ChemicalBook > CAS DataBase List > Methocarbamol

Methocarbamol

Product Name
Methocarbamol
CAS No.
532-03-6
Chemical Name
Methocarbamol
Synonyms
Metocarbamol;Relax;Delaxin;Robaxin;METHOCARBAMOL USP;ahr85;AHR 85;Avetil;Miowas;Perilax
CBNumber
CB3148129
Molecular Formula
C11H15NO5
Formula Weight
241.24
MOL File
532-03-6.mol
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Methocarbamol Property

Melting point:
95-97°C
Boiling point:
384.01°C (rough estimate)
Density 
1.2611 (rough estimate)
refractive index 
1.5080 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
13.08±0.20(Predicted)
color 
White to Off-White
Merck 
14,5980
InChI
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
C(OC(=O)N)C(O)COC1=CC=CC=C1OC
CAS DataBase Reference
532-03-6(CAS DataBase Reference)
NIST Chemistry Reference
Methocarbamol(532-03-6)
EPA Substance Registry System
Methocarbamol (532-03-6)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-42/43
Safety Statements 
36
WGK Germany 
3
RTECS 
TY8750000
HS Code 
29222990
Hazardous Substances Data
532-03-6(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1412008
Product name
Methocarbamol
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Sigma-Aldrich
Product number
G7012
Product name
Guaiacol glyceryl ether carbamate
Purity
analytical standard
Packaging
5g
Price
$34.9
Updated
2022/05/15
TCI Chemical
Product number
M2254
Product name
Methocarbamol
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$30
Updated
2024/03/01
TCI Chemical
Product number
M2254
Product name
Methocarbamol
Purity
>98.0%(HPLC)(N)
Packaging
25g
Price
$90
Updated
2024/03/01
Cayman Chemical
Product number
23870
Product name
Methocarbamol
Purity
≥98%
Packaging
5g
Price
$33
Updated
2024/03/01
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Methocarbamol Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Robaxin ,Robins,US,1957

Uses

Methocarbamol suppresses multisynaptic pathways in the spinal cord. It is used for relieving spasms and skeletal muscle pain as well as for treating tetanus. Synonyms of this drug are delaxin, forbaxin, robamol, robaxin, and tresortil.

Uses

For use as an adjunct to rest, physical therapy, and other measures for the relief of discomforts associated with acute, painful musculoskeletal conditions.

Uses

A muscle relaxant (skeletal).

Definition

ChEBI: 2-hydroxy-3-(2-methoxyphenoxy)propyl carbamate is a carbamate ester that is glycerol in which one of the primary alcohol groups has been converted to its 2-methoxyphenyl ether while the other has been converted to the corresponding carbamate ester. It is a carbamate ester, a secondary alcohol and an aromatic ether.

Manufacturing Process

The starting material for methocarbamol is 3-o-methoxyphenoxy-1,2- propanediol (guaiacol glyceryl ether) (see entry under Guaifenesin for its preparation). To a stirred suspension of 198.2 g (1.0 mol) of 3-omethoxyphenoxy-1,2-propanediol in 1,000 ml of dry benzene contained in a 5-liter, 3-neck, round bottom flask equipped with a thermometer, dropping funnel and blade stirrer, was added dropwise (in 30 minutes) a solution of 98.9 g (1.0 mol) of phosgene in 400 ml of cold dry benzene. The mixture was stirred at 30°C until all solid material dissolved (about 3 hours was required) and stirring was continued for 30 minutes longer. To this mixture was added dropwise 79.1 g (1.0 mol) of dry pyridine, the temperature being held below 30°C by cooling. After addition of the pyridine, stirring at 30°C was continued for 30 minutes.
The mixture was cooled to 7°C, extracted with two 500-cc portions of ice water to remove pyridine hydrochloride, and the benzene solution of 3-omethoxyphenoxy-2-hydroxypropyl chlorocarbonate was added to 500 ml of cold concentrated ammonium hydroxide. The mixture was vigorously stirred at 5°C for 6 hours, then the crude white precipitate of 3-o-methoxyphenoxy-2- hydroxypropyl carbamate was filtered off, dissolved in 1,500 ml of hot benzene and completely dried by codistillation of last traces of water with benzene, treated with decolorizing carbon and filtered while hot. On cooling 160 g of product crystallized as white needles melting at 88° to 90°C.

brand name

Delaxin (Ferndale); Forbaxin (Forest); Robaxin (Baxter Healthcare).

Therapeutic Function

Muscle relaxant

Synthesis Reference(s)

The Journal of Organic Chemistry, 22, p. 1595, 1957 DOI: 10.1021/jo01363a016

General Description

Methocarbamol, 3-(o-methoxyphenoxy)-1,2-propanediol 1-carbamate (Robaxin), issaid to be more sustained in effect than mephenesin. Likelysites for metabolic attack include the secondary hydroxylgroup and the two ring positions opposite the ether functions.The dihydric parent compound, guaifenesin, is used asan expectorant.

Synthesis

Methocarbamol, 3-(2-methoxyphenoxy)-1,2-propanediol-1 carbamate (15.3.13), is synthesized by successive reaction with phosgene and then ammonia into 3- (2-methoxyphenoxy)propanediol-1,2.

Veterinary Drugs and Treatments

In dogs and cats, methocarbamol is indicated (FDA approved) “as adjunctive therapy of acute inflammatory and traumatic conditions of the skeletal muscle and to reduce muscular spasms.” In horses, intravenous use is indicated (FDA approved) “as adjunctive therapy of acute inflammatory and traumatic conditions of the skeletal muscle to reduce muscular spasms, and effect striated muscle relaxation.” (Package insert; Robaxin?V—Robins)

Methocarbamol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Methocarbamol manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Methocarbamol 532-03-6
Price
US $0.00-0.00/Kg/Drum
Min. Order
1KG
Purity
98.5%-101.5%; USP
Supply Ability
500KG
Release date
2021-06-08
Hebei Chuanghai Biotechnology Co,.LTD
Product
Methocarbamol 532-03-6
Price
US $10.70/kg
Min. Order
10kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-09
Xiamen Wonderful Bio Technology Co., Ltd.
Product
methocarbamol 532-03-6
Price
US $16.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2023-07-21

532-03-6, MethocarbamolRelated Search:


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