IL38643A - 5-phenyl(or pyridyl)-1h-3-hydroxy-1,5-benzodiazepine-2,4-dione derivatives,their preparation and pharmaceutical compositions containing them - Google Patents
5-phenyl(or pyridyl)-1h-3-hydroxy-1,5-benzodiazepine-2,4-dione derivatives,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL38643A IL38643A IL38643A IL3864372A IL38643A IL 38643 A IL38643 A IL 38643A IL 38643 A IL38643 A IL 38643A IL 3864372 A IL3864372 A IL 3864372A IL 38643 A IL38643 A IL 38643A
- Authority
- IL
- Israel
- Prior art keywords
- formula
- effected
- compound
- compounds
- reaction
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 150000001875 compounds Chemical class 0.000 claims abstract 29
- 125000000217 alkyl group Chemical group 0.000 claims abstract 7
- 230000003647 oxidation Effects 0.000 claims abstract 5
- 238000007254 oxidation reaction Methods 0.000 claims abstract 5
- -1 CF 3 Inorganic materials 0.000 claims abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 31
- 238000006243 chemical reaction Methods 0.000 claims 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 229910052783 alkali metal Inorganic materials 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 230000002152 alkylating effect Effects 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 150000001879 copper Chemical class 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 1
- 229960000583 acetic acid Drugs 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 239000002585 base Substances 0.000 claims 1
- KVVXFPNTQJIKNH-UHFFFAOYSA-N bis(prop-2-enyl) sulfate Chemical compound C=CCOS(=O)(=O)OCC=C KVVXFPNTQJIKNH-UHFFFAOYSA-N 0.000 claims 1
- KRVSOGSZCMJSLX-UHFFFAOYSA-L chromic acid Substances O[Cr](O)(=O)=O KRVSOGSZCMJSLX-UHFFFAOYSA-L 0.000 claims 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical group [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims 1
- 150000008050 dialkyl sulfates Chemical group 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 claims 1
- 239000012362 glacial acetic acid Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000003944 halohydrins Chemical class 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 150000007529 inorganic bases Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 150000007530 organic bases Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000012286 potassium permanganate Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 1
- 239000011701 zinc Substances 0.000 claims 1
- 229910052725 zinc Inorganic materials 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 230000001773 anti-convulsant effect Effects 0.000 abstract 1
- 229940125681 anticonvulsant agent Drugs 0.000 abstract 1
- 239000001961 anticonvulsive agent Substances 0.000 abstract 1
- 229940049706 benzodiazepine Drugs 0.000 abstract 1
- 150000001557 benzodiazepines Chemical class 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 239000003204 tranquilizing agent Substances 0.000 abstract 1
- 230000002936 tranquilizing effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/12—1,5-Benzodiazepines; Hydrogenated 1,5-benzodiazepines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712103745 DE2103745A1 (de) | 1971-01-27 | 1971-01-27 | Neue 5-AryJ-(bzw. Heteroaryl)-3-hydroxylH-l,5-benzodiazepin-2,4-(3H,5H)-dioneund Verfahren zu ihrer Herstellung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL38643A0 IL38643A0 (en) | 1972-03-28 |
| IL38643A true IL38643A (en) | 1976-01-30 |
Family
ID=5797047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL38643A IL38643A (en) | 1971-01-27 | 1972-01-26 | 5-phenyl(or pyridyl)-1h-3-hydroxy-1,5-benzodiazepine-2,4-dione derivatives,their preparation and pharmaceutical compositions containing them |
Country Status (19)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9314981D0 (en) * | 1993-07-20 | 1993-09-01 | Glaxo Spa | Chemical compounds |
-
1971
- 1971-01-27 DE DE19712103745 patent/DE2103745A1/de active Pending
-
1972
- 1972-01-14 RO RO71243A patent/RO60491A/ro unknown
- 1972-01-14 RO RO71244A patent/RO60492A/ro unknown
- 1972-01-14 RO RO69392A patent/RO61669A/ro unknown
