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

Details

Stereochemistry ABSOLUTE
Molecular Formula C20H31NO
Molecular Weight 301.4662
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DERAMCICLANE

SMILES

[H][C@]12CC[C@](C)(C1(C)C)[C@@](C2)(OCCN(C)C)C3=CC=CC=C3

InChI

InChIKey=QOBGWWQAMAPULA-RLLQIKCJSA-N
InChI=1S/C20H31NO/c1-18(2)17-11-12-19(18,3)20(15-17,22-14-13-21(4)5)16-9-7-6-8-10-16/h6-10,17H,11-15H2,1-5H3/t17-,19-,20+/m1/s1

HIDE SMILES / InChI

Molecular Formula C20H31NO
Molecular Weight 301.4662
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Deramciclane is camphor derivative. It is an anxiolytic agent that binds with high affinity to 5-HT2A/2C receptor. Deramciclane showed significant evidence of efficacy for the treatment of generalized anxiety disorder in adult patients. A single dose of deramciclane was rapidly absorbed with peak plasma concentrations being reached after about 3 h. Deramciclane has a half-life of around 27 h. The most commonly reported adverse event was headache. In the in vitro studies deramciclane concentration-dependently inhibited NMDA evoked spreading depression.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetics of deramciclane and N-desmethylderamciclane after single and repeated oral doses in healthy volunteers.
2004 Aug
Deramciclane in the treatment of generalized anxiety disorder: a placebo-controlled, double-blind, dose-finding study.
2005 Dec
Biotransformation of deramciclane in primary hepatocytes of rat, mouse, rabbit, dog, and human.
2005 Nov
Deramciclane improves object recognition in rats: potential role of NMDA receptors.
2010 Feb
Selective binding interactions of deramciclane to the genetic variants of human alpha(1)-acid glycoprotein.
2010 Mar
Patents

Patents

Sample Use Guides

60 mg/day
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:30:53 UTC 2023
Edited
by admin
on Fri Dec 15 15:30:53 UTC 2023
Record UNII
O5KFK61E74
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DERAMCICLANE
INN   MI   WHO-DD  
INN  
Official Name English
deramciclane [INN]
Common Name English
DERAMCICLANE [MI]
Common Name English
Deramciclane [WHO-DD]
Common Name English
Code System Code Type Description
INN
6838
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
ChEMBL
CHEMBL2104698
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
DRUG BANK
DB06512
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
EPA CompTox
DTXSID10152862
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
MESH
C060555
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
SMS_ID
100000083184
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
NCI_THESAURUS
C174785
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
PUBCHEM
119590
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
EVMPD
SUB06986MIG
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
MERCK INDEX
m4186
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY Merck Index
FDA UNII
O5KFK61E74
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
CAS
120444-71-5
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
WIKIPEDIA
DERAMCICLANE
Created by admin on Fri Dec 15 15:30:53 UTC 2023 , Edited by admin on Fri Dec 15 15:30:53 UTC 2023
PRIMARY
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TARGET->ANTAGONIST
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