Dimethoxanate
Template:Short description Template:Cs1 configTemplate:Drugbox
Dimethoxanate (trade names Cothera, Cotrane, Atuss, Perlatoss, Tossizid)[1] is a cough suppressant of the phenothiazine class.[2]
Side effects
Dimethoxanate may have analgesic, local anesthetic, and central nervous system depressant effects, but it may also produce nausea and vomiting.[3]
Pharmacology
It binds to the sigma-1 receptor in the brain with an IC50 of 41 nM.[4]
Society and culture
Dimethoxanate was introduced in Austria, Belgium, and France in 1911, and in Italy and Spain in 1963.[5] Approval for marketing in the US was withdrawn by the FDA in 1975 due to lack of evidence of efficacy.[6]
Synthesis
Phenothiazine (1) is reacted with phosgene to give Phenothiazine-10-carbonyl chloride [18956-87-1] (2). Further reaction with 2-(2-(dimethylamino)ethoxy)ethanol [1704-62-7] (3) completed the synthesis of Dimethoxanate (4).
References
<templatestyles src="Reflist/styles.css" />
- ↑ Script error: No such module "citation/CS1".
- ↑ Script error: No such module "Citation/CS1".
- ↑ Script error: No such module "citation/CS1".
- ↑ Script error: No such module "Citation/CS1".
- ↑ Script error: No such module "citation/CS1".
- ↑ Template:Cite report
- ↑ Weston, Arthur W.; DeNet, Robert W.; Michaels, R. J. (1953). "Antispasmodics. Basic Esters and Amides of Some Heterocyclic N-Carboxylic Acids". Journal of the American Chemical Society. 75 (16): 4006–4008. doi:10.1021/ja01112a038.
- ↑ Seemann Carl Von, U.S. patent 2778824 (1957 to American Home Prod).
Script error: No such module "Check for unknown parameters".
Script error: No such module "Navbox". Template:Sigma receptor modulators