LT4491B - 1,4-dihidro-1,4-diokso-1h-naftaleno triciklinių darinių panaudojimas, naujų junginių gavimas ir jų taikymas vaistų gamyboje - Google Patents

1,4-dihidro-1,4-diokso-1h-naftaleno triciklinių darinių panaudojimas, naujų junginių gavimas ir jų taikymas vaistų gamyboje Download PDF

Info

Publication number: LT4491B
Authority: LT; Lithuania
Prior art keywords: dihydro; dioxo; thiazole; naphtho; novel compound
Prior art date: 1995-12-12

Application number

LT98-085A

Other languages

English (en)

Lithuanian (lt)

Other versions

LT98085A (en

Inventor

Odile Boutherin-Falson

Stephanie Desquand-Billiald

Anita Favrou

Michel Finet

Olivier Tembo

Jean-Luc Torregrosa

Sylvie Yannic-Arnoult

Florence Domagala-Le-Marquer

Original Assignee

Laboratoire Innothera, Societe Anonyme

Priority date (The priority date 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 date listed.)

1995-12-12

Filing date

1998-06-10

Publication date

1999-04-26

1998-06-10 Application filed by Laboratoire Innothera, Societe Anonyme filed Critical Laboratoire Innothera, Societe Anonyme

1998-11-25 Publication of LT98085A publication Critical patent/LT98085A/xx

1999-04-26 Publication of LT4491B publication Critical patent/LT4491B/lt

Links

150000001875 compounds Chemical class 0.000 title claims description 122
230000001225 therapeutic effect Effects 0.000 title abstract 2
150000003839 salts Chemical class 0.000 claims abstract description 16
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 13
125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 11
125000003118 aryl group Chemical group 0.000 claims abstract description 9
125000001072 heteroaryl group Chemical group 0.000 claims abstract description 9
125000005843 halogen group Chemical group 0.000 claims abstract description 4
201000010099 disease Diseases 0.000 claims abstract description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 3
125000005842 heteroatom Chemical group 0.000 claims abstract description 3
FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims description 22
-1 compound 4,9-dihydro-4,9-dioxo-2- (4-pyridyl) -naphtho [2,3-d] thiazole sulfate Chemical class 0.000 claims description 22
239000003814 drug Substances 0.000 claims description 12
RIGRHQRUQGLHKC-UHFFFAOYSA-N 2-amino-3-bromo-6-fluoronaphthalene-1,4-dione Chemical compound FC1=CC=C2C(=O)C(N)=C(Br)C(=O)C2=C1 RIGRHQRUQGLHKC-UHFFFAOYSA-N 0.000 claims description 8
230000004872 arterial blood pressure Effects 0.000 claims description 8
VTVVATVHWHSKRM-UHFFFAOYSA-N 8-methoxy-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C=3C(OC)=CC=CC=3C(=O)C=2N=C1C1=CC=CC=C1 VTVVATVHWHSKRM-UHFFFAOYSA-N 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
QAEKLBWGHLEVTE-UHFFFAOYSA-N 7-methoxy-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC(OC)=CC=C3C(=O)C=2N=C1C1=CC=CC=C1 QAEKLBWGHLEVTE-UHFFFAOYSA-N 0.000 claims description 6
DEIOLVIXEQNANK-UHFFFAOYSA-N 2-amino-3-bromo-5-methylnaphthalene-1,4-dione Chemical compound O=C1C(N)=C(Br)C(=O)C2=C1C=CC=C2C DEIOLVIXEQNANK-UHFFFAOYSA-N 0.000 claims description 5
BQHURORABWQSBR-UHFFFAOYSA-N 2-amino-3-chloro-6-methylnaphthalene-1,4-dione Chemical compound O=C1C(N)=C(Cl)C(=O)C2=CC(C)=CC=C21 BQHURORABWQSBR-UHFFFAOYSA-N 0.000 claims description 5
JUOYZQOSMGRKEA-UHFFFAOYSA-N 5-methoxy-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C=3C(OC)=CC=CC=3C(=O)C=2SC=1C1=CC=CC=C1 JUOYZQOSMGRKEA-UHFFFAOYSA-N 0.000 claims description 5
206010040070 Septic Shock Diseases 0.000 claims description 5
230000036303 septic shock Effects 0.000 claims description 5
201000002282 venous insufficiency Diseases 0.000 claims description 5
PYQLLNKOBQDNOD-UHFFFAOYSA-N 2,3-dibromo-5-methoxynaphthalene-1,4-dione Chemical compound O=C1C(Br)=C(Br)C(=O)C2=C1C=CC=C2OC PYQLLNKOBQDNOD-UHFFFAOYSA-N 0.000 claims description 4
TZJASHIDYNOMFL-UHFFFAOYSA-N 2,3-dibromo-5-methylnaphthalene-1,4-dione Chemical compound O=C1C(Br)=C(Br)C(=O)C2=C1C=CC=C2C TZJASHIDYNOMFL-UHFFFAOYSA-N 0.000 claims description 4
WCNZRLIEPPOFCH-UHFFFAOYSA-N 2,3-dibromo-6-fluoronaphthalene-1,4-dione Chemical compound O=C1C(Br)=C(Br)C(=O)C2=CC(F)=CC=C21 WCNZRLIEPPOFCH-UHFFFAOYSA-N 0.000 claims description 4
AWQDKXZMIPOUHG-UHFFFAOYSA-N 2-(5-nitrofuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C([N+](=O)[O-])=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 AWQDKXZMIPOUHG-UHFFFAOYSA-N 0.000 claims description 4
QMVLNNDZQQMMHT-UHFFFAOYSA-N 2-(furan-2-yl)-5-methoxybenzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C=3C(OC)=CC=CC=3C(=O)C=2SC=1C1=CC=CO1 QMVLNNDZQQMMHT-UHFFFAOYSA-N 0.000 claims description 4
OLRLFLYEECOSIQ-UHFFFAOYSA-N 3-amino-2-bromo-6-fluoronaphthalene-1,4-dione Chemical compound C1=C(F)C=C2C(=O)C(N)=C(Br)C(=O)C2=C1 OLRLFLYEECOSIQ-UHFFFAOYSA-N 0.000 claims description 4
PTBHGQZZVAILEN-UHFFFAOYSA-N 3-amino-2-chloro-6-methylnaphthalene-1,4-dione Chemical compound O=C1C(Cl)=C(N)C(=O)C2=CC(C)=CC=C21 PTBHGQZZVAILEN-UHFFFAOYSA-N 0.000 claims description 4
ZDLKOTRSOCOFCP-UHFFFAOYSA-N 6-methoxy-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C3=CC(OC)=CC=C3C(=O)C=2SC=1C1=CC=CC=C1 ZDLKOTRSOCOFCP-UHFFFAOYSA-N 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 4
230000007170 pathology Effects 0.000 claims description 4
ZCAPVKVQKGVVEP-UHFFFAOYSA-N 2,3-dibromo-5-fluoronaphthalene-1,4-dione Chemical compound O=C1C(Br)=C(Br)C(=O)C2=C1C=CC=C2F ZCAPVKVQKGVVEP-UHFFFAOYSA-N 0.000 claims description 3
WODGMQAJBGQELR-UHFFFAOYSA-N 2-(1,3-thiazol-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C1=NC=CS1 WODGMQAJBGQELR-UHFFFAOYSA-N 0.000 claims description 3
XNADZOBJRIJMMY-UHFFFAOYSA-N 2-(2-fluorophenyl)benzo[f][1,3]benzoxazole-4,9-dione Chemical compound FC1=CC=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2O1 XNADZOBJRIJMMY-UHFFFAOYSA-N 0.000 claims description 3
