Basic information Safety Supplier Related

4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID

Basic information Safety Supplier Related

4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID Basic information

Product Name:
4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID
Synonyms:
  • RARECHEM AL BO 1323
  • 4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID
  • 4-N-OCTYLBIPHENYL-4'-CARBOXYLIC ACID
  • 4'-OCTYL-[1,1'-BIPHENYL]-4-CARBOXYLIC ACID
  • 4'-OCTYL-4-BIPHENYLCARBOXYLIC ACID
  • 4-OCTYL-4'-BIPHENYLCARBOXYLIC ACID
  • 8BCA
  • AC 55649
CAS:
59662-49-6
MF:
C21H26O2
MW:
310.43
Product Categories:
  • Biphenyl & Diphenyl ether
Mol File:
59662-49-6.mol
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4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID Chemical Properties

Melting point:
148-152 °C(Solv: dichloromethane (75-09-2))
Boiling point:
462.0±34.0 °C(Predicted)
Density 
1.037±0.06 g/cm3(Predicted)
storage temp. 
Store at +4°C
solubility 
DMSO: >7mg/mL
form 
solid
pka
4.23±0.10(Predicted)
color 
White to off-white
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Safety Information

WGK Germany 
3
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4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID Usage And Synthesis

Uses

AC 55649 is a potent and selective RARβ2 receptor agonist (1). RARβ2 receptor agonists are potential drug candidates for developing treatment for type 2 diabetes and hepatic steatosis (2).

Definition

ChEBI: 4-(4-octylphenyl)benzoic acid is a member of biphenyls and a carboxybiphenyl.

Biological Activity

Potent, isoform-selective RAR β 2 receptor agonist (pEC 50 values are 6.9, 5.7 and 5.6 at RAR β 2, RAR β 1 and RAR α respectively) that displays 100-fold selectivity versus other retinoid receptors. Inhibits proliferation of the breast cancer cell line MCF-7.

Biochem/physiol Actions

AC-55649 is a subtype selective RAR (RARβ2) agonist. AC-55649 is a potent, orally available isoform selective Retinoic Acid Receptor β2. AC-55649 has high selectivity, 99% for RARβ2 and 31% for RARβ1. When compared to the gold standard AM-580 (Cat. No A8843), both isoform receptors were 100%. AC-55649 has a potent EC50 of 6.9 μM compared to an EC50 of 7.7 μM for AM-580.

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