3964-04-3

Basic information

• Product Name: 4-Bromoquinoline
• Synonyms: 4-BROMOQUINOLINE;4-Bromopuinoline;4-BROMOQUINOLINE,97%;4-Bromoquinoline 3964-4-3;4-Bromoquinoline ,98%;4-BroMoquinoline, 95+%;Quinoline, 4-bromo-
• CAS NO: 3964-04-3
• Molecular Formula: C₉H₆BrN
• Molecular Weight: 208.05
• EINECS: -0
• Product Categories: Halides;Quinolines, Isoquinolines & Quinoxalines;Quinoline&Isoquinoline;Quinoline Derivertives;Organohalides;Quinoline;Quinolines, Isoquinolines & Quinoxalines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Quinolines;QuinolinesHeterocyclic Building Blocks
• Mol File: 3964-04-3.mol
• Article Data: 9

Chemical Properties

• Melting Point: 29-34 °C
• Boiling Point: 270 C
• Flash Point: >110℃
• Appearance: /
• Density: 1.565 g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.674
• Storage Temp.: 2-8°C
• PKA: 3.39±0.13(Predicted)
• CAS DataBase Reference: 4-Bromoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromoquinoline(3964-04-3)
• EPA Substance Registry System: 4-Bromoquinoline(3964-04-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 3964-04-3(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow solid

Uses

4-Bromoquinoline is used to prepare bone morphogenetic protein (BMP) signaling inhibitors. It is also used to synthesize novel azalides derived from 16-membered macrolides.

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 2232, 2007 DOI: 10.1021/jo062168u

InChI:InChI=1/C9H6BrN/c10-8-5-6-11-9-4-2-1-3-7(8)9/h1-6H

Upstream product

• 56-57-5 4-nitroquinoline-N-oxide 
• 91-22-5 quinoline 
• 1613-37-2 Quinoline N-oxide 
• 62-53-3 aniline 
• 611-36-9 quinolin-4-ol 
• 578-68-7 4-aminoquinoline 
• 10035-10-6 hydrogen bromide 
• 7789-60-8 phosphorus tribromide 
• 141-78-6 ethyl acetate 
• 7664-93-9 sulfuric acid 
• 22614-98-8 4-bromoquinoline-N-oxide 
• 529-37-3 4(1H)-quinolinone 

Downstream Products

• 41320-96-1 3,4-dibromoquinoline 
• 486-74-8 4-quinolinic acid 
• 115010-42-9 4-Bromo-3-((E)-3-phenyl-allyl)-quinoline 
• 115010-38-3 4-sec-Butyl-3-((E)-3-phenyl-allyl)-quinoline 
• 115010-37-2 4-Ethyl-3-((E)-3-phenyl-allyl)-quinoline 
• 115022-01-0 4-Butyl-3-((E)-3-phenyl-allyl)-quinoline 
• 115010-41-8 4-Bromo-3-cyclohex-2-enyl-quinoline 
• 115010-36-1 4-sec-Butyl-3-cyclohex-2-enyl-quinoline 
• 115010-34-9 3-Cyclohex-2-enyl-4-ethyl-quinoline 
• 115010-35-0 4-Butyl-3-cyclohex-2-enyl-quinoline 
• 16560-43-3 4-iodoquinoline 
• 302357-89-7 4-(p-tolyl)quinoline 
• 20146-26-3 4-phenylthioisoquinoline 
• 607-31-8 4-methoxyquinoline 

Relevant articles and documents

Synthesis method of imiquimod intermediate

The invention discloses a synthesis method of an imiquimod intermediate, the synthesis method comprises the following steps: step 1, under the condition of a catalyst, heating quinoline and NBS in a solvent for reaction to obtain a compound 2; step 2, in the solvent, mixing the compound 2 with isobutylamine, adding a catalyst, and carrying out a heating reaction to obtain a compound 3; step 3, heating the compound 3 and NBS in the solvent for reaction to obtain a compound 4; step 4, in the first stage, the compound 4 and formamide are subjected to a heating reaction under the action of the catalyst; and in the second stage, hydrochloric acid is used for treatment to obtain a compound 1. Compared with the prior art, the method has the advantages of low price of initial raw materials, simple reaction operation in each step, high yield, less three wastes and high production efficiency.

Direct enantioselective vinylogous Mannich-type reactions of acyclic enals: New experimental insights into the E/Z-dilemma

The direct heterofunctionalization of acyclic α,β-unsaturated aldehydes with N-acylquinolinium ions contemplating the formation of two stereocentres is studied using dienamine catalysis. This work gives some new experimental insights on the remote stereocontrol in dienamine catalysis using unbiased aliphatic systems and large electrophiles, pointing to a (Z)-preference of the reactive configuration of the second double bond.

SUBSTITUTED ACETYLENE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR4

The present invention relates to novel acetylene derivatives as positive allosteric modulators for modulating metabotropic glutamate receptor subtype 4 (mGluR4) and/or altering glutamate level or glutamatergic signalling.