Chlorphenesin Carbamate

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 ; chlorphenesin: 104-29-0 ;
PubChem CID	2724;
ChemSpider	2623;
UNII	57U5YI11WP; chlorphenesin: I670DAL4SZ ;
KEGG	D00770;
ChEBI	CHEBI:3642 ;
ChEMBL	ChEMBL607710 ;
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;

Short description: Muscle relaxant drug

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]

References

↑ "Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats". Research Communications in Chemical Pathology and Pharmacology 55 (2): 147–60. February 1987. PMID 3823606.
↑ "Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats". Japanese Journal of Pharmacology 36 (1): 7–13. September 1984. doi:10.1254/jjp.36.7. PMID 6503049.
↑ ATC code D01AE07
↑ "Chlorphenesin sensitivity". Contact Dermatitis 7 (3): 162. May 1981. doi:10.1111/j.1600-0536.1981.tb04601.x. PMID 6456118.
↑ "Allergic contact sensitivity to chlorphenesin". Contact Dermatitis 14 (4): 246. April 1986. doi:10.1111/j.1600-0536.1986.tb01234.x. PMID 2941223.
↑ "FDA Warns Consumers Against Using Mommy's Bliss Nipple Cream Product can be harmful to nursing infants". https://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm.

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[1] "Antinociceptive effect of chlorphenesin carbamate in adjuvant arthritic rats". Research Communications in Chemical Pathology and Pharmacology 55 (2): 147–60. February 1987. PMID 3823606.

[2] "Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats". Japanese Journal of Pharmacology 36 (1): 7–13. September 1984. doi:10.1254/jjp.36.7. PMID 6503049.

[3] ATC code D01AE07

[4] "Chlorphenesin sensitivity". Contact Dermatitis 7 (3): 162. May 1981. doi:10.1111/j.1600-0536.1981.tb04601.x. PMID 6456118.

[5] "Allergic contact sensitivity to chlorphenesin". Contact Dermatitis 14 (4): 246. April 1986. doi:10.1111/j.1600-0536.1986.tb01234.x. PMID 2941223.

[6] "FDA Warns Consumers Against Using Mommy's Bliss Nipple Cream Product can be harmful to nursing infants". https://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm.

Chlorphenesin Carbamate

Chlorphenesin

See also

References