23443-25-6

Basic information

• Product Name: 4-Hydroxy-6-methoxy-1,5-naphthyridine
• Synonyms: 4-Hydroxy-6-methoxy-1,5-naphthyridine;6-Methoxy-[1,5]-naphthyridin-4-ol
• CAS NO: 23443-25-6
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.17202
• Mol File: 23443-25-6.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 339.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.330±0.06 g/cm3(Predicted)
• PKA: 3.47±0.40(Predicted)
• CAS DataBase Reference: 4-Hydroxy-6-methoxy-1,5-naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-6-methoxy-1,5-naphthyridine(23443-25-6)
• EPA Substance Registry System: 4-Hydroxy-6-methoxy-1,5-naphthyridine(23443-25-6)

Safety Data

• Hazardous Substances Data: 23443-25-6(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-6-methoxy-1,5-naphthyridine is a chemical compound with the molecular formula C11H9NO3. It is a naphthyridine derivative with a hydroxy group at the 4 position and a methoxy group at the 6 position on the naphthyridine ring. 4-Hydroxy-6-methoxy-1,5-naphthyridine has potential pharmacological activity and has been studied for its potential antimalarial and antibacterial properties. It is also being investigated for its potential as a fluorescent probe for detecting DNA. Additionally, it is used in pharmaceutical research and in the development of new therapeutic agents.

Upstream product

• 6628-77-9 6-methoxy-pyridin-3-ylamine 
• 922-67-8 propynoic acid methyl ester 
• 2033-24-1 cycl-isopropylidene malonate 
• 101-84-8 diphenylether 
• 1242446-41-8 (E)-methyl 3-(6-methoxypyridin-3-ylamin)acrylate 
• 405937-76-0 C₁₀H₁₂N₂O₃ 
• 53241-85-3 6-methoxy-4-oxo-1,4-dihydro-[1,5]naphthyridine-3-carboxylic acid 
• 25063-69-8 5-[[(6-methoxypyridin-3-yl)amino]methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 577771-12-1 C₁₀H₁₀N₂O₃ 

Downstream Products

• 249889-68-7 8-chloro-2-methoxy-1,5-naphthyridine 
• 1073495-87-0 3-chloro-6-methoxy-1,5-naphthyridin-4-ol 
• 952059-87-9 methyl 2-[3-methoxy-5-(6-methoxy-1,5-naphthyridin-4-yloxy)pyridin-2-yl]acetate 
• 959615-84-0 2-(2-oxo-1,5-naphthyridin-1(2H)-yl)acetaldehyde 
• 1173897-77-2 C₁₁H₁₂N₂O₃ 
• 10261-82-2 1,5-naphthyridin-2(1H)-one 

Relevant articles and documents

Identification, Characterization, and Optimization of 2,8-Disubstituted-1,5-naphthyridines as Novel Plasmodium falciparum Phosphatidylinositol-4-kinase Inhibitors with in Vivo Efficacy in a Humanized Mouse Model of Malaria

A novel 2,8-disubstituted-1,5-naphthyridine hit compound stemming from the open access Medicines for Malaria Venture Pathogen Box formed a basis for a hit-to-lead medicinal chemistry program. Structure-activity relationship investigations resulted in compounds with potent antiplasmodial activity against both chloroquine sensitive (NF54) and multidrug resistant (K1) strains of the human malaria parasite Plasmodium falciparum. In the humanized P. falciparum mouse efficacy model, one of the frontrunner compounds showed in vivo efficacy at an oral dose of 4 × 50 mg·kg-1. In vitro mode-of-action studies revealed Plasmodium falciparum phosphatidylinositol-4-kinase as the target.

Process for Manufacturing a Naphthyridine Derivative

The invention relates to a process and synthetic intermediates that can be used for manufacturing the compound of formula (1-6) which is a synthetic intermediate useful in the preparation of antibiotic compounds.

Aurora Kinase Modulators and Method of Use

The present invention relates to chemical compounds having a general formula I wherein A1-8, D′, L1, L2, R1, R6-8 and n are defined herein, and synthetic intermediates, which are capable of modulating various protein kinase receptor enzymes and, thereby, influencing various disease states and conditions related to the activities of such kinases. For example, the compounds are capable of modulating Aurora kinase thereby influencing the process of cell cycle and cell proliferation to treat cancer and cancer-related diseases. The invention also includes pharmaceutical compositions, including the compounds, and methods of treating disease states related to the activity of Aurora kinase.