132292-17-2 Usage
Description
6-(4-Methoxyphenyl)-2-naphthalenecarboxylic acid is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and chemicals. It is characterized by its molecular structure, which includes a naphthalene ring and a methoxyphenyl group, providing it with unique chemical properties and reactivity.
Uses
Used in Pharmaceutical Industry:
6-(4-Methoxyphenyl)-2-naphthalenecarboxylic acid is used as a reactant for the synthesis of Adapalene (A225000), a retinoid that selectively targets retinoic acid receptor (RAR) subtypes β and γ. Adapalene is widely used in the treatment of acne due to its ability to regulate skin cell turnover, reduce inflammation, and promote the healing of acne lesions.
In the synthesis of Adapalene, 6-(4-Methoxyphenyl)-2-naphthalenecarboxylic acid plays a crucial role as it forms the backbone of the molecule, allowing for the selective targeting of specific RAR subtypes. This selective action contributes to the effectiveness of Adapalene in treating acne while minimizing potential side effects associated with non-selective retinoids.
Additionally, 6-(4-Methoxyphenyl)-2-naphthalenecarboxylic acid may have potential applications in other industries, such as in the development of new materials or chemicals, due to its unique chemical properties.
Check Digit Verification of cas no
The CAS Registry Mumber 132292-17-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,2,9 and 2 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 132292-17:
(8*1)+(7*3)+(6*2)+(5*2)+(4*9)+(3*2)+(2*1)+(1*7)=102
102 % 10 = 2
So 132292-17-2 is a valid CAS Registry Number.
132292-17-2Relevant articles and documents
New synthesis of 6[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid and evaluation of the influence of adamantyl group on the DNA binding of a naphthoic retinoid
Milanese, Alberto,Gorincioi, Elena,Rajabi, Mehdi,Vistoli, Giulio,Santaniello, Enzo
, p. 151 - 158 (2011/11/07)
6[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic acid (Adapalene), a synthetic aromatic retinoid specific for RARβ and RARγ receptors, has been prepared utilizing a Pd/C-mediated Suzuki coupling between 6-bromo-2-naphthoic acid and 4-methoxyphenyl boronic acid, followed by introduction of an adamantyl group in the position 3 of the formed 6-(4-methoxyphenyl)-2-naphthoic acid. The interaction of 6-(4-methoxyphenyl)-2- naphthoic acid/ethyl ester and the 3-adamantyl analogs with DNA was studied in aqueous solution at physiological conditions by UV-vis spectroscopy. The calculated binding constants Kligand-DNA ranged between 1.1 × 104 M-1 and 1.1 × 105 M-1, the higher values corresponding to those of the adamantylated compounds. Molecular modeling studies have emphasized that the intercalative binding of adapalene and its derivatives to DNA is mainly stabilized by hydrophobic interactions related to the presence of the adamantyl group.
Naphthalene compounds
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, (2008/06/13)
A compound represented by the formula: STR1 and a compound represented by the formula: STR2 wherein R is C1 -C3 alkyl or C1 -C3 alkoxy, which is an intermediate for producing the above compound (1) are disclosed.
