72224-22-7

Basic information

• Product Name: 4-allyloxyphenylacetic acid
• Synonyms: 4-allyloxyphenylacetic acid
• CAS NO: 72224-22-7
• Molecular Weight: 192.214
• Mol File: 72224-22-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4-allyloxyphenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-allyloxyphenylacetic acid(72224-22-7)
• EPA Substance Registry System: 4-allyloxyphenylacetic acid(72224-22-7)

Safety Data

• Hazardous Substances Data: 72224-22-7(Hazardous Substances Data)

Upstream product

• 15560-73-3 allyloxy-4 phenylacetate d' ethyle 
• 156-38-7 4-hydroxyphenylacetate 
• 851318-54-2 allyl (p-allyloxyphenyl)acetate 
• 17138-28-2 (4-hydroxy-phenyl)-acetic acid ethyl ester 
• 106-95-6 allyl bromide 

Downstream Products

• 1440545-91-4 SCH 71450 
• 275385-78-9 C₁₁H₁₁ClO₂ 
• 1440095-44-2 N-[2,4-bis(benzyloxy)phenethyl]-2-(4-allyloxyphenyl)acetamide 
• 1440095-48-6 (1R)-1,2,3,4-tetrahydro-1-[(4-allyloxyphenyl)methyl]-6,7-bis(benzyloxy)isoquinoline 
• 1440095-52-2 C₄₁H₃₉NO₅ 
• 1440095-56-6 C₃₈H₃₅NO₅ 
• 937808-83-8 {4-[2,3-bis(nitrooxy)propoxy]phenyl}acetic acid 
• 72224-25-0 (R,S)-4-(2,3-Epoxypropoxy)phenylacetic acid 
• 857556-03-7 [4-(2,3-dihydroxy-propoxy)-phenyl]-acetic acid ethyl ester 

Relevant articles and documents

A simple method for chemoselective phenol alkylation

A simple and effective method for chemoselective alkylation of phenol over carboxylic acid using a 40% aqueous solution of tetrabutylphosphonium hydroxide that affords the desired phenyl ethers in 82-99% yield is described.

Synthesis and biological evaluation of 3-styrylchromone derivatives as selective monoamine oxidase B inhibitors

A series of 3-styrylchromone derivatives was synthesized and evaluated for monoamine oxidase (MAO) A and B inhibitory activities. Most of all derivatives inhibited MAO-B selectively, except compound 21. Compound 19, which had a methoxy group at R2 on the chromone ring and chlorine at R4 on phenyl ring, potently inhibited MAO-B, with an IC50 value of 2.2 nM. Compound 1 showed the highest MAO-B selectivity, with a selectivity index of >3700. Further analysis of these compounds indicated that compounds 1 and 19 were reversible and mixed-type MAO-B inhibitors, suggesting that their mode of action may be through tight-binding inhibition to MAO-B. Quantitative structure–activity relationship (QSAR) analyses of the 3-styrylchromone derivatives were conducted using their pIC50 values, through Molecular Operating Environment (MOE) and Dragon. There were 1796 descriptors of MAO-B inhibitory activity, which showed significant correlations (P 50 value index exhibited a determination coefficients (R2) of 0.972 and a Leave-One-Out cross-validated determination coefficients (Q2) of 0.914. These data suggest that the 3-styrylchromone derivatives assessed herein may be suitable for the design and development of novel MAO inhibitors.

Synthesis and biological evaluation of 3-styrylchromone derivatives as free radical scavengers and α-glucosidase inhibitors

A series of 3-styrylchromone derivatives (4-20) were synthesized and the structure-activity relationships for α-glucosidase inhibition and antioxidant activities were analyzed. Among the synthesized compounds, compounds 15 and 20, which contain a catechol moiety, showed both potent 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity (15: EC50 =17 μM; 20: EC50 =23 μM) and α-glucosidase inhibitory activity (15: IC50 =16 μM; 20: IC50 =10 μM). Our data suggest that 3-styrylchromone derivatives are novel α-glucosidase inhibitors that have the potential to counteract diet-induced hyperglycemia in diabetes.