67967-17-3

Basic information

• Product Name: 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE
• Synonyms: 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE;8-Amino-5-bromo-1,7-naphthyridine;1,7-Naphthyridin-8-amine, 5-bromo-;5-BroMo-1,7-naphthyridin-8-aMine
• CAS NO: 67967-17-3
• Molecular Formula: C₈H₆BrN₃
• Molecular Weight: 224.06
• Mol File: 67967-17-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 220-221 °C(Solv: ethanol (64-17-5))
• Boiling Point: 360.106°C at 760 mmHg
• Flash Point: 171.586°C
• Appearance: /
• Density: 1.744g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.747
• Storage Temp.: 2-8°C
• PKA: 3.92±0.30(Predicted)
• CAS DataBase Reference: 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE(67967-17-3)
• EPA Substance Registry System: 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE(67967-17-3)

Safety Data

• Hazardous Substances Data: 67967-17-3(Hazardous Substances Data)

Usage

General Description

5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE is a chemical compound with the molecular formula C12H8BrN3. It is a brominated derivative of naphthyridine and is commonly used in various chemical and pharmaceutical applications. 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE is known for its strong binding affinity to certain biological targets, making it a valuable tool in drug discovery and development. Additionally, it has been studied for its potential as an antiviral and antimicrobial agent. Its unique chemical structure and properties make it an important intermediate for the synthesis of other organic compounds. However, due to its potential toxicity and environmental impact, proper handling and disposal protocols should be followed when working with this chemical.

InChI:InChI=1/C8H6BrN3/c9-6-4-12-8(10)7-5(6)2-1-3-11-7/h1-4H,(H2,10,12)

Upstream product

• 17965-82-1 8-amino-1,7-naphthyridine 
• 452-58-4 2,3-Diaminopyridine 
• 67967-19-5 5,8-dibromo-1,7-naphthyridine 

Downstream Products

• 909649-06-5 5-bromo-8-chloro-[1,7]naphthyridine 

Relevant articles and documents

Use of High-Throughput Tools for Telescoped Continuous Flow Synthesis of an Alkynylnaphthyridine Anticancer Agent, HSN608

Developing continuous syntheses of lead compounds to support in vivo studies and preclinical evaluation remains an underdeveloped area. We report a telescoped continuous flow synthesis of an alkynylnaphthyridine lead compound for the treatment of FLT3 mutations in acute myeloid leukemia. Different strategies were used to develop the route, including Design of Experiments (DoE), high-throughput experimentation (HTE), and application of desorption electrospray ionization mass spectrometry (DESI-MS) to optimize and telescope the amidation and Sonogashira couplings to prepare the target compound, HSN608, a potent FLT3 inhibitor. Findings from these statistical design and automation studies helped streamline our workflow to achieve 10-fold and 5-fold reductions in the catalyst and cocatalyst loadings, respectively, in the synthesis. The application of high-throughput tools combined with a telescoped continuous synthesis method enabled an efficient and safe synthesis of this lead compound using the hazardous coupling reagent HATU while minimizing byproduct formation.

a, ? UNSATURATED AMIDE COMPOUND

The present invention provides an α,β-unsaturated amide compound or a pharmaceutically acceptable salt or the like thereof having anticancer activity and the like represented by the following formula (I): [wherein, "A" represents optionally substituted heterocyclic diyl, R1 represents hydrogen atom or optionally substituted lower alkyl, R2 represents optionally substituted aryl, optionally substituted cycloalkyl, optionally substituted aliphatic heterocyclic group or optionally substituted aromatic heterocyclic group, X represents -O-, -S-, -SO2-, -NRX1- (wherein, RX1 represents hydrogen atom or lower alkyl), -CHRX2- (wherein, RX2 represents hydrogen atom or hydroxy), -CH=CH-, -CO- or -NH-CO-, and n1 and n2 are the same or different, and each represents 0 or 1].