carisoprodol   

GtoPdb Ligand ID: 7610

Synonyms: Soma®
carisoprodol is an approved drug (FDA (1959))
Compound class: Synthetic organic
Comment: Carisoprodol is a racemic mixture of enantiomers; R-carisoprodol and S-carisoprodol. We show the non-stereo molecule to represent the mixture.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 90.65
Molecular weight 260.17
XLogP 2.1
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES CCCC(COC(=O)N)(COC(=O)NC(C)C)C
Isomeric SMILES CCCC(COC(=O)N)(COC(=O)NC(C)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)
InChI Key OFZCIYFFPZCNJE-UHFFFAOYSA-N
No information available.
Summary of Clinical Use
Carisoprodol is a centrally acting skeletal muscle relaxant which is used in combination with rest and physical therapy to treat injuries and other painful musculoskeletal conditions. Carisoprodol is contained in some fixed-mixture formulations with aspirin or codeine and caffeine.
Mechanism Of Action and Pharmacodynamic Effects
Carisoprodol has significant pharmacological activity, although its clinical benefit is likely due to its meprobamate metabolite, which has superior bioavailability. Carisoprodol also appears to potentiate the activity of hydrocodone, dihydrocodeine, codeine and similar opioid receptor agonists. The precise MMOA of carisoprodol has not been fully resolved, but may involve general central nervous system depression and/or sedative actions.
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