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

Description

ALLYL ISOPROPYL ACETYLUREA, also known as Allylisopropylacetylurea, is a chemical compound with the molecular formula C10H16N2O2. It is a white crystalline solid that has been found to have various applications in different industries due to its unique properties.

Uses

Used in Pharmaceutical Industry:
ALLYL ISOPROPYL ACETYLUREA is used as a cytochrome P-450 inducer for its barbiturate-like activity. This application is particularly relevant in the development of new drugs and therapies, as it can help to enhance the body's natural detoxification processes and improve the metabolism of certain medications.
Used in Research and Development:
In the field of research and development, ALLYL ISOPROPYL ACETYLUREA serves as a valuable tool for studying the mechanisms of cytochrome P-450 induction and its role in drug metabolism. This can lead to a better understanding of how drugs are processed in the body and the development of more effective and safer medications.
Used in Drug Metabolism Studies:
ALLYL ISOPROPYL ACETYLUREA is used as a research compound to investigate the effects of various substances on the activity of cytochrome P-450 enzymes. This can help researchers to identify potential drug interactions and develop strategies to minimize their impact on the body.

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 
• 77-02-1 aprobarbital 
• 57-13-6 urea 
• 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 
• 51122-91-9 dimethyl isopropylmalonate 
• 4375-26-2 allyl-isopropyl-malonic acid 
• 72143-24-9 methyl 2-isopropylpent-4-enoate 
• 29878-39-5 urea, monosodium salt 
• 759-36-4 diethyl isopropylmalonate 

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.