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(S)-Methocarbamol, also known as the inactive component of methocarbamol (M225950), is a chiral molecule with distinct stereochemistry. It plays a significant role in the overall pharmacological profile of the racemic mixture, but exhibits lower muscle relaxant activity compared to its (+)-R-methocarbamol (M225980) counterpart.

108914-10-9

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108914-10-9 Usage

Uses

Used in Pharmaceutical Industry:
(S)-Methocarbamol is used as a comparative reference in the development and evaluation of muscle relaxants. It helps researchers understand the differences in activity between the enantiomers and optimize the therapeutic effects of racemic mixtures.
Used in Research and Development:
(S)-Methocarbamol is utilized as a research tool to study the stereoselective pharmacology of muscle relaxants. This aids in the discovery of more effective and safer drugs with improved muscle relaxant properties.

Check Digit Verification of cas no

The CAS Registry Mumber 108914-10-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,8,9,1 and 4 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 108914-10:
(8*1)+(7*0)+(6*8)+(5*9)+(4*1)+(3*4)+(2*1)+(1*0)=119
119 % 10 = 9
So 108914-10-9 is a valid CAS Registry Number.

108914-10-9Downstream Products

108914-10-9Relevant academic research and scientific papers

Chiral drugs related to guaifenesin: synthesis and phase properties of methocarbamol and mephenoxalone

Bredikhin, Alexander A.,Bredikhina, Zemfira A.,Zakharychev, Dmitry V.,Pashagin, Alexander V.

, p. 1239 - 1244 (2007)

The muscle relaxant methocarbamol 2 and tranquilizer mephenoxalone 3, as well as intermediate cyclic carbonate 4, have been prepared in enantiopure form by starting from enantiopure guaifenesin 1 easily available by an entrainment resolution procedure. Th

Exploration of l-proline-catalyzed α-aminoxylation of aldehyde to (s)-guaifenesin-related drug molecules

Panchgalle, Sharad P.,Kunte, Sunita S.,Chavan, Subhash P.,Kalkote, Uttam R.

, p. 1938 - 1946 (2011)

An efficient enantioselective synthesis of (S)-guaifenesin with >99% ee using L-proline-catalyzed α-aminoxylation of aldehyde as key step is described and explored for asymmetric syntheses of (S)-moprolol and (R)-methocarbamol.

Method for preparing methocarbamol

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Paragraph 0036-0037; 0038-0039; 0040-0041; 0042-0055, (2019/07/16)

The invention discloses a method for preparing methocarbamol. The method comprises the steps that guaifenesin serves as a raw material, alkali and 4-dimethylaminopyridine serve as a catalyst, carbonicester serves as an esterification agent, and a compound shown in the formula (I) is obtained through an esterification reaction, the compound shown in the formula (I) reacts with ammonia water through an ammoniation reaction to obtain the methocarbamol shown in the formula (II), and the reaction equation of the methocarbamol is that the alkali is hydroxide or carbonate of the first main alkali metal group. Accordingly, guaifenesin serves as a raw material, the alkali and DMAP serves as the catalyst, the carbonic ester is catalyzed to be esterified and then ammonified and crystallized, and themethocarbamol is obtained. A nucleophilic reagent DMAP is used for catalysis, the carbonic ester can rapidly and highly selectively complete the reaction with hydroxide radical, and the high-yield guaifenesin ester is obtained; in addition, the dosage of the carbonic ester is small, safety and environmental protection are achieved, pollution is small, the economic benefit is high, operation is easy, and the method is suitable for industrial production.

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