Chlorphenesin

Chlorphenesin
Chlorphenesin
Systematic (IUPAC) name
(3-(4-chlorophenoxy)-2-hydroxypropyl)carbamate
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat.  ?
Legal status  ?
Pharmacokinetic data
Excretion urine
Identifiers
CAS number 886-74-8
ATC code D01AE07
PubChem CID 2724
ChemSpider 2623
UNII I670DAL4SZ YesY
KEGG D00770
ChEMBL CHEMBL607710 YesY
Chemical data
Formula C10H12ClNO4 
Mol. mass 245.660 g/mol
SMILES eMolecules & PubChem
Physical data
Melt. point 86–92 °C (187–198 °F)

Chlorphenesin (Maolate, Musil) is a centrally acting muscle relaxant used to treat muscle pain and spasms.[1][2]

It also has antifungal and some antibacterial properties and is thus classified as an antifungal for topical use by the WHO.[3]

Contents

Safety

The adverse effects from this preservative on skin is allergic contact sensitivity.[4][5]

Physical Properties

Melting Point

86–92 deg. Celsius[6]

Chemistry

Chlorphenesin, 3-(4-chlorophenoxy)-1,2-propanediol, is synthesized in the same manner as methocarbamol from 3-(4-chlorophenoxy)-1,2-propanediol. Chlorphenesin synthesis.png

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. 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. ^ Salim E.F., Booth R.E. (1967). "Qualitative and quantitative tests for chlorphenesin carbamate". Journal of Pharmaceutical Sciences 56 (5): 623. doi:10.1002/jps.2600560516. PMID 6032776. http://www3.interscience.wiley.com/journal/113292953/abstract. Retrieved 2009-06-23. 
v · d · eAntifungals (D01 and J02)
Wall/
membrane
Ergosterol
inhibitors
topical: Thiabendazole
topical: (Natamycin, Nystatin#)
systemic: (Amphotericin B#)
Intracellular
Pyrimidine analogues/
Thymidylate synthase inhibitors
Others

Bromochlorosalicylanilide • Methylrosaniline • Tribromometacresol • Undecylenic acid • Polynoxylin • Chlorophetanol • Chlorphenesin • Ticlatone • Sulbentine • Ethyl hydroxybenzoate • Haloprogin • Salicylic acid • Selenium sulfide# • Ciclopirox • Amorolfine • Dimazole • Tolnaftate • Tolciclate • Sodium thiosulfate# • Whitfield's ointment# • Potassium iodide#

Tea tree oil • citronella oil • lemon grass • orange oil • patchouli • lemon myrtle

PCP: Pentamidine • Dapsone • Atovaquone
#WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III

M: MYC

fung, clas

fung

drug (fung)
v · d · eSkeletal muscle relaxants (M03)
Peripherally acting
(primarily antinicotinic,
NMJ block)
Curare alkaloids

ultra-short duration: Gantacurium

short duration: Mivacurium  • Chandonium

intermediate duration: Atracurium  • Cisatracurium  • Fazadinium  • Rocuronium  • Vecuronium

long duration: Doxacurium • Dimethyltubocurarine • Pancuronium • Pipecuronium  • Laudexium  • Gallamine

unsorted: Hexafluronium (Hexafluorenium)

Choline derivatives: Suxamethonium (Succinylcholine)

Polyalkylene derivatives: Hexamethonium
Centrally acting
Benzodiazepines
Anticholinergics (Antimuscarinics)
Other
Directly acting

M: MUS, DF+DRCT

anat (h/n, u, t/d, a/p, l)/phys/devp/hist

noco(m, s, c)/cong(d)/tumr, sysi/epon, injr

proc, drug (M1A/3)


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