methocarbamol

Modify Date: 2024-01-02 16:23:12

methocarbamol Structure
methocarbamol structure
Common Name methocarbamol
CAS Number 532-03-6 Molecular Weight 241.240
Density 1.3±0.1 g/cm3 Boiling Point 472.5±40.0 °C at 760 mmHg
Molecular Formula C11H15NO5 Melting Point 95-97ºC
MSDS Chinese USA Flash Point 239.6±27.3 °C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger

 Use of methocarbamol


Methocarbamol is a central muscle relaxant used to treat skeletal muscle spasms.Target: Carbonic AnhydraseMethocarbamol is the carbamate of guaifenesin, but does not produce guaifenesin as a metabolite, because the carbamate bond is not hydrolyzed metabolically; metabolism is by Phase I ring hydroxylation and O-demethylation, followed by Phase II conjugation. All the major metabolites are unhydrolyzed carbamates. Methocarbamol is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm [1, 2].

 Names

Name Methocarbamol
Synonym More Synonyms

 methocarbamol Biological Activity

Description Methocarbamol is a central muscle relaxant used to treat skeletal muscle spasms.Target: Carbonic AnhydraseMethocarbamol is the carbamate of guaifenesin, but does not produce guaifenesin as a metabolite, because the carbamate bond is not hydrolyzed metabolically; metabolism is by Phase I ring hydroxylation and O-demethylation, followed by Phase II conjugation. All the major metabolites are unhydrolyzed carbamates. Methocarbamol is used as an adjunct in the symptomatic treatment of musculoskeletal conditions associated with painful muscle spasm [1, 2].
Related Catalog
References

[1]. Bruce, R.B., L.B. Turnbull, and J.H. Newman, Metabolism of methocarbamol in the rat, dog, and human. J Pharm Sci, 1971. 60(1): p. 104-6.

[2]. Sica, D.A., et al., Pharmacokinetics and protein binding of methocarbamol in renal insufficiency and normals. Eur J Clin Pharmacol, 1990. 39(2): p. 193-4.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 472.5±40.0 °C at 760 mmHg
Melting Point 95-97ºC
Molecular Formula C11H15NO5
Molecular Weight 241.240
Flash Point 239.6±27.3 °C
Exact Mass 241.095016
PSA 91.01000
LogP 0.55
Vapour Pressure 0.0±1.2 mmHg at 25°C
Index of Refraction 1.541
Storage condition -20°C Freezer

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TY8750000
CHEMICAL NAME :
1,2-Propanediol, 3-(o-methoxyphenoxy)-, 1-carbamate
CAS REGISTRY NUMBER :
532-03-6
BEILSTEIN REFERENCE NO. :
1884446
LAST UPDATED :
199701
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C11-H15-N-O5
MOLECULAR WEIGHT :
241.27
WISWESSER LINE NOTATION :
ZVO1YQ1OR BO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1320 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
815 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 17,242,1967
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
812 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,836,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
950 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 2,264,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
780 mg/kg
TOXIC EFFECTS :
Behavioral - anticonvulsant
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 19,247,1962
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
774 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,836,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
27ZQAG "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972 Volume(issue)/page/year: -,398,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
680 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - altered sleep time (including change in righting reflex) Behavioral - rigidity (including catalepsy)
REFERENCE :
IJNEAQ International Journal of Neuropharmacology. (New York, NY) V.1-8, 1962-69. For publisher information, see NEPHBW. Volume(issue)/page/year: 5,305,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
1410 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - hamster
DOSE/DURATION :
1050 mg/kg
TOXIC EFFECTS :
Behavioral - altered sleep time (including change in righting reflex) Behavioral - muscle weakness Behavioral - ataxia
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 129,75,1960 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84354 No. of Facilities: 350 (estimated) No. of Industries: 3 No. of Occupations: 3 No. of Employees: 1853 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84354 No. of Facilities: 188 (estimated) No. of Industries: 1 No. of Occupations: 4 No. of Employees: 9546 (estimated) No. of Female Employees: 8341 (estimated)

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Danger
Hazard Statements H302-H317-H334
Precautionary Statements P261-P280-P284-P304 + P340-P333 + P313-P342 + P311
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22;R42/43
Safety Phrases S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS TY8750000
HS Code 2924299090

 Synthetic Route

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methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Yakugaku Zasshi, , vol. 76, p. 880 Chem.Abstr., , p. 2625 US2770649 , ; DE1018412 , ;

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Literature: Monatshefte fuer Chemie, , vol. 94, p. 339 - 358

~%

methocarbamol Structure

methocarbamol

CAS#:532-03-6

Detail
Literature: Journal of Organic Chemistry, , vol. 22, p. 1595,1598

 Customs

HS Code 2924299090
Summary 2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles25

More Articles
A new HPLC technique for the separation of methocarbamol enantiomers.

J. Pharm. Pharmacol. 51(7) , 873-5, (1999)

We have developed a stereoselective high-performance liquid chromatography technique for analytical separation of methocarbamol enantiomers. Precolumn derivatization was performed at room temperature ...

Spectrofluorometric determination of methocarbamol in pharmaceutical preparations and human plasma.

J. Fluoresc. 21(2) , 555-61, (2011)

A simple, sensitive and rapid spectrofluorometric method for determination of methocarbamol in pharmaceutical formulations and spiked human plasma has been developed. The proposed method is based on t...

A stability-indicating high-performance liquid chromatographic method for the determination of methocarbamol in veterinary preparations.

J. AOAC Int. 92(5) , 1602-5, (2009)

An isocratic HPLC method was developed and validated for the quantitation of methocarbamol in the presence of its degradation products. Quantitation was achieved using a reversed-phase C18 column at a...

 Synonyms

Guaiacol glyceryl ether carbamate
neuraxin
Relax
Methyocarbamol
Delaxin
2-hydroxy-3-{[2-(methyloxy)phenyl]oxy}propyl carbamate
Relestrid
Carbamic Acid 2-Hydroxy-3-(2-methoxyphenoxy)propyl Ester
guaifenesin carbamate
EINECS 208-524-3
2-Hydroxy-3-(2-methoxyphenoxy)propyl carbamate
Lumirelax
Miolaxene
Robaxan
Perilax
MFCD00057662
methocarbamol
Robamol
AHR 85
Traumacut
Miowas
Robaxin
1,2-Propanediol, 3-(2-methoxyphenoxy)-, 1-carbamate
Avetil
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