4507-84-0

Usage

Uses

Used in Dye and Pigment Production:
3-Nitro-1-naphthoic acid is used as a precursor in the production of various dyes and pigments, leveraging its chemical properties to create a wide range of colorants for different industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-Nitro-1-naphthoic acid is utilized as a building block for the development of new drugs, contributing to the advancement of medicinal chemistry through its unique structural properties.
Used as a Reagent in Chemical Synthesis:
3-Nitro-1-naphthoic acid serves as a reagent in various chemical synthesis processes, facilitating the creation of new compounds and materials with diverse applications across multiple fields.

InChI:InChI=1/C11H7NO4/c13-11(14)10-6-8(12(15)16)5-7-3-1-2-4-9(7)10/h1-6H,(H,13,14)

Upstream product

• 13772-63-9 methyl 3-nitro-5,6,7,8-tetrahydro-1-naphthoate 
• 3027-38-1 3-nitro-1,8-naphthalic anhydride 
• 81-84-5 1,8-Naphthalic anhydride 
• 301337-46-2 8-bromo-3-nitro-[1]naphthoic acid 
• 108-88-3 toluene 
• 64-17-5 ethanol 
• 1016-17-7 3-Nitronaphthalene-1-carbonitrile 
• 7499-65-2 4-bromo-2-nitronaphthalene 

Downstream Products

• 32018-86-3 3-aminonaphthalene-1-carboxylic acid 
• 3229-86-5 3-nitro-1-naphthalenamine 
• 54978-07-3 3-nitro-1-naphthalenecarboxylic acid chloride 
• 88575-35-3 3-nitro-1-naphthalenecarboxamide 
• 91901-41-6 ethyl 3-nitro-1-naphthoate 
• 13772-63-9 methyl 3-nitro-5,6,7,8-tetrahydro-1-naphthoate 
• 37827-70-6 1-trifluoromethyl-3-nitronaphthalene 
• 675877-59-5 3,4-diamino-naphthalene-1-carboxylic acid 
• 894789-38-9 C₁₃H₁₂N₂O₄ 
• 255049-73-1 N-[(S)-2-(3,4-Dichlorophenyl)-4-[4-[2-trifluoromethylphenyl]-1-piperidinyl]butyl]-N-methyl-3-nitronaphthamide Citrate 
• 19700-42-6 3-hydroxy-1-naphthalenecarboxylic acid 
• 79996-92-2 (3-bromonaphthalen-1-yl)methanol 
• 16650-63-8 3-bromo-naphthalene-1-carboxylic acid methyl ester 
• 954410-06-1 [(2S)-1-{[1-(3-ethoxyphenyl)-2-(2-fluoro-4-methylphenyl)-1H-imidazol-4-yl]carbonyl}-4-(4-{[(triisopropylsilyl)oxy]methyl}-2-naphthyl)piperazin-2-yl]methyl acetate 

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.

Studies directed towards nonyl acridine orange analogues having the potential to act as FRET donors with the PDT drug Pc 4

A group of nonyl acridine orange analogues (NAO) was prepared which were designed to have the potential of possessing visible bands allowing them to act in cells as fluorescence resonance energy transfer (FRET) donors with the photodynamic therapy drug Pc 4. The existence of Pc 4-FRET with the analogues of NAO in MCF-7c3 cells was probed. The results suggest that NAO analogues giving strong FRET with Pc 4 in cells can be found.

Fluorescent chemosensor for chloroalkanes

Two structurally related macrocyclic amines with naphthalene groups are shown to act as fluorescent dosimeters for reactive chloroalkanes, including the common Industrial solvent dichloromethane. The macrocyclic structures contain two NH residues which greatly accelerate N-alkylation by activating the chloride leaving group. The chemical reaction increases fluorescence Intensity by promoting excimer emission and attenuating the quenching Induced by photoinduced electron transfer (PET).

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.

ENZYME MODULATORS AND TREATMENTS

Novel compounds and methods of using those compounds for the treatment of inflammatory conditions, hyperproliferative diseases, cancer, and diseases characterized by hypervascularization are provided. In a preferred embodiment, modulation of the activation state of p38 kinase protein ab1 kinase protein, bcr-ab1 kinase protein, braf kinase protein, VEGFR kinase protein, or PDGFR kinase protein comprises the step of contacting said kinase protein with the novel compounds.

Chemical modification of the naphthoyl 3-position of JWH-015: In search of a fluorescent probe to the cannabinoid CB2 receptor

In silico modelling was used to guide the positioning of the fluorescent dye NBD-F on the cannabinoid CB2 receptor agonist JWH-015. While the ultimate fluorescent conjugate lost extensive binding affinity to the cannabinoid CB2 receptor, affinity and efficacy studies on the naphthoyl 3-position modified precursor molecules have provided new insight into structure-activity relationships associated with this position.

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.

META-GUANIDINE, UREA, THIOUREA OR AZACYCLIC AMINO BENZOIC ACID DERIVATIVES AS INTEGRIN ANTAGONISTS

The present invention relates to a class of compounds represented by the Formula Ior a pharmaceutically acceptable salt thereof, whereinA ispharmaceutical compositions thereof and methods of using such compounds and compositions as alphavbeta3 antagonists.

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.