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
Analysis of carisoprodol tablets by HPTLC with visible absorbance densitometry.
Fisher, J., and J. Sherma
Acta Chromatographica , 96-101 (2001)
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
Mathias B Forrester
Journal of addictive diseases, 30(2), 110-115 (2011-04-15)
The combination of hydrocodone, carisoprodol, and alprazolam is subject to abuse. Ingestions of this drug combination reported to Texas poison centers during 1998-2009 were identified (totaling 1,295 cases) and the distribution of ingestions by selected factors was determined. The number
H Vaerøy et al.
Clinical rheumatology, 8(2), 245-250 (1989-06-01)
Forty-three of fifty-eight (74.1%) female patients with fibromyalgia completed an eight-week treatment period testing the combination of carisoprodol, paracetamol (acetaminophen) and caffeine versus placebo. Twenty-three patients received placebo and twenty active medication. In the placebo group 56.5% of the patients
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