Chlorphenesin

Synonyms :
3-(4-Chlorophenoxy)-1,2-propanediol, 3-(P-Chlorophenoxy)-1,2-propanediol, 3-(P-Chlorophenoxy)propane-1,2-diol, Chlorphenesin, Chlorphénésine, Chlorphenesinum, Clorfenesina, Glycerol alpha-P-chlorophenyl ether, P-Chlorophenyl-alpha-glyceryl ether

Status : approved

Category

Muscle Relaxants, Central

Therapeutic Classification

ANTIFUNGALS FOR TOPICAL USE

DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR TOPICAL USE

Description

A centrally acting muscle relaxant. Its mode of action is unknown. Chlorphenesin is not available in the United States.

Used

Used, along with rest and physical therapy, to treat injuries and other painful muscular conditions. Investigated for use in trigeminal neuralgia (tic douloureux), a neuropathic disorder characterized by severe facial pain. Was investigated as a modulator of histamine release.

Mechanism Of Action

The mechanism of action of chlorphenesin is not well defined, and its effects are measured mainly by subjective responses. It is known that chlorphenesin acts in the central nervous system (CNS) rather than directly on skeletal muscle.

Dosage

Form Route Strength
Cream topical 10 mg
Cream topical 1.0 %
Powder topical 10 mg
Powder topical 1 %

Pharmacodynamics

Chlorphenesin is a muscle relaxant. It blocks nerve impulses (or pain sensations) that are sent to the brain.

Toxic Effect

Symptoms of a chlorphenesin overdose include drowsiness and nausea.

Metabolism

Hepatic. 85% of a dose excreted within 24 hours as the glucuronide metabolite.

Absorption

Rapid and complete.

Half Life

2.3-5 hours

Chemical Classification

This compound belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.

Phenol ethers

Organic compounds

Benzenoids

Benzene and substituted derivatives

Phenol ethers

Chemical Name

3-(4-Chlorophenoxy)-1,2-propanediol

Brands

name Dosage form Country
Mycil Cream cream Canada
Mycil Cream 1% cream Canada
Mycil Powder powder Canada
Mycil Powder 1% powder Canada

Calculated Property

kind Value Source
logP 1.46 ALOGPS
logS -1.3 ALOGPS
Water Solubility 1.04e+01 g/l ALOGPS
logP 1.1 ChemAxon
IUPAC Name 3-(4-chlorophenoxy)propane-1,2-diol ChemAxon
Traditional IUPAC Name chlorphenesin ChemAxon
Molecular Weight 202.635 ChemAxon
Monoisotopic Weight 202.039671925 ChemAxon
SMILES OCC(O)COC1=CC=C(Cl)C=C1 ChemAxon
Molecular Formula C9H11ClO3 ChemAxon
InChI InChI=1S/C9H11ClO3/c10-7-1-3-9(4-2-7)13-6-8(12)5-11/h1-4,8,11-12H,5-6H2 ChemAxon
InChIKey InChIKey=MXOAEAUPQDYUQM-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 49.69 ChemAxon
Refractivity 49.58 ChemAxon
Polarizability 20.1 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 2 ChemAxon
pKa (strongest acidic) 13.62 ChemAxon
pKa (strongest basic) -3 ChemAxon
Physiological Charge 0 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Humans and other mammals