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Carisoprodol

Catalog No. DB00395 Name DrugBank
CAS Number 78-44-4 Website http://www.ualberta.ca/
M. F. C12H24N2O4 Telephone (780) 492-3111
M. W. 260.32996 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 278

SYNONYMS

IUPAC name
2-methyl-2-({[(propan-2-yl)carbamoyl]oxy}methyl)pentyl carbamate
IUPAC Traditional name
2-{[(isopropylcarbamoyl)oxy]methyl}-2-methylpentyl carbamate
Brand Name
Caridolin
Flexal
Carisoma
Flexidon
Flexagilt
Neotica
Mioartrina
Mioratrina
Atonalyt
Relasom
Somanil
Apesan
Sanoma
Artifar
Chinchen
Fibrosona
Flexagit
Listaflex
Meprodat
Muslax
Scutamil-C
Skutamil
Soma
Miolisodal
Flexartal
Nospasm
Arusal
Mioril
Synonyms
Isoprothane
Carisoprodate
Isoprotane
Isomeprobamate
Carisoprodatum

DATABASE IDS

CAS Number 78-44-4
PubChem CID 2576
PubChem SID 46506377

PROPERTIES

Hydrophobicity(logP) 2.1
Solubility 0.3 mg/ml

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A centrally acting skeletal muscle relaxant whose mechanism of action is not completely understood but may be related to its sedative actions. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1202)
Indication For the relief of discomfort associated with acute, painful, musculoskeletal conditions.
Pharmacology Carisoprodol is used as a skeletal muscle relaxant. One of its metabolites, meprobamate, is available as an anxiolytic agent.
Toxicity Symptoms of overdose include drowsiness, giddiness, nausea, indigestion, or rash. Other adverse effects attributed to therapeutic use of carisoprodol include dizziness, irritability, insomnia, diplopia, temporary loss of vision, ataxia, weakness, headache, and dysarthria. Non-CNS adverse effects include gastrointestinal complaints, tachycardia, and postural hypotension. Patients sensitive to sulfites or tartrazine may experience wheezing, allergic rashes including erythema multiforme, or anaphylaxis after using some preparations of carisoprodol which contain such additives
Affected Organisms
Humans and other mammals
Biotransformation Hepatic. Metabolized in the liver via the cytochrome P450 oxidase isozyme CYP2C19.
Half Life 8 hours
Protein Binding 60%
Elimination Carisoprodol is eliminated by both renal and non-renal routes.
Clearance * oral cl=0.772 L/hour/kg [Women]
* oral cl=0.38 L/hour/kg [Men]
References
Toth PP, Urtis J: Commonly used muscle relaxant therapies for acute low back pain: a review of carisoprodol, cyclobenzaprine hydrochloride, and metaxalone. Clin Ther. 2004 Sep;26(9):1355-67. [Pubmed]
Chou R, Peterson K, Helfand M: Comparative efficacy and safety of skeletal muscle relaxants for spasticity and musculoskeletal conditions: a systematic review. J Pain Symptom Manage. 2004 Aug;28(2):140-75. [Pubmed]
Littrell RA, Hayes LR, Stillner V: Carisoprodol (Soma): a new and cautious perspective on an old agent. South Med J. 1993 Jul;86(7):753-6. [Pubmed]
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

  • Toth PP, Urtis J: Commonly used muscle relaxant therapies for acute low back pain: a review of carisoprodol, cyclobenzaprine hydrochloride, and metaxalone. Clin Ther. 2004 Sep;26(9):1355-67. Pubmed
  • Littrell RA, Hayes LR, Stillner V: Carisoprodol (Soma): a new and cautious perspective on an old agent. South Med J. 1993 Jul;86(7):753-6. Pubmed
  • Chou R, Peterson K, Helfand M: Comparative efficacy and safety of skeletal muscle relaxants for spasticity and musculoskeletal conditions: a systematic review. J Pain Symptom Manage. 2004 Aug;28(2):140-75. Pubmed