Karisoprodol

Karisoprodol
(IUPAC) ime
	(RS)-2[(aminokarbonil)oksi]metil2-metilpentil izopropilkarbamat
Klinički podaci
Robne marke	Soma
AHFS/Drugs.com	Monografija
MedlinePlus	a682578
Identifikatori
CAS broj	78-44-4
ATC kod	M03BA02
PubChem	2576
DrugBank	DB00395
ChemSpider	2478
UNII	21925K482H
KEGG	D00768
ChEBI	CHEBI:3419
ChEMBL	CHEMBL1233
Hemijski podaci
Formula	C12H24N2O4
Mol. masa	260,33 g/mol
SMILES	eMolekuli & PubHem
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
Farmakokinetički podaci
Vezivanje za proteine plazme	60%
Metabolizam	Hepatički (CYP2C19-posredovano)
Poluvreme eliminacije	2 sata
Izlučivanje	Renalno
Farmakoinformacioni podaci
Trudnoća	?
Pravni status	Samo na recept (S4) (AU) Schedule IV (SAD)
Način primene	Oralno

Karisoprodol je centralno delujući skeletalni miorelaksant. On je u maloj meri rastvoran u vodi i slobodno je rastvoran u alkoholu, hloroformu i acetonu. Rasvorljivost ovog leka je praktično nezavisna od pH vrednosti. Karisoprodoli proizvodi i prodaje u SAD preduzeće Meda Pharmaceuticals^[6] pod imenom Soma, a i UK i drugim zemljama pod imenima Sanoma i Carisoma. Lek je dostupan pojedinačno ili u smeši sa aspirinom, a u jednom preparatu sa kodeinom i kofeinom.

Hemija

Karisoprodol je estar karbaminske kiseline. On je racemiska smeša dva stereoizomera.

Karisoprodol se može sintetisati reakcijom 2-metil-2-propilpropan-1,3-diola sa 1 molarnim ekvivalentom fosgena, čime se formira hloroformat, iz koga se karbamat formira reakcijom sa izopropilaminom. Daljom reakcijom sa bilo uretanom ili natrijim cijanatom nastaje karisoprodol.^[7]

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Meda Pharmaceuticals Inc. of Somerset, New Jersey is the U.S. subsidiary of Meda AB of Solna, Sweden „Meda Pharmaceuticals Inc.”. Arhivirano iz originala na datum 2011-07-14. Pristupljeno 22. 6. 2010.
↑ F.M. Berger, B.J. Ludwig, U.S. Patent 2.937.119 (1960).

Spoljašnje veze

	Portal Medicina
	Portal Hemija

Drug information
Drug information for Patients Arhivirano 2011-12-04 na Wayback Machine-u, Drug information for Professionals
„SOMA 250 mg (carisoprodol) for Painful Musculoskeletal Conditions”. Meda Pharmaceuticals Inc.. Pristupljeno 22. 6. 2010.

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit

[6] Meda Pharmaceuticals Inc. of Somerset, New Jersey is the U.S. subsidiary of Meda AB of Solna, Sweden „Meda Pharmaceuticals Inc.”. Arhivirano iz originala na datum 2011-07-14. Pristupljeno 22. 6. 2010.

[7] F.M. Berger, B.J. Ludwig, U.S. Patent 2.937.119 (1960).

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