Valnoctamide

Base Information

• Chemical Name: Valnoctamide
• CAS No.: 4171-13-5
• Molecular Formula: C8H17 N O
• Molecular Weight: 143.229
• Hs Code.: 2924199090
• European Community (EC) Number: 224-033-7
• NSC Number: 34092,32363
• UNII: 3O25NRX9YG
• DSSTox Substance ID: DTXSID40863333
• Nikkaji Number: J8.688F
• Wikipedia: Valnoctamide
• Wikidata: Q410468
• NCI Thesaurus Code: C152818
• Metabolomics Workbench ID: 153966
• ChEMBL ID: CHEMBL1075733
• Mol file: 4171-13-5.mol

Synonyms:2-ethyl-3-methylpentamide;valmethamide;valnoctamide

Chemical Property of Valnoctamide

Chemical Property:

• Vapor Pressure: 0.00541mmHg at 25°C
• Melting Point: 113.5-1140C
• Refractive Index: 1.4614 (estimate)
• Boiling Point: 274.4°Cat760mmHg
• PKA: 16.81±0.50(Predicted)
• Flash Point: 119.8°C
• PSA: 43.09000
• Density: 0.883g/cm³
• LogP: 2.24430
• Storage Temp.: Refrigerator
• Solubility.: DMSO: soluble20mg/mL, clear
• Water Solubility.: 8.70g/L(temperature not stated)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 143.131014166
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

97% ^*data from raw suppliers

Valnoctamide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(C)C(CC)C(=O)N
• Recent ClinicalTrials: Valnoctamide in Mania
• Description: Valnoctamide is an isomer of the valproic acid amide, valpromide. It has been marketed as an anxiolytic and sedative compound and suppresses neuropathic pain. Unlike valpromide, valnoctamide is not metabolized to its acid form, valnoctic acid, in vivo and has no teratogenicity. It abolishes the activity of myo-inositol-1-phosphate synthase in human brain crude homogenates (Ki = 0.18 mM). Valnoctamide suppresses electrographic seizures in animal models of status epilepticus, suggesting potential applications in managing epilepsy.
• Uses: Isomer of Valpromide. Anxiolytic Isomer of Valpromide. Anxiolytic.

Technology Process of Valnoctamide

There total 6 articles about Valnoctamide 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:

2-ethyl-3-methyl-valeryl chloride (82024-15-5) → valnocatmide (4171-13-5)

Guidance literature:

With ammonia; benzene;

Reference yield:

butabarbital (125-40-6) → valnocatmide (4171-13-5)

Guidance literature:

With ammonia; at 200 ℃;

DOI:10.1021/jo01060a048

Reference yield:

3-methylvaleric acid (105-43-1,22160-40-3) → valnocatmide (4171-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / -15 - 0 °C / Inert atmosphere

1.2: 5 - 20 °C / Inert atmosphere

2.1: thionyl chloride / dichloromethane / Inert atmosphere

3.1: ammonium hydroxide / water; acetonitrile / 2 h / 0 °C

With ammonium hydroxide; n-butyllithium; thionyl chloride; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile;

DOI:10.1016/j.neuropharm.2010.03.004

upstream raw materials:

2-ethyl-3-methyl-valeryl chloride

butabarbital

Valnoctic Acid

ethyl-sec-butyl-malonic acid