HUP9701381A2 - New 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine derivatives, pharmaceutical compositions containing them as active component, and process for producing them - Google Patents
New 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine derivatives, pharmaceutical compositions containing them as active component, and process for producing themInfo
- Publication number
- HUP9701381A2 HUP9701381A2 HU9701381A HUP9701381A HUP9701381A2 HU P9701381 A2 HUP9701381 A2 HU P9701381A2 HU 9701381 A HU9701381 A HU 9701381A HU P9701381 A HUP9701381 A HU P9701381A HU P9701381 A2 HUP9701381 A2 HU P9701381A2
- Authority
- HU
- Hungary
- Prior art keywords
- alkyl
- optionally substituted
- alkoxy
- dioxolo
- new
- Prior art date
Links
- -1 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine Chemical class 0.000 title abstract 3
- 229940053197 benzodiazepine derivative antiepileptics Drugs 0.000 title abstract 2
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000000623 heterocyclic group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000001475 halogen functional group Chemical group 0.000 abstract 2
- ANOJYPBBCTWKQY-UHFFFAOYSA-N 9h-[1,3]dioxolo[4,5-h][2,3]benzodiazepine Chemical class C1C=NN=CC2=C1C=C1OCOC1=C2 ANOJYPBBCTWKQY-UHFFFAOYSA-N 0.000 abstract 1
- 101100440695 Dictyostelium discoideum corB gene Proteins 0.000 abstract 1
- 101100134925 Gallus gallus COR6 gene Proteins 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
Abstract
8-Substituted-9H-1,3-dioxolo [4,5-h] [2,3] benzodiazepine derivatives (I) are new. 9H-1,3-Dioxolo- [4,5-H] [2,3] benzodiazepine derivatives of formula (I) and their acid addition salts and quaternary ammonium derivatives are new. X = CO or CH2; R1 = H, OH, alkoxy, alkanoyloxy, alkylsulphonyloxy or NR4R5; R4, R5 = H, alkoxy, 1-4C alkanoyl or 1-6C alkyl (optionally substituted by 5-6 membered (un)saturated heterocycle containing 1 or 2 N or N and O, or by N-[phenyl-(alkyl)]-N-(alkyl) amino (optionally ring substituted by 1-3 alkoxy); or NR4R5 = 5-10 membered heterocycle optionally containing a further N or O; or X-R1 = CN, tetrazolyl, CH=NOH or COR6; R6 = OH, alkoxy, phenoxy, naphthyloxy, or NH2 (optionally substituted by alkyl); R2 = NO2, NH2 or 1-4C alkanoylamino; R3 = H, alkyl or COR7; R7 = H; 1-6C alkyl (optionally substituted by 1-3 halo); alkoxy, phenoxy or pyridyl; phenyl or naphthyl (both optionally substituted by 1-3 substituents); or (CH2)nNR8R9; R8, R9 = H or alkyl (optionally substituted by phenyl (optionally substituted by 1-3 alkoxy)) or saturated 5-6 membered heterocycle containing one N or N and O; or NR8R9 = 5-6 membered (un)saturated heterocycle optionally containing a further N or O (optionally substituted by phenyl (itself optionally substituted by 1-3 halo or alkoxy)); n = 0-2; Y = H or Me; or Y + R3 = bond; provided that if Y = H or forms a bond with R3 and X = CH2, then R1 is not H; alkyl moieties have 1-4C unless specified otherwise. An Independent claim for the preparation of (I) is included.
