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

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.

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]