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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
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
The chronic hepatic or renal toxicity of di(2-ethylhexyl) phthalate, acetaminophen, sodium barbital, and phenobarbital in male B6C3F1 mice: autoradiographic, immunohistochemical, and biochemical evidence for levels of DNA synthesis not associated with carcinogenesis or tumor promotion.
1988 Dec
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
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
Ellipsometric in vitro studies on blood plasma and serum adsorption to zirconium.
2001 Nov
The effects of some porphyrinogenic drugs on the brain cholinergic system.
2002 Feb
Immunoelectrophoresis of red blood cells performed on microcapillary chips.
2002 Jul
Complexation of phenolic guests by endo- and exo-hydrogen-bonded receptors.
2003 Jul 21
The history of barbiturates a century after their clinical introduction.
2005 Dec
Heme oxygenase, aminolevulinate acid synthetase and the antioxidant system in the brain of mice treated with porphyrinogenic drugs.
2005 Oct 3
Proximal visceral endoderm and extraembryonic ectoderm regulate the formation of primordial germ cell precursors.
2007 Dec 20
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
EspJ of enteropathogenic and enterohaemorrhagic Escherichia coli inhibits opsono-phagocytosis.
2008 May
Foamy macrophages from tuberculous patients' granulomas constitute a nutrient-rich reservoir for M. tuberculosis persistence.
2008 Nov
Pharmacological profiles of animal- and nonanimal-derived sulfated polysaccharides--comparison of unfractionated heparin, the semisynthetic glucan sulfate PS3, and the sulfated polysaccharide fraction isolated from Delesseria sanguinea.
2009 Apr
Interpain A, a cysteine proteinase from Prevotella intermedia, inhibits complement by degrading complement factor C3.
2009 Feb
The glyceraldehyde-3-phosphate dehydrogenase and the small GTPase Rab 2 are crucial for Brucella replication.
2009 Jun
Some patients with NHL possessed immunoreactivity to gliadin and to cow's milk proteins.
2009 Sep
Role of genetic polymorphisms in factor H and MBL genes in Tunisian patients with immunoglobulin A nephropathy.
2010
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
Annexin-II, DNA, and histones serve as factor H ligands on the surface of apoptotic cells.
2010 Feb 5
Determining the reactivity and titre of serum using a haemagglutination assay.
2010 Jan 29
The virulence protein SopD2 regulates membrane dynamics of Salmonella-containing vacuoles.
2010 Jul 15
Cell membrane modification for rapid display of bi-functional peptides: a novel approach to reduce complement activation.
2010 Jul 20
Complement activation mediates cetuximab inhibition of non-small cell lung cancer tumor growth in vivo.
2010 Jun 7
Inefficient complement system clearance of Trypanosoma cruzi metacyclic trypomastigotes enables resistant strains to invade eukaryotic cells.
2010 Mar 16
Effects of 17beta-oestradiol and norethisterone acetate on sulfonation and sialylation of gonadotrophins in post-menopausal women.
2010 May
Combination of pneumococcal surface protein A (PspA) with whole cell pertussis vaccine increases protection against pneumococcal challenge in mice.
2010 May 27
A recombinant vaccine effectively induces c5a-specific neutralizing antibodies and prevents arthritis.
2010 Oct 20
Complement factor H-related proteins CFHR2 and CFHR5 represent novel ligands for the infection-associated CRASP proteins of Borrelia burgdorferi.
2010 Oct 20
Modulation of polymorphonuclear neutrophil functions by astrocytes.
2010 Sep 9
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.
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 GMT 2023 , Edited by admin on Sat Dec 16 18:30:11 GMT 2023
PRIMARY
CAS
23851-27-6
Created by admin on Sat Dec 16 18:30:11 GMT 2023 , Edited by admin on Sat Dec 16 18:30:11 GMT 2023
PRIMARY
FDA UNII
48Q3695ASR
Created by admin on Sat Dec 16 18:30:11 GMT 2023 , Edited by admin on Sat Dec 16 18:30:11 GMT 2023
PRIMARY