Priority Applications (19)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9701381A HUP9701381A3 (en) | 1997-08-12 | 1997-08-12 | New 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine derivatives, pharmaceutical compositions containing them as active component, and process for producing them |
UA2000031380A UA67749C2 (en) | 1997-08-12 | 1998-07-08 | 8-substituted-9h-1,3-dioxolo-[4,5-h][2,3]benzodiazepine being inhibitors of the ampa/kainite receptor |
PCT/HU1998/000075 WO1999007707A1 (en) | 1997-08-12 | 1998-08-07 | 8-SUBSTITUTED-9H-1,3-DIOXOLO/4,5-h//2,3/BENZODIAZEPINE DERIVATIVES, AS AMPA/KAINATE RECEPTOR INHIBITORS |
AT98939781T ATE252586T1 (en) | 1997-08-12 | 1998-08-07 | 8-SUBSTITUTED-9H-1,3-DIOXOLO/4,5-H//2, 3/BENZODIAZEPINE DERIVATIVES AS AMPA/KAINATE RECEPTOR INHIBITORS |
DK98939781T DK1003749T3 (en) | 1997-08-12 | 1998-08-07 | 8-Substituted-9H-1,3dioxolo / 4,5-h / 2,3-benzodiazepine derivatives as ampa / kainate receptor inhibitors |
BR9812120-0A BR9812120A (en) | 1997-08-12 | 1998-08-07 | Derivatives of 9h-1, 3-dioxolo / 4,5-h // 2,3 / benzodiazepine 8, pharmaceutical composition and process for their preparation |
CA002300302A CA2300302A1 (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9h-1,3-dioxolo/4,5-h//2,3/benzodiazepine derivatives, as ampa/kainate receptor inhibitors |
AU88181/98A AU735490B2 (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9H-1,3-dioxolo/4,5-h//2,3/benzodiazepine derivatives, as ampa/kainate receptor inhibitors |
CN98809765A CN1109033C (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9H-1,3-dioxolo/4,5-h/2,3/benzodiazepine derivatives, as Ampa/kainate receptor inhibitors |
SK177-2000A SK1772000A3 (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9h-1,3-dioxolo(4,5-h)(2,3)benzodiazepine derivatives, as ampa/kainate receptor inhibitors |
JP2000506210A JP2001512730A (en) | 1997-08-12 | 1998-08-07 | 8-Substituted-9H-1,3-dioxolo [4,5-h] [2,3] benzodiazepine derivatives as AMPA / kainic acid receptor inhibitors |
EP98939781A EP1003749B1 (en) | 1997-08-12 | 1998-08-07 | 8-SUBSTITUTED-9H-1,3-DIOXOLO/4,5-h/2,3/BENZODIAZEPINE DERIVATES, AS AMPA/KAINATERECEPTOR INHIBITORS |
RU2000106060/04A RU2208013C2 (en) | 1997-08-12 | 1998-08-07 | Derivatives of 8-substituted=9h-1,3-dioxol[4,5-h][2,3]- benzodiazepine as inhibitors of ampa/kainate receptor, method for their preparing, pharmaceutical composition based on thereof and method of treatment |
DE69819166T DE69819166T2 (en) | 1997-08-12 | 1998-08-07 | 8-SUBSTITUTED-9H-1,3-DIOXOLO / 4,5-H // 2,3 / BENZODIAZEPINE DERIVATIVES AS AMPA / CAINATE RECEPTOR INHIBITORS |
US09/485,391 US6562810B1 (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9H-1,3-dioxolo/4,5-h//2,3/benzodiazepine derivatives, as AMPA/kainate receptor inhibitors |
PL98338680A PL338680A1 (en) | 1997-08-12 | 1998-08-07 | 8-substituted derivatives of 9-h-1,3-dioxolo/4,5-h/2,3-benzoidazepins as inhibitors of ampa/cainate receptors |
KR1020007001464A KR20010022862A (en) | 1997-08-12 | 1998-08-07 | 8-SUBSTITUTED-9H-1,3-DIOXOLO/4,5-h//2,3/BENZODIAZEPINE DERIVATIVES, AS AMPA/KAINATE RECEPTOR INHIBITORS |
NZ503300A NZ503300A (en) | 1997-08-12 | 1998-08-07 | 8-substituted-9H-1,3-dioxolo[4,5-H],[2,3]benzodiazepine derivatives, as AMPA/kainate receptor inhibitors |
NO20000655A NO20000655L (en) | 1997-08-12 | 2000-02-09 | 8-substituted-9H-1,3-Dioxolo / 4,5- h // 2,3 / benzodiazepine derivatives as AMPA / KAINAT receptor inhibitors |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
HU9701381A HUP9701381A3 (en) | 1997-08-12 | 1997-08-12 | New 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine derivatives, pharmaceutical compositions containing them as active component, and process for producing them |
Publications (3)
Publication Number | Publication Date |
---|---|
HU9701381D0 HU9701381D0 (en) | 1997-10-28 |
HUP9701381A2 true HUP9701381A2 (en) | 1999-06-28 |
HUP9701381A3 HUP9701381A3 (en) | 1999-08-30 |
Family
ID=89995496
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU9701381A HUP9701381A3 (en) | 1997-08-12 | 1997-08-12 | New 7,8-dihydro-8,8-disubstituted-9h-1,3-dioxolo-[4,5-h][2,3]-benzodiazepine derivatives, pharmaceutical compositions containing them as active component, and process for producing them |
Country Status (1)
Country | Link |
---|---|
HU (1) | HUP9701381A3 (en) |
-
1997
- 1997-08-12 HU HU9701381A patent/HUP9701381A3/en unknown
Also Published As
Publication number | Publication date |
---|---|
HU9701381D0 (en) | 1997-10-28 |
HUP9701381A3 (en) | 1999-08-30 |
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