- 1972-01-24 SU SU1740811A patent/SU465791A3/ru active
- 1972-01-24 SU SU1926941A patent/SU493971A3/ru active
- 1972-01-25 BG BG021122A patent/BG19176A3/xx unknown
- 1972-01-25 HU HUBO1347A patent/HU164575B/hu unknown
- 1972-01-25 BG BG019569A patent/BG19174A3/xx unknown
- 1972-01-25 BG BG021123A patent/BG21031A3/xx unknown
- 1972-01-25 ES ES399169A patent/ES399169A1/es not_active Expired
- 1972-01-26 AT AT611173A patent/AT315864B/de not_active IP Right Cessation
- 1972-01-26 NL NL7201048A patent/NL7201048A/xx unknown
- 1972-01-26 BE BE778542A patent/BE778542A/xx unknown
- 1972-01-26 GB GB371972A patent/GB1374529A/en not_active Expired
- 1972-01-26 IL IL38643A patent/IL38643A/en unknown
- 1972-01-26 DK DK34672AA patent/DK130411B/da unknown
- 1972-01-26 PL PL1972175545A patent/PL84243B1/pl unknown
- 1972-01-26 AT AT60972A patent/AT315849B/de not_active IP Right Cessation
- 1972-01-26 DD DD160513A patent/DD99376A5/xx unknown
- 1972-01-26 ZA ZA720538A patent/ZA72538B/xx unknown
- 1972-01-26 PL PL1972175546A patent/PL91875B1/pl unknown
- 1972-01-26 AT AT611273A patent/AT316566B/de not_active IP Right Cessation
- 1972-01-26 PL PL1972153120A patent/PL84620B1/pl unknown
- 1972-01-26 AU AU38362/72A patent/AU464682B2/en not_active Expired
- 1972-01-27 IE IE111/72A patent/IE36035B1/xx unknown
- 1972-01-27 FR FR7202739A patent/FR2123474B1/fr not_active Expired
- 1972-01-27 CA CA133,282A patent/CA967957A/en not_active Expired
-
1973
- 1973-01-24 SU SU1926940A patent/SU460627A3/ru active
-
1974
- 1974-04-08 ES ES425108A patent/ES425108A1/es not_active Expired
- 1974-04-08 ES ES425107A patent/ES425107A1/es not_active Expired
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3461461A (en) | 6-amino-4-(substituted amino)-1,2-dihydro-1-hydroxy-2-iminopyrimidines | |
| TERASHIMA et al. | Studies on antiulcer agents. IV. Antiulcer effects of 2-benzylthio-5, 6, 7, 8-tetrahydro-4 (3H)-quinazolinones and related compounds | |
| US3780040A (en) | 2-substituted-3,4-dihydroquinazolines | |
| US4145546A (en) | 4-Pyrimidone compounds | |
| EP0220786B1 (en) | Substituted quinazolinones | |
| JPS5777676A (en) | Carbostyril derivative | |
| US3949089A (en) | Substituted guanidine compounds as antifibrillatory agents | |
| GB1601195A (en) | 4-acylamino-or 4-acylaminoalkyl-benzoic acids derivatives thereof and processes for their manufacture | |
| NZ209548A (en) | Antibacterial solutions of piperazinyl-quinolones and-azaquinolines | |
| CA1225091A (en) | Benzoquinolizine carboxylic acid derivatives, and process for preparation thereof | |
| DE3408924A1 (de) | Substituierte 2-phenyl-hexahydro-1,2,4-triazin-3,5-dione, verfahren zu ihrer herstellung, sie enthaltende mittel und ihre verwendung | |
| SK279326B6 (sk) | Antihypertenzívne zlúčeniny a farmaceutický prostr | |
| HUT67548A (en) | Substituted imidazole derivatives, pharmaceutical compositions containing them and process for producing them | |
| US4550101A (en) | Iron complexes of hydroxy pyridones useful for treating iron deficiency anemia | |
| US4218452A (en) | Substituted 4-pyrimidone compounds, compositions and methods of use | |
| IL38643A (en) | 5-phenyl(or pyridyl)-1h-3-hydroxy-1,5-benzodiazepine-2,4-dione derivatives,their preparation and pharmaceutical compositions containing them | |
| US4058612A (en) | 6-(Polyhaloisopropyl)quinazoline-2,4-diones | |
| GB2069492A (en) | Novel sulphur compounds | |
| KR960703895A (ko) | 항균성 퀴놀리닐-(1H-1,2,4- 트리아졸-1-일) 알칸올 유도체(Antimicrobial quinolinyl-(1H-1,2,4-triazol-1-yl)alkanol derivatives) | |
| CA2216288C (en) | Uracilic hydroquinone derivatives as type iv allergy inhibitors | |
| US3621026A (en) | Blood-sugar-lowering sulfonylamino pyrimidines | |
| DE3874465T2 (de) | 1,2,3,4-tetrahydroisochonoline als antiarrhythmische mittel. | |
| AU1971688A (en) | Benzimidazole derivatives, their preparation and their application in therapeutics | |
| US4143143A (en) | Substituted imidazo[5,1-a]isoquinolines | |
| US4117131A (en) | Method of inhibiting gastric acid secretions with 2-(4-pyrimidinyl)thioacetamides |