Drug/Small Molecule:
meprobamate

2D structure

Overview

Generic Names: DEA No. 2820; Meprobamat [German]; Meprobamato [INN-Spanish]; Meprobamato [Italian]; Meprobamatum [INN-Latin]; Meprobamic acid; Procarbamide
Trade Names: 3P bamate; Amepromat; Amosene; Anastress; Anathylmon; Anatimon; Andaksin; Andaxin; Aneural; Aneurol; Aneusral; Aneuxal; Aneuxral; Ansiatan; Ansietan; Ansil; Ansiowas; Anural; Anxietil; Anzil; Apascil; Apasil; Apo-Meprobamate; Appetrol; Appetrol-Sr; Arcoban; Arpon; Artolon; Ataraxine; Atraxin; Auxietil; Ayeramate; Ayermate; Bamate; Bamd 400; Bamo 400; Biobamat; Biobamate; Brobamate; Calmadin; Calmax; Calmiren; Canquil 400; Canquil-400; Carbaxin; Cirpon; Cirponyl; Coprobate; Crestanil; Cypron; Cyrpon; Dapaz; Deprol; Despasmol; Dicandiol; Diron; Diurnal; Diveron; Dormabrol; Ecuanil; Edenal; Enorden; Epicur; Epikur; Equagesic; Equanil; Equatrate; Equazine-M; Equilium; Equinil; Equitar; Erina; Estasil; Fas-Cile; Fas-Cile 200; Gadexyl; Gagexyl; Harmonin; Hartol; Holbamate; Ipsotian; Kesso-Bamate; Kessobamate; Klort; Larten; Lepenil; Lepetown; Letyl; Libiolan; Madiol; Mar-Bate; Margonil; Mendel; Mepamtin; Mepantin; Mepavlon; Mepiosine; Meposed; Mepranil; Mepriam; Meprin; Meprindon; Mepro-Aspirin; Mepro-analgesic; Meprobam; Meprobamat; Meproban; Meprocompren; Meprocon; Meprocon CMC; Meprodil; Meprodiol; Meprol; Meproleaf; Mepron; Mepronil; Meprosa; Meprosan; Meprosin; Meprospan; Meprotabs; Meprotan; Meprotanum; Meproten; Meprotil; Meprovan; Meprozine; Meptran; Mesmar; Metractyl; Metranquil; Micrainin; Milpath; Milprem; Miltamato; Miltann; Miltaun; Miltown; Miltrate; Miltuan; Miltwon; Misedant; Morbam; Multaun; My-trans; Neo-Tran; Nephentine; Nervonus; Neuramate; Oasil; Optarket; Orlevol; Orolevol; Pan-tranquil; Pancalma; Panediol; Pankalma; Pathibamate; Paxin; Pensive; Perequietil; Perequil; Perquietil; Pertranquil; Pimal; Placidon; Placitate; Prequil; Probamato; Probamyl; Probate; Procalmadiol; Procalmadol; Procalmidol; Promate; Promato; Proquanil; Protran; Q-Gesic; Quaname; Quanane; Quanil; Quietidon; Quivet; Rastenil; Reostral; Restenil; Restenyl; Restinal; Restinil; Restran; Robamate; SK-Bamate; Sadanyl; Scolazil; Sedabamate; Sedanil; Sedanyl; Sedazil; Sedoquil; Sedoselecta; Selene; Seril; Setran; Shalvaton; Solevione anastress; Sowell; Spantran; Stensolo; Tamate; Tensol; Tensonal; Trancot; Trankvilan; Tranlisant; Tranmep; Tranquil; Tranquilan; Tranquilate; Tranquilax; Tranquiline; Tranquillin; Tranquilsan; Tranquinol; Tranquisan; Trelmar; Urbil; Urbilat; Vio-Bamate; Vistabamate; Wardamate; Wyseals; Zirpon
Brand Mixtures: 282 Mep (Acetylsalicylic Acid + Caffeine Citrate + Codeine Phosphate + Meprobamate); 282 Mep Tab (Acetylsalicylic Acid + Caffeine Citrate + Codeine Phosphate + Meprobamate); Equagesic Tablets (Acetylsalicylic Acid + Ethoheptazine Citrate + Meprobamate)
PharmGKB Accession Id: PA450377

Description

A carbamate with hypnotic, sedative, and some muscle relaxant properties, although in therapeutic doses reduction of anxiety rather than a direct effect may be responsible for muscle relaxation. Meprobamate has been reported to have anticonvulsant actions against petit mal seizures, but not against grand mal seizures (which may be exacerbated). It is used in the treatment of anxiety disorders, and also for the short-term management of insomnia but has largely been superseded by the benzodiazepines. (From Martindale, The Extra Pharmacopoeia, 30th ed, p603) Meprobamate is a controlled substance in the U.S. (source: Drug Bank)

Indication

For the management of anxiety disorders or for the short-term relief of the symptoms of anxiety. (source: Drug Bank)

ATC Therapeutic Category

  • N05BC:Carbamates

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Meprobamate's mechanism of action is not known. It has been shown in animal studies to have effects at multiple sites in the central nervous system, including the thalamus and limbic system. Meprobamate binds to GABA<sub>A</sub> receptors which interrupt neuronal communication in the reticular formation and spinal cord, causing sedation and altered perception of pain. (source: Drug Bank)

Pharmacology

Meprobamate is an anxiolytic drug. It was the best selling minor tranquilizer for a time but has largely been replaced by benzodiazepines. Meprobamate has most of the pharmacological effects and dangers of the barbiturates (though it was marketed as being safer). However, it is less sedating at effective doses. It is reported to have some anticonvulsant properties against absence seizures, but can exacerbate generalized tonic-clonic seizures. It has also been used as a hypnotic (sleeping pill). However, its is currently only licensed as an anxiolytic and it is a third or fourth-order choice. (source: Drug Bank)

Food Interactions

Take without regard to meals. Avoid alcohol. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic. (source: Drug Bank)

Absorption

Well absorbed from the gastrointestinal tract. (source: Drug Bank)

Toxicity

Symptoms of overdose include coma, drowsiness, loss of muscle control, severely impaired breathing, shock, sluggishness, and unresponsiveness. Death has been reported with ingestion of as little as 12 g meprobamate and survival with as much as 40 g. (source: Drug Bank)

Isomeric SMILES Code:

CCCC(C)(COC(=O)N)COC(=O)N (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
GABRA1 Uncurated Annotation (source: Drug Bank)
GABRA2 Uncurated Annotation (source: Drug Bank)
GABRA3 Uncurated Annotation (source: Drug Bank)
GABRA4 Uncurated Annotation (source: Drug Bank)
GABRA5 Uncurated Annotation (source: Drug Bank)
GABRA6 Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00371
KEGG Drug ID:
D00376
PubChem Compound ID:
4064
PubChem Substance ID:
7847442

Common Searches

Search PubMed
Search Medline Plus
Search PubChem
Search CTD

Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
Add New Alternate Name
Add New ATC Term
Add Cross Reference
Add a metabolite
Add a text annotation
Add a drug target
hint: enter a gene
    Add a drug interaction
    hint: enter a drug
    PharmGKB® is a registered trademark of HHS and is financially supported by NIH/NIGMS. It is managed at Stanford University (GM61374).
    ©2001-2010 PharmGKB.