Apronalide

Base Information

• Chemical Name: Apronalide
• CAS No.: 528-92-7
• Molecular Formula: C9H16 N2 O2
• Molecular Weight: 184.238
• Hs Code.: 2924210090
• European Community (EC) Number: 208-443-3
• UNII: V18J24E25E
• DSSTox Substance ID: DTXSID00862125
• Nikkaji Number: J9.435H
• Wikipedia: Apronal
• Wikidata: Q1095009
• Metabolomics Workbench ID: 154051
• ChEMBL ID: CHEMBL509282
• Mol file: 528-92-7.mol

Synonyms:allylisopropylacetylcarbamide;allylisopropylacetylurea;apronalide;Sedormid

Chemical Property of Apronalide

Chemical Property:

• Melting Point: 194°
• Refractive Index: 1.4922 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: 12.85±0.70(Predicted)
• Flash Point: °C
• PSA: 72.19000
• Density: 1.025g/cm³
• LogP: 2.12080
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Sparingly, Son
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 184.121177757
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Allylisopropylacetylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CC=C)C(=O)NC(=O)N
• Uses: Allylisopropylacetylurea is used in a novel approach to cytochrome P-450 induction, through barbiturate-like activity.

Technology Process of Apronalide

There total 17 articles about Apronalide 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: 79.0%

C8H13ClO + urea (57-13-6) → allylisopropylacetylurea (528-92-7)

Guidance literature:

With pyridine; In 1,2-dichloro-ethane; at 80 - 83 ℃; Reagent/catalyst;

Reference yield: 76.9%

methyl 2-isopropylpent-4-enoate (72143-24-9) + urea (57-13-6) → allylisopropylacetylurea (528-92-7)

Guidance literature:

urea; With sodium hydride; In N,N-dimethyl-formamide; at 10 - 15 ℃; for 4h;

methyl 2-isopropylpent-4-enoate; In N,N-dimethyl-formamide; at 10 - 15 ℃; for 10h;

Reference yield: 76.9%

(+/-)-ethyl 2-(prop-2-yl)-4-pentenoate (21244-42-8) + urea (57-13-6) → allylisopropylacetylurea (528-92-7)

Guidance literature:

urea; With sodium hydride; In N,N-dimethyl-formamide; at 10 - 15 ℃; for 4h;

(+/-)-ethyl 2-(prop-2-yl)-4-pentenoate; In N,N-dimethyl-formamide; at 10 - 15 ℃; for 10h;

upstream raw materials:

cyanic acid

Allylisopropylacetamide

allyl-isopropyl-malonic acid-monoureide

aprobarbital

Refernces

• 1、 -. "Synthesis method of apronal". Paragraph 0054-0056; 0061-0067; 0069; 0070; 0072. . Retrieved 2019/12/11.