XBQGMLKSFKIZCL-UHFFFAOYSA-N 2-(2-methylphenyl)benzo[f][1,3]benzoxazole-4,9-dione Chemical compound CC1=CC=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2O1 XBQGMLKSFKIZCL-UHFFFAOYSA-N 0.000 claims description 3
KAWYXBAJUAUINZ-UHFFFAOYSA-N 2-(3-fluorophenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound FC1=CC=CC(C=2SC3=C(C(C4=CC=CC=C4C3=O)=O)N=2)=C1 KAWYXBAJUAUINZ-UHFFFAOYSA-N 0.000 claims description 3
WDBHOFNPFSGTHC-UHFFFAOYSA-N 2-(3-fluorophenyl)benzo[f][1,3]benzoxazole-4,9-dione Chemical compound FC1=CC=CC(C=2OC3=C(C(C4=CC=CC=C4C3=O)=O)N=2)=C1 WDBHOFNPFSGTHC-UHFFFAOYSA-N 0.000 claims description 3
VYIHPRSTNSUTDF-UHFFFAOYSA-N 2-(4,5-dimethylfuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C(C)=C(C)C=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 VYIHPRSTNSUTDF-UHFFFAOYSA-N 0.000 claims description 3
ULJDFEYQOPCCPM-UHFFFAOYSA-N 2-(4-fluorophenyl)benzo[f][1,3]benzoxazole-4,9-dione Chemical compound C1=CC(F)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2O1 ULJDFEYQOPCCPM-UHFFFAOYSA-N 0.000 claims description 3
UOHJTGWIWLKOFH-UHFFFAOYSA-N 2-(5-aminofuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C(N)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 UOHJTGWIWLKOFH-UHFFFAOYSA-N 0.000 claims description 3
DIRFZICDHCBSNE-UHFFFAOYSA-N 2-(5-chlorofuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C(Cl)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 DIRFZICDHCBSNE-UHFFFAOYSA-N 0.000 claims description 3
UQKJPDYJFTVJOA-UHFFFAOYSA-N 2-(furan-2-yl)-8-methoxybenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C=3C(OC)=CC=CC=3C(=O)C=2N=C1C1=CC=CO1 UQKJPDYJFTVJOA-UHFFFAOYSA-N 0.000 claims description 3
CTCDJSQYICTGPT-UHFFFAOYSA-N 2-amino-3-bromo-5-fluoronaphthalene-1,4-dione Chemical compound C1=CC=C2C(=O)C(N)=C(Br)C(=O)C2=C1F CTCDJSQYICTGPT-UHFFFAOYSA-N 0.000 claims description 3
WEOBMYUTPYXMRM-UHFFFAOYSA-N 2-pyridin-3-ylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C1=CC=CN=C1 WEOBMYUTPYXMRM-UHFFFAOYSA-N 0.000 claims description 3
JISXAFDAZIGTGT-UHFFFAOYSA-N 2-thiophen-2-ylbenzo[f][1,3]benzoxazole-4,9-dione Chemical compound O1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C1=CC=CS1 JISXAFDAZIGTGT-UHFFFAOYSA-N 0.000 claims description 3
DBDLTJRCKGCKSK-UHFFFAOYSA-N 5-methoxynaphthalene-1,4-dione Chemical compound O=C1C=CC(=O)C2=C1C=CC=C2OC DBDLTJRCKGCKSK-UHFFFAOYSA-N 0.000 claims description 3
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SAKVALIVNPPJEB-UHFFFAOYSA-N 6-fluoro-2-(4-fluorophenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound C1=CC(F)=CC=C1C1=NC(C(C2=CC(F)=CC=C2C2=O)=O)=C2S1 SAKVALIVNPPJEB-UHFFFAOYSA-N 0.000 claims description 3
RDCXUSTWGGGHPO-UHFFFAOYSA-N 6-fluoro-2-(4-methylphenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound C1=CC(C)=CC=C1C1=NC(C(C2=CC(F)=CC=C2C2=O)=O)=C2S1 RDCXUSTWGGGHPO-UHFFFAOYSA-N 0.000 claims description 3
