Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H16ClFN2O2 |
Molecular Weight | 334.773 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC(=O)CCCN=C(C1=CC=C(Cl)C=C1)C2=C(O)C=CC(F)=C2
InChI
InChIKey=IBALRBWGSVJPAP-FXBPSFAMSA-N
InChI=1S/C17H16ClFN2O2/c18-12-5-3-11(4-6-12)17(21-9-1-2-16(20)23)14-10-13(19)7-8-15(14)22/h3-8,10,22H,1-2,9H2,(H2,20,23)/b21-17-
2,5-Dimethyl-N-Phenyl-3H-diazaphophol-4-imine is a quinonoid tautomer of GABAA and GABAB agonist progabide. According to quantum mechanical calculations, a quinonoid form is predominant in polar solvents, while aromatic tautomer is prevalent in apolar solvents. Progabide is a prodrug of gamma-aminobutyric acid and was investigated for the treatment of epilepsy, Parkinson's disease, schizophrenia, clinical depression, anxiety disorder, and other diseases. Progabide was marketed in France by Sanofi Aventis under tradename Gabrene for use in monotherapy and also as adjunctive therapy for generalized tonic-clonic, myoclonic, partial seizures, and for Lennox‐Gastaut syndrome, in both children and adults.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
Biphasic effect of direct GABA mimetic drugs on haloperidol-induced catalepsy [proceedings]. | 1979 Nov |
|
Effect of the new gamma-aminobutyric acid agonist SL 76 002 on striatal acetylcholine: relation to neuroleptic-induced extrapyramidal alterations. | 1980 |
|
Biphasic effects of direct, but not indirect, GABA mimetics and antagonists on haloperidol-induced catalepsy. | 1980 Mar |
|
Pharmacology of the GABAergic system: effects of progabide, a GABA receptor agonist. | 1984 |
|
GABAergic modulation of lindane (gamma-hexachlorocyclohexane)-induced seizures. | 1989 Aug |
|
Preclinical evaluation of newly approved and potential antiepileptic drugs against cocaine-induced seizures. | 1999 Sep |
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
WHO-VATC |
QN03AG05
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
||
|
WHO-ATC |
N03AG05
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DTXSID00878140
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
263-679-4
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
m9158
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | Merck Index | ||
|
CHEMBL287631
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
62666-20-0
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
DB00837
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
PROGABIDE
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
W-56
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
C017985
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
38C836J57Z
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
2278
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
100000081141
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
C166654
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
SUB10075MIG
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
44115
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
4656
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | |||
|
34568
Created by
admin on Fri Dec 15 17:06:02 GMT 2023 , Edited by admin on Fri Dec 15 17:06:02 GMT 2023
|
PRIMARY | RxNorm |
ACTIVE MOIETY