ES392364A1 - 7-phenylpyrimido-benzodiazepine derivatives - Google Patents
7-phenylpyrimido-benzodiazepine derivativesInfo
- Publication number
- ES392364A1 ES392364A1 ES392364A ES392364A ES392364A1 ES 392364 A1 ES392364 A1 ES 392364A1 ES 392364 A ES392364 A ES 392364A ES 392364 A ES392364 A ES 392364A ES 392364 A1 ES392364 A1 ES 392364A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- hydrogen
- formula
- phenyl
- phenylpyrimido
- 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
- YDJDZKBEEQKDMA-UHFFFAOYSA-N 7-phenyl-1H-pyrimido[4,5-i][1,2]benzodiazepine Chemical class C1(=CC=CC=C1)C=1C2=C(C3=C(C=CC=NN3)C1)C=NC=N2 YDJDZKBEEQKDMA-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 150000002431 hydrogen Chemical class 0.000 abstract 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- CCXDTSHAFSPWMG-UHFFFAOYSA-N 5-phenyl-3h-1,4-benzodiazepin-2-amine Chemical compound N=1CC(N)=NC2=CC=CC=C2C=1C1=CC=CC=C1 CCXDTSHAFSPWMG-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- VEZXCJBBBCKRPI-UHFFFAOYSA-N beta-propiolactone Chemical compound O=C1CCO1 VEZXCJBBBCKRPI-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 229960000380 propiolactone Drugs 0.000 abstract 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(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
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)
Abstract
Procedure for the production of a 3-alkyl-7-phenylpyrimido [1,2-a] [1,4] benzodiazepin-1 (5H) -one, of the formula III: ** (See formula) ** wherein R1'is hydrogen or alkyl of 1 to 3 carbon atoms inclusive; wherein R2, R3, R4, and R5 are hydrogen, halogen, nitro, cyano, trifluoromethyl, sulfonamido, amino, alkyl, alkoxy, alkylthio, alkylafinfinyl, alkylsulfonyl, alkanoylamino, or dialkylamino in which the carbon moiety has 1 to 3 atoms carbon inclusive of alkane radical; and wherein R6 is hydrogen, alkyl as defined above, phenyl or benzyl, characterized in that it consists of treating a 2-amino-5-phenyl-3H-1,4-benzodiazepine of the formula I: ** (See formula) ** wherein R1', R2, R3, R4 and R5 are as defined above with a 2-oxetanone of the formula: ** (See formula) ** wherein R is hydrogen, alkyl of 1 to 3 carbon atoms inclusive, phenyl and benzyl, to give the corresponding N-acetoacetyl intermediate II. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4760270A | 1970-06-18 | 1970-06-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES392364A1 true ES392364A1 (en) | 1973-10-01 |
Family
ID=21949903
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES392364A Expired ES392364A1 (en) | 1970-06-18 | 1971-06-17 | 7-phenylpyrimido-benzodiazepine derivatives |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS5425040B1 (en) |
| AR (4) | AR200111A1 (en) |
| BE (1) | BE768702A (en) |
| CH (2) | CH569017A5 (en) |
| DE (1) | DE2127812C2 (en) |
| ES (1) | ES392364A1 (en) |
| FR (1) | FR2100782B1 (en) |
| GB (1) | GB1299151A (en) |
| HU (1) | HU163364B (en) |
| IL (1) | IL36948A (en) |
| NL (1) | NL167433C (en) |
| OA (1) | OA03874A (en) |
| PH (1) | PH9777A (en) |
| SE (1) | SE370238B (en) |
| SU (1) | SU406358A3 (en) |
| YU (1) | YU151471A (en) |
