Chlorphenesin

Chlorphenesin
Systematic (IUPAC) name
(3-(4-chlorophenoxy)-2-hydroxypropyl)carbamate
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pharmacokinetic data
Excretion urine
Identifiers
886-74-8
D01AE07
PubChem CID 2724
ChemSpider 2623
UNII I670DAL4SZ Yes
KEGG D00770
ChEBI CHEBI:3642 Yes
ChEMBL CHEMBL607710 Yes
Chemical data
Formula C10H12ClNO4
245.660 g/mol
Physical data
Melting point 86 to 92 °C (187 to 198 °F)

Chlorphenesin (Maolate, Musil) is a centrally acting muscle relaxant used to treat muscle pain and spasms.[1][2] Chlorphenesin is no longer used for this purpose in most developed nations due to the availability of much safer spasmolytics such as benzodiazepines.

Other central effects include sedation, anxiolysis, and dizziness. It also has antifungal and some antibacterial properties and is thus classified as an antifungal for topical use by the WHO.[3]

Safety

The major adverse effect from this preservative on skin is allergic contact sensitivity.[4][5] Systemic intoxication from transdermal use has not been observed, although the FDA discourages its use as an ingredient in nipple cream for nursing mothers.[6]

References

  1. Okuyama, S; Aihara, H (1987). "Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats". Research communications in chemical pathology and pharmacology 55 (2): 147–60. PMID 3823606.
  2. Kurachi, M; Aihara, H (1984). "Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats". Japanese journal of pharmacology 36 (1): 7–13. doi:10.1254/jjp.36.7. PMID 6503049.
  3. ATC code D01AE07
  4. Brown R (1981). "Chlorphenesin sensitivity". Contact Dermatitis 7 (3): 162. doi:10.1111/j.1600-0536.1981.tb04601.x. PMID 6456118.
  5. Burns DA (1986). "Allergic contact sensitivity to chlorphenesin". Contact Dermatitis 14 (33): 246. doi:10.1111/j.1600-0536.1986.tb01234.x. PMID 2941223.
  6. http://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm. Missing or empty |title= (help)