IL41198A - 1-phenyl-3h-1,4-benzodiazepine-2,5(1h,4h)-diones,their preparation and pharmaceutical compositions containing them - Google Patents
1-phenyl-3h-1,4-benzodiazepine-2,5(1h,4h)-diones,their preparation and pharmaceutical compositions containing themInfo
- Publication number
- IL41198A IL41198A IL41198A IL4119872A IL41198A IL 41198 A IL41198 A IL 41198A IL 41198 A IL41198 A IL 41198A IL 4119872 A IL4119872 A IL 4119872A IL 41198 A IL41198 A IL 41198A
- Authority
- IL
- Israel
- Prior art keywords
- compositions
- compounds
- group
- chlorine
- phenyl
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title claims 3
- 238000002360 preparation method Methods 0.000 title claims 3
- 150000001875 compounds Chemical class 0.000 claims 9
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 6
- 229910052801 chlorine Inorganic materials 0.000 claims 5
- 239000004480 active ingredient Substances 0.000 claims 4
- 239000000460 chlorine Substances 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 3
- 229910021529 ammonia Inorganic materials 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000011737 fluorine Substances 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]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
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- 125000004423 acyloxy group Chemical group 0.000 claims 1
- 238000009835 boiling Methods 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 239000002775 capsule Substances 0.000 claims 1
- 239000000812 cholinergic antagonist Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 239000006196 drop Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000839 emulsion Substances 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 238000002347 injection Methods 0.000 claims 1
- 239000007924 injection Substances 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- -1 nitro, amino Chemical group 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000006187 pill Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- 230000002048 spasmolytic effect Effects 0.000 claims 1
- 239000000829 suppository Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 claims 1
- 239000006188 syrup Substances 0.000 claims 1
- 235000020357 syrup Nutrition 0.000 claims 1
- 239000003826 tablet Substances 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 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
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Medicinal Preparation (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Claims (1)
1. Claimsί 1. Compounds of the general formula :■ 0 wherein represents a phenyl group which may, if desired, be substituted in the o- , m- or £- position by a fluorine, chlorine or bromine atom or a trifluoromethyl or nitro group; and represents ar fluorine, chlorine or bromine atom or a trifluoromethyl , nitro, amino, cyano or hydroxyl group, 2. Compounds as claimed in claim 1 wherein represents a phenyl group which may, if desired, be substituted in the 0-, m- , or £- position by a fluorine, chlorine or bromine atom and represents a chlorine atom or a trifluoromethyl group. r 1 3. l-Phenyl-8-trifluoromethyl-3H-l,4-benzo|cLiazepin-2,5- (lH,4H)-dione. 4. 8-Chloro-l-phenyl-3H-l,4-benzodiazepin-2,5-(lH,4H)-dione. i- 5. 8-Chloro-/(o-chlorophenyl)-3H-l ,4-benzodiazepin-2 , 5- (lH,4H)-dione. :..-» 41198/2 ; 6. 8-Chloro- ( ο- fluoropheny1)-3H- 1 , 4-benzodiaze in- 2 , 5- (lH,4H)-dione. 7. Compounds as claimed in claim 1, other than as claimed in any of claims 3 to 6, as herein specifically disclosed. 8. A process for the preparation of compounds as claimed in claim 1 which comprises cyclizing a compound of the I1 formula:- wherein and R2 are as defined in claim 1 and R represents . a lower alkoxy group, a halogen atom or a hydroxy, O-tosyl or lower acyloxy group, whereby a compound of formula I is obtained* A process as claimed in olaim 8, wherein the cyclization is effected in the presence of a condensing w ere n an 2 are as e ine n c a m , R s as de ne in claim 8 and X represents a chlorine, bromine or iodine atom or an O-tosyl or lower alkoxy group, with ammonia, whereb a compound of formula II is obtained. 13· A process as claimed in claim 12, wherein the ammonia is produced in situ by the use of an ammonia from 20°C to the boiling temperature of the reaction mixture. 