Claims
- 1. An N-Acyl-2,3-benzodiazepine derivative of the formula (I) ##STR7## wherein R is a C.sub.1-6 alkanoyl group optionally substituted by a methoxy, cyano, carboxyl, amino, C.sub.1-4 alkylamino, di(C.sub.1-4 alkyl)amino, pyrrolidino, phthalimido or phenyl group, or by one or more halogen(s); or R is a benzoyl, cyclopropanecarbonyl, C.sub.1-5 alkylcarbamoyl or phenylcarbamoyl group; or R is absent when a double bond exists between the N(3) and C(4) atoms;
- R.sup.1 is hydrogen, or R.sup.1 is absent when a double bond exists between the N(3) and C(4) atoms;
- R.sup.2 is a C.sub.1-3 alkyl group; or
- R.sup.1 and R.sup.2 together form a methylene group;
- R.sup.3 is hydrogen or a C.sub.1-4 alkanoyl group;
- R.sup.4 is hydrogen; a C.sub.1-6 alkanoyl group optionally substituted by a methoxy, cyano, carboxyl, amino, C.sub.1-4 alkylamino, di(C.sub.1-4 alkyl)amino, pyrrolidino, phthalimido or phenyl group or by one or more halogen(s); as well as a benzoyl, palmitoyl, cyclopropanecarbonyl, C.sub.1-5 alkylcarbamoyl or phenylcarbamoyl group;
- with the proviso that no double bond exists between the N(3) and C(4) atoms when both R.sup.3 and R.sup.4 stand for hydrogen; and stereoisomers and acid-addition salts of said compound.
- 2. A compound selected from the group consisting of
- [1-(4-aminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,]
- 1-(4-aminophenyl)-3-propionyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-acetylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-propionylaminophenyl)-3-propionyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-propionylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-acetylaminophenyl)-3-propionyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-propionylaminophenyl)-3-formyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-trifluoroacetylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-(4-glycylaminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine hydrochloride,
- N.sup.1 -[4-(3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine-1-yl)-phenyl]-N.sup.3 -methylurea,
- 1-[4-(N,N-dimethylglycylamino)phenyl]-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-[4-(N,N-diethylglycylamino)phenyl]-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine,
- 1-[4-(1-pyrrolidinoacetylamino)phenyl]-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine and hydrogen fumarate thereof, and
- 1-(4-glycylaminophenyl)-3-methylcarbamoyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine.
- 3. The N-acyl-2,3-benzodiazepine derivative of claim 1 which is 1-(4-aminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine or its stereoisomer.
- 4. The N-acyl-2,3-benzodiazepine derivative of claim 3 which is (-)-1-(4-aminophenyl)-3-acetyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine.
- 5. The N-acyl-2,3-benzodiazepine derivative of claim 1 which is 1-(4-aminophenyl)-3-methylcarbamoyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine or its stereoisomer.
- 6. The N-acyl-2,3-benzodiazepine derivative of claim 5 which is (-)-1-(4-aminophenyl)-3-methylcarbamoyl-4-methyl-7,8-methylenedioxy-3,4-dihydro-5H-2,3-benzodiazepine.
Priority Claims (1)
Number |
Date |
Country |
Kind |
83 98/90 |
Dec 1990 |
HUX |
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Parent Case Info
This application is a divisional application of U.S. application Ser. No. 08/080,604, filed Jun. 21, 1993, now U.S. Pat. No. 5,489,137, which is a continuation-in-part of now abandoned U.S. application Ser. No. 08/048,347, filed Apr. 15, 1993, which is a continuation-in-part of now abandoned U.S. application Ser. No. 07/809,361, filed Dec. 17, 1991.
Foreign Referenced Citations (1)
Number |
Date |
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2194236 |
Mar 1988 |
GBX |
Divisions (1)
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Number |
Date |
Country |
Parent |
80604 |
Jun 1993 |
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Continuation in Parts (2)
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Number |
Date |
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Parent |
48347 |
Apr 1993 |
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Parent |
809361 |
Dec 1991 |
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