Chlorphenesin
 | |
|---|---|
| Systematic (IUPAC) name | |
| (3-(4-chlorophenoxy)-2-hydroxypropyl)carbamate | |
| Clinical data | |
| AHFS/Drugs.com | Micromedex Detailed Consumer Information |
| Legal status | ? |
| Pharmacokinetic data | |
| Excretion | urine |
| Identifiers | |
| CAS number | 886-74-8 |
| ATC code | D01AE07 |
| PubChem | CID 2724 |
| ChemSpider | 2623 |
| UNII | I670DAL4SZ  |
| KEGG | D00770 |
| ChEBI | CHEBI:3642 |
| ChEMBL | CHEMBL607710 |
| Chemical data | |
| Formula | C10H12ClNO4 |
| Mol. mass | 245.660 g/mol |
| SMILES
| |
| 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] 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, anxiolytion, 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 ingerediant in nipple cream for nursing mothers.[6]
Physical Properties
Melting Point
86–92 deg. Celsius[7]
Chemistry
Chlorphenesin, 3-(4-chlorophenoxy)-1,2-propanediol, is synthesized in the same manner as methocarbamol from 3-(4-chlorophenoxy)-1,2-propanediol.[8][9][10]
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. Unknown parameter
|unused_data=ignored (help) - ↑ http://www.fda.gov/NewsEvents/Newsroom/PressAnnouncements/2008/ucm116900.htm. Missing or empty
|title=(help) - ↑ Salim, E.F., Booth, R.E. (1967). "Qualitative and quantitative tests for chlorphenesin carbamate". Journal of Pharmaceutical Sciences 56 (5): 623–4. doi:10.1002/jps.2600560516. PMID 6032776. Retrieved 2009-06-23.
- ↑ J.R. Collins, M. Richard, U.S. Patent 3,161,567 (1964)
- ↑ H.E. Perker, U.S. Patent 3,214,336 (1965)
- ↑ J. Forrest, W. Bradley, GB 628497 (1948)
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