19.Ϊ A process as claimed in claim 8 or claim 16 substantially as herein described. 20. ' A process for the preparation of compounds as claimed in claim 1 substantially as herein described in any of Examples 1 to 15. ' i ' ' . ·"■ ■ 21. j Compounds as claimed in claim 1 when prepared... by a process as claimed in any of claims 8 to 20. 22. Pharmaceutical compositions comprising as active ingredient at least one compound of formula I as claimed in any of claims 1 to 7 in association with a pharmaceutical carrier or excipient. v 23.j Compositions as claimed in claim 22 in a form suitable for oral, parenteral, rectal or enteral administration. 24.1 Compositions as claimed in claim 22 or claim 23 · .'■ in the form of granules, tablets, coated tablets, capsules, pills, syrups, emulsions, suspensions, powders, drops t suppositories of injection solutions. ingredient. 27·| Compositions as claimed in claim 26 wherein each dosage unit contains from 5 to 25 mg o the said active ingredient. 23β| Compositions as claimed in any of claims 22 to 27 which contain a further physiologically active ingredient* \ 29 ·ί Compositions as claimed in claim 28 wherein the further physiologically active ingredient is a spasmolytic or psychopharmaceutical. 30· ' Compositions as claimed in claim 22 substantially as herein described. ^ ■ . ." 31. I Pharmaceutical compositions substantially as herein described in any of Examples 16 to 18. For the Applica ts DR. REINJiO¾p COHNl AND PARTNERS By:
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2165311A DE2165311A1 (en) | 1971-12-29 | 1971-12-29 | NEW 1-ARYL-3H-1,4-BENZODIAZEPINE2,5- (1H, 4H) -DIONE |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL41198A0 IL41198A0 (en) | 1973-02-28 |
| IL41198A true IL41198A (en) | 1976-08-31 |
Family
ID=5829591
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL41198A IL41198A (en) | 1971-12-29 | 1972-12-28 | 1-phenyl-3h-1,4-benzodiazepine-2,5(1h,4h)-diones,their preparation and pharmaceutical compositions containing them |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS4885587A (en) |
| AT (2) | AT324345B (en) |
| BE (1) | BE793460A (en) |
| BG (2) | BG19805A3 (en) |
| CA (1) | CA1028702A (en) |
| CH (2) | CH587830A5 (en) |
| DD (1) | DD106384A5 (en) |
| DE (1) | DE2165311A1 (en) |
| DK (1) | DK129655B (en) |
| ES (2) | ES410057A1 (en) |
| FI (1) | FI54920C (en) |
| FR (1) | FR2166204B1 (en) |
| GB (1) | GB1395772A (en) |
| HU (1) | HU165306B (en) |
| IE (1) | IE37815B1 (en) |
| IL (1) | IL41198A (en) |
| NL (1) | NL7217795A (en) |
| NO (1) | NO138089C (en) |
| PL (2) | PL84244B1 (en) |
| RO (1) | RO62852A (en) |
| SE (1) | SE405120B (en) |
| SU (2) | SU452098A3 (en) |
| ZA (1) | ZA729073B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1319144C (en) * | 1986-11-14 | 1993-06-15 | Quirico Branca | Tetrahydronaphthalene derivatives |
| RU2687556C1 (en) * | 2018-12-24 | 2019-05-15 | Акционерное общество "Федеральный научно-производственный центр "Алтай" | Method of producing 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2h-1,4-benzodiazepin-2-one |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT280290B (en) * | 1967-11-24 | 1970-04-10 | Boehringer Sohn Ingelheim | Process for the preparation of new 1-phenyl-4-alkyl-3H-1,4-benzodiazepine-2,5- [1H, 4H] -diones |
-
0
- BE BE793460D patent/BE793460A/en unknown
-
1971
- 1971-12-29 DE DE2165311A patent/DE2165311A1/en active Pending
-
1972
- 1972-12-19 RO RO7200073207A patent/RO62852A/en unknown
- 1972-12-19 AT AT228574*1A patent/AT324345B/en not_active IP Right Cessation
- 1972-12-19 AT AT1080772A patent/AT327912B/en not_active IP Right Cessation
- 1972-12-20 SU SU1860137*7A patent/SU452098A3/en active
- 1972-12-20 SU SU1955543A patent/SU461502A3/en active
- 1972-12-21 DK DK641872AA patent/DK129655B/en unknown
- 1972-12-26 JP JP47129704A patent/JPS4885587A/ja active Pending
- 1972-12-26 BG BG022240A patent/BG19805A3/en unknown
- 1972-12-26 BG BG025578A patent/BG20375A3/en unknown
- 1972-12-27 CH CH1887672A patent/CH587830A5/xx not_active IP Right Cessation
- 1972-12-27 ES ES410057A patent/ES410057A1/en not_active Expired
- 1972-12-27 DD DD168055*A patent/DD106384A5/xx unknown
- 1972-12-27 CH CH250676A patent/CH583208A5/xx not_active IP Right Cessation
- 1972-12-27 ZA ZA729073A patent/ZA729073B/en unknown
