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Substance Name: Mephenesin [INN:BAN:NF]
RN: 59-47-2
UNII: 7B8PIR2954
InChIKey: JWDYCNIAQWPBHD-UHFFFAOYSA-N

Note

  • A centrally acting muscle relaxant with a short duration of action.

Molecular Formula

  • C10-H14-O3

Molecular Weight

  • 182.218
 

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Peripheral Nervous System Agents
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Names and Synonyms

Name of Substance

  • Mephenesin
  • Mephenesin [INN:BAN:NF]

MeSH Heading

  • Mephenesin

Synonyms

  • 1,2-Dihydroxy-3-(2-methylphenoxy)propane
  • 1-o-Tolylglycerol ether
  • 1-Ortho-tolylglycerol ether
  • 3-(2-Methylphenoxy)-1,2-propanediol
  • 3-(2-Tolyloxy)-1,2-propanediol
  • 3-(o-Methylphenoxy)-1,2-propanediol
  • 3-(o-Tolyloxy)propane-1,2-diol
  • 3-o-Toloxy-1,2-propanediol
  • 4-06-00-01952 (Beilstein Handbook Reference)
  • A 1141
  • Ageflex CGE
  • alpha,beta-Dihydroxy-gamma-(2-methylphenoxy)propane
  • alpha-(o-Tolyl)glyceryl ether
  • Anatensin
  • Anxine
  • Atensin
  • Avesyl
  • Avosyl
  • Avoxil
  • Avoxyl
  • BDH 312
  • BRN 2047373
  • BYK-M 1
  • Cresodiol
  • Cresossidiolo
  • Cresossipropandiolo
  • Cresoxydiol
  • Cresoxypropanediol
  • Curaril
  • Curarythan
  • Curythan
  • Daserd
  • Daserol
  • Decontractil
  • Decontractyl
  • Diloxol
  • Dioloxal
  • Dioloxol
  • EINECS 200-427-4
  • Findolar
  • Findolor
  • Glukresin
  • Glyceryl o-tolyl ether
  • Glykresin
  • Glyotol
  • Glytol
  • Halabar
  • Kinavosyl
  • Kresoxypropandiol
  • Lissenphan
  • Lissephen
  • MC 2303
  • Mefenesina
  • Mefenesina [INN-Spanish]
  • Memphenesin
  • Mephate
  • Mephedan
  • Mephelor
  • Mephenesin
  • Mephenesine
  • Mephenesine [INN-French]
  • Mephenesinum
  • Mephenesinum [INN-Latin]
  • Mepherol
  • Mephesin
  • Mephin
  • Mephosal
  • Mephson
  • Mervaldin
  • Mianesina
  • Miolisina
  • Moctynol
  • Myanesin
  • Myanil
  • Myanol
  • Myasin
  • Myastenin
  • Myocuran
  • Myodetensin
  • Myodetensine
  • Myolax
  • Myolyseen
  • Myolysin
  • Myopan
  • Myopen
  • Myopna
  • Myosera
  • Myoserol
  • Myoten
  • Myoxane
  • Myoxyl
  • Nembusen
  • Nephelor
  • Noctynol
  • NSC 25234
  • o-Cresol glyceryl ether
  • o-Cresyl alpha-glyceryl ether
  • o-Cresyl glycerol ether
  • o-Kresol-glycerinaether
  • o-Kresol-glycerinaether [German]
  • Oranixon
  • Ortol
  • Prolax
  • Prolaxin
  • Proloxin
  • Relaxant
  • Relaxar
  • Relaxil
  • Relaxyl
  • Renarcol
  • Rhex 'hobeino'
  • Rhex regulans
  • RP 3602
  • Sansdolor
  • Saserol
  • Seconesinz
  • Sinan
  • Spartoloxin
  • Spartoloxyn
  • Spasmolyn
  • SQ 1156
  • Stilalgin
  • Temian
  • Thioxidil
  • Thoxidil
  • Tokerol
  • Tolansin
  • Tolax
  • Tolbart
  • Tolcil
  • Tolhart
  • Tolofren
  • Tolosate
  • Toloxyn
  • Tolserol
  • Tolsil
  • Tolsin
  • Tolulexin
  • Tolulox
  • Tolydrin
  • Tolynol
  • Tolyspaz
  • Torulox
  • UNII-7B8PIR2954
  • Walko-nesin
  • Xeral

Systematic Names

  • 1,2-Propanediol, 3-(2-methylphenoxy)-
  • 1,2-Propanediol, 3-(o-tolyloxy)-
  • 3-(o-Methylphenoxy)-1,2-propanediol
  • Mephenesin

Registry Numbers

CAS Registry Number

  • 59-47-2

FDA UNII

  • 7B8PIR2954

System Generated Number

  • 0000059472

Structure Descriptors

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

InChIKey

JWDYCNIAQWPBHD-UHFFFAOYSA-N

Smiles

c1cccc(OC[C@@H](CO)O)c1C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
hamster LD50 intraperitoneal 322mg/kg (322mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
hamster LD50 oral 821mg/kg (821mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
mouse LD50 intraperitoneal 320mg/kg (320mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 55, Pg. 1272, 1959.
mouse LD50 intravenous 175mg/kg (175mg/kg)   Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 248, Pg. 3642, 1959.
mouse LD50 oral 720mg/kg (720mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967.
mouse LD50 subcutaneous 285mg/kg (285mg/kg) BEHAVIORAL: ANTICONVULSANT Acta Pharmacologica et Toxicologica. Vol. 19, Pg. 247, 1962.
rabbit LD50 intravenous 125mg/kg (125mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rabbit LDLo oral 2300mg/kg (2300mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 89, Pg. 145, 1952.
rat LD50 intraperitoneal 283mg/kg (283mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
rat LD50 intravenous 133mg/kg (133mg/kg) BEHAVIORAL: ATAXIA

KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Proceedings of the Society for Experimental Biology and Medicine. Vol. 85, Pg. 323, 1954.
rat LD50 oral 625mg/kg (625mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: ANTIPSYCHOTIC

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 130, Pg. 280, 1961.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 70 dec deg C   EXP
log P (octanol-water) 1.41 (none)   EXP
Water Solubility 1.18E+04 mg/L 20 EXP
Vapor Pressure 5.43E-06 mm Hg 25 EST
Henry's Law Constant 8.29E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.81E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.