UTTAXUHMYINTMX-UHFFFAOYSA-N 6-fluoro-2-(furan-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C3=CC(F)=CC=C3C(=O)C=2SC=1C1=CC=CO1 UTTAXUHMYINTMX-UHFFFAOYSA-N 0.000 claims description 3
RICGFIYGULTJDH-UHFFFAOYSA-N 7-fluoro-2-(furan-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC(F)=CC=C3C(=O)C=2N=C1C1=CC=CO1 RICGFIYGULTJDH-UHFFFAOYSA-N 0.000 claims description 3
QLPMNLPHWFASFB-UHFFFAOYSA-N 7-methyl-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC(C)=CC=C3C(=O)C=2N=C1C1=CC=CC=C1 QLPMNLPHWFASFB-UHFFFAOYSA-N 0.000 claims description 3
MBSQDZBRDUZPEL-UHFFFAOYSA-N 8-fluoro-2-(furan-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C=3C(F)=CC=CC=3C(=O)C=2N=C1C1=CC=CO1 MBSQDZBRDUZPEL-UHFFFAOYSA-N 0.000 claims description 3
GZMWIVFESHCPOY-UHFFFAOYSA-N 8-methyl-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C=3C(C)=CC=CC=3C(=O)C=2N=C1C1=CC=CC=C1 GZMWIVFESHCPOY-UHFFFAOYSA-N 0.000 claims description 3
208000019695 Migraine disease Diseases 0.000 claims description 3
206010046996 Varicose vein Diseases 0.000 claims description 3
HJLDPBXWNCCXGM-UHFFFAOYSA-N benzo[f][1,3]benzothiazole Chemical compound C1=CC=C2C=C(SC=N3)C3=CC2=C1 HJLDPBXWNCCXGM-UHFFFAOYSA-N 0.000 claims description 3
230000008859 change Effects 0.000 claims description 3
230000035939 shock Effects 0.000 claims description 3
229910052717 sulfur Inorganic materials 0.000 claims description 3
208000027185 varicose disease Diseases 0.000 claims description 3
SPTHAPOLVDKHEU-UHFFFAOYSA-N 2,3-dimethylbenzo[f]benzimidazole-4,9-dione;sulfuric acid Chemical compound OS(O)(=O)=O.C1=CC=C2C(=O)C(N=C(N3C)C)=C3C(=O)C2=C1 SPTHAPOLVDKHEU-UHFFFAOYSA-N 0.000 claims description 2
WBYCJQNVYQHORN-UHFFFAOYSA-N 2-(2,4-difluorophenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound FC1=CC(F)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 WBYCJQNVYQHORN-UHFFFAOYSA-N 0.000 claims description 2
XUFYAZPAMNFIPW-UHFFFAOYSA-N 2-(2-fluorophenyl)-1h-benzo[f]benzimidazole-4,9-dione Chemical compound FC1=CC=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2N1 XUFYAZPAMNFIPW-UHFFFAOYSA-N 0.000 claims description 2
BWXOYLNSHSYDNQ-UHFFFAOYSA-N 2-(2-fluorophenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound FC1=CC=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 BWXOYLNSHSYDNQ-UHFFFAOYSA-N 0.000 claims description 2
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QACAEHLFWZCANV-UHFFFAOYSA-N 2-(4-bromofuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound BrC1=COC(C=2SC3=C(C(C4=CC=CC=C4C3=O)=O)N=2)=C1 QACAEHLFWZCANV-UHFFFAOYSA-N 0.000 claims description 2
ZZXJDJRHXRPFCR-UHFFFAOYSA-N 2-(4-fluorophenyl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound C1=CC(F)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 ZZXJDJRHXRPFCR-UHFFFAOYSA-N 0.000 claims description 2
NHAYOCHSPVTTII-UHFFFAOYSA-N 2-(5-methylfuran-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C(C)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 NHAYOCHSPVTTII-UHFFFAOYSA-N 0.000 claims description 2