- 1972-12-28 IL IL41198A patent/IL41198A/en unknown
- 1972-12-28 PL PL1972175731A patent/PL84244B1/en unknown
- 1972-12-28 GB GB5988172A patent/GB1395772A/en not_active Expired
- 1972-12-28 SE SE7217089A patent/SE405120B/en unknown
- 1972-12-28 PL PL1972159831A patent/PL85284B1/en unknown
- 1972-12-28 HU HUBO5306A patent/HU165306B/hu unknown
- 1972-12-28 FI FI3686/72A patent/FI54920C/en active
- 1972-12-28 CA CA160,145A patent/CA1028702A/en not_active Expired
- 1972-12-28 NO NO4808/72A patent/NO138089C/en unknown
- 1972-12-29 FR FR7247013A patent/FR2166204B1/fr not_active Expired
- 1972-12-29 IE IE1805/72A patent/IE37815B1/en unknown
- 1972-12-29 NL NL7217795A patent/NL7217795A/xx not_active Application Discontinuation
-
1974
- 1974-04-16 ES ES425329A patent/ES425329A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1395772A (en) | 1975-05-29 |
| FR2166204A1 (en) | 1973-08-10 |
| CA1028702A (en) | 1978-03-28 |
| IL41198A0 (en) | 1973-02-28 |
| BG20375A3 (en) | 1975-11-05 |
| FI54920C (en) | 1979-04-10 |
| AT327912B (en) | 1976-02-25 |
| NO138089B (en) | 1978-03-20 |
| IE37815L (en) | 1973-06-29 |
| AT324345B (en) | 1975-08-25 |
| DE2165311A1 (en) | 1973-07-12 |
| SE405120B (en) | 1978-11-20 |
| PL84244B1 (en) | 1976-03-31 |
| ES410057A1 (en) | 1976-04-01 |
| NL7217795A (en) | 1973-07-03 |
| ZA729073B (en) | 1974-09-25 |
| FI54920B (en) | 1978-12-29 |
| FR2166204B1 (en) | 1977-01-14 |
| CH583208A5 (en) | 1976-12-31 |
| PL85284B1 (en) | 1976-04-30 |
| BE793460A (en) | 1973-06-28 |
| ES425329A1 (en) | 1976-11-01 |
| JPS4885587A (en) | 1973-11-13 |
| ATA1080772A (en) | 1975-05-15 |
| SU461502A3 (en) | 1975-02-25 |
| IE37815B1 (en) | 1977-10-26 |
| DK129655C (en) | 1975-04-07 |
| RO62852A (en) | 1977-11-15 |
| NO138089C (en) | 1978-06-28 |
| BG19805A3 (en) | 1975-10-10 |
| SU452098A3 (en) | 1974-11-30 |
| CH587830A5 (en) | 1977-05-13 |
| HU165306B (en) | 1974-08-28 |
| DK129655B (en) | 1974-11-04 |
| DD106384A5 (en) | 1974-06-12 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3081230A (en) | Diuretic and antihypertensive triaminoarylpteridines | |
| FI63757B (en) | FOERFARANDE FOER FRAMSTAELLNING AV NYA TERAPEUTISKT ANVAENDBARA KINOXALIN- OCH KINAZOLINDERIVAT | |
| JP5000068B2 (en) | Heterocyclic compounds useful as inhibitors of tyrosine kinases | |
| JPH01156968A (en) | Imidazodiazepine derivative | |
| WO2000042026B1 (en) | Non-peptide glp-1 agonists | |
| KR100311165B1 (en) | Pharmaceutical composition for treating depression containing pramifelsol | |
| US3251837A (en) | Derivatives of 1, 2, 4-benzothiadiazine-1, 1-dioxides | |
| TWI295671B (en) | Tricyclic tetrahydroquinoline antibacterial agents | |
| JPS58210087A (en) | Imidazo(1,2-c)pyrazolo(3,4-e)pyrimidines compounds, manufacture and antipsychotic composition | |
| ZA200204964B (en) | 2-(1H-Indol-3-yl)-2-oxo-acetamides with antitumor activity. | |
| JPH09506339A (en) | Use of 2- (2-alkylphenylamino) -oxazoline, -thiazoline and -imidazoline as an adrenergic agonist | |
| IL41198A (en) | 1-phenyl-3h-1,4-benzodiazepine-2,5(1h,4h)-diones,their preparation and pharmaceutical compositions containing them | |
| ES2701730T3 (en) | Process for the preparation of (-) - Huperzine A | |
| US4442084A (en) | Analgesic and myotonolytic preparations | |
| IE57736B1 (en) | Imidazoquinazoline compound | |
| US3558777A (en) | Pharmacologic processes and compositions containing azaspirodecanediones and azaspiroundecanediones | |
| US3328249A (en) | Process for counteracting depressive states | |
| US3749785A (en) | Pharmaceutical compositions containing a tricyclic heterocyclic amide of a diallylamino-alkanoic acid | |
| US3520877A (en) | 3-carbonyl amino acetic acid ethyl ester substituted benzodiazepines | |
| AT393625B (en) | METHOD FOR PRODUCING A NEW THERAPEUTIC PREPARATION CONTAINING CO-DERGOCRINE AND A CALCIUMANTAGONIST | |
| HU189562B (en) | Process for production of n-allil-5-chlor-n/4,5-dihydro-1/1-imidazol-2-il/-2,1-3-benzotiadiazol-4-amin | |
| US3644354A (en) | 5-substituted-2 3-dihydroimidazo(1 2-c)quinazolines | |
| SK61593A3 (en) | Benzodiazepine derivatives having antiviral activity | |
| HU205855B (en) | Process for producing anxciety-solving pharmaceutical composition | |
| US3703510A (en) | 1-carboxyalkyl or 1-carboxyalkenyl-1,4-benzodiazepin-2-ones |