Drug Information

Drug General Information
Drug ID
D0O5LA
Former ID
DAP000258
Drug Name
Progabide
Synonyms
Gabren; Gabrene; Halogabide; Progabida; Progabidum; SL 76002; Gabren (TN); Gabrene (TN); Progabida [INN-Spanish]; Progabidum [INN-Latin]; SL 76-002; SL-76002; Progabide (USAN/INN); Progabide [USAN:BAN:INN]; Progabide [USAN:INN:BAN]; 4-(((4-Chlorophenyl)(5-fluoro-2-hydroxyphenyl)methylene)amino)butanamide; 4-((alpha-(p-Chlorophenyl)-5-fluorosalicylidene)amino)butyramide; 4-(alpha-(p-Chlorophenyl)-5-fluoro-2-hydroxybenzylideneamino)butyramide; 4-[[(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide; 4-[[(E)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide; 4-[[(Z)-(4-chlorophenyl)-(3-fluoro-6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]butanamide
Drug Type
Small molecular drug
Indication Depression [ICD9: 311; ICD10:F30-F39] Approved [536361]
Therapeutic Class
Antidepressants
Company
Sanofi-Aventis
Structure
Download
2D MOL

3D MOL
Formula
C17H16ClFN2O2
Canonical SMILES
C1=CC(=CC=C1C(=C2C=C(C=CC2=O)F)NCCCC(=O)N)Cl
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/h3-8,10,21H,1-2,9H2,(H2,20,23)/b17-14+
InChIKey
DWEQWXSKOHHBNT-SAPNQHFASA-N
CAS Number
CAS 62666-20-0
PubChem Compound ID
5361323
PubChem Substance ID
37369976, 39384196, 42685308, 46506568, 49895373, 57362063, 77472074, 92729650, 114149010, 126685669, 134337572, 135004876, 137009949, 137237311, 144224653, 160964179, 164764533, 179226049, 198939570, 223676809, 226675848, 226676970
SuperDrug ATC ID
N03AG05
SuperDrug CAS ID
cas=062666200
Target and Pathway
Target(s) Gamma-aminobutyric acid B receptor Target Info Agonist [537721], [537874], [538077]
KEGG Pathway cAMP signaling pathway
Neuroactive ligand-receptor interaction
GABAergic synapse
Estrogen signaling pathway
Morphine addiction
Reactome Activation of G protein gated Potassium channels
G alpha (i) signalling events
Class C/3 (Metabotropic glutamate/pheromone receptors)
Inhibition of voltage gated Ca2+ channels via Gbeta/gamma subunits
WikiPathways GPCRs, Class C Metabotropic glutamate, pheromone
Neurotransmitter Receptor Binding And Downstream Transmission In The Postsynaptic Cell
Potassium Channels
GPCR ligand binding
GPCR downstream signaling
References
Ref 536361Natural products as sources of new drugs over the last 25 years. J Nat Prod. 2007 Mar;70(3):461-77. Epub 2007 Feb 20.
Ref 537721Suppression by progabide of ethanol withdrawal syndrome in rats. Eur J Pharmacol. 1985 Mar 12;109(3):321-5.
Ref 537874Pentobarbital-like discriminative stimulus effects of direct GABA agonists in rats. Psychopharmacology (Berl). 1993;110(3):295-301.
Ref 538077Interactions between dopamine and GABA in the control of ambulatory activity and neophobia in the mouse. Pharmacol Biochem Behav. 1998 Jan;59(1):239-47.

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