Mephenesin

Base Information

• Chemical Name: Mephenesin
• CAS No.: 59-47-2
• Molecular Formula: C10H14 O3
• Molecular Weight: 182.219
• Hs Code.: 2909309090
• European Community (EC) Number: 200-427-4
• NSC Number: 757857,50788,36140,25234,8134
• UNII: 7B8PIR2954
• DSSTox Substance ID: DTXSID4023254
• Nikkaji Number: J46.973D
• Wikipedia: Mephenesin
• Wikidata: Q3333250
• NCI Thesaurus Code: C76773
• Metabolomics Workbench ID: 127859
• ChEMBL ID: CHEMBL229128
• Mol file: 59-47-2.mol

Synonyms:Décontractyl;Dolo Visano M;Mephenesin

Chemical Property of Mephenesin

Chemical Property:

• Vapor Pressure: 0.000249mmHg at 25°C
• Melting Point: 69-71 °C(lit.)
• Refractive Index: 1.5320 (estimate)
• Boiling Point: 153-154 °C4 mm Hg(lit.)
• PKA: 13.52±0.20(Predicted)
• Flash Point: 161.5°C
• PSA: 49.69000
• Density: 1.152g/cm³
• LogP: 0.72700
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in alcohol
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 182.094294304
• Heavy Atom Count: 13
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

Mephenesin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1OCC(CO)O
• Uses: muscle relaxant (skeletal) Mephenesin was used in the study of ligand-based virtual screening and design of antimalarial compounds.
• Therapeutic Function: Muscle relaxant

Technology Process of Mephenesin

There total 37 articles about Mephenesin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

ortho-cresol (95-48-7,77504-84-8) + 3-monochloro-1,2-propanediol (96-24-2) → mephenesin (59-47-2)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 210 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/jm400401y

Reference yield: 92.0%

ortho-cresol (95-48-7,77504-84-8) + (R)-oxiranemethanol (57044-25-4) → (R)-(+)-3-(2-methylphenoxy)propane-1,2-diol (59-47-2,52153-44-3,118205-96-2,52153-43-2)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 80 ℃; for 6h;

DOI:10.1016/S0040-4020(99)00896-0

Reference yield: 75.0%

2-methylphenyl bromide (95-46-5) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → mephenesin (59-47-2)

Guidance literature:

With copper(l) iodide; potassium carbonate; at 80 ℃; for 6h;

DOI:10.1002/cssc.202102211

upstream raw materials:

ortho-cresol

3-monochloro-1,2-propanediol

glycerol

sodium o-cresolate

Downstream raw materials:

2-hydroxy-3-(o-tolyloxy)propyl carbamate

1,2-bis-carbamoyloxy-3-o-tolyloxy-propane

4-[(2-methylphenoxy)methyl]-1,3-dioxolan-2-one

1-o-tolyloxy-2,3-bis-(2,2,2-trichloro-1-hydroxy-ethoxy)-propane

Refernces

• 1、 Zhang, Chen,Li, Chuang,Zhu, Xiu-xiu,Liu, You-yi,Zhao, Jun,Wu, Min-chen. "Highly regio- and enantio-selective hydrolysis of two racemic epoxides by GmEH3, a novel epoxide hydrolase from Glycine max". . p. 2795 - 2803. Retrieved 2020/09/01.
• 2、 Li, Chuang,Hu, Die,Zong, Xun-Cheng,Deng, Chao,Feng, Lei,Wu, Min-Chen,Li, Jian-Fang. "Asymmetric hydrolysis of styrene oxide by PvEH2, a novel Phaseolus vulgaris epoxide hydrolase with extremely high enantioselectivity and regioselectivity". . p. 57 - 61. Retrieved 2017/09/08.