Ch3

Carisoprodol, USP. Carisoprodol, N-isopropyl-2-methyl-2-propyl-1,3-propanediol dicarbamate, 2-methyl-2-propyl-1,3-propanediol carbamate isopropylcarbamate (Soma), is the mono-N-isopropyl-substituted relative of meprobamate. The structure is given in the discussion of meprobamate. It is indicated in acute skeletomuscular conditions characterized by pain, stiffness, and spasm. As can be expected, a major side effect of the drug is drowsiness.

Chlorphenesin Carbamate. Chlorphenesin carbamate, 3-(p-chlorophenoxy)-1,2-propanediol 1-carbamate (Mao-late), is the p-chloro substituted and 1-carbamate derivative of the lead compound in the development of this group of agents, mephenesin. Mephenesin is weakly active and shortlived because of facile metabolism of the primary hydroxyl group. Carbamylation of this group increases activity. p-Chlorination increases the lipophilicity and seals off the para position from hydroxylation. Metabolism, still fairly rapid, involves glucuronidation of the secondary hydroxyl group. The biological half-life in humans is 3.5 hours.

Methocarbamol, USP. Methocarbamol, 3-(^-me-thoxyphenoxy)-1,2-propanediol 1-carbamate (Robaxin), is said to be more sustained in effect than mephenesin. Likely sites for metabolic attack include the secondary hydroxyl group and the two ring positions opposite the ether functions. The dihydric parent compound, guaifenesin, is used as an expectorant.

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Blood Pressure Health

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