PQKOTJDKHSLTLO-UHFFFAOYSA-N 2-(5-phenyl-1,3-oxazol-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C(O1)=NC=C1C1=CC=CC=C1 PQKOTJDKHSLTLO-UHFFFAOYSA-N 0.000 claims description 2
XTTVXBZQXSTPSO-UHFFFAOYSA-N 2-(furan-2-yl)-5-hydroxybenzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C=3C(O)=CC=CC=3C(=O)C=2SC=1C1=CC=CO1 XTTVXBZQXSTPSO-UHFFFAOYSA-N 0.000 claims description 2
JTZQOZNCHKHLLN-UHFFFAOYSA-N 2-(furan-2-yl)-7-methoxybenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC(OC)=CC=C3C(=O)C=2N=C1C1=CC=CO1 JTZQOZNCHKHLLN-UHFFFAOYSA-N 0.000 claims description 2
WAGSLSVGWQJTKQ-UHFFFAOYSA-N 2-(furan-2-yl)-8-hydroxybenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C=3C(O)=CC=CC=3C(=O)C=2N=C1C1=CC=CO1 WAGSLSVGWQJTKQ-UHFFFAOYSA-N 0.000 claims description 2
HCJYSVXDXDYSED-UHFFFAOYSA-N 2-(furan-3-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C=1C=COC=1 HCJYSVXDXDYSED-UHFFFAOYSA-N 0.000 claims description 2
UHVIJLZSYHZCRS-UHFFFAOYSA-N 2-[5-(hydroxymethyl)furan-2-yl]benzo[f][1,3]benzothiazole-4,9-dione Chemical compound O1C(CO)=CC=C1C1=NC(C(C2=CC=CC=C2C2=O)=O)=C2S1 UHVIJLZSYHZCRS-UHFFFAOYSA-N 0.000 claims description 2
PZJJWOBITMYLFQ-UHFFFAOYSA-N 2-anilinobenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1NC1=CC=CC=C1 PZJJWOBITMYLFQ-UHFFFAOYSA-N 0.000 claims description 2
JQRBBNORAFCWLO-UHFFFAOYSA-N 2-pyrrol-1-ylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1N1C=CC=C1 JQRBBNORAFCWLO-UHFFFAOYSA-N 0.000 claims description 2
ZGHCUFXULYADMS-UHFFFAOYSA-N 2-thiophen-2-ylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C1=CC=CS1 ZGHCUFXULYADMS-UHFFFAOYSA-N 0.000 claims description 2
FTDCOVZWOANATD-UHFFFAOYSA-N 2-thiophen-3-ylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound S1C=2C(=O)C3=CC=CC=C3C(=O)C=2N=C1C=1C=CSC=1 FTDCOVZWOANATD-UHFFFAOYSA-N 0.000 claims description 2
FMYCGBHYGJLPJE-UHFFFAOYSA-N 3-amino-2-bromo-5-fluoronaphthalene-1,4-dione Chemical compound C1=CC(F)=C2C(=O)C(N)=C(Br)C(=O)C2=C1 FMYCGBHYGJLPJE-UHFFFAOYSA-N 0.000 claims description 2
XDFMBCOYRSZPPK-UHFFFAOYSA-N 5-fluoro-2-(furan-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C=3C(F)=CC=CC=3C(=O)C=2SC=1C1=CC=CO1 XDFMBCOYRSZPPK-UHFFFAOYSA-N 0.000 claims description 2
FRGLVKLVMQFUBQ-UHFFFAOYSA-N 6-chloro-2-(furan-2-yl)benzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C3=CC(Cl)=CC=C3C(=O)C=2SC=1C1=CC=CO1 FRGLVKLVMQFUBQ-UHFFFAOYSA-N 0.000 claims description 2
LSGOCDXRYJHIEQ-UHFFFAOYSA-N 6-fluoro-2-phenylbenzo[f][1,3]benzothiazole-4,9-dione Chemical compound N=1C=2C(=O)C3=CC(F)=CC=C3C(=O)C=2SC=1C1=CC=CC=C1 LSGOCDXRYJHIEQ-UHFFFAOYSA-N 0.000 claims description 2
CRWQOXNARPFUOY-UHFFFAOYSA-N 6-methyl-2-(4-oxofuran-2-yl)-4h-benzo[f][1,3]benzothiazol-9-one Chemical compound N=1C=2CC3=CC(C)=CC=C3C(=O)C=2SC=1C1=CC(=O)CO1 CRWQOXNARPFUOY-UHFFFAOYSA-N 0.000 claims description 2
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Classifications

