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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H16N2O3
Molecular Weight 236.267
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYCLOBARBITAL

SMILES

CCC1(C(=O)NC(=O)NC1=O)C2=CCCCC2

InChI

InChIKey=WTYGAUXICFETTC-UHFFFAOYSA-N
InChI=1S/C12H16N2O3/c1-2-12(8-6-4-3-5-7-8)9(15)13-11(17)14-10(12)16/h6H,2-5,7H2,1H3,(H2,13,14,15,16,17)

HIDE SMILES / InChI

Molecular Formula C12H16N2O3
Molecular Weight 236.267
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Cyclobarbital (5-cyclohexenyl-5-ethyl-barbituric acid) is a short-acting barbiturate exerting sedative-hypnotic properties. Cyclobarbital is metabolized to inactive ketocyclobarbital. The convention on psychotropic substances, which was signed in Vienna in 1971, today regulates cyclobarbital as a schedule III barbiturate. Cyclobarbital is used in combination with diazepam tranquilizer (Reladorm).

Approval Year

PubMed

PubMed

TitleDatePubMed
Molecularly imprinted polymers for simultaneous determination of antiepileptics in river water samples by liquid chromatography-tandem mass spectrometry.
2009-06-19
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007-01
Comparison of the percutaneous absorption of hydrophilic and lipophilic compounds in shed snake skin and human skin.
2006-04
Quantitative determination of vigabatrin and gabapentin in human serum by gas chromatography-mass spectrometry.
2005-04
Fluorescent imprinted polymers prepared with 2-acrylamidoquinoline as a signaling monomer.
2005-02-03
Key structural features of ligands for activation of human pregnane X receptor.
2004-04
Multiple hydrogen bonding-based fluorescent imprinted polymers for cyclobarbital prepared with 2,6-bis(acrylamido)pyridine.
2003-11-21
Multimodal inclusion complexes between barbiturates and 2-hydroxypropyl-beta-cyclodextrin in aqueous solution: isothermal titration microcalorimetry, (13)C NMR spectrometry, and molecular dynamics simulation.
2001-08
Induction of CYP1A2 by phenobarbital in the livers of aryl hydrocarbon-responsive and -nonresponsive mice.
1999-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:50:01 GMT 2025
Edited
by admin
on Mon Mar 31 17:50:01 GMT 2025
Record UNII
0M8A98AD9H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYCLOBARBITAL
INN   MART.   MI   WHO-DD  
INN  
Official Name English
CICLOBARBITAL
Preferred Name English
CYCLOBARBITONE
Common Name English
HEXEMAL
Common Name English
5-(1-CYCLOHEXEN-1-YL)-5-ETHYLBARBITURIC ACID
Systematic Name English
cyclobarbital [INN]
Common Name English
CYCLOBARBITAL [MART.]
Common Name English
Cyclobarbital [WHO-DD]
Common Name English
CYCLOBARBITAL [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29756
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
WHO-VATC QN05CA10
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
WHO-ATC N05CA10
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
Code System Code Type Description
DRUG CENTRAL
750
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
WIKIPEDIA
CYCLOBARBITAL
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
EPA CompTox
DTXSID9022865
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
INN
1394
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-138-3
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
ChEMBL
CHEMBL268164
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
RXCUI
2978
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY RxNorm
PUBCHEM
5838
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
NCI_THESAURUS
C76096
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
CAS
52-31-3
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
FDA UNII
0M8A98AD9H
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
MESH
C084639
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
DRUG BANK
DB13737
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
SMS_ID
100000083749
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
EVMPD
SUB06848MIG
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY
MERCK INDEX
m3974
Created by admin on Mon Mar 31 17:50:01 GMT 2025 , Edited by admin on Mon Mar 31 17:50:01 GMT 2025
PRIMARY Merck Index
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY