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Substance Name: Methocarbamol [USP:INN:BAN:JAN]
RN: 532-03-6
UNII: 125OD7737X
InChIKey: GNXFOGHNGIVQEH-UHFFFAOYSA-N

Note

  • A centrally acting muscle relaxant whose mode of action has not been established. It is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1206)

Molecular Formula

  • C11-H15-N-O5

Molecular Weight

  • 241.2415
 

Classification Codes

  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Peripheral Nervous System Agents
  • Relaxant (Skeletal Muscle)

Names and Synonyms

Name of Substance

  • Methocarbamol
  • Methocarbamol [USP:INN:BAN:JAN]

MeSH Heading

  • Methocarbamol

Synonyms

  • (+-)-3-(o-Methoxyphenoxy)-1,2-propanediol 1-carbamate
  • 1,2-Propanediol, 3-(2-methoxyphenoxy)-, 1-carbamate
  • 1,2-Propanediol, 3-(o-methoxyphenoxy)-, 1-carbamate
  • 2-Hydroxy-3-(o-methoxyphenoxy)propyl 1-carbamate
  • 3-(2-Methoxyphenoxy)-1-glyceryl carbamate
  • 3-(o-Methoxyphenoxy)-1,2-propanediol 1-carbamate
  • 3-(o-Methoxyphenoxy)-2-hydroxypropyl carbamate
  • 4-06-00-05577 (Beilstein Handbook Reference)
  • AHR 85
  • Avetil
  • BRN 1884446
  • Carbamic acid, 2-hydroxy-3-(o-methoxyphenoxy)propyl ester
  • Delaxin
  • EINECS 208-524-3
  • Etroflex
  • Forbaxin
  • Glycerylguaiacolate carbamate
  • Glycerylguajacol-carbamat
  • Guaiacol glyceryl ether carbamate
  • Guaiphenesine carbamate
  • Guiacol-gliceriletere monocarbammato
  • HSDB 3122
  • Lumirelax
  • Methocal
  • Methocarbamol
  • Methocarbamolum
  • Methocarbamolum [INN-Latin]
  • Metocarbamol
  • Metocarbamol [INN-Spanish]
  • Metocarbamolo
  • Metocarbamolo [DCIT]
  • Metofenia
  • Metofenina
  • Miolaxene
  • Miorilas
  • Miowas
  • Myolaxene
  • Neuraxin
  • NSC 170960
  • Parabaxin
  • Perilax
  • Reflexyn
  • Relax
  • Relestrid
  • Robaxin
  • Robaxin-750
  • Robinax
  • Romethocarb
  • Surquetil
  • Tresortil
  • UNII-125OD7737X

Systematic Names

  • 1,2-Propanediol, 3-(2-methoxyphenoxy)-, 1-carbamate
  • 1,2-Propanediol, 3-(o-methoxyphenoxy)-, 1-carbamate
  • Methocarbamol

Mixture Names

  • Robaxisal
  • Robaxisol

Registry Numbers

CAS Registry Number

  • 532-03-6

FDA UNII

  • 125OD7737X

Other Registry Number

  • 145308-03-8

System Generated Number

  • 0000532036

Structure Descriptors

InChI

1S/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-6-8(13)7-17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)

InChIKey

GNXFOGHNGIVQEH-UHFFFAOYSA-N

Smiles

COc1ccccc1OCC(COC(=O)N)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 2gm/kg (2000mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 398, 1972.
hamster LD50 intraperitoneal 1050mg/kg (1050mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
hamster LD50 oral 1410mg/kg (1410mg/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.
mouse LD50 intraperitoneal 950mg/kg (950mg/kg)   Toxicology and Applied Pharmacology. Vol. 2, Pg. 264, 1960.
mouse LD50 intravenous 774mg/kg (774mg/kg)   Drugs in Japan Vol. 6, Pg. 836, 1982.
mouse LD50 oral 812mg/kg (812mg/kg)   Drugs in Japan Vol. 6, Pg. 836, 1982.
mouse LD50 subcutaneous 780mg/kg (780mg/kg) BEHAVIORAL: ANTICONVULSANT Acta Pharmacologica et Toxicologica. Vol. 19, Pg. 247, 1962.
rabbit LD50 intravenous 680mg/kg (680mg/kg) BEHAVIORAL: REGIDITY

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
International Journal of Neuropharmacology. Vol. 5, Pg. 305, 1966.
rat LD50 intraperitoneal 815mg/kg (815mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 242, 1967.
rat LD50 oral 1320mg/kg (1320mg/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.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 93 deg C   EXP
log P (octanol-water) 0.61 (none)   EXP
Water Solubility 7200 mg/L 25 EXP
Vapor Pressure 3.41E-07 mm Hg 25 EST
Henry's Law Constant 6.53E-16 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.51E-11 cm3/molecule-sec 25 EST

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