Application Discontinuation
- 2004-06-24 JP JP2006516315A patent/JP2007515383A/ja not_active Abandoned
- 2004-06-24 BR BRPI0411871-5A patent/BRPI0411871A/pt not_active IP Right Cessation
- 2004-06-25 AR ARP040102256A patent/AR044929A1/es not_active Application Discontinuation
-
2005
- 2005-12-22 IL IL172774A patent/IL172774A0/en unknown
-
2006
- 2006-01-09 NO NO20060124A patent/NO20060124L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US20060135573A1 (en) | 2006-06-22 |
| JP2007515383A (ja) | 2007-06-14 |
| WO2005000843A2 (fr) | 2005-01-06 |
| US7335674B2 (en) | 2008-02-26 |
| BRPI0411871A (pt) | 2006-08-08 |
| AU2004251912A1 (en) | 2005-01-06 |
| WO2005000843A3 (fr) | 2005-05-26 |
| NO20060124L (no) | 2006-01-20 |
| IL172774A0 (en) | 2006-04-10 |
| CN1842522A (zh) | 2006-10-04 |
| KR20060024814A (ko) | 2006-03-17 |
| AR044929A1 (es) | 2005-10-12 |
| FR2856686A1 (fr) | 2004-12-31 |
| EP1641789A2 (fr) | 2006-04-05 |
| CA2530662A1 (fr) | 2005-01-06 |
| MXPA06000217A (es) | 2006-04-11 |
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| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20080827 |