Carisoprodol information

Carisoprodol
Clinical data
Pronunciation	/kərˌaɪsʌˈproʊdɒl/; kahr-EYE-suh-PROH-dol
Trade names	Soma, others
AHFS/Drugs.com	Monograph
MedlinePlus	a682578
License data	US DailyMed: Carisoprodol;
Pregnancy; category	C;
Addiction; liability	Moderate
Routes of; administration	By mouth
Drug class	Carbamate
ATC code	M03BA02 (WHO) ;
Legal status
Legal status	US: Schedule IV;
Pharmacokinetic data
Protein binding	60%
Metabolism	Liver (CYP2C19-mediated)
Metabolites	Meprobamate
Onset of action	Rapid (30 minutes[failed verification])
Elimination half-life	2.5 hours [12 hours]
Excretion	Kidney
Identifiers
	IUPAC name (RS)-2-{[(aminocarbonyl)oxy]methyl}-2-methylpentyl isopropylcarbamate;
CAS Number	78-44-4 ;
PubChem CID	2576;
IUPHAR/BPS	7610;
DrugBank	DB00395 ;
ChemSpider	2478 ;
UNII	21925K482H;
KEGG	D00768 ;
ChEBI	CHEBI:3419 ;
ChEMBL	ChEMBL1233 ;
CompTox Dashboard (EPA)	DTXSID8024733 ;
ECHA InfoCard	100.001.017
Chemical and physical data
Formula	C12H24N2O4
Molar mass	260.334 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(N)OCC(C)(CCC)COC(=O)NC(C)C;
	InChI InChI=1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16) ; Key:OFZCIYFFPZCNJE-UHFFFAOYSA-N ;
	(verify)

Carisoprodol, sold under the brand name Soma among others, is a medication used for musculoskeletal pain.^[4] Use is only approved for up to three weeks.^[4] Effects generally begin within half an hour and last for up to six hours.^[4] It is taken orally.^[4]

Common side effects include headache, dizziness, and sleepiness.^[4] Serious side effect may include addiction, allergic reactions, and seizures.^[4] In people with a sulfa allergy certain formulations may result in problems.^[4] Safety during pregnancy and breastfeeding is not clear.^[4]^[5] How it works is not clear.^[4] Some of its effects are believed to occur following being converted into meprobamate.^[4]

Carisoprodol was approved for medical use in the United States in 1959.^[4] Its approval in the European Union was withdrawn in 2008.^[6] It is available as a generic medication.^[4] In 2019, it was the 343rd most commonly prescribed medication in the United States, with more than 800 thousand prescriptions.^[7] In the United States, it is a Schedule IV controlled substance.^[4]

^ "Carisoprodol". drugs.com. Retrieved 16 April 2017.
^ "Drug Scheduling". DEA. Retrieved 24 March 2024.
^ ^a ^b Carrasco A (13 September 2019). "Letra C (Carisoprodol)". In Carrasco Ruiz MA, Chavez Pulido X, Morales E (eds.). Diccionario de Especialidades Farmaceúticas PLM (in Spanish). Vol. I (65th ed.). Mexico City: PLM Latinoamérica. p. 222. ISBN 978-607-625-072-3. Retrieved 13 June 2021.
^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m "Carisoprodol Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 8 April 2019.
^ "DailyMed - carisoprodol tablet". dailymed.nlm.nih.gov. Retrieved 8 April 2019.
^ "Carisoprodol". European Medicines Agency. 15 November 2007. Retrieved 8 April 2019.
^ "Carisoprodol - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.

Cite error: There are <ref group=nb> tags on this page, but the references will not show without a {{reflist|group=nb}} template (see the help page).

[drugs.com-1] "Carisoprodol". drugs.com. Retrieved 16 April 2017.

[2] "Drug Scheduling". DEA. Retrieved 24 March 2024.

[PLM-3] Carrasco A (13 September 2019). "Letra C (Carisoprodol)". In Carrasco Ruiz MA, Chavez Pulido X, Morales E (eds.). Diccionario de Especialidades Farmaceúticas PLM (in Spanish). Vol. I (65th ed.). Mexico City: PLM Latinoamérica. p. 222. ISBN 978-607-625-072-3. Retrieved 13 June 2021.

[AHFS2019-5] ^ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l ^m "Carisoprodol Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 8 April 2019.

[6] "DailyMed - carisoprodol tablet". dailymed.nlm.nih.gov. Retrieved 8 April 2019.

[7] "Carisoprodol". European Medicines Agency. 15 November 2007. Retrieved 8 April 2019.

[8] "Carisoprodol - Drug Usage Statistics". ClinCalc. Retrieved 7 October 2022.

Carisoprodol information

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Clinical data

Pronunciation	/kərˌaɪsʌˈproʊdɒl/ kahr-EYE-suh-PROH-dol
Trade names	Soma, others^[1]
AHFS/Drugs.com	Monograph
MedlinePlus	a682578
License data	US DailyMed: Carisoprodol
Pregnancy category	C
Addiction liability	Moderate^[2]
Routes of administration	By mouth
Drug class	Carbamate
ATC code	M03BA02 (WHO)
Legal status
Legal status	US: Schedule IV
Pharmacokinetic data
Protein binding	60%
Metabolism	Liver (CYP2C19-mediated)
Metabolites	Meprobamate
Onset of action	Rapid (30 minutes^[3]^{[failed verification]})
Elimination half-life	2.5 hours [12 hours^{[nb 1]}]
Excretion	Kidney
Identifiers
IUPAC name (RS)-2-{[(aminocarbonyl)oxy]methyl}-2-methylpentyl isopropylcarbamate
CAS Number	78-44-4^Y
PubChem CID	2576
IUPHAR/BPS	7610
DrugBank	DB00395^Y
ChemSpider	2478^Y
UNII	21925K482H
KEGG	D00768^Y
ChEBI	CHEBI:3419^Y
ChEMBL	ChEMBL1233^Y
CompTox Dashboard (EPA)	DTXSID8024733
ECHA InfoCard	100.001.017
Chemical and physical data
Formula	C₁₂H₂₄N₂O₄
Molar mass	260.334 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C(N)OCC(C)(CCC)COC(=O)NC(C)C
InChI InChI=1S/C12H24N2O4/c1-5-6-12(4,7-17-10(13)15)8-18-11(16)14-9(2)3/h9H,5-8H2,1-4H3,(H2,13,15)(H,14,16)^Y Key:OFZCIYFFPZCNJE-UHFFFAOYSA-N^Y
(verify)