19479-65-3

Basic information

• Product Name: alpha-Ethoxyacrylonitrile
• Synonyms: alpha-Ethoxyacrylonitrile;2-Ethoxyacrylonitrile;2-Propenenitrile, 2-ethoxy-
• CAS NO: 19479-65-3
• Molecular Formula: C₅H₇NO
• Molecular Weight: 97
• Mol File: 19479-65-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 120℃
• Flash Point: 41℃
• Appearance: /
• Density: 0.918
• Vapor Pressure: 15.793mmHg at 25°C
• Refractive Index: 1.4416
• CAS DataBase Reference: alpha-Ethoxyacrylonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Ethoxyacrylonitrile(19479-65-3)
• EPA Substance Registry System: alpha-Ethoxyacrylonitrile(19479-65-3)

Safety Data

• Hazardous Substances Data: 19479-65-3(Hazardous Substances Data)

Usage

Uses

2-Ethoxy-2-propenenitrile is used in the synthesis of a minor constituent of Caramel Color III, 2-Acetyl-4(5)-(1R,2S,3R,4-tetrahydroxybutyl)imidazole, which lowers circulating lumyocytes count when fed to rats. Also, it is an intermediate used in the synthesis of (R,S,R)-2-Acetyl-4-(1,2,3,4-tetrahydroxybutyl)-imidazole (A188490), which inhibits sphinogosine-1-phosphate (S1P) lyase for treatment of autoimmune disorders.

InChI:InChI=1/C5H7NO/c1-3-7-5(2)4-6/h2-3H2,1H3

Upstream product

• 110-89-4 piperidine 
• 87271-69-0 2-ethoxy-3-bromo-propionitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 
• 64-17-5 ethanol 
• 920-37-6 2-Chloroacrylonitrile 
• 110-86-1 pyridine 

Downstream Products

• 56011-12-2 2,2-diethoxypropanenitrile 
• 100609-43-6 2-ethoxy-2-phenethyloxy-propionitrile 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 873382-81-1 2-ethoxy-2-bromo-propionitrile 
• 87271-69-0 2-ethoxy-3-bromo-propionitrile 
• 94944-70-4 (1'R,2'S,3'R)-2-acetyl-4⁽⁵⁾-(1',2',3',4'-tetrahydroxy-1'-butyl)imidazole 
• 85616-24-6 2-ethoxy-1-o-methylphenylprop-2-en-1-one 
• 118493-90-6 phenylmethyl 6,7-dideoxy-8-O-ethyl-α-D-manno-non-7-enopyranosidurononitrile 2,3,4-tri-O-acetate 
• 118493-89-3 phenylmethyl 6,7-dideoxy-8-O-ethyl-α-D-manno-non-7-enopyranosidurononitrile 
• 64-19-7 acetic acid 
• 85616-23-5 2-ethoxy-1-phenyl-2-propen-1-one 
• 78811-42-4 3-Cyclohexyl-2-ethoxypropiononitril 
• 142510-56-3 3-(4'-tert-butylcyclohexyl)-2-ethoxypropionitrile 
• 142510-55-2 3-(4'-tert-butylcyclohexyl)-2-ethoxypropionitrile 

Relevant articles and documents

Practical synthesis of potent sphingosine-1-phosphate lyase inhibitors THI and LX2931

A practical and scalable synthesis of in vivo sphingosine-1-phosphate lyase inhibitor LX2931 (1) is described. The synthetic route features an improved Büchi cyclocondensation of 2-ethoxyacrylonitrile (3) with either 1-amino-1-deoxy-d-fructose acetate (4a) or d-(+)-glucosamine hydrochloride (4b) to produce 1-(4-((1R,2S,3R)-1,2,3,4-tetrahydroxybutyl)-1H-imidazol-2-yl)ethanone (2, THI), followed by oximation of THI and acid-promoted oxime isomerization to give LX2931 (1).

COMPOUNDS AND USE THEREOF FOR THE TREATMENT OF INFECTIOUS DISEASES AND CANCER

The invention provides the imidazole, oxazole and thiazole compounds and use thereof in methods for treating a disease or a disorder, such as infectious diseases and cancer, wherein inhibition of sphingosine-1-phosphate lyase is beneficial to treat the disease or the disorder.