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

Details

Stereochemistry RACEMIC
Molecular Formula C21H29NS2
Molecular Weight 359.5946
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAPTODIAME

SMILES

CCCCSc1ccc(cc1)C(c2ccccc2)SCCN(C)C

InChI

InChIKey=IZLPZXSZLLELBJ-UHFFFAOYSA-N
InChI=1S/C21H29NS2/c1-4-5-16-23-20-13-11-19(12-14-20)21(24-17-15-22(2)3)18-9-7-6-8-10-18/h6-14,21H,4-5,15-17H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C21H29NS2
Molecular Weight 359.5946
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

CAPTODIAME, also known as captodiamine, is a diphenylmethane derivative. It is a 5-HT2c receptor antagonist and agonist at sigma-1 and D3 dopamine receptors. It is an antihistamine which is used as a sedative and anxiolytic. CAPTODIAME is probably useful in preventing benzodiazepine withdrawal syndrome.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Suvren

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
50 mg 3 times / day multiple, oral
Recommended
Dose: 50 mg, 3 times / day
Route: oral
Route: multiple
Dose: 50 mg, 3 times / day
Sources: Page: p.1349
unhealthy, 25 - 55
n = 40
Health Status: unhealthy
Condition: Benzodiazepine withdrawal syndrome
Age Group: 25 - 55
Sex: M+F
Population Size: 40
Sources: Page: p.1349
PubMed

PubMed

TitleDatePubMed
Captodiame in anxiety states in general practice.
1960 Aug
The role of captodiamine in the withdrawal from long-term benzodiazepine treatment.
2004 Sep
Captodiamine, a putative antidepressant, enhances hypothalamic BDNF expression in vivo by synergistic 5-HT2c receptor antagonism and sigma-1 receptor agonism.
2013 Oct
Substance Class Chemical
Created
by admin
on Sat Jun 26 10:41:51 UTC 2021
Edited
by admin
on Sat Jun 26 10:41:51 UTC 2021
Record UNII
H93K9455DD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CAPTODIAME
INN   WHO-DD  
INN  
Official Name English
CAPTODIAME [WHO-DD]
Common Name English
ETHYLAMINE, 2-((P-(BUTYLTHIO)-.ALPHA.-PHENYLBENZYL)THIO)-N,N-DIMETHYL-
Common Name English
CAPTODIAMINE [MI]
Common Name English
P-BUTYLTHIODIPHENYLMETHYL 2-DIMETHYLAMINOETHYL SULPHIDE
Common Name English
CAPTODIAMINE
MI  
Common Name English
BUTYLTHIODIPHENYLMETHYL 2-DIMETHYLAMINOETHYL SULFIDE
Systematic Name English
2-(P-(BUTYLTHIO)-.ALPHA.-PHENYLBENZYLTHIO)-N,N-DIMETHYLETHYLAMINE
Common Name English
P-BUTYLTHIODIPHENYLMETHYL 2-DIMETHYLAMINOETHYL SULFIDE
Common Name English
CAPTODIAME [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QN05BB02
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
NCI_THESAURUS C28197
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
WHO-ATC N05BB02
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
NCI_THESAURUS C29578
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C81137
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
MESH
C495502
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
CAS
486-17-9
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
MERCK INDEX
M3045
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY Merck Index
ECHA (EC/EINECS)
207-629-1
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
DRUG BANK
DB09014
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
DRUG CENTRAL
483
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
ChEMBL
CHEMBL2110809
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
INN
625
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
RXCUI
89812
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY RxNorm
EVMPD
SUB06080MIG
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
WIKIPEDIA
CAPTODIAME
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
PUBCHEM
10240
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
FDA UNII
H93K9455DD
Created by admin on Sat Jun 26 10:41:51 UTC 2021 , Edited by admin on Sat Jun 26 10:41:51 UTC 2021
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY