139366-35-1

Basic information

• Product Name: 8-BROMO-5-NITROQUINOLINE
• Synonyms: 8-BROMO-5-NITROQUINOLINE
• CAS NO: 139366-35-1
• Molecular Formula: C₉H₅BrN₂O₂
• Molecular Weight: 253.1
• EINECS: -0
• Mol File: 139366-35-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 136-137 °C
• Boiling Point: 370.5±27.0 °C(Predicted)
• Appearance: /
• Density: 1.747±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.16±0.29(Predicted)
• CAS DataBase Reference: 8-BROMO-5-NITROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-BROMO-5-NITROQUINOLINE(139366-35-1)
• EPA Substance Registry System: 8-BROMO-5-NITROQUINOLINE(139366-35-1)

Safety Data

• Hazardous Substances Data: 139366-35-1(Hazardous Substances Data)

Usage

General Description

8-Bromo-5-nitroquinoline is a chemical compound that belongs to the class of organic compounds known as nitroquinolines and derivatives. These are compounds containing a quinoline moiety which bears a nitro group. It is characterized by two key functional groups, bromine (Br) attached at position 8 of the quinoline ring and a nitro group (-NO2) at position 5. 8-Bromo-5-nitroquinoline appears as a crystalline solid and is possibly useful for organic synthesis in scientific research. However, specifics about its characteristics, uses, or safety measures can vary and individuals should refer to its product information sheet or other reputable resources for detailed information.

Upstream product

• 10403-47-1 2-bromo 5-nitroaniline 
• 56-81-5 glycerol 
• 16567-18-3 8-bromoquinoline 

Downstream Products

• 142315-99-9 5-nitro-8-piperidino-quinoline 
• 116632-58-7 8-bromo-5-aminoquinoline 
• 205046-59-9 8-cyano-5-nitroquinoline 

Relevant articles and documents

Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts

The enantioselective syntheses of axially chiral heterobiaryls were accomplished through the aromatic electrophilic halogenation of 3-(quinolin-8-yl)phenols with bifunctional organocatalysts that control the molecular conformations during successive halogenations. Axially chiral quinoline derivatives, which have rarely been synthesized in an enantioselective catalytic manner, were afforded in moderate-to-good enantioselectivities through bromination, and an analogous protocol also enabled enantioselective iodination. In addition, this catalytic reaction, which allows enantioselective control through the use of mono-ortho-substituted substrates, allowed the asymmetric synthesis of 8-arylquinoline derivatives bearing two different halogen groups in high enantioselectivities.

Synthesis of 8-heteroaryl nitroxoline analogues via one-pot sequential Pd-catalyzed coupling reactions

A series of 8-heteroaryl substituted quinolines were prepared, either by direct C-H arylation of five-membered heteroarenes, or Pd-catalyzed coupling of organoboron reagents with bromoquinolines. The use of (benzo)thiophenyl or (benzo)furanyl boron coupling partners allowed further C-H functionalization on the five-membered heteroaryl ring with aryl bromides in one flask to access a variety of polyconjugated molecular architectures. The developed methodology represents a simple approach towards 8-arylated analogues of the biologically interesting nitroxoline core.

Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function

Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.