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Details

Stereochemistry ACHIRAL
Molecular Formula C7H13BrN2O2
Molecular Weight 237.094
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBROMAL

SMILES

CCC(Br)(CC)C(=O)NC(N)=O

InChI

InChIKey=OPNPQXLQERQBBV-UHFFFAOYSA-N
InChI=1S/C7H13BrN2O2/c1-3-7(8,4-2)5(11)10-6(9)12/h3-4H2,1-2H3,(H3,9,10,11,12)

HIDE SMILES / InChI

Molecular Formula C7H13BrN2O2
Molecular Weight 237.094
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Carbromal is containing bromide mild hypnotic that has been used to mild insomnia treatment. Carbromal is one of a number of hypnotics containing bromide, which releases the bromide ion on hydrolysis in the body. It has no advantages over other hypnotics. Chronic administration can cause accumulation of bromide ions which have the same distribution as chloride ions but are not actively transported out of cells and are excreted in the urine with a half-life of 10-12 days. Bromism may result from chronic carbromal ingestion and with a plasma bromine concentration of 10-15 mM, the signs are acne, cerebral retardation, cerebellar dysfunction, hyperreflexia, extensor plantar responses, and gastro¬intestinal symptoms. The risk of bromism developing makes carbromal a more dangerous drug than most other hypnotics.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
20 μM
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
BROMOETHYLBUTYRAMIDE serum
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
30 μM
1 g single, oral
dose: 1 g
route of administration: Oral
experiment type: SINGLE
co-administered:
CARBROMAL serum
Homo sapiens
population: HEALTHY
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
780 mg 1 times / day multiple, oral
Recommended
Dose: 780 mg, 1 times / day
Route: oral
Route: multiple
Dose: 780 mg, 1 times / day
Co-administed with::
bromvaletone(65-260 mg; 1/day)
Sources:
unhealthy, 27-53
n = 6
Health Status: unhealthy
Condition: sleep problems
Age Group: 27-53
Sex: M+F
Population Size: 6
Sources:
Disc. AE: Drug eruption...
AEs leading to
discontinuation/dose reduction:
Drug eruption (6%)
Sources:
5850 mg 1 times / day multiple, oral
Dose: 5850 mg, 1 times / day
Route: oral
Route: multiple
Dose: 5850 mg, 1 times / day
Co-administed with::
bromvaletone(1950 mg; 1/day)
Sources:
unhealthy, 54
n = 1
Health Status: unhealthy
Condition: sleep problems
Age Group: 54
Sex: F
Population Size: 1
Sources:
Other AEs: Addiction...
Other AEs:
Addiction (1%)
Sources:
260 mg 1 times / day multiple, oral
Recommended
Dose: 260 mg, 1 times / day
Route: oral
Route: multiple
Dose: 260 mg, 1 times / day
Co-administed with::
pentobarbital sodium(97 mg; 1/day)
Sources:
unhealthy, 60-65
n = 3
Health Status: unhealthy
Condition: sleep problems
Age Group: 60-65
Sex: M
Population Size: 3
Sources:
Other AEs: Drug eruption...
Other AEs:
Drug eruption (1%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Drug eruption 6%
Disc. AE
780 mg 1 times / day multiple, oral
Recommended
Dose: 780 mg, 1 times / day
Route: oral
Route: multiple
Dose: 780 mg, 1 times / day
Co-administed with::
bromvaletone(65-260 mg; 1/day)
Sources:
unhealthy, 27-53
n = 6
Health Status: unhealthy
Condition: sleep problems
Age Group: 27-53
Sex: M+F
Population Size: 6
Sources:
Addiction 1%
5850 mg 1 times / day multiple, oral
Dose: 5850 mg, 1 times / day
Route: oral
Route: multiple
Dose: 5850 mg, 1 times / day
Co-administed with::
bromvaletone(1950 mg; 1/day)
Sources:
unhealthy, 54
n = 1
Health Status: unhealthy
Condition: sleep problems
Age Group: 54
Sex: F
Population Size: 1
Sources:
Drug eruption 1%
260 mg 1 times / day multiple, oral
Recommended
Dose: 260 mg, 1 times / day
Route: oral
Route: multiple
Dose: 260 mg, 1 times / day
Co-administed with::
pentobarbital sodium(97 mg; 1/day)
Sources:
unhealthy, 60-65
n = 3
Health Status: unhealthy
Condition: sleep problems
Age Group: 60-65
Sex: M
Population Size: 3
Sources:
Sourcing

Sourcing

Vendor/AggregatorIDURL
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:59:36 GMT 2023
Edited
by admin
on Fri Dec 15 14:59:36 GMT 2023
Record UNII
0Y299JY9V3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARBROMAL
HSDB   INN   MART.   MI   WHO-DD  
INN  
Official Name English
ADALIN
Brand Name English
CARBROMAL [HSDB]
Common Name English
Carbromal [WHO-DD]
Common Name English
CARBROMAL [MART.]
Common Name English
NSC-49191
Code English
2-BROMO-2-ETHYLBUTYRYUREA
Common Name English
carbromal [INN]
Common Name English
CARBROMAL [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC N05CM04
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
NCI_THESAURUS C29756
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
WHO-VATC QN05CM04
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
Code System Code Type Description
NSC
49191
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
FDA UNII
0Y299JY9V3
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
INN
53
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
DRUG CENTRAL
504
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
RXCUI
2067
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY RxNorm
EVMPD
SUB06617MIG
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
MERCK INDEX
m1055
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY Merck Index
SMS_ID
100000084568
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
EPA CompTox
DTXSID8020252
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
CAS
77-65-6
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
PUBCHEM
6488
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
HSDB
4100
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-046-6
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
ChEMBL
CHEMBL1697828
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
NCI_THESAURUS
C76936
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
MESH
C084812
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
DRUG BANK
DB13817
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
WIKIPEDIA
CARBROMAL
Created by admin on Fri Dec 15 14:59:36 GMT 2023 , Edited by admin on Fri Dec 15 14:59:36 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY