Preferred Name

pentobarbital

Synonyms

Pentobarbituric acid

Nembutal

5-ethyl-5-(sec-pentyl)barbituric acid

Nebralin

5-ethyl-5-(1-methylbutyl)barbituric acid

Pentabarbital

Sodium Pentobarbital

Pentobarbiturate

5-ethyl-5-(pentan-2-yl)pyrimidine-2,4,6(1H,3H,5H)-trione

Mebumal

Pentabarbitone

Pentobarbitone

Pentobarbital Sodium

Pentobarbital

Neodorm

Dorsital

Nembutal Sodium

5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione

Rivadorm

Ethaminal

5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione

Mebubarbital

Definitions

A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups. A short-acting barbiturate that is effective as a sedative and hypnotic (but not as an anti-anxiety) agent and is usually given orally. It is prescribed more frequently for sleep induction than for sedation but, like similar agents, may lose its effectiveness by the second week of continued administration. (From AMA Drug Evaluations Annual, 1994, p236) Pharmacology: Pentobarbital, a barbiturate, is used for the treatment of short term insomnia. It belongs to a group of medicines called central nervous system (CNS) depressants that induce drowsiness and relieve tension or nervousness. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation. Mechanism of action: Pentobarbital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission. Drug type: Approved. Small Molecule. Drug category: Adjuvants, Anesthesia. Barbiturates. GABA Modulators. Hypnotics and Sedatives

ID

http://purl.obolibrary.org/obo/CHEBI_7983

bearer of

http://uri.neuinfo.org/nif/nifstd/nlx_chem_090801

charge

0

createdDate

March 5, 2010

database_cross_reference

PMID:6864729

PMID:23526799

PMID:23663566

Gmelin:281792

PMID:3599019

PMID:16720246

PMID:15857133

PMID:23345614

PMID:9412440

PMID:15324906

DrugBank:DB00312

HMDB:HMDB0014457

PMID:7154009

LINCS:LSM-1566

Beilstein:87067

PMID:9599235

PMID:1977910

PMID:23246494

PMID:2579237

PMID:9016329

KEGG:D00499

KEGG:C07422

CAS:76-74-4

Reaxys:87067

PMID:15801854

PMID:19879734

Drug_Central:2095

PMID:2215478

PMID:3654008

Wikipedia:Pentobarbital

definition

A short-acting barbiturate that is effective as a sedative and hypnotic (but not as an anti-anxiety) agent and is usually given orally. It is prescribed more frequently for sleep induction than for sedation but, like similar agents, may lose its effectiveness by the second week of continued administration. (From AMA Drug Evaluations Annual, 1994, p236) Pharmacology: Pentobarbital, a barbiturate, is used for the treatment of short term insomnia. It belongs to a group of medicines called central nervous system (CNS) depressants that induce drowsiness and relieve tension or nervousness. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation. Mechanism of action: Pentobarbital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission. Drug type: Approved. Small Molecule. Drug category: Adjuvants, Anesthesia. Barbiturates. GABA Modulators. Hypnotics and Sedatives

formula

C11H18N2O3

has role

http://purl.obolibrary.org/obo/CHEBI_91016

has_alternative_id

CHEBI:102327

has_exact_synonym

5-ethyl-5-(pentan-2-yl)pyrimidine-2,4,6(1H,3H,5H)-trione

Pentobarbital

has_obo_namespace

chebi_ontology

has_related_synonym

Nembutal

5-ethyl-5-(sec-pentyl)barbituric acid

5-ethyl-5-(1-methylbutyl)barbituric acid

Pentobarbitone

5-Ethyl-5-(1-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione

5-Ethyl-5-(1-methyl-butyl)-pyrimidine-2,4,6-trione

hasExternalSource

DB00312

id

CHEBI:7983

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C11H18N2O3/c1-4-6-7(3)11(5-2)8(14)12-10(16)13-9(11)15/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16)

inchikey

WEXRUCMBJFQVBZ-UHFFFAOYSA-N

label

pentobarbital

mass

226.27230

modifiedDate

May 21, 2010

monoisotopicmass

226.132

notation

CHEBI:7983

prefixIRI

CHEBI:CHEBI_7983

prefLabel

pentobarbital

smiles

CCCC(C)C1(CC)C(=O)NC(=O)NC1=O

synonym

Pentobarbituric acid

Nebralin

Pentabarbital

Sodium Pentobarbital

Pentobarbiturate

Mebumal

Pentabarbitone

Pentobarbital Sodium

Neodorm

Dorsital

Nembutal Sodium

Rivadorm

Ethaminal

Mebubarbital

textual definition

A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and sec-pentyl groups.

subClassOf

http://purl.obolibrary.org/obo/CHEBI_22693

http://uri.neuinfo.org/nif/nifstd/nlx_chem_1003011

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