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- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
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- 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
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- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- A61K31/425—Thiazoles
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- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
- C07C225/26—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings
- C07C225/30—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings of condensed quinone ring systems formed by two rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/24—Quinones containing halogen
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C50/00—Quinones
- C07C50/26—Quinones containing groups having oxygen atoms singly bound to carbon atoms
- C07C50/32—Quinones containing groups having oxygen atoms singly bound to carbon atoms the quinoid structure being part of a condensed ring system having two rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/60—Naphthoxazoles; Hydrogenated naphthoxazoles
- 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
- C07D277/84—Naphthothiazoles
- 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
- 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/12—One of the condensed rings being a six-membered aromatic ring the other ring being at least seven-membered

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LT98-085A 1995-12-12 1998-06-10 1,4-dihidro-1,4-diokso-1h-naftaleno triciklinių darinių panaudojimas, naujų junginių gavimas ir jų taikymas vaistų gamyboje LT4491B (lt)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR9514683A FR2742153B1 (fr)	1995-12-12	1995-12-12	Utilisation de derives tricycliques du 1,4-dihydro-1,4- dioxo-1h-naphtalene, nouveaux composes obtenus et leur application en therapeutique

Publications (2)

Publication Number	Publication Date
LT98085A LT98085A (en)	1998-11-25
LT4491B true LT4491B (lt)	1999-04-26

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ID=9485393

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Application Number	Title	Priority Date	Filing Date
LT98-085A LT4491B (lt)	1995-12-12	1998-06-10	1,4-dihidro-1,4-diokso-1h-naftaleno triciklinių darinių panaudojimas, naujų junginių gavimas ir jų taikymas vaistų gamyboje

Country Status (26)

Country	Link
US (1)	US6262095B1 (de)
EP (1)	EP0876356B1 (de)
JP (1)	JP2000501724A (de)
KR (1)	KR19990072080A (de)
AP (1)	AP889A (de)
AR (1)	AR005054A1 (de)
AT (1)	ATE207907T1 (de)
AU (1)	AU716199B2 (de)
BR (1)	BR9611935A (de)
CA (1)	CA2240279A1 (de)
CZ (1)	CZ181198A3 (de)
DE (1)	DE69616598D1 (de)
EE (1)	EE9800174A (de)
FR (1)	FR2742153B1 (de)
HU (1)	HUP9901247A3 (de)
ID (1)	ID16081A (de)
IL (1)	IL124558A0 (de)
LT (1)	LT4491B (de)
LV (1)	LV12188B (de)
NO (1)	NO982696L (de)
NZ (1)	NZ323967A (de)
OA (1)	OA10696A (de)
PL (1)	PL327168A1 (de)
RU (1)	RU2178791C2 (de)
TR (1)	TR199801069T2 (de)
WO (1)	WO1997021684A1 (de)

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AU2003999A (en) *	1997-12-19	1999-07-12	Advanced Research And Technology Institute, Inc.	Modulators of ryanodine receptors comprising 2-(aryl)-4,7-dioxobenzothiazoles and analogues thereof
ES2257461T3 (es) *	2000-12-21	2006-08-01	Bristol-Myers Squibb Company	Inhibidores de tiazolilo de tirosina quinasas de la familia tec.
TWI402261B (zh)	2006-06-19	2013-07-21	Takeda Pharmaceutical	三環化合物及其醫藥組成物
WO2007149484A2 (en)	2006-06-20	2007-12-27	Dana-Farber Cancer Institute	Inhibitors of usp1 deubiquitinating enzyme complex
WO2011137320A2 (en)	2010-04-30	2011-11-03	Dana-Farber Cancer Institute, Inc.	Small molecule inhibitors of usp1 deubiquitinating enzyme activity
US9040713B2 (en) *	2010-09-27	2015-05-26	Emory University	Methods of managing blood sugar levels and compositions related thereto
US9725425B1 (en)	2014-02-25	2017-08-08	Dana-Farber Cancer Institute, Inc.	Compounds and methods for treating cancer
RU2545091C1 (ru) *	2014-03-18	2015-03-27	Федеральное государственное бюджетное учреждение "Российский онкологический научный центр имени Н.Н. Блохина" Российской академии медицинских наук (ФГБУ "РОНЦ им. Н.Н. Блохина" РАМН)	1-R-4,9-ДИОКСО-1H-НАФТО[2,3-d][1,2,3]ТРИАЗОЛ-4-ОКСИМ-2-ОКСИДЫ И ИХ ПРОИЗВОДНЫЕ, ОБЛАДАЮЩИЕ ЦИТОТОКСИЧЕСКОЙ АКТИВНОСТЬЮ
WO2017106624A1 (en)	2015-12-18	2017-06-22	The Board Of Regents Of The University Of Texas System	Napthoquinones, pro-drugs, and methods of use thereof

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1995
- 1995-12-12 FR FR9514683A patent/FR2742153B1/fr not_active Expired - Fee Related
1996
- 1996-12-10 TR TR1998/01069T patent/TR199801069T2/xx unknown
- 1996-12-10 CZ CZ981811A patent/CZ181198A3/cs unknown
- 1996-12-10 RU RU98113147/04A patent/RU2178791C2/ru active
- 1996-12-10 JP JP9521799A patent/JP2000501724A/ja active Pending
- 1996-12-10 EP EP96941734A patent/EP0876356B1/de not_active Expired - Lifetime
- 1996-12-10 US US09/043,831 patent/US6262095B1/en not_active Expired - Fee Related
- 1996-12-10 CA CA002240279A patent/CA2240279A1/fr not_active Abandoned
- 1996-12-10 DE DE69616598T patent/DE69616598D1/de not_active Expired - Lifetime
- 1996-12-10 PL PL96327168A patent/PL327168A1/xx unknown
- 1996-12-10 AP APAP/P/1998/001275A patent/AP889A/en active
- 1996-12-10 BR BR9611935A patent/BR9611935A/pt unknown
- 1996-12-10 WO PCT/FR1996/001973 patent/WO1997021684A1/fr not_active Ceased
- 1996-12-10 AU AU11018/97A patent/AU716199B2/en not_active Ceased
- 1996-12-10 EE EE9800174A patent/EE9800174A/xx unknown
- 1996-12-10 AT AT96941734T patent/ATE207907T1/de not_active IP Right Cessation
- 1996-12-10 NZ NZ323967A patent/NZ323967A/en unknown
- 1996-12-10 IL IL12455896A patent/IL124558A0/xx unknown
- 1996-12-10 HU HU9901247A patent/HUP9901247A3/hu unknown
- 1996-12-10 KR KR1019980704387A patent/KR19990072080A/ko not_active Ceased
- 1996-12-12 ID IDP963710A patent/ID16081A/id unknown
- 1996-12-12 AR ARP960105648A patent/AR005054A1/es unknown
1998
- 1998-06-10 LT LT98-085A patent/LT4491B/lt not_active IP Right Cessation
- 1998-06-11 NO NO982696A patent/NO982696L/no not_active Application Discontinuation
- 1998-06-12 OA OA9800080A patent/OA10696A/fr unknown
- 1998-06-12 LV LVP-98-136A patent/LV12188B/en unknown

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JPS61251657A (ja)	1984-09-12	1986-11-08	ユ−エスヴイ−　フア−マシユ−テイカル　コ−ポレ−シヨン	抗高血圧性誘導体類

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Also Published As

Publication number	Publication date
EP0876356B1 (de)	2001-10-31
LV12188B (en)	1999-07-20
WO1997021684A1 (fr)	1997-06-19
NO982696D0 (no)	1998-06-11
CZ181198A3 (cs)	1998-09-16
AU1101897A (en)	1997-07-03
AU716199B2 (en)	2000-02-24
RU2178791C2 (ru)	2002-01-27
AP9801275A0 (en)	1998-06-30
NZ323967A (en)	2000-06-23
FR2742153A1 (fr)	1997-06-13
OA10696A (fr)	2002-11-26
LT98085A (en)	1998-11-25
ID16081A (id)	1997-09-04
AP889A (en)	2000-11-17
EP0876356A1 (de)	1998-11-11
FR2742153B1 (fr)	1998-02-13
US6262095B1 (en)	2001-07-17
ATE207907T1 (de)	2001-11-15
IL124558A0 (en)	1998-12-06
NO982696L (no)	1998-08-11
BR9611935A (pt)	1999-05-18
HUP9901247A2 (hu)	1999-08-30
CA2240279A1 (fr)	1997-06-19
TR199801069T2 (xx)	1998-08-21
JP2000501724A (ja)	2000-02-15
PL327168A1 (en)	1998-11-23
DE69616598D1 (de)	2001-12-06
KR19990072080A (ko)	1999-09-27
EE9800174A (et)	1998-12-15
AR005054A1 (es)	1999-04-07
LV12188A (lv)	1998-12-20
HUP9901247A3 (en)	2000-08-28

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