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Mephenesin

From Wikipedia, the free encyclopedia
Muscle relaxer & antidote for strychnine poisoning
Pharmaceutical compound
Mephenesin
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • 3-(2-methylphenoxy)propane-1,2-diol
CAS Number
PubChemCID
ChemSpider
UNII
KEGG
ChEMBL
NIAID ChemDB
CompTox Dashboard(EPA)
ECHA InfoCard100.000.389Edit this at Wikidata
Chemical and physical data
FormulaC10H14O3
Molar mass182.219 g·mol−1
3D model (JSmol)
  • O(c1ccccc1C)CC(O)CO
  • InChI=1S/C10H14O3/c1-8-4-2-3-5-10(8)13-7-9(12)6-11/h2-5,9,11-12H,6-7H2,1H3 checkY
  • Key:JWDYCNIAQWPBHD-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Mephenesin (INN), also calledmyanesin,[1][2] is a centrally actingmuscle relaxant. It can be used as anantidote forstrychnine poisoning. Mephenesin however presents with the major drawbacks of having a short duration of action and a much greater effect on the spinal cord than the brain, resulting in pronounced respiratory depression at clinical doses and therefore a very lowtherapeutic index. It is especially dangerous and potentially fatal in combination withalcohol and other depressants.[3] Mephenesin was the inspiration for the synthesis of a derivative of1,3-propanediol,meprobamate, by Bernard Ludwig andFrank Berger,[4] the first tranquilizer to see widespread clinical use. Mephenesin is no longer available in North America but is used in Italy and a few other countries.[5] Its use has largely been replaced by the related drugmethocarbamol, which is better absorbed.[6]

Mephenesin may be anNMDA receptor antagonist.[7] Mephenesin was previously used in France as an OTC muscle relaxant called Décontractyl but was taken out of production by Sanofi Aventis and due to a French Health Ministry decree in July 2019.

See also

[edit]

External links

[edit]
  • Bachmeyer C, Blum L, Fléchet M, Duriez P, Cabane J, Imbert J (1996). "[Severe contact dermatitis caused by mephenesin]".Ann Dermatol Venereol.123 (3):185–7.PMID 8761781.
  • Ono H, Nakamura T, Ito H, Oka J, Fukuda H (1987). "Rigidity in rats due to radio frequency decerebration and effects of chlorpromazine and mephenesin".Gen Pharmacol.18 (1):57–9.doi:10.1016/0306-3623(87)90170-4.PMID 3557053.

References

[edit]
  1. ^"Mephenesin Definition & Meaning".Merriam-Webster Medical.
  2. ^Berger FM (December 1947)."The mode of action of myanesin".British Journal of Pharmacology and Chemotherapy.2 (4):241–50.doi:10.1111/j.1476-5381.1947.tb00341.x.PMC 1509790.PMID 19108125.
  3. ^"Mephenesin". MIMS.
  4. ^Ban TA (2006)."The role of serendipity in drug discovery".Dialogues in Clinical Neuroscience.8 (3):335–44.doi:10.31887/DCNS.2006.8.3/tban.PMC 3181823.PMID 17117615.
  5. ^"Mephenesin". Drugs.com.
  6. ^Huf, Ernst; et al. (1959)."Comparative Plasma Levels of Mephenesin, Mephenesin Carbamate and Methocarbamol".Proceedings of the Society for Experimental Biology and Medicine.102 (2). Experimental Biology & Medicine:276–7.doi:10.3181/00379727-102-25218.PMID 14403806.S2CID 37483102. Retrieved8 January 2014.
  7. ^Keshavarz M, Showraki A, Emamghoreishi M (2013)."Anticonvulsant Effect of Guaifenesin against Pentylenetetrazol-Induced Seizure in Mice".Iran J Med Sci.38 (2):116–21.PMC 3700057.PMID 23825891.
Peripherally acting
(primarilyantinicotinic,
NMJ block)
Non-depolarizing
Curarealkaloids
4° ammonium agents
Depolarizing
ACh release inhibitors
Centrally acting
Carbamic acid esters
Benzodiazepines
Nonbenzodiazepines
Thienodiazepines
Quinazolines
Anticholinergics
(Antimuscarinics)
Other
Directly acting


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