IE36563B1 - New diazepine derivatives and processes for their production - Google Patents
New diazepine derivatives and processes for their productionInfo
- Publication number
- IE36563B1 IE36563B1 IE982/72A IE98272A IE36563B1 IE 36563 B1 IE36563 B1 IE 36563B1 IE 982/72 A IE982/72 A IE 982/72A IE 98272 A IE98272 A IE 98272A IE 36563 B1 IE36563 B1 IE 36563B1
- Authority
- IE
- Ireland
- Prior art keywords
- triazolo
- chloro
- methyl
- benzodiazepine
- methylamino
- Prior art date
Links
- 125000002576 diazepinyl group Chemical class N1N=C(C=CC=C1)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 2
- NZAMMPNYOUUBTL-UHFFFAOYSA-N (6-phenyl-4h-[1,2,4]triazolo[1,5-a][1,4]benzodiazepin-2-yl)methanamine Chemical class C12=CC=CC=C2N2N=C(CN)N=C2CN=C1C1=CC=CC=C1 NZAMMPNYOUUBTL-UHFFFAOYSA-N 0.000 abstract 1
- MONQCJSEJXZAQS-UHFFFAOYSA-N 1-(8-chloro-6-phenyl-4h-[1,2,4]triazolo[1,5-a][1,4]benzodiazepin-2-yl)-n,n-dimethylmethanamine Chemical compound C12=CC(Cl)=CC=C2N2N=C(CN(C)C)N=C2CN=C1C1=CC=CC=C1 MONQCJSEJXZAQS-UHFFFAOYSA-N 0.000 abstract 1
- OIJHDURVGZHRNA-UHFFFAOYSA-N 1-[8-chloro-6-(2-chlorophenyl)-4h-[1,2,4]triazolo[1,5-a][1,4]benzodiazepin-2-yl]-n-methylmethanamine Chemical compound C12=CC(Cl)=CC=C2N2N=C(CNC)N=C2CN=C1C1=CC=CC=C1Cl OIJHDURVGZHRNA-UHFFFAOYSA-N 0.000 abstract 1
- FMWDMODXOSHGPE-UHFFFAOYSA-N 1-[8-chloro-6-(2-fluorophenyl)-4h-[1,2,4]triazolo[1,5-a][1,4]benzodiazepin-2-yl]-n,n-dimethylmethanamine Chemical compound C12=CC(Cl)=CC=C2N2N=C(CN(C)C)N=C2CN=C1C1=CC=CC=C1F FMWDMODXOSHGPE-UHFFFAOYSA-N 0.000 abstract 1
- ORBQPAGGYGBJRT-UHFFFAOYSA-N 1-[8-chloro-6-(2-fluorophenyl)-4h-[1,2,4]triazolo[1,5-a][1,4]benzodiazepin-2-yl]-n-methylmethanamine Chemical compound C12=CC(Cl)=CC=C2N2N=C(CNC)N=C2CN=C1C1=CC=CC=C1F ORBQPAGGYGBJRT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000001773 anti-convulsant effect Effects 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 229960003965 antiepileptics Drugs 0.000 abstract 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
Abstract
Compounds of the class of 2-(aminomethyl)-6-phenyl-4H-s-triazolo[1,5-a][1,4]benzodiazepines, their 5-oxides and the pharmaceutically acceptable acid addition salts of said compounds and their 5-oxides have valuable pharmacological properties, in particular anticonvulsant effectiveness, and are active ingredients for therapeutic preparations. Specific embodiments are 2-[(dimethylamino)-methyl]-6-phenyl-8-chloro-4H-s-triazolo[1,5-a][1,4] benzodiazepine, 2-[(methylamino)-methyl]-6-phenyl-8-chloro-4H-s-triazolo[1,5-a][1,4]be nzodiazepine, 2-[(dimethylamino)-methyl]-6-(o-fluorophenyl)-8-chloro-4H-s-triazolo[1 ,5-a][1,4]benzodiazepine, 2-[(methylamino)-methyl]-6-(o-fluorophenyl)-8-chloro-4H-s-triazolo[1,5 -a][1,4]benzodiazepine and 2-[(methylamino)-methyl]-6-(o-chlorophenyl)-8-chloro-4H-s-triazolo[1,5 -a][1,4]benzodiazepine.
