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Details

Stereochemistry ACHIRAL
Molecular Formula C8H12N2O3.ClH
Molecular Weight 220.653
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BARBITAL HYDROCHLORIDE

SMILES

Cl.CCC1(CC)C(=O)NC(=O)NC1=O

InChI

InChIKey=SACKVYGWWZDWQS-UHFFFAOYSA-N
InChI=1S/C8H12N2O3.ClH/c1-3-8(4-2)5(11)9-7(13)10-6(8)12;/h3-4H2,1-2H3,(H2,9,10,11,12,13);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C8H12N2O3
Molecular Weight 184.1925
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Barbital, the one of the series of barbiturates, has hypnotic, sedative, and anticonvulsant properties and used under the trade name Veronal. It calmed manic patients and helped melancholic patients to sleep and was an effective inducer of sleep in insomniacs, but at the same time compound could induced dependence. It was substituted by the butyl analog, butobarbital, which was three times stronger and its period of action was much shorter due to its lipophilicity. Barbital is a ligand of GABA-receptor complex and in addition, it could have another target, a creatine kinase.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Veronal

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
300 μg/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BARBITAL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
3860 μg × h/mL
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BARBITAL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
6 h
200 mg single, oral
dose: 200 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
BARBITAL plasma
Rattus norvegicus
population: HEALTHY
age: ADULT
sex: MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
5 g 1 times / day single, oral
Studied dose
Dose: 5 g, 1 times / day
Route: oral
Route: single
Dose: 5 g, 1 times / day
Sources:
unhealthy, 19 years
n = 1
Health Status: unhealthy
Condition: drug withdrawal
Age Group: 19 years
Sex: M
Population Size: 1
Sources:
Other AEs: Coma...
250 mg 3 times / day multiple, oral
Studied dose
Dose: 250 mg, 3 times / day
Route: oral
Route: multiple
Dose: 250 mg, 3 times / day
Sources:
unhealthy, median age 44 years
n = 35
Health Status: unhealthy
Condition: alcohol withdrawal symptoms
Age Group: median age 44 years
Sex: M+F
Population Size: 35
Sources:
Other AEs: Dizziness, Drug intoxication...
Other AEs:
Dizziness
Drug intoxication
Euphoric
Tiredness
Sources:
AEs

AEs

AESignificanceDosePopulation
Coma
5 g 1 times / day single, oral
Studied dose
Dose: 5 g, 1 times / day
Route: oral
Route: single
Dose: 5 g, 1 times / day
Sources:
unhealthy, 19 years
n = 1
Health Status: unhealthy
Condition: drug withdrawal
Age Group: 19 years
Sex: M
Population Size: 1
Sources:
Dizziness
250 mg 3 times / day multiple, oral
Studied dose
Dose: 250 mg, 3 times / day
Route: oral
Route: multiple
Dose: 250 mg, 3 times / day
Sources:
unhealthy, median age 44 years
n = 35
Health Status: unhealthy
Condition: alcohol withdrawal symptoms
Age Group: median age 44 years
Sex: M+F
Population Size: 35
Sources:
Drug intoxication
250 mg 3 times / day multiple, oral
Studied dose
Dose: 250 mg, 3 times / day
Route: oral
Route: multiple
Dose: 250 mg, 3 times / day
Sources:
unhealthy, median age 44 years
n = 35
Health Status: unhealthy
Condition: alcohol withdrawal symptoms
Age Group: median age 44 years
Sex: M+F
Population Size: 35
Sources:
Euphoric
250 mg 3 times / day multiple, oral
Studied dose
Dose: 250 mg, 3 times / day
Route: oral
Route: multiple
Dose: 250 mg, 3 times / day
Sources:
unhealthy, median age 44 years
n = 35
Health Status: unhealthy
Condition: alcohol withdrawal symptoms
Age Group: median age 44 years
Sex: M+F
Population Size: 35
Sources:
Tiredness
250 mg 3 times / day multiple, oral
Studied dose
Dose: 250 mg, 3 times / day
Route: oral
Route: multiple
Dose: 250 mg, 3 times / day
Sources:
unhealthy, median age 44 years
n = 35
Health Status: unhealthy
Condition: alcohol withdrawal symptoms
Age Group: median age 44 years
Sex: M+F
Population Size: 35
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as perpetrator​

