136944-34-8

Basic information

• Product Name: 2-Propenoic acid, 3-[3,4-bis(phenylmethoxy)phenoxy]-, (E)-
• CAS NO: 136944-34-8
• Molecular Formula: C23H20O5
• Molecular Weight: 376.409
• Mol File: 136944-34-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-Propenoic acid, 3-[3,4-bis(phenylmethoxy)phenoxy]-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoic acid, 3-[3,4-bis(phenylmethoxy)phenoxy]-, (E)-(136944-34-8)
• EPA Substance Registry System: 2-Propenoic acid, 3-[3,4-bis(phenylmethoxy)phenoxy]-, (E)-(136944-34-8)

Safety Data

• Hazardous Substances Data: 136944-34-8(Hazardous Substances Data)

Upstream product

• 27688-86-4 3,4-dibenzyloxyphenol 
• 623-47-2 propynoic acid ethyl ester 
• 5447-02-9 3,4-dibenzyloxybenzaldehyde 
• 139-85-5 3,4-dihydroxybenzaldehyde 

Downstream Products

• 136966-94-4 (E)-3-(3,4-Bis-benzyloxy-phenoxy)-N-decyl-acrylamide 
• 136944-36-0 (E)-3-(3,4-Bis-benzyloxy-phenoxy)-N-octyl-acrylamide 
• 136944-35-9 trans-N-n-Hexyl-β-(3,4-dibenzyloxyphenoxy)acrylamide 
• 136944-39-3 trans-N-n-Decyl-β-(3,4-dihydroxyphenoxy)acrylamide 
• 136944-38-2 trans-N-n-Octyl-β-(3,4-dihydroxyphenoxy)acrylamide 
• 136944-37-1 trans-N-n-Hexyl-β-(3,4-dihydroxyphenoxy)acrylamide 

Relevant articles and documents

Quantitative structure-activity relationship of catechol derivatives inhibiting 5-lipoxygenase

Various catechol derivatives (β-substituted 3,4-dihydroxystyrenes, 1-substituted 3,4-dihydroxybenzenes, and 6-substituted 2,3-dihydroxynaphthalenes) were synthesized and their inhibition of 5-lipoxygenase was assayed. Their structure-activity relationships were examined quantitatively with substituent and structural parameters and regression analysis. The variations in the inhibitory activity were explained in bilinear hydrophobic parameter (log P) terms, and steric (molecular thickness) and electronic (proton nuclear magnetic resonance (1H-NMR) chemical shift of the proton adjacent to the catechol group) parameter terms. The hydrophobicity of the inhibitor molecule was important, and the optimum value of log P was about 4.3-4.6, beyond which inhibition did not increase further. A low electron density of the aromatic ring containing the catechol group and the greater thickness of the lipophilic side chains were unfavorable to the activity. The results added a physicochemical basis for the selection of candidate compounds for developmental studies.