U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H23NO2.C4H4O4
Molecular Weight 413.4636
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TREPIPAM MALEATE

SMILES

OC(=O)\C=C/C(O)=O.COC1=CC2=C(C=C1OC)[C@H](CN(C)CC2)C3=CC=CC=C3

InChI

InChIKey=TYNKKGLBKXZIHX-XLOMBBFOSA-N
InChI=1S/C19H23NO2.C4H4O4/c1-20-10-9-15-11-18(21-2)19(22-3)12-16(15)17(13-20)14-7-5-4-6-8-14;5-3(6)1-2-4(7)8/h4-8,11-12,17H,9-10,13H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t17-;/m1./s1

HIDE SMILES / InChI
Trepipam is a benzazepine derivative. It is a D1-dopamine antagonist. Trepipam significantly reduced aggression in behaviorally disturbed adolescents and in acute schizophrenics without producing concomitant sedation. Trepipam specifically reduces aggressive and hyperactive behaviors in a wide range of laboratory tests in various species, without producing signs of overt CNS depression or neurological impairment. The drug is effective in reducing many forms of aggression including brain stimulated emotional behavior. Trepipam actually had little effect on gross behavior in mice or rats and only produced ataxia at lethal doses.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Pilot study of SCH-12679 in profoundly mentally retarded patients with severe behavior disorders].
1975 Jun
Effects of a novel anti-aggressive agent upon two types of brain stimulated emotional behavior.
1976 Jul 9
Effects of the phenethylamine derivatives, BL-3912, fenfluramine, and Sch-12679, in rats trained with LSD as a discriminative stimulus.
1980
Comparison of SCH-12679 and thioridazine in aggressive mental retardates.
1980 Oct
Behavioural effects of psychoactive drugs on agonistic behaviour of male territorial rats (resident-intruder model).
1984
Evidence that lack of brain dopamine during development can increase the susceptibility for aggression and self-injurious behavior by influencing D1-dopamine receptor function.
1990
Patents

Patents

Name Type Language
TREPIPAM MALEATE
USAN  
USAN  
Official Name English
1H-3-BENZAZEPINE, 2,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-3-METHYL-1-PHENYL-, (+)-, (Z)-2-BUTENEDIOATE (1:1)
Systematic Name English
1H-3-BENZAZEPINE, 2,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-3-METHYL-1-PHENYL-, (1R)-, (Z)-2-BUTENEDIOATE (1:1)
Systematic Name English
SCH 12679
Code English
TREPIPAM MALEATE [USAN]
Common Name English
TRIMONAM MALEATE
Common Name English
SCH-12679
Code English
TRIMOPAM MALEATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66884
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL343569
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
FDA UNII
D6074YC6T3
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
PUBCHEM
6434250
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
ECHA (EC/EINECS)
254-546-1
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
CAS
39624-66-3
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
NCI_THESAURUS
C152729
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID3045803
Created by admin on Fri Dec 15 15:15:43 GMT 2023 , Edited by admin on Fri Dec 15 15:15:43 GMT 2023
PRIMARY