Carisoprodol

Base Information

• Chemical Name: Carisoprodol
• CAS No.: 78-44-4
• Deprecated CAS: 8053-63-2
• Molecular Formula: C12H24N2O4
• Molecular Weight: 260.334
• Hs Code.: 29224999
• European Community (EC) Number: 201-118-7
• NSC Number: 756671,172124
• UNII: 21925K482H
• DSSTox Substance ID: DTXSID8024733
• Nikkaji Number: J1.480J
• Wikipedia: Carisoprodol
• Wikidata: Q416905
• NCI Thesaurus Code: C28904
• RXCUI: 2101
• Metabolomics Workbench ID: 145137
• ChEMBL ID: CHEMBL1233
• Mol file: 78-44-4.mol

Synonyms:Carisoma;Carisoprodate;Carisoprodol;Isobamate;Isomeprobamate;Isopropylmeprobamate;Mio Relax;Soma;Somalgit;Soprodol;Vanadom

Chemical Property of Carisoprodol

Chemical Property:

• Appearance/Colour: White powder.
• Melting Point: 92-92 oC
• Refractive Index: 1.4560 (estimate)
• Boiling Point: 423.412 °C at 760 mmHg
• PKA: pKa 4.2 (Uncertain)
• Flash Point: 209.872 °C
• PSA: 90.65000
• Density: 1.056 g/cm³
• LogP: 3.11390
• Storage Temp.: 2-8°C
• Solubility.: Very slightly soluble in water, freely soluble in acetone, in alcohol and in methylene chloride.
• Water Solubility.: <0.1 g/100 mL at 19.5℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 260.17360725
• Heavy Atom Count: 18
• Complexity: 281

Purity/Quality:

99%, ^*data from raw suppliers

RELA ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Drug Classes: Autonomic Agents: Muscle Relaxants, Central
• Canonical SMILES: CCCC(C)(COC(=O)N)COC(=O)NC(C)C
• Description: Carisoprodol (Item No. 30778) is an analytical reference standard categorized as a skeletal muscle relaxant. It also has sedative properties. Carisoprodol is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications. Carisoprodol (CRM) (Item No. ISO60206) is a certified reference material categorized as a skeletal muscle relaxant. It also has sedative properties. Carisoprodol is regulated as a Schedule IV compound in the United States. Carisoprodol (CRM) (Item No. ISO60206) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.
• Uses: Carisoprodol suppresses interneuronal action of reticular formation of the spinal cord. It is used as an adjuvant drug for loss of flexibility of skeletal muscle as well as for relieving pain caused therein. Synonyms of this drug are rela, soma, carisoma, and sanoma. For the relief of discomfort associated with acute, painful, musculoskeletal conditions. Muscle relaxant (skeletal) Carisoprodol has an onset of action of ca. 30min and a duration of 4–6h. It is administered orally. Presumably, it acts by inhibiting interneuronal activity in the spinal cord and the brainstem reticular formation. Clinically effective doses are accompanied by drowsiness or dizziness; its mechanism may involve sedation.Its CNS depressant effects are additive with those of ethanol and other psychotropic agents. Carisoprodol has a low potential for drug dependence.
• Therapeutic Function: Muscle relaxant

Technology Process of Carisoprodol

There total 7 articles about Carisoprodol 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: 96.0%

N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate (25462-17-3) + Trichloroacetyl isocyanate (3019-71-4) → carisoprodol (78-44-4,8053-63-2)

Guidance literature:

N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate; Trichloroacetyl isocyanate; In methanol; dichloromethane; at 0 - 25 ℃; for 4h;

With potassium carbonate; In methanol; dichloromethane; at 25 ℃; for 4h;

DOI:10.1002/adsc.201500895

Reference yield: 80.0%

N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate (25462-17-3) + sodium isocyanate (917-61-3) → carisoprodol (78-44-4,8053-63-2)

Guidance literature:

With hydrogenchloride; In dichloromethane; at -2 - 2 ℃; for 10h;

DOI:10.1007/BF00759756

Reference yield:

5-Methyl-5-n-propyl-1,3-dioxan-2-one (7148-50-7) → carisoprodol (78-44-4,8053-63-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 h / Heating

2: 80 percent / HCl / CH₂Cl₂ / 10 h / -2 - 2 °C

With hydrogenchloride; In dichloromethane;

DOI:10.1007/BF00759756

upstream raw materials:

phosgene

N-Mono-isopropyl-2-methyl-2-n-propylpropane-1,3-diol carbamate

sodium isocyanate

5-Methyl-5-n-propyl-1,3-dioxan-2-one

Downstream raw materials:

N-Isopropyl-N'-propionyl-2-methyl-2-propyl-1,3-dicarbamoyloxy-propan

Refernces

• 1、 -. "CARBAMATE REDUCERS OF SKELETAL MUSCLE TENSION". Page/Page column 11. . Retrieved 2010/04/23.