[US3878205A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1088571A CH553801A (en) | 1971-07-23 | 1971-07-23 | PROCESS FOR THE PRODUCTION OF NEW DIAZEPIN DERIVATIVES. |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE36563L IE36563L (en) | 1973-01-23 |
| IE36563B1 true IE36563B1 (en) | 1976-12-08 |
Family
ID=4367854
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE982/72A IE36563B1 (en) | 1971-07-23 | 1972-07-12 | New diazepine derivatives and processes for their production |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US3878205A (en) |
| JP (1) | JPS561316B1 (en) |
| AR (2) | AR194603A1 (en) |
| AT (2) | AT319956B (en) |
| AU (1) | AU472145B2 (en) |
| BE (1) | BE786530A (en) |
| CA (1) | CA967956A (en) |
| CH (1) | CH553801A (en) |
| CS (2) | CS178450B2 (en) |
| DD (1) | DD99578A5 (en) |
| DE (1) | DE2234652A1 (en) |
| FI (1) | FI52729C (en) |
| FR (1) | FR2147092B1 (en) |
| GB (1) | GB1395416A (en) |
| HU (1) | HU165319B (en) |
| IE (1) | IE36563B1 (en) |
| IL (1) | IL39883A (en) |
| NL (1) | NL7209809A (en) |
| NO (1) | NO134868C (en) |
| PL (1) | PL85681B1 (en) |
| SE (1) | SE380804B (en) |
| SU (2) | SU472505A3 (en) |
| ZA (1) | ZA724839B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4209516A (en) * | 1974-01-14 | 1980-06-24 | Ciba-Geigy Corporation | Triazole derivatives |
| JPS5747915B2 (en) * | 1974-04-17 | 1982-10-13 | ||
| US4209515A (en) * | 1974-06-14 | 1980-06-24 | Ciba-Geigy Corporation | Triazole derivatives |
| US3996230A (en) * | 1975-03-28 | 1976-12-07 | The Upjohn Company | 1-Piperazino-6-(2-pyridyl)-4H-s-triazolo[4,3-a][1,4]benzodiazepines |
| US4510141A (en) * | 1982-09-13 | 1985-04-09 | Ciba-Geigy Corporation | Tricyclic polyazaheterocycles for treating depression or anxiety |
| AR127157A1 (en) | 2021-09-29 | 2023-12-27 | Hoffmann La Roche | NEW BENZODIAZEPINE DERIVATIVES AS POSITIVE ALLESTERIC MODULATORS OF GABAA g1 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE758921A (en) * | 1969-11-15 | 1971-04-16 | Takeda Chemical Industries Ltd | BENZODIAZEPINE DERIVATIVES |
-
0
- BE BE786530D patent/BE786530A/en unknown
-
1971
- 1971-07-23 CH CH1088571A patent/CH553801A/en not_active IP Right Cessation
-
1972
- 1972-06-28 FI FI721828A patent/FI52729C/en active
- 1972-07-11 IL IL39883A patent/IL39883A/en unknown
- 1972-07-12 IE IE982/72A patent/IE36563B1/en unknown
- 1972-07-13 SE SE7209242A patent/SE380804B/en unknown
- 1972-07-13 ZA ZA724839A patent/ZA724839B/en unknown
- 1972-07-14 US US272088A patent/US3878205A/en not_active Expired - Lifetime
- 1972-07-14 NL NL7209809A patent/NL7209809A/xx not_active Application Discontinuation
- 1972-07-14 DE DE2234652A patent/DE2234652A1/en active Pending
- 1972-07-17 CA CA147,245A patent/CA967956A/en not_active Expired
- 1972-07-19 NO NO2588/72A patent/NO134868C/no unknown
- 1972-07-20 CS CS489A patent/CS178450B2/cs unknown
- 1972-07-20 CS CS5172A patent/CS178411B2/cs unknown
- 1972-07-21 DD DD164605A patent/DD99578A5/xx unknown
- 1972-07-21 AT AT1013073A patent/AT319956B/en not_active IP Right Cessation
- 1972-07-21 SU SU1813891A patent/SU472505A3/en active
- 1972-07-21 PL PL1972156882A patent/PL85681B1/pl unknown
- 1972-07-21 HU HUCI1256A patent/HU165319B/hu unknown
- 1972-07-21 AT AT631372A patent/AT318625B/en not_active IP Right Cessation
- 1972-07-21 GB GB3421672A patent/GB1395416A/en not_active Expired
- 1972-07-21 AU AU44837/72A patent/AU472145B2/en not_active Expired
- 1972-07-21 FR FR7226331A patent/FR2147092B1/fr not_active Expired
- 1972-07-22 JP JP7305972A patent/JPS561316B1/ja active Pending
- 1972-07-24 AR AR243233A patent/AR194603A1/en active
-
1973
- 1973-05-29 AR AR248269A patent/AR197989A1/en active
-
1974
- 1974-01-30 SU SU1993157A patent/SU497776A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| IL39883A0 (en) | 1972-09-28 |
| FR2147092B1 (en) | 1975-08-08 |
| CS178450B2 (en) | 1977-09-15 |
| AT318625B (en) | 1974-11-11 |
| CS178411B2 (en) | 1977-09-15 |
| ZA724839B (en) | 1973-04-25 |
| AU4483772A (en) | 1974-01-24 |
| SE380804B (en) | 1975-11-17 |
| IE36563L (en) | 1973-01-23 |
| AT319956B (en) | 1975-01-27 |
| DE2234652A1 (en) | 1973-02-01 |
| DD99578A5 (en) | 1973-08-12 |
| CA967956A (en) | 1975-05-20 |
| NO134868C (en) | 1976-12-29 |
| US3878205A (en) | 1975-04-15 |
| FR2147092A1 (en) | 1973-03-09 |
| JPS561316B1 (en) | 1981-01-13 |
| NL7209809A (en) | 1973-01-25 |
| CH553801A (en) | 1974-09-13 |
| BE786530A (en) | 1973-01-22 |
| SU472505A3 (en) | 1975-05-30 |
| AR197989A1 (en) | 1974-05-24 |
| IL39883A (en) | 1976-06-30 |
| GB1395416A (en) | 1975-05-29 |
| AR194603A1 (en) | 1973-07-31 |
| HU165319B (en) | 1974-08-28 |
| AU472145B2 (en) | 1976-05-20 |
| FI52729B (en) | 1977-08-01 |
| SU497776A3 (en) | 1975-12-30 |
| FI52729C (en) | 1977-11-10 |
| NO134868B (en) | 1976-09-20 |
| PL85681B1 (en) | 1976-04-30 |
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