Chlorphenesin carbamate

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

Chlorphenesin carbamate

Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	D01AE07 (WHO)
Pharmacokinetic data
Excretion	urine
Identifiers
IUPAC name (3-(4-chlorophenoxy)-2-hydroxypropyl)carbamate
CAS Number	886-74-8 Y chlorphenesin: 104-29-0 Y
PubChem CID	2724
ChemSpider	2623
UNII	57U5YI11WP chlorphenesin: I670DAL4SZ Y
KEGG	D00770
ChEBI	CHEBI:3642 Y
ChEMBL	ChEMBL607710 Y
CompTox Dashboard (EPA)	DTXSID0049028
ECHA InfoCard	100.002.902
Chemical and physical data
Formula	C10H12ClNO4
Molar mass	245.66 g·mol−1
3D model (JSmol)	Interactive image
Melting point	86 to 92 °C (187 to 198 °F)
SMILES c1cc(ccc1OCC(COC(=O)N)O)Cl
InChI InChI=1S/C10H12ClNO4/c11-7-1-3-9(4-2-7)15-5-8(13)6-16-10(12)14/h1-4,8,13H,5-6H2,(H2,12,14) Key:SKPLBLUECSEIFO-UHFFFAOYSA-N

Other central effects include sedation, anxiolysis, and dizziness.

Chlorphenesin

A related chemical, chlorphenesin (C₉H₁₁ClO₃) without the carbamate group, is used as a preservative in products such as cosmetics. It has antifungal and some antibacterial properties, and is classified as an antifungal for topical use by the WHO.^[3]

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]

See also

• Methocarbamol