72165-33-4

Basic information

• Product Name: 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-[(1E)-2-phenylethenyl]-1,3-benzenediol
• Synonyms: 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-[(1E)-2-phenylethenyl]-1,3-benzenediol;Amorphastilbol
• CAS NO: 72165-33-4
• Molecular Formula: C₂₄H₂₈O₂
• Molecular Weight: 348.48
• Mol File: 72165-33-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 529.4°C at 760 mmHg
• Flash Point: 235.1°C
• Appearance: /
• Density: 1.084g/cm³
• Vapor Pressure: 8E-12mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-[(1E)-2-phenylethenyl]-1,3-benzenediol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-[(1E)-2-phenylethenyl]-1,3-benzenediol(72165-33-4)
• EPA Substance Registry System: 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-[(1E)-2-phenylethenyl]-1,3-benzenediol(72165-33-4)

Safety Data

• Hazardous Substances Data: 72165-33-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C24H28O2/c1-18(2)8-7-9-19(3)12-15-22-23(25)16-21(17-24(22)26)14-13-20-10-5-4-6-11-20/h4-6,8,10-14,16-17,25-26H,7,9,15H2,1-3H3/b14-13+,19-12+

Upstream product

• 106-24-1 Geraniol 
• 22139-77-1 pinosylvin 
• 252679-37-1 4-((2E)-3,7-dimethyl-2,6-octadienyl)-3,5-bis(methoxymethoxy)benzyl alcohol 
• 76280-59-6 methyl 3,5-bis(methoxymethoxy)benzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 1381781-06-1 C₂₂H₃₁BrO₄ 
• 1381781-05-0 C₂₂H₃₀Br₂O₄ 
• 495412-19-6 4-(3,7-dimethyl-octa-2,6-dienyl)-3,5-bis-methoxymethoxy-benzaldehyde 

Downstream Products

• 98156-06-0 dihydroamorphastilbol dimethyl ether 
• 73436-03-0 2-geranyl-5-(2-phenylethyl)resorcin 
• 73436-06-3 amorphastilbol diacetyl ester 

Relevant articles and documents

PROCESSES FOR THE PREPARATION OF ORTHO-ALLYLATED HYDROXY ARYL COMPOUNDS

The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

Total synthesis and dual PPARα/γ agonist effects of Amorphastilbol and its synthetic derivatives

Amorphastilbol (APH-1), isolated from a Robinia pseudoacacia var. umbraculifer seed extract, is a biologically interesting natural trans-stilbene compound with dual peroxisome proliferator-activated receptor (PPAR) α/γ agonist activity. After total synthesis of APH-1 and its derivatives by Pd-catalyzed Suzuki-Miyaura cross-coupling of a common (E)-styryl bromide intermediate and various aromatic trifluoroborate compounds, we biologically evaluated APH-2-APH-12 for PPAR agonist activity. APH-4 and APH-11 were effective PPARα/γ transcriptional activators, compared with APH-1. Therefore, we suggest that APH-4 and APH-11 are novel dual PPARα/γ agonists and are potentially useful for treating type 2 diabetes by enhancing glucose and lipid metabolism.