Chlorphenesin

Chlorphenesin
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;
PubChem CID	2724;
ChemSpider	2623;
UNII	I670DAL4SZ;
KEGG	D00770;
ChEBI	CHEBI:3642 ;
ChEMBL	ChEMBL607710 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C10H12ClNO4
Molar mass	245.660 g/mol
3D model (JSmol)	Interactive image;
Melting point	86 to 92 °C (Expression error: Unrecognized word "to". °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 (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

↑ 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.
↑ 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.
↑ ATC code D01AE07
↑ Brown R (1981). "Chlorphenesin sensitivity". Contact Dermatitis. 7 (3): 162. doi:10.1111/j.1600-0536.1981.tb04601.x. PMID 6456118.
↑ Burns DA (1986). "Allergic contact sensitivity to chlorphenesin". Contact Dermatitis. 14 (33): 246. doi:10.1111/j.1600-0536.1986.tb01234.x. PMID 2941223.
↑ http://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm. Missing or empty |title= (help)

[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] ttp://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm. Missing or empty |title= (help)

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v t e Antifungals (D01 and J02)
Antibiotics	Griseofulvin • polyene antimycotics (Natamycin, Nystatin)
Topical azoles	imidazoles (Bifonazole, Clomidazole, Clotrimazole, Econazole, Fenticonazole, Ketoconazole, Isoconazole, Miconazole, Oxiconazole, Sertaconazole, Sulconazole, Tioconazole) • triazoles (Fluconazole) • benzimidazole (Thiabendazole)
Other topicals	Ciclopirox • Ethylparaben • Flucytosine • Salicylic acid • Selenium sulfide • Tolnaftate • Undecylenic acid • allylamines (Amorolfine, Butenafine, Naftifine, Terbinafine)
For systemic use	Griseofulvin • allylamine (Terbinafine) • polyene antimycotic (Amphotericin B) • triazoles (Itraconazole, Posaconazole, Voriconazole) • echinocandins (Anidulafungin, Caspofungin, Micafungin)
Other	Tea tree oil • citronella oil • lemon grass • orange oil • patchouli • lemon myrtle

v t e Skeletal Muscle relaxants (M03)
Peripherally acting (primarily antinicotinic, neuromuscular-blocking drugs)	Template:Navbox subgroup
Centrally Acting	Template:Navbox subgroup
Directly acting	Dantrolene

Chlorphenesin

Safety

References

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