528-92-7

Basic information

• Product Name: ALLYL ISOPROPYL ACETYLUREA
• Synonyms: apronal;Isodormid;Isopropylallylazetylkarbamid;N-(2-Isopropyl-4-pentenoyl)urea;N-(Aminocarbonyl)-2-(1-methylethyl)-4-pentenamide;Sedormid;Urea, (2-isopropyl-4-pentenoyl)-;APRONALIDE
• CAS NO: 528-92-7
• Molecular Formula: C₉H₁₆N₂O₂
• Molecular Weight: 184.24
• EINECS: 208-443-3
• Mol File: 528-92-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 194°
• Boiling Point: 318.19°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.1111 (rough estimate)
• Refractive Index: 1.4922 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Methanol (Sparingly, Son
• PKA: 12.85±0.70(Predicted)
• CAS DataBase Reference: ALLYL ISOPROPYL ACETYLUREA(CAS DataBase Reference)
• NIST Chemistry Reference: ALLYL ISOPROPYL ACETYLUREA(528-92-7)
• EPA Substance Registry System: ALLYL ISOPROPYL ACETYLUREA(528-92-7)

Safety Data

• RTECS: YT5775000
• Hazardous Substances Data: 528-92-7(Hazardous Substances Data)

Usage

Uses

Allylisopropylacetylurea is used in a novel approach to cytochrome P-450 induction, through barbiturate-like activity.

InChI:InChI=1/C9H16N2O2/c1-4-5-7(6(2)3)8(12)11-9(10)13/h4,6-7H,1,5H2,2-3H3,(H3,10,11,12,13)

Upstream product

• 420-05-3 cyanic acid 
• 299-78-5 Allylisopropylacetamide 
• 99167-88-1 allyl-isopropyl-malonic acid-monoureide 
• 108-64-5 Ethyl isovalerate 
• 21244-42-8 (+/-)-ethyl 2-(prop-2-yl)-4-pentenoate 
• 503-74-2 3-methylbutyric acid 
• 1575-71-9 2-isopropylpent-4-enoic acid 
• 57-13-6 urea 
• 759-36-4 diethyl isopropylmalonate 
• 72143-24-9 methyl 2-isopropylpent-4-enoate 
• 29878-39-5 urea, monosodium salt 
• 4375-26-2 allyl-isopropyl-malonic acid 
• 51122-91-9 dimethyl isopropylmalonate 
• 77-02-1 aprobarbital 

Relevant articles and documents

METHOD FOR PREPARING APRONAL AND INTERMEDIATE THEREOF

PROBLEM TO BE SOLVED: To provide a simple, cost-effective and improved method for synthesizing apronal and an intermediate alkyl 2-isopropyl-4-pentenoate used in the synthesis of allylisopropylacetylurea of apronal. SOLUTION: There is provided a method including a step of reacting an alkyl 2-isopropyl-4-pentenoate with an alkali metal salt such as sodium urea in the presence of an aprotic polar solvent or a mixture of solvents to obtain apronal of the following formula (1). In addition, the present invention also includes a method for preparing the intermediate alkyl 2-isopropyl-4-pentenoate by dealkoxycarbonylation of dialkylallyl isopropyl malonate. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Synthesis method of apronal

The invention discloses a synthesis method of apronal. The synthesis method takes isopentanoic acid or isopentanoate which is commercially cheap and available as a synthesis raw material and comprises the following steps: enabling the synthesis raw material and allyl bromide to react under an alkaline condition to generate 2-isopropyl-4-pentenoic acid or 2-isopropyl-4-pentanoate; hydrolyzing the 2-isopropyl-4-pentanoate under the alkaline condition to generate the 2-isopropyl-4-pentenoic acid; then transforming the 2-isopropyl-4-pentenoic acid into acyl chloride and enabling the acyl chloride to react with urea to obtain the apronal. According to the synthesis method disclosed by the invention, a synthesis route can realize medium-scale preparation of the apronal, with the need of two-step or three-step chemical transformation; the whole synthesis route is simple and efficient, simple and convenient to operate, low in cost and high in yield so that the synthesis method is suitable for large-quantity synthesis of the apronal.