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5-(Pyridin-3-yl)salicylic acid is a chemical compound with the molecular formula C12H9NO3. It is a derivative of salicylic acid, featuring a pyridine ring attached to the 5-position of the salicylic acid backbone. 5-(pyridin-3-yl)salicylic acid is known for its potential applications in medicinal chemistry, particularly as a building block for the synthesis of various pharmaceuticals and agrochemicals. It exhibits interesting biological activities and can be used in the development of new drugs targeting various diseases. The compound is characterized by its white crystalline appearance and is soluble in organic solvents. Its synthesis involves the reaction of 5-bromosalicylic acid with 3-aminopyridine, followed by hydrolysis to obtain the desired product. The compound's structure and properties make it a valuable intermediate in the synthesis of more complex molecules with potential therapeutic applications.

23380-76-9

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23380-76-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 23380-76-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,3,8 and 0 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 23380-76:
(7*2)+(6*3)+(5*3)+(4*8)+(3*0)+(2*7)+(1*6)=99
99 % 10 = 9
So 23380-76-9 is a valid CAS Registry Number.

23380-76-9Relevant academic research and scientific papers

Bi-aryl analogues of salicylic acids: Design, synthesis and sar study to ameliorate endoplasmic reticulum stress

Kim, Ye Eun,Kim, Dong Hwan,Choi, Ami,Jang, Seoul,Jeong, Kwiwan,Kim, Young-Mi,Nam, Tae-Gyu

, p. 3593 - 3604 (2021/08/30)

Introduction: Endoplasmic reticulum (ER) stress condition is characterized as the accu-mulation of misfolded or unfolded proteins in lumen of ER. This condition has been implicated in various diseases and pathologies including β-cell apoptosis, Alzheimer’s disease and atherosclerosis. We have reported that hydroxynaphthoic acids (HNA), naphtha-lene analogues of salicylic acid (SA), reduced ER stress. In this study, we explored structural modification to bi-aryl analogues of SA. Methods: Palladium-catalyzed cross-coupling was applied to synthesize bi-aryl analogues of SA. Anti-ER stress activity was monitored by using our cell-based assay system where ER stress is induced by tunicamycin. To monitor ER stress markers, ER stress was induced physiologically relevant palmitate system. Results: Many analogues decreased ER stress signal induced by tunicamycin. Compounds creating dihedral angle between Ar group and SA moiety generally increased the activity but gave some cytotoxicity to indicate the crucial role of flat conformation of aromatic region. The best compound (16e) showed up to almost 6-fold and 90-fold better activity than 3-HNA and tauro-ursodeoxycholic acid, positive controls, respectively. ER stress markers such as p-PERK and p-JNK were accordingly decreased in Western blotting upon treatment of 16e under palmitate-induced condition. Conclusion: Anti-ER stress activity and toxicity profile of bi-aryl analogues of SA could provide a novel platform for potential therapy for protein misfolding diseases.

N-ACYL ANTHRANILIC ACID DERIVATIVE OR SALT THEREOF

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Page/Page column 41, (2011/11/13)

An N-acyl anthranilic acid derivative represented by general formula (1) or a salt thereof is useful for prevention or treatment of diseases associated with excessive production of collagen. (In the formula, R1 represents a carboxyl group or the like; R2 represents a hydrogen atom or the like; R3 represents an optionally substituted aryl group or the like; X1 represents a carbonyl group; X2 represents a bonding hand; X3 represents a bonding hand; X4 represents a bonding hand or the like; and A represents an optionally substituted phenyl group or the like.)

Structural modifications of salicylates: Inhibitors of human CD81-receptor HCV-E2 interaction

Holzer, Marcel,Ziegler, Sigrid,Neugebauer, Alexander,Kronenberger, Bernd,Klein, Christian D.,Hartmann, Rolf W.

experimental part, p. 478 - 484 (2009/04/04)

Starting point of the present paper was the result of a virtual screening using the open conformation of the large extracellular loop (LEL) of the CD81-receptor (crystal structure: PDB-ID: 1G8Q). After benzyl salicylate had been experimentally validated to be a moderate inhibitor of the CD81-LEL-HCV-E2 interaction, further optimization was performed and heterocyclic-substituted benzyl salicylate derivatives were synthesized. The compounds were tested for their ability to inhibit the interaction of a fluorescence-labeled antibody to CD81-LEL using HUH7.5 cells. No compound showed an increase concerning the inhibition of the protein-protein interaction compared to benzyl salicylate.

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