90717-70-7

Basic information

• Product Name: 2-Propenoic acid, 3-(3-amino-4-hydroxyphenyl)-
• CAS NO: 90717-70-7
• Molecular Formula: C9H9NO3
• Molecular Weight: 179.175
• Mol File: 90717-70-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-(3-amino-4-hydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-(3-amino-4-hydroxyphenyl)-(90717-70-7)
• EPA Substance Registry System: 2-Propenoic acid, 3-(3-amino-4-hydroxyphenyl)-(90717-70-7)

Safety Data

• Hazardous Substances Data: 90717-70-7(Hazardous Substances Data)

Upstream product

• 56926-73-9 trans-3-(3-nitro-4-hydroxyphenyl)-acrylic acid 
• 141-82-2 malonic acid 
• 163036-58-6 3-amino-4-hydroxybenzaldehyde 

Relevant articles and documents

Semi-synthesis and Structure–Activity Relationship of Neuritogenic Oleanene Derivatives

(3S,4R)-23,28-Dihydroxyolean-12-en-3-yl (2E)-3-(3,4-dihydroxyphenyl)acrylate (1 a), which possesses significant neuritogenic activity, was isolated from the traditional Chinese medicine (TCM) plant, Desmodium sambuense. To confirm the structure and to assess biological activity, we semi-synthesized 1 a from commercially available oleanolic acid. A series of novel 1 a derivatives was then designed and synthesized for a structure–activity relationship (SAR) study. All synthetic derivatives were characterized by analysis of spectral data, and their neuritogenic activities were evaluated in assays with PC12 cells. The SAR results indicate that the number and position of the hydroxy groups on the phenyl ring and the triterpene moiety, as well as the length of the (saturated or unsaturated) alkyl chain that links the phenyl ring with the triterpene critically influence neuritogenic activity. Among all the tested compounds, 1 e [(3S,4R)-23,28-dihydroxyolean-12-en-3-yl (2E)-3-(3,4,5-trihydroxyphenyl)acrylate] was found to be the most potent, inducing significant neurite outgrowth at 1 μm.