Meprobamate

Base Information

• Chemical Name: Meprobamate
• CAS No.: 57-53-4
• Molecular Formula: C9H18 N2 O4
• Molecular Weight: 218.253
• Hs Code.: 2924110000
• European Community (EC) Number: 200-337-5
• NSC Number: 30418
• UNII: 9I7LNY769Q
• DSSTox Substance ID: DTXSID3023261
• Nikkaji Number: J4.475J
• Wikipedia: Meprobamate
• Wikidata: Q418351
• NCI Thesaurus Code: C47603
• RXCUI: 6760
• Pharos Ligand ID: U8J1VCH94777
• Metabolomics Workbench ID: 42739
• ChEMBL ID: CHEMBL979
• Mol file: 57-53-4.mol

Synonyms:Dapaz;Equanil;Méprobamate Richard;Meprobamate;Meprospan;Miltown;Tranmep;Visano

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Chemical Property of Meprobamate

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 9.64E-08mmHg at 25°C
• Melting Point: 104 - 106 C
• Refractive Index: 1.4480 (estimate)
• Boiling Point: 434.2°Cat760mmHg
• PKA: 13.09±0.50(Predicted)
• Flash Point: 229.7°C
• PSA: 104.64000
• Density: 1.139g/cm³
• LogP: 2.38400
• Storage Temp.: 2-8°C
• Water Solubility.: 6.2g/L(25 oC)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 218.12665706
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

Safty Information:

• Hazard Codes: Xn,T,F
• Statements: 22-39/23/24/25-23/24/25-11
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Sedatives and Hypnotics
• Canonical SMILES: CCCC(C)(COC(=O)N)COC(=O)N
• Uses: An anxiolytic. This is a controlled substance.
• Therapeutic Function: Tranquilizer
• Clinical Use: Meprobamate is also a centrally acting skeletal musclerelaxant. The agents in this group find use in several conditions,such as strains and sprains that may produce acutemuscle spasm. They have interneuronal blocking propertiesat the level of the spinal cord, which are said to bepartly responsible for skeletal muscle relaxation.Also,the general CNS depressant properties they possess maycontribute to, or be mainly responsible for, the skeletalmuscle relaxant activity.

Technology Process of Meprobamate

There total 8 articles about Meprobamate 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: 65.0%

2-methyl-2-propyl-1,3-propanediol (78-26-2) + urea (57-13-6) → meprobamate (57-53-4)

Guidance literature:

With iron(II) bromide; In 1,4-dioxane; at 150 ℃; for 6h; Inert atmosphere; Sealed tube;

DOI:10.1002/cssc.201600587

Reference yield:

phosgene (75-44-5) + 2-methyl-2-propyl-1,3-propanediol (78-26-2) → meprobamate (57-53-4)

Guidance literature:

With antipyrine; chloroform; toluene; und Behandeln der Reaktionsloesung mit Ammoniak;

DOI:10.1021/ja01156a086

Reference yield:

2-methyl-2-propyl-1,3-propanediol (78-26-2) + sodium cyanide (143-33-9,25596-52-5) → meprobamate (57-53-4)

Guidance literature:

With trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1021/jo01047a033

upstream raw materials:

phosgene

2-methyl-2-propyl-1,3-propanediol

urea

urethane

Downstream raw materials:

2-methyl-2-propyl-1,3-propanediol

N,N'-Bis-(2,2,2-trichlor-hydroxy-aethyl)-2-methyl-2-propyl-1,3-dicarbamoyloxy-propan

N,N'-Dinitro-2-methyl-2-propyl-1,3-dicarbamoyl-oxy-propan

N,N'-Bis-diphenylmethyl-meprobamat

Refernces

• 1、 -. "Benzo-as-triazine derivatives". . . Retrieved 2008/06/13.
• 2、 Fessenden,Coon. "Silicon-substituted medicinal agents. Silacarbamates related to meprobamate.". . p. 604 - 608. Retrieved 2007/10/05.