67967-14-0

Basic information

• Product Name: 5-BROMO-[1,7]NAPHTHYRIDIN-8-OL
• Synonyms: 5-Bromo-1,7-naphthyridin-8(7H)-one;5-BroMo-8-hydroxy-1,7-naphthyridine;5-BROMO-[1,7]NAPHTHYRIDIN-8-OL
• CAS NO: 67967-14-0
• Molecular Formula: C₈H₅BrN₂O
• Molecular Weight: 225.04
• Mol File: 67967-14-0.mol

Chemical Properties

• Melting Point: 333-335 °C(Solv: acetic acid (64-19-7); water (7732-18-5))
• Boiling Point: 455.087°C at 760 mmHg
• Flash Point: 229.028°C
• Appearance: /
• Density: 1.806g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.732
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.43±0.40(Predicted)
• CAS DataBase Reference: 5-BROMO-[1,7]NAPHTHYRIDIN-8-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-[1,7]NAPHTHYRIDIN-8-OL(67967-14-0)
• EPA Substance Registry System: 5-BROMO-[1,7]NAPHTHYRIDIN-8-OL(67967-14-0)

Safety Data

• Hazardous Substances Data: 67967-14-0(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
5-Bromo-[1,7]naphthyridin-8-ol is utilized as a key intermediate in the synthesis of biologically active molecules. Its unique structure allows for the development of new pharmaceuticals with potential therapeutic applications.
Used in Drug Development:
In the pharmaceutical industry, 5-Bromo-[1,7]naphthyridin-8-ol serves as a building block for designing and creating novel drugs. Its chemical properties enable the exploration of new drug candidates with improved efficacy and selectivity.
Used in Research and Development:
5-Bromo-[1,7]naphthyridin-8-ol is employed as a research tool in academic and industrial laboratories. It aids scientists in understanding complex biological processes and interactions, contributing to the advancement of knowledge in various fields of study.
Used in Chemical Synthesis:
As a naphthyridine derivative, 5-Bromo-[1,7]naphthyridin-8-ol is used in the synthesis of various chemical compounds. Its presence in the molecular structure can impart specific properties to the final product, making it a versatile component in chemical manufacturing.
Used in Biochemical Studies:
5-Bromo-[1,7]naphthyridin-8-ol is applied in biochemical research to probe the mechanisms of action of biologically relevant molecules. Its incorporation into experimental designs can provide insights into the structure-activity relationships of potential drug candidates and other bioactive compounds.

InChI:InChI=1/C8H5BrN2O/c9-6-4-11-8(12)7-5(6)2-1-3-10-7/h1-4H,(H,11,12)

Upstream product

• 67967-11-7 1,7-naphthyridinyl-8(7H)-one 

Downstream Products

• 1449278-36-7 8-amino-N-(azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide trifluoroacetate 
• 1449276-89-4 8-amino-N-(1-(1,1-dioxidothiomorpholine-4-carbonyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide 
• 1449276-90-7 8-amino-2-(3-fluorophenyl)-N-(1-(2-hydroxypropanoyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-91-8 8-amino-2-(3-fluorophenyl)-N-(1-(oxetane-3-carbonyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-92-9 8-amino-2-(3-fluorophenyl)-N-(1-(methylsulfonyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-93-0 8-amino-N-(1-(N,N-dimethylsulfamoyl)azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide 
• 1449276-94-1 8-amino-2-(3-fluorophenyl)-N-(1-(2-morpholinoacetyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-95-2 8-amino-2-(3-fluorophenyl)-N-(1-sulfamoylazetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-96-3 8-amino-2-(3-fluorophenyl)-N-(1-(2,2,2-trifluoroethyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449278-35-6 8-amino-N-(azetidin-3-yl)-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide 
• 1449276-97-4 8-amino-2-(3-fluorophenyl)-N-(1-((trifluoromethyl)sulfonyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-98-5 (R)-8-amino-2-(3-fluorophenyl)-N-(1-(2-hydroxypropanoyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449276-99-6 (S)-8-amino-2-(3-fluorophenyl)-N-(1-(2-hydroxypropanoyl)azetidin-3-yl)-1,7-naphthyridine-5-carboxamide 
• 1449277-00-2 N-(1-acetylazetidin-3-yl)-8-amino-2-(3-fluorophenyl)-1,7-naphthyridine-5-carboxamide 

Relevant articles and documents

Structure-based design, synthesis and biological evaluation of a novel series of isoquinolone and pyrazolo[4,3-c]pyridine inhibitors of fascin 1 as potential anti-metastatic agents

Fascin is an actin binding and bundling protein that is not expressed in normal epithelial tissues but overexpressed in a variety of invasive epithelial tumors. It has a critical role in cancer cell metastasis by promoting cell migration and invasion. Here we report the crystal structures of fascin in complex with a series of novel and potent inhibitors. Structure-based elaboration of these compounds enabled the development of a series with nanomolar affinities for fascin, good physicochemical properties and the ability to inhibit fascin-mediated bundling of filamentous actin. These compounds provide promising starting points for fascin-targeted anti-metastatic therapies.