C8759
Carisoprodol
Synonym(s):
2-Methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate
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About This Item
Empirical Formula (Hill Notation):
C12H24N2O4
CAS Number:
Molecular Weight:
260.33
UNSPSC Code:
12352200
PubChem Substance ID:
EC Number:
201-118-7
MDL number:
InChI key
OFZCIYFFPZCNJE-UHFFFAOYSA-N
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)
SMILES string
CCCC(C)(COC(N)=O)COC(=O)NC(C)C
drug control
USDEA Schedule IV
solubility
ethanol: soluble
originator
Schering Plough
storage temp.
2-8°C
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General description
Carisoprodol (N-isopropyl-2-methyl-2-propyl-l,3-propanediol dicarbamate) is a dicarbamate that is structurally similar to mephenesin and meprobamate. It functions as a skeletal muscle relaxant and has analgesic properties. Although it does not have an effect on behavior, it inhibits reticular formation. The area associated with pain perception in the CNS is affected by carisoprodol for its analgesic activity.
Carisoprodol is actively metabolized to meprobamate, a depressant of the CNS having sedative hypnotic.
Carisoprodol is actively metabolized to meprobamate, a depressant of the CNS having sedative hypnotic.
Application
Carisoprodol has been used as a standard for quantitative determination of carisoprodol in tablets using high-performance thin-layer chromatography. It has also been used to study the effect of pharmacological agents on the muscles of dystrophin-deficient mdx5Cv mice.
Biochem/physiol Actions
Metabolite of meprobamate that is a skeletal muscle relaxant, reduces muscle spasm by depression of brainstem neurons.
Features and Benefits
This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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James P Zacny et al.
Pharmacology, biochemistry, and behavior, 100(1), 138-143 (2011-09-03)
Carisoprodol is a centrally acting drug used to relieve skeletal muscle spasms and associated pain in acute musculoskeletal conditions. There is evidence from different sources that this oral muscle relaxant is abused and that it is associated with impairment leading
Michael B Gatch et al.
Drug and alcohol dependence, 123(1-3), 29-34 (2011-11-08)
Carisoprodol is a muscle relaxant that acts at the GABA(A) receptor. Concerns about the abuse liability of carisoprodol are increasing, but evidence that carisoprodol produces tolerance and a significant withdrawal syndrome has yet to be established. The purpose of the
Analysis of carisoprodol tablets by HPTLC with visible absorbance densitometry.
Fisher, J., and J. Sherma
Acta Chromatographica , 96-101 (2001)
R A Littrell et al.
Southern medical journal, 86(7), 753-756 (1993-07-01)
Carisoprodol (Soma, others) is a commonly prescribed, noncontrolled, skeletal muscle relaxant whose active metabolite is meprobamate. Patients for whom carisoprodol is prescribed are at risk for meprobamate dependence; several such cases have been reported. Toxicity and withdrawal associated with the
Frank Musshoff et al.
Forensic science international, 203(1-3), 53-62 (2010-09-11)
Large inter-individual variability in drug response and toxicity, as well as in drug concentrations after application of the same dosage, can be of genetic, physiological, pathophysiological, or environmental origin. Absorption, distribution and metabolism of a drug and interactions with its
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