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

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

Uses

Used in Pharmaceutical Industry:
5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE is used as a key intermediate in the synthesis of various pharmaceutical compounds due to its strong binding affinity to biological targets. This property makes it instrumental in the development of new drugs with specific therapeutic effects.
Used in Drug Discovery:
In the field of drug discovery, 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE is utilized as a valuable tool for identifying and optimizing potential drug candidates. Its ability to bind with high affinity to certain biological targets aids researchers in understanding the compound's interaction with these targets, thereby facilitating the design of more effective therapeutic agents.
Used in Antiviral and Antimicrobial Research:
5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE has been studied for its potential as an antiviral and antimicrobial agent. Its unique chemical structure allows it to target specific pathogens, making it a promising candidate for the development of new treatments against viral and bacterial infections.
Used in Chemical Synthesis:
As an important intermediate in chemical synthesis, 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE is employed in the production of other organic compounds. Its versatile chemical properties enable it to be a component in a wide range of synthetic processes, contributing to the creation of various chemical products.
Used in Environmental and Safety Protocols:
Due to the potential toxicity and environmental impact of 5-BROMO-[1,7]NAPHTHYRIDIN-8-YLAMINE, it is used in the development and implementation of safety protocols and guidelines for handling and disposal. These protocols ensure that the compound is managed responsibly, minimizing its potential harm to both human health and the environment.

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

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

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.

ALPHA, BETA-UNSATURATED AMIDE COMPOUND

An object of the present invention is to provide an α,β-unsaturated amide compound or a pharmaceutically acceptable salt or the like thereof having anticancer activity and the like. The α,β-unsaturated amide compound represented by the following formula (I) or a pharmaceutically acceptable salt or the like thereof has anticancer activity and the like: [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].

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].