129686-16-4

Basic information

• Product Name: 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one
• Synonyms: 6-BROMO-3,4-DIHYDRO-1H-[1,8]NAPHTHYRIDIN-2-ONE;6-BROMO-3,4-DIHYDRO-1,8-NAPHTHYRIDIN-2(1H)-ONE;6-Bromo-3,4-dihydro-1,8-naphthyridin-2(1H)-on;6-Bromo-3,4-dihydro-1H-[1,8]naphthyrid-2-one;6-broMo-1,2,3,4-tetrahydro-1,8-naphthyridin-2-one;6-bioMo-3,4-dihydro-1H-[1,8]naphthyridin-2-one;1,8-Naphthyridin-2(1H)-one,6-broMo-3,4-dihydro-;6-Bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine
• CAS NO: 129686-16-4
• Molecular Formula: C₈H₇BrN₂O
• Molecular Weight: 227.06
• EINECS: 251-156-6
• Product Categories: Aromatics Compounds;pyridine;Aromatics;Heterocycles
• Mol File: 129686-16-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 265-267°C
• Boiling Point: 398.2 °C at 760 mmHg
• Flash Point: 194.625 °C
• Appearance: Off- white to yellow solid
• Density: 1.643 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility: DMSO
• PKA: 2.69±0.20(Predicted)
• CAS DataBase Reference: 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one(129686-16-4)
• EPA Substance Registry System: 6-Bromo-3,4-dihydro-1H-[1,8]naphthyridin-2-one(129686-16-4)

Safety Data

• Hazardous Substances Data: 129686-16-4(Hazardous Substances Data)

Usage

Chemical Properties

Off- White to Yellow Solid

InChI:InChI=1/C8H7BrN2O/c9-6-3-5-1-2-7(12)11-8(5)10-4-6/h3-4H,1-2H2,(H,10,11,12)

Upstream product

• 1443988-87-1 C₉H₁₁BrN₂O₂ 
• 912760-74-8 C₉H₉BrN₂O₂ 
• 1439929-76-6 C₁₄H₁₇BrN₂O₃ 
• 182344-63-4 N-(5-bromo-pyridin-2-yl)-2,2-dimethyl-propionamide 
• 1072-97-5 5-bromo-2-pyridylamine 
• 443956-55-6 (2-amino-5-bromopyridine-3-yl)methanol hydrobromide 
• 335031-01-1 2-amino-5-bromo-3-(hydroxymethyl)pyridine 
• 335033-38-0 2-amino-5-bromo-3-(bromomethyl)pyridine hydrobromide 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 
• 23612-57-9 (2-amino-3-pyridinyl)methanol 
• 335031-10-2 6-bromo-2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxylic acid methyl ester 

Downstream Products

• 527758-08-3 (E)-3-(7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-3-yl)acrylic acid 
• 1023813-80-0 6-bromo-1,2,3,4-tetrahydro-[1,8]naphthyridine 
• 1309205-56-8 6-{(1E)-3-[4-hydroxy-4-phenylpiperidin-1-yl]-3-oxoprop-1-en-1-yl}-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1309205-40-0 6-[(1E)-3-{[4-(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1309205-42-2 (E)-6-(3-oxo-3-(3-phenoxyazetidin-1-yl)prop-1-en-1-yl)-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1309205-45-5 6-[(1E)-3-oxo-3-(2-phenylpyrrolidin-1-yl)prop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1309205-47-7 6-[(1E)-3-{[3-(4-fluorophenoxy)methyl]piperidin-1-yl}-3-oxoprop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1309205-48-8 6-[(1E)-3-oxo-3-(3-phenoxypyrrolidin-1-yl)prop-1-en-1-yl]-3,4-dihydro-1,8-naphthyridin-2(1H)-one 
• 1422423-88-8 C₂₃H₂₃N₃O₂ 
• 1422423-97-9 C₂₄H₂₅N₃O₃ 
• 1422423-98-0 C₂₂H₂₄N₄O₂ 
• 1422424-14-3 C₂₄H₂₄FN₃O₃ 
• 1422424-15-4 C₂₄H₂₇N₃O₂ 
• 1422444-24-3 C₂₃H₂₃N₃O₃ 

Relevant articles and documents

Novel method for synthesizing 6-bromine-3,4-dihydro-1H-[1,8] naphthyridine-2-ketone

The invention discloses a novel method for synthesizing 6-bromine-3,4-dihydro-1H-[1,8] naphthyridine-2-ketone and relates to the field of chemical synthesis. The method comprises the following steps:by using a four-step synthesis method, performing hydrogen substitution on a benzene ring on 2-amino-3-hydroxymethylpyridine by using bromine so as to generate 2-amino-3-hydroxymethyl-5-bromopyridine;substituting hydroxyl in the 2-amino-3-hydroxymethyl-5-bromopyridine by using chlorine in thionyl chloride so as to generate 2-amino-3-methyl chloride-5-bromopyridine hydrochloride; carrying out an annulation reaction of the 2-amino-3-methyl chloride-5-bromopyridine hydrochloride by using diethyl malonate so as to generate 6-bromine-3-nonanoic acid-ethyl ester-1,2,3,5-tetrahydro-1,8-naphthyridine-2-ketone; finally, under an alkali condition, removing carboxylic acid carbethoxy from the 6-bromine-3-nonanoic acid-ethyl ester-1,2,3,5-tetrahydro-1,8-naphthyridine-2-ketone, thereby obtaining a final product, namely 6-bromine-3,4-dihydro-1H-[1,8] naphthyridine-2-ketone. The method is low in raw material cost, simple in synthesis process, not harsh in reaction condition, safe and convenient to operate, high in final product yield, and applicable to large-scale industrial production.

ALKENYL COMPOUNDS AND METHODS OF USE

The present invention provides novel substituted alkenyl compounds, pharmaceutical acceptable salts and formulations thereof useful in modulating the protein tyrosine kinase activity, and in modulating cellular activities such as proliferation, differentiation, apoptosis, migration and invasion. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of hyperproliferative disorders in mammals, especially humans.

SUBSTITUTED PYRIDINE DERIVATIVES AS FABI INHIBITORS

The present invention provides substituted pyridine derivatives of formula (I), which may be therapeutically useful as as anti-bacterial agents, more particulalrly FabI inhibitors. Formula(I) in which R1 to R5 and L have the meanings given in the specification, and pharmaceutically acceptable salts thereof that are useful in the treatment and prevention in diseases or disorder, in particular their use in diseases or disorder where there is an advantage anti-bacterial agents, more particularly FabI inhibitors. The present invention also provides methods for synthesizing and administering the FabI inhibitor compounds. The present invention also provides pharmaceutical formulations comprising at least one of the FabI inhibitor compounds together with a pharmaceutically acceptable carrier, diluent or excipient therefor.