19700-42-6

Usage

Uses

Used in Dye Manufacturing:
3-hydroxynaphthalene-1-carboxylic acid is used as a dyeing agent for its strong dyeing properties. It is particularly valuable in the production of dyes that require a robust coloration effect.
Used in Pigment Production:
In the pigment industry, 3-hydroxynaphthalene-1-carboxylic acid serves as a pigmenting agent, contributing to the creation of vibrant and long-lasting pigments for various applications.
Used in Biochemical Research:
3-hydroxynaphthalene-1-carboxylic acid is utilized as a research compound in biochemical studies, where its antioxidant properties are of particular interest. It aids in the investigation of various biological processes and potential applications in medicine and other fields.

InChI:InChI=1/C11H8O3/c12-8-5-7-3-1-2-4-9(7)10(6-8)11(13)14/h1-6,12H,(H,13,14)

Upstream product

• 23204-36-6 3-hydroxy-1,8-naphthalic acid anhydride 
• 81-84-5 1,8-Naphthalic anhydride 
• 4507-84-0 3-nitro-1-naphthoic acid 
• 3027-38-1 3-nitro-1,8-naphthalic anhydride 
• 134-54-3 4-aminonaphthalene-2-sulfonic acid 
• 32018-86-3 3-aminonaphthalene-1-carboxylic acid 

Downstream Products

• 103907-14-8 4-amino-3-hydroxy-1-naphthalenecarboxylic acid 
• 147397-60-2 3-methoxy-1-naphthoic acid 
• 134793-36-5 3(R,S)-(3-hydroxy-1-naphthoylamino)-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one 
• 21905-89-5 4-Carboxy-1,2-naphthochinon 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of regioisomers of 666-15 as inhibitors of CREB-mediated gene transcription

cAMP-response element binding protein (CREB) is a nuclear transcription factor that has been implicated in the pathogenesis and maintenance of various types of human cancers. Identification of small molecule inhibitors of CREB-mediated gene transcription has been pursued as a novel strategy for developing cancer therapeutics. We recently discovered a potent and cell-permeable CREB inhibitor called 666-15. 666-15 is a bisnaphthamide and has been shown to possess efficacious anti-breast cancer activity without toxicity in vivo. In this study, we designed and synthesized a series of analogs of 666-15 to probe the importance of regiochemistry in naphthalene ring B. Biological evaluations of these analogs demonstrated that the substitution pattern of the alkoxy and carboxamide in naphthalene ring B is very critical for maintaining potent CREB inhibition activity, suggesting that the unique bioactive conformation accessible in 666-15 is critically important.

The mercury-mediated decarboxylation (Pesci reaction) of naphthoic anhydrides investigated by microwave synthesis

The mercury-mediated decarboxylation (Pesci reaction) of several substituted naphthoic anhydrides has been investigated by microwave synthesis. A laboratory microwave reactor was found to be ideal for small-scale preparations of this slow reaction, reducing reaction times from typically four days to less than 1 h for the three-step process. The ionic reaction medium rapidly heated to high temperatures under microwave heating and could be efficiently maintained by low microwave power settings. Generation of stoichiometric CO2 was safely contained within the reaction tubes. A simplified reaction procedure has been developed. For substituted naphthoic anhydrides, 1H NMR analysis of the naphthoate ester derivatives indicated no change in the regioisomer ratio compared to previously reported thermal values.

Thrombopoietin mimetics

Non-peptide TPO mimetics are disclosed, as well as a method of treating thrombocytopenia, in a mammal, including a human, in need thereof, which comprises administering to such mammal an effective amount of a selected hydroxy-1-azo-naphthalene derivative.

N-(2-phenyl-4-piperidinybutyl)-5,6,7,8-tetrahydro-1-naphthalenecarboxamides and their use as neurokinin 1 (NK1) and/or neurokinin 2 (NK2) receptor antagonists

Compounds of formula (I), wherein R2is a 5,6,7,8-tetrahydronaphth-1-yl group which may be substituted (the remaining groups defined herein), and pharmaceutical compositions containing the compounds and methods of using the compounds in the treatment of a condition where antagonism of the NK1 and/or NK2 receptors is beneficial.

Hydrazinonaphthalene and azonaphthalene thrombopoietin mimics are nonpeptidyl promoters of megakaryocytopoiesis

High-throughput screening for the induction of a luciferase reporter gene in a thrombopoietin (TPO)-responsive cell line resulted in the identification of 4-diazo-3-hydroxy-1-naphthalene-sulfonic acids as TPO mimics. Modification of the core structure and adjustment of unwanted functionality resulted in the development of (5-oxo-1,5-dihydropyrazol-4-ylidene)hydrazines which exhibited efficacies equivalent to those of TPO in several cell-based assays designed to measure thrombopoietic activity. Furthermore, these compounds elicited biochemical responses in TPO-receptor-expressing cells similar to those in TPO itself, including kinase activation and protein phosphorylation. Potencies for the best compounds were high for such low molecular weight compounds (MW 50 values in the region of 1-20 nM.