GB1392327A - Triazolo diazepine derivatives and processes for the production thereof - Google Patents
Triazolo diazepine derivatives and processes for the production thereofInfo
- Publication number
- GB1392327A GB1392327A GB1570272A GB1570272A GB1392327A GB 1392327 A GB1392327 A GB 1392327A GB 1570272 A GB1570272 A GB 1570272A GB 1570272 A GB1570272 A GB 1570272A GB 1392327 A GB1392327 A GB 1392327A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzodiazepine
- compound
- chloro
- reacting
- phenyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 125000002576 diazepinyl group Chemical class N1N=C(C=CC=C1)* 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 3
- GUJAGMICFDYKNR-UHFFFAOYSA-N 1,4-benzodiazepine Chemical compound N1C=CN=CC2=CC=CC=C12 GUJAGMICFDYKNR-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- -1 di-substituted amino group Chemical group 0.000 abstract 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- KYGYCAUNXCVLQM-UHFFFAOYSA-N 2-phenylmethoxyacetohydrazide Chemical compound NNC(=O)COCC1=CC=CC=C1 KYGYCAUNXCVLQM-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- WHFWXZUTNHXGGR-UHFFFAOYSA-N 7-(2-chlorophenyl)-3-methylsulfanyl-2H-1,4-diazepine Chemical compound CSC1=NC=CC(=NC1)C1=C(C=CC=C1)Cl WHFWXZUTNHXGGR-UHFFFAOYSA-N 0.000 abstract 1
- YOHJKBKLWJAEHF-UHFFFAOYSA-N 7-chloro-2-methylsulfanyl-5-phenyl-3h-1,4-benzodiazepine Chemical compound N=1CC(SC)=NC2=CC=C(Cl)C=C2C=1C1=CC=CC=C1 YOHJKBKLWJAEHF-UHFFFAOYSA-N 0.000 abstract 1
- ZVSQZAUNTZRFLP-UHFFFAOYSA-N 8-chloro-6-phenyl-4h-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-1-carbaldehyde Chemical compound C=1C(Cl)=CC=C(N2C(C=O)=NN=C2CN=2)C=1C=2C1=CC=CC=C1 ZVSQZAUNTZRFLP-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- FKLJPTJMIBLJAV-UHFFFAOYSA-N Compound IV Chemical compound O1N=C(C)C=C1CCCCCCCOC1=CC=C(C=2OCCN=2)C=C1 FKLJPTJMIBLJAV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 241001061127 Thione Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 230000003556 anti-epileptic effect Effects 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000546 pharmaceutical excipient Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000003396 thiol group Chemical group [H]S* 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
- KYTREVLPRJOBEM-UHFFFAOYSA-N triazolo[4,5-i][1,2]benzodiazepine Chemical class C1=CC2=CC=CN=NC2=C2C1=NN=N2 KYTREVLPRJOBEM-UHFFFAOYSA-N 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C243/00—Compounds containing chains of nitrogen atoms singly-bound to each other, e.g. hydrazines, triazanes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH523371 | 1971-04-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1392327A true GB1392327A (en) | 1975-04-30 |
Family
ID=4290168
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1570272A Expired GB1392327A (en) | 1971-04-08 | 1972-04-05 | Triazolo diazepine derivatives and processes for the production thereof |
Country Status (24)
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH572056A5 (enrdf_load_stackoverflow) * | 1972-11-28 | 1976-01-30 | Ciba Geigy Ag |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3987052A (en) * | 1969-03-17 | 1976-10-19 | The Upjohn Company | 6-Phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepines |
BE759099A (fr) * | 1969-11-18 | 1971-04-30 | Takeda Chemical Industries Ltd | Procede de fabrication de composes heterocycliques |
US3681343A (en) * | 1971-05-11 | 1972-08-01 | Upjohn Co | 6-phenyl-s-triazolo{8 4,3-a{9 {8 1,4{9 {0 benzodiazepines |
-
1971
- 1971-04-08 CH CH1212973A patent/CH545302A/de not_active IP Right Cessation
-
1972
- 1972-03-20 ZA ZA721896A patent/ZA721896B/xx unknown
- 1972-03-21 IL IL39051A patent/IL39051A/xx unknown
- 1972-03-27 SE SE7203938A patent/SE413408B/xx unknown
- 1972-03-28 IE IE404/72A patent/IE36231B1/xx unknown
- 1972-03-29 FI FI720882A patent/FI52583C/fi active
- 1972-03-30 CA CA138,606A patent/CA991639A/en not_active Expired
- 1972-03-30 US US239780A patent/US3867536A/en not_active Expired - Lifetime
- 1972-04-01 DE DE19722215939 patent/DE2215939A1/de not_active Withdrawn
- 1972-04-05 GB GB1570272A patent/GB1392327A/en not_active Expired
- 1972-04-06 DD DD162097A patent/DD97655A5/xx unknown
- 1972-04-06 NO NO1163/72A patent/NO134839C/no unknown
- 1972-04-06 HU HUCI1223A patent/HU165318B/hu unknown
- 1972-04-06 AU AU40820/72A patent/AU472767B2/en not_active Expired
- 1972-04-07 AT AT302172A patent/AT317222B/de not_active IP Right Cessation
- 1972-04-07 NL NL7204700A patent/NL7204700A/xx not_active Application Discontinuation
- 1972-04-07 CS CS435A patent/CS178449B2/cs unknown
- 1972-04-07 CS CS434A patent/CS178448B2/cs unknown
- 1972-04-07 FR FR7212299A patent/FR2132767B1/fr not_active Expired
- 1972-04-07 CS CS2330A patent/CS178406B2/cs unknown
- 1972-04-07 PL PL1972154657A patent/PL83566B1/pl unknown
- 1972-04-07 SU SU1771052A patent/SU499808A3/ru active
- 1972-04-07 AT AT781173A patent/AT317230B/de not_active IP Right Cessation
- 1972-04-07 DK DK169972AA patent/DK141965B/da unknown
- 1972-04-07 BE BE781816A patent/BE781816A/xx unknown
- 1972-04-07 AR AR241356A patent/AR193382A1/es active
- 1972-04-08 JP JP3486172A patent/JPS5614671B1/ja active Pending
-
1973
- 1973-03-26 AR AR247235A patent/AR194991A1/es active
- 1973-03-26 AR AR247234A patent/AR193942A1/es active
- 1973-10-23 SU SU1964148A patent/SU489332A3/ru active
- 1973-10-23 SU SU1964147A patent/SU482045A3/ru active
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |