Carisoprodol

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Carisoprodol
Systematic (IUPAC) name
[2-methyl-2-(1-methylethylcarbamoyloxymethyl) pentyl]aminomethanoate
Identifiers
CAS number	78-44-4
ATC code	M03BA02
PubChem	2576
DrugBank	APRD00417
Chemical data
Formula	C₁₂H₂₄N₂O₄
Mol. mass	260.33 g/mol
Pharmacokinetic data
Bioavailability	?
Protein binding	60%
Metabolism	Hepatic (CYP2C19-mediated)
Half life	8 hours
Excretion	Renal
Therapeutic considerations
Pregnancy cat.	?
Legal status	℞-only(US) Scheduled in some U.S. states
Routes	Oral

Carisoprodol is a skeletal muscle relaxant whose active metabolite is meprobamate. Although several case reports have shown that carisoprodol has abuse potential, it continues to be widely prescribed (not so in the United Kingdom where use of benzodiazepines is preferred). Carisoprodol is a colorless, crystalline powder, having a mild, characteristic odor and a bitter taste. It is slightly soluble in water and freely soluble in alcohol, chloroform and acetone. Its solubility is practically independent of pH. It is marketed in the United States under the brand name Soma, and in the United Kingdom and other countries under the brand name Carisoma.

1 Chemistry
2 Effects
3 Side effects
4 Pharmacokinetics
5 References
6 External links

[edit] Chemistry

It is a carbamic acid ester. Carisoprodol is a racemic mixture of two stereoisomers.

[edit] Effects

Analgesia
Relief from hypertonia

[edit] Side effects

These are somewhat rare when used at normal doses.

[edit] Pharmacokinetics

Carisoprodol has a rapid, 30 minute onset of action, with the aforementioned effects lasting for approximately 2–6 hours. It is metabolized in the liver via the cytochrome P450 oxidase isozyme CYP2C19, excreted by the kidneys and has an approximate 8 hour half-life.

[edit] References

APhA Drug Information Handbook

[edit] External links

Drug information

v • d • e Muscle relaxants (M03)
Peripherally acting	Alcuronium, Atracurium, Cisatracurium, Dimethyltubocurarine, Doxacurium chloride, Fazadinium bromide, Gallamine, Hexafluronium, Mivacurium chloride, Pancuronium, Pipecuronium bromide, Rocuronium bromide, Suxamethonium, Tubocurarine, Vecuronium
Centrally acting	Baclofen, Carisoprodol, Chlormezanone, Chlorzoxazone, Cyclobenzaprine, Febarbamate, Mephenesin, Methocarbamol, Orphenadrine, Phenprobamate, Phenyramidol, Pridinol, Styramate, Tetrazepam, Thiocolchicoside, Tizanidine, Tolperisone
Directly acting	Dantrolene