| ZA (1) | ZA713364B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE790356A (en) * | 1971-10-21 | 1973-04-20 | Takeda Chemical Industries Ltd | BENZODIAZEPINE DERIVATIVES |
| BE790839A (en) * | 1971-11-02 | 1973-04-30 | Upjohn Co | NEW BENZODIAZEPINES, THEIR PREPARATION PROCESS AND THE MEDICINAL PRODUCT CONTAINING THEM |
| BE793118A (en) * | 1971-12-24 | 1973-06-21 | Takeda Chemical Industries Ltd | BENZODIAZOCINE DERIVATIVES |
| GB1402810A (en) * | 1973-01-15 | 1975-08-13 | Upjohn Co | Pyrimidobenzodiazepines |
| US3842080A (en) * | 1973-01-15 | 1974-10-15 | Upjohn Co | 7-phenylpyrimido(1,2-a)(1,4)benzodiazepin-1(5h)-ones |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1545214A (en) * | 1966-11-23 | 1968-11-08 | Hoffmann La Roche | Process for the preparation of benzodiazepine derivatives |
| BE755139A (en) * | 1969-08-21 | 1971-02-22 | Upjohn Co | BENZODIAZEPINONES DERIVATIVES, THEIR INTERMEDIARIES, AND THEIR PREPARATION |
| BE759099A (en) * | 1969-11-18 | 1971-04-30 | Takeda Chemical Industries Ltd | PROCESS FOR MANUFACTURING HETEROCYCLIC COMPOUNDS |
-
1971
- 1971-05-25 ZA ZA713364A patent/ZA713364B/en unknown
- 1971-05-28 IL IL36948A patent/IL36948A/en unknown
- 1971-05-28 GB GB07986/71A patent/GB1299151A/en not_active Expired
- 1971-06-04 DE DE2127812A patent/DE2127812C2/en not_active Expired
- 1971-06-07 CH CH1638474A patent/CH569017A5/xx not_active IP Right Cessation
- 1971-06-07 CH CH830171A patent/CH560217A5/xx not_active IP Right Cessation
- 1971-06-10 PH PH12532A patent/PH9777A/en unknown
- 1971-06-11 YU YU01514/71A patent/YU151471A/en unknown
- 1971-06-16 SE SE7107817A patent/SE370238B/xx unknown
- 1971-06-16 HU HUUO70A patent/HU163364B/hu unknown
- 1971-06-17 NL NL7108319.A patent/NL167433C/en not_active IP Right Cessation
- 1971-06-17 OA OA54273A patent/OA03874A/en unknown
- 1971-06-17 FR FR7122104A patent/FR2100782B1/fr not_active Expired
- 1971-06-17 ES ES392364A patent/ES392364A1/en not_active Expired
- 1971-06-18 JP JP4338871A patent/JPS5425040B1/ja active Pending
- 1971-06-18 BE BE768702A patent/BE768702A/en not_active IP Right Cessation
- 1971-06-18 SU SU1677616A patent/SU406358A3/ru active
-
1972
- 1972-04-28 AR AR241711A patent/AR200111A1/en active
- 1972-04-28 AR AR241712A patent/AR199278A1/en active
- 1972-04-28 AR AR241713A patent/AR201546A1/en active
- 1972-04-28 AR AR241710A patent/AR198784A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| YU151471A (en) | 1979-04-30 |
| AR200111A1 (en) | 1974-10-24 |
| OA03874A (en) | 1971-12-24 |
| CH560217A5 (en) | 1975-03-27 |
| SE370238B (en) | 1974-10-07 |
| FR2100782B1 (en) | 1975-01-17 |
| NL167433C (en) | 1981-12-16 |
| GB1299151A (en) | 1972-12-06 |
| PH9777A (en) | 1976-03-17 |
| IL36948A (en) | 1974-11-29 |
| DE2127812A1 (en) | 1971-12-23 |
| AR199278A1 (en) | 1974-08-23 |
| AR201546A1 (en) | 1975-03-31 |
| DE2127812C2 (en) | 1982-12-02 |
| CH569017A5 (en) | 1975-11-14 |
| SU406358A3 (en) | 1973-11-05 |
| AR198784A1 (en) | 1974-07-24 |
| FR2100782A1 (en) | 1972-03-24 |
| BE768702A (en) | 1971-12-20 |
| HU163364B (en) | 1973-07-28 |
| JPS5425040B1 (en) | 1979-08-24 |
| ZA713364B (en) | 1972-01-26 |
| IL36948A0 (en) | 1971-07-28 |
| NL7108319A (en) | 1971-12-21 |
| NL167433B (en) | 1981-07-16 |
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