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Details

Stereochemistry RACEMIC
Molecular Formula C17H18N2
Molecular Weight 250.3382
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAZEPINIL

SMILES

CN1C(CC2=CC=CC=C2N=C1C)C3=CC=CC=C3

InChI

InChIKey=STDYWHYUOSSCBO-UHFFFAOYSA-N
InChI=1S/C17H18N2/c1-13-18-16-11-7-6-10-15(16)12-17(19(13)2)14-8-4-3-5-9-14/h3-11,17H,12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C17H18N2
Molecular Weight 250.3382
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Dazepinil (HRP 543) is a 1,3-benzodiazepine antidepressant, developed by Hoerscht in the early 1980s. In mouse tests, dazepinil inhibited tetrabenazine-induced ptosis and potentiated yohimbine toxicity. In vitro, dazepinil inhibited norepinephrine and serotonin uptake into rat brain synaptosomes and lacked anticholinergic activity.

Approval Year

PubMed

PubMed

TitleDatePubMed
(+/-)-4-Aryl-4,5-dihydro-3H-1,3-benzodiazepines. 1. Synthesis and evaluation of (+/-)-4,5-dihydro-2,3-dimethyl-4-phenyl-3H-1,3-benzodiazepine and analogues as potential antidepressant agents.
1982 Apr
(+/-)-4-Aryl-4,5-dihydro-3H-1,3-benzodiazepines. 2. Nuclear-substituted analogues of (+/-)-4,5-dihydro-2,3-dimethyl-4-phenyl-3H-1,3-benzodiazepine and (+/-)-4,5-dihydro-2-ethyl-3-methyl-4-phenyl-3H-1,3-benzodiazepine as potential antidepressant agents.
1982 Apr
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:03:07 GMT 2023
Edited
by admin
on Sat Dec 16 18:03:07 GMT 2023
Record UNII
730EPY2HSM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DAZEPINIL
INN  
INN  
Official Name English
(±)-4,5-DIHYDRO-2,3-DIMETHYL-4-PHENYL-3H-1,3-BENZODIAZEPINE
Systematic Name English
dazepinil [INN]
Common Name English
3H-1,3-BENZODIAZEPINE, 4,5-DIHYDRO-2,3-DIMETHYL-4-PHENYL-, (±)-
Systematic Name English
P-762543
Code English
Code System Code Type Description
FDA UNII
730EPY2HSM
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
EVMPD
SUB06919MIG
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
SMS_ID
100000083445
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL117042
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
CAS
75991-50-3
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
NCI_THESAURUS
C166982
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
INN
5926
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
PUBCHEM
53432
Created by admin on Sat Dec 16 18:03:07 GMT 2023 , Edited by admin on Sat Dec 16 18:03:07 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY