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MedKoo Cat#: 571010 | Name: Mephenesin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Mephenesin is a centrally acting muscle relaxant with a short duration of action. It can be used as an antidote in strychnine poisoning.

Chemical Structure

Mephenesin
Mephenesin
CAS#59-47-2

Theoretical Analysis

MedKoo Cat#: 571010

Name: Mephenesin

CAS#: 59-47-2

Chemical Formula: C10H14O3

Exact Mass: 182.0943

Molecular Weight: 182.22

Elemental Analysis: C, 65.92; H, 7.74; O, 26.34

Price and Availability

Size Price Availability Quantity
1g USD 250.00 2 weeks
5g USD 450.00 2 Weeks
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Related CAS #
No Data
Synonym
Mephenesin, Prolaxin, Cresoxypropanediol, NSC 25234
IUPAC/Chemical Name
1,2-Propanediol, 3-(2-methylphenoxy)-
InChi Key
JWDYCNIAQWPBHD-UHFFFAOYSA-N
InChi Code
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
SMILES Code
OCC(O)COC1=CC=CC=C1C
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Mephenesin is an NMDA receptor antagonist, is a centrally acting muscle relaxant.
In vitro activity:
TBD
In vivo activity:
The effects of chlorphenesin carbamate (CPC) and mephenesin on spinal neurons were investigated in spinal rats. CPC had no effect on the dorsal root potential evoked by the stimulation of the dorsal root, while mephenesin reduced the dorsal root-dorsal root reflex. The excitability of primary afferent terminal was unchanged by CPC, while it was inhibited by mephenesin. Reference: Jpn J Pharmacol. 1984 Sep;36(1):7-13. https://pubmed.ncbi.nlm.nih.gov/6503049/
Solvent mg/mL mM
Solubility
DMSO 100.0 548.79
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 182.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Kurachi M, Aihara H. Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. doi: 10.1254/jjp.36.7. PMID: 6503049. 2. Ochiai T, Ishida R. Pharmacological studies on 6-amino-2-fluoromethyl-3-(O-tolyl)-4(3H)-quinazolinone (afloqualone), a new centrally acting muscle relaxant. (II) Effects on the spinal reflex potential and the rigidity. Jpn J Pharmacol. 1982 Jun;32(3):427-38. doi: 10.1254/jjp.32.427. PMID: 7109348.
In vitro protocol:
TBD
In vivo protocol:
1. Kurachi M, Aihara H. Effect of a muscle relaxant, chlorphenesin carbamate, on the spinal neurons of rats. Jpn J Pharmacol. 1984 Sep;36(1):7-13. doi: 10.1254/jjp.36.7. PMID: 6503049. 2. Ochiai T, Ishida R. Pharmacological studies on 6-amino-2-fluoromethyl-3-(O-tolyl)-4(3H)-quinazolinone (afloqualone), a new centrally acting muscle relaxant. (II) Effects on the spinal reflex potential and the rigidity. Jpn J Pharmacol. 1982 Jun;32(3):427-38. doi: 10.1254/jjp.32.427. PMID: 7109348.
1: Écija P, Evangelisti L, Vallejo M, Basterretxea FJ, Lesarri A, Castaño F, Caminati W, Cocinero EJ. Conformational flexibility of mephenesin. J Phys Chem B. 2014 May 22;118(20):5357-64. doi: 10.1021/jp5014785. Epub 2014 May 7. PubMed PMID: 24754523. 2: Mephenesin: abuse and dependence. Prescrire Int. 2013 May;22(138):127-8. PubMed PMID: 23819177. 3: Lakhoua-Ennaifer G, El Aidli S, Zaïem A, Chedly Z, Daghfous R, Lakhal M. Anaphylactic shock induced by mephenesin. Presse Med. 2014 Oct;43(10 Pt 1):1134-5. doi: 10.1016/j.lpm.2014.01.017. Epub 2014 May 6. PubMed PMID: 24814457. 4: Lakhoua G, El Aidli S, Zaïem A, Ben Mously R, Ben Brahim E, Daghfous R. Acute generalized exanthematous pustulosis with mephenesin balm. Presse Med. 2014 Jul-Aug;43(7-8):867-9. doi: 10.1016/j.lpm.2013.11.018. Epub 2014 Apr 2. PubMed PMID: 24703734. 5: Djezzar S, Vorspan F, Chataigner D, Burin E, Garnier R, Lépine JP. Mephenesin dependence: a case series. J Clin Psychopharmacol. 2012 Oct;32(5):736-8. PubMed PMID: 22926623. 6: Mephenesin: anaphylactic shock and acute generalised exanthematous pustulosis. Prescrire Int. 2012 Mar;21(125):70. PubMed PMID: 22428189. 7: Fanton L, Bévalot F, Schoendorff P, Le Meur C, Gaillard Y, Malicier D. Fatal mephenesin intoxication. J Forensic Sci. 2007 Jan;52(1):221-3. PubMed PMID: 17209942. 8: HUF EG, COLES FK, EUBANK LL. Comparative plasma levels of mephenesin, mephenesin carbamate and methocarbamol. Proc Soc Exp Biol Med. 1959 Nov;102:276-7. PubMed PMID: 14403806. 9: Crankshaw DP, Raper C. Some studies on peripheral actions of mephenesin, methocarbamol and diazepam. Br J Pharmacol. 1968 Nov;34(3):579-90. PubMed PMID: 5726787; PubMed Central PMCID: PMC1703503. 10: Bachmeyer C, Blum L, Fléchet ML, Duriez P, Cabane J, Imbert JC. [Severe contact dermatitis caused by mephenesin]. Ann Dermatol Venereol. 1996;123(3):185-7. French. PubMed PMID: 8761781. 11: Crankshaw DP, Raper C. Mephenesin, methocarbamol, chlordiazepoxide and diazepam: actions on spinal reflexes and ventral root potentials. Br J Pharmacol. 1970 Jan;38(1):148-56. PubMed PMID: 5413283; PubMed Central PMCID: PMC1702651. 12: BARRON DW, MILLIKEN TG. Mephenesin poisoning. Lancet. 1960 Jan 30;1(7118):262. PubMed PMID: 13797096. 13: MORGAN AM, TRUITT EH Jr, LITTLE JM. Plasma levels of mephenesin, mephenesin carbamate, guaiacol glyceryl ether, and methocarbamol (AHR-85) after oral and intravenous administration in the dog. J Am Pharm Assoc Am Pharm Assoc. 1957 Jun;46(6):374-7. PubMed PMID: 13491400. 14: Degreef H, Bonamie A, van Derheyden D, Dooms-Goossens A. Mephenesin contact dermatitis with erythema multiforme features. Contact Dermatitis. 1984 Apr;10(4):220-3. PubMed PMID: 6734181. 15: Schulze-Dirks A, Frosch PJ. [Contact allergy to mephenesin]. Hautarzt. 1993 Jun;44(6):403-6. German. PubMed PMID: 8335466. 16: Sakitama K, Ishikawa M. The flexor reflex mediated by group II afferent fibers: effects of morphine-HCl and mephenesin. Jpn J Pharmacol. 1992 Oct;60(2):127-31. PubMed PMID: 1479741. 17: PETROW V, STEPHENSON O, WILD AM. Some derivatives and analogues of mephenesin. J Pharm Pharmacol. 1960 Jan;12:37-48. PubMed PMID: 14432393. 18: ADRIANI J, KERR M. Mephenesin and combination of mephenesin and chlorpromazine in the management of tetanus: report of 100 cases. South Med J. 1955 Aug;48(8):858-62. PubMed PMID: 13246805. 19: Guinebault P, Colafranceschi C, Bianchetti G. Determination of mephenesin in plasma by high-performance liquid chromatography with fluorimetric detection. J Chromatogr. 1990 May 16;507:221-5. PubMed PMID: 2380289. 20: FLICKER DJ, SZAFIR P, EDELSCHICK M, MAYNE M. Butabarbital-mephenesin synergism; clinical study of 32 chronic psychiatric patients. J Med Soc N J. 1957 Mar;54(3):111-4. PubMed PMID: 13406503.