59662-49-6 Usage
Description
4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID is an organic compound with the molecular formula C22H26O2. It is characterized by its biphenyl structure and carboxylic acid functional group, which may contribute to its potential applications in various industries.
Uses
Used in Pharmaceutical Industry:
4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID is used as a RARβ2 receptor agonist for the development of treatments for type 2 diabetes and hepatic steatosis. Its agonistic activity on the RARβ2 receptor makes it a potential drug candidate in the field of metabolic disorders.
Used in Chemical Research:
4'-N-OCTYLBIPHENYL-4-CARBOXYLIC ACID may also be utilized in chemical research as a starting material or intermediate for the synthesis of more complex molecules with specific applications in various fields, such as materials science, pharmaceuticals, or agrochemicals. Its unique structure and functional groups can be exploited to create novel compounds with desired properties.
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.
Check Digit Verification of cas no
The CAS Registry Mumber 59662-49-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,6,6 and 2 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 59662-49:
(7*5)+(6*9)+(5*6)+(4*6)+(3*2)+(2*4)+(1*9)=166
166 % 10 = 6
So 59662-49-6 is a valid CAS Registry Number.
59662-49-6Relevant articles and documents
Improvement in Aqueous Solubility of Retinoic Acid Receptor (RAR) Agonists by Bending the Molecular Structure
Hiramatsu, Michiaki,Ichikawa, Yuki,Tomoshige, Shusuke,Makishima, Makoto,Muranaka, Atsuya,Uchiyama, Masanobu,Yamaguchi, Takao,Hashimoto, Yuichi,Ishikawa, Minoru
, p. 2210 - 2217 (2016)
Aqueous solubility is a key requirement for many functional molecules, e. g., drug candidates. Decrease of the partition coefficient (log P) by chemical modification, i.e., introduction of hydrophilic group(s) into molecules, is a classical strategy for improving aqueous solubility. We have been investigating alternative strategies for improving the aqueous solubility of pharmaceutical compounds by disrupting intermolecular interactions. Here, we show that introducing a bend into the molecular structure of retinoic acid receptor (RAR) agonists by changing the substitution pattern from para to meta or ortho dramatically enhances aqueous solubility by up to 890-fold. We found that meta analogs exhibit similar hydrophobicity to the parent para compound, and have lower melting points, supporting the idea that the increase of aqueous solubility was due to decreased intermolecular interactions in the solid state as a result of the structural changes.
COMPOUNDS WITH ACTIVITY AT RETINOIC ACID RECEPTORS
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Page/Page column 59, (2008/06/13)
Disclosed herein are novel compounds with activity at RARβ 2 receptors. Further disclosed are the use of such compounds for treatment of or to alleviate symptoms of cancer, neurological disorders such as memory deficits and schizophrenia, neurodegenerative disorders such as Parkinson's and Alzheimer's diseases, inflammatory disorders such as psoriasis and rheumatoid arthritis, eye disorders and depression.