Drug as perpetrator​

Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Modifying potential of thirty-one chemicals on the short-term development of gamma-glutamyl transpeptidase-positive foci in diethylnitrosamine-initiated rat liver.
1984 Oct
Drugs as allergens: the molecular basis of IgE binding to thiopentone.
1987
Effects of sodium salts of phenobarbital and barbital on development of bladder tumors in male F344/NCr rats pretreated with either N-[4-(5-nitro-2-furyl)-2-thiazolyl]formamide or N-nitrosobutyl-4-hydroxybutylamine.
1989 Apr
Promotion by sodium barbital of renal cortical and transitional cell tumors, but not intestinal tumors, in F344 rats given methyl(acetoxymethyl)nitrosamine, and lack of effect of phenobarbital, amobarbital, or barbituric acid on development of either renal or intestinal tumors.
1989 Jan
Stability of thiopental and pentobarbital in human plasma determined with a new easy and specific gas chromatography-mass spectrometry assay.
1999 Aug
Determination of barbiturates in urine by micellar liquid chromatography and direct injection of sample.
1999 Nov
Mouse skin passage of a Streptococcus pyogenes Tn917 mutant of sagA/pel restores virulence, beta-hemolysis and sagA/pel expression without altering the position or sequence of the transposon.
2001
The effects of some porphyrinogenic drugs on the brain cholinergic system.
2002 Feb
Molecular "chaperones" guide the spontaneous formation of a 15-component hydrogen-bonded assembly.
2002 Jul 3
Rational design of the first closed coordination capsule with octahedral outer shape.
2004 May 3
Deficiency of functional mannose-binding lectin is not associated with infections in patients with systemic lupus erythematosus.
2006
Statin-induced expression of CD59 on vascular endothelium in hypoxia: a potential mechanism for the anti-inflammatory actions of statins in rheumatoid arthritis.
2006
Carbonic anhydrase in Tectona grandis: kinetics, stability, isozyme analysis and relationship with photosynthesis.
2006 Aug
Deletion of complement factor H-related genes CFHR1 and CFHR3 is associated with atypical hemolytic uremic syndrome.
2007 Mar 16
The Staphylococcus aureus protein Sbi acts as a complement inhibitor and forms a tripartite complex with host complement Factor H and C3b.
2008 Dec
Surviving mousepox infection requires the complement system.
2008 Dec
Variability and action mechanism of a family of anticomplement proteins in Ixodes ricinus.
2008 Jan 2
Application of two different kinds of sera against the Proteus penneri lipopolysaccharide core region in search of epitopes determining cross-reactions with antibodies.
2008 Mar-Apr
Brain damage in newborn rat model of meningitis by Enterobacter sakazakii: a role for outer membrane protein A.
2009 Mar
Recombinant human complement component C2 produced in a human cell line restores the classical complement pathway activity in-vitro: an alternative treatment for C2 deficiency diseases.
2010 Aug 20
Inefficient complement system clearance of Trypanosoma cruzi metacyclic trypomastigotes enables resistant strains to invade eukaryotic cells.
2010 Mar 16
Patents

Patents

Sample Use Guides

10 g two times per day
Route of Administration: Oral
It was reported the action of sodium barbital as an inhibitor of rabbit-muscle creatine kinase (CK), which plays a significant role in energy homeostasis in the muscles. The activity of CK underwent a rapid decrease when the concentration of sodium barbital was increased to 8 mmol/L, and the residual activity was about 35% of then active CK. The activity of CK dropped slowly until it was almost 0 when the concentration of sodium barbital was increased to 125 mmol/L. These results indicated that sodium barbital might function as an inhibitor of CK.
Substance Class Chemical
Created
by admin
on Sat Dec 16 18:30:11 UTC 2023
Edited
by admin
on Sat Dec 16 18:30:11 UTC 2023
Record UNII
48Q3695ASR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BARBITAL HYDROCHLORIDE
Common Name English
BARBITURIC ACID, 5,5-DIETHYL-, MONOHYDROCHLORIDE
Common Name English
2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5,5-DIETHYL-, HYDROCHLORIDE (1:1)
Systematic Name English
2,4,6(1H,3H,5H)-PYRIMIDINETRIONE, 5,5-DIETHYL-, MONOHYDROCHLORIDE
Systematic Name English
Code System Code Type Description
PUBCHEM
22163315
Created by admin on Sat Dec 16 18:30:11 UTC 2023 , Edited by admin on Sat Dec 16 18:30:11 UTC 2023
PRIMARY
CAS
23851-27-6
Created by admin on Sat Dec 16 18:30:11 UTC 2023 , Edited by admin on Sat Dec 16 18:30:11 UTC 2023
PRIMARY
FDA UNII
48Q3695ASR
Created by admin on Sat Dec 16 18:30:11 UTC 2023 , Edited by admin on Sat Dec 16 18:30:11 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY