50488-44-3

Basic information

• Product Name: 4-BROMO-2-METHYLQUINOLINE
• Synonyms: 4-BROMO-2-METHYLQUINOLINE;2-Methyl-4-broMoquinoline;4-Bromoquinaldine
• CAS NO: 50488-44-3
• Molecular Formula: C₁₀H₈BrN
• Molecular Weight: 222.08122
• EINECS: -0
• Mol File: 50488-44-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 88-90℃ (1 Torr)
• Flash Point: 135.635 °C
• Appearance: /
• Density: 1.488 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.654
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 4.21±0.50(Predicted)
• CAS DataBase Reference: 4-BROMO-2-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2-METHYLQUINOLINE(50488-44-3)
• EPA Substance Registry System: 4-BROMO-2-METHYLQUINOLINE(50488-44-3)

Safety Data

• Hazardous Substances Data: 50488-44-3(Hazardous Substances Data)

Usage

Description

4-Bromo-2-methylquinoline is a chemical compound belonging to the quinoline family, characterized by the molecular formula C10H8BrN. It features a quinoline ring with a bromine atom and a methyl group attached, endowing it with unique structural and functional properties. 4-Bromo-2-methylquinoline is recognized for its potential biological activities and has been extensively studied for its antimicrobial, antifungal, and anticancer properties. Additionally, it serves as a valuable building block in organic synthesis and pharmaceutical research, as well as a reagent in various chemical reactions, making it a versatile component in both scientific research and industrial applications.

Uses

Used in Pharmaceutical Research:
4-Bromo-2-methylquinoline is used as a building block for the development of new pharmaceutical compounds due to its potential biological activities. Its unique structure allows for the creation of novel drugs with improved therapeutic properties.
Used in Organic Synthesis:
As a key intermediate in organic synthesis, 4-Bromo-2-methylquinoline is used to construct complex organic molecules. Its reactivity and structural features make it a valuable component in the synthesis of various organic compounds.
Used in Antimicrobial Applications:
4-Bromo-2-methylquinoline is used as an antimicrobial agent for its ability to inhibit the growth of certain microorganisms. Its potential applications include the development of new antibiotics and antifungal agents to combat drug-resistant infections.
Used in Anticancer Research:
4-Bromo-2-methylquinoline is used as a potential anticancer agent, with ongoing research exploring its effects on various types of cancer. Its unique structure and biological activities make it a promising candidate for the development of novel cancer therapies.
Used in Chemical Reactions:
4-Bromo-2-methylquinoline serves as a reagent in various chemical reactions, taking advantage of its unique structural features to facilitate specific transformations and syntheses. This versatility makes it a valuable tool in the field of chemistry.

InChI:InChI=1/C10H8BrN/c1-7-6-9(11)8-4-2-3-5-10(8)12-7/h2-6H,1H3

Upstream product

• 607-67-0 4-hydroxy-2-methylquinoline 
• 607-66-9 4-methylquinolin-2-ol 
• 7789-59-5 phosphorus(V) oxybromide 
• 62-53-3 aniline 
• 1076-28-4 2-methylquinoline N-oxide 

Downstream Products

• 461665-75-8 methyl 4-[hydroxy(2-methyl-4-quinolinyl)methyl]benzoate 
• 477585-40-3 4-(2-methyl-4-quinolinyl)benzoic acid 
• 6628-04-2 4-amino-2-methylquinoline 
• 91-63-4 2-methylquinoline 
• 5470-96-2 quinoline 2-carbaldehyde 
• 6287-63-4 3-(quinolin-2-yl)prop-2-enoic acid 
• 13235-12-6 4-bromo-2-methylquinolin-3-ol 
• 1345515-22-1 2-methyl-3-hydroxy-4-acetylquinoline 
• 28615-70-5 4-bromoquinoline-2-carbaldehyde 
• 6760-22-1 2-methylquinoline-4-carboxaldehyde 
• 936491-30-4 4-[4-(2-methyl-quinolin-4-ylmethyl)-benzoylamino]-tetrahydro-pyran-3-carboxylic acid methyl ester 
• 461665-76-9 methyl 4-{(2-methyl-4-quinolinyl)[(methylsulfonyl)oxy]methyl}benzoate 
• 461665-78-1 4-[(2-methyl-4-quinolinyl)methyl]benzoic acid 
• 461665-77-0 methyl 4-[(2-methyl-4-quinolinyl)methyl]benzoate 

Relevant articles and documents

CARBOXY SUBSTITUTED (HETERO) AROMATIC RING DERIVATIVES AND PREPARATION METHOD AND USES THEREOF

Carboxy-substituted (hetero)aryl derivatives, pharmaceutical compositions comprising these compounds, and methods of preparing such compounds and compositions are provided. The compounds or compositions are useful in inhibiting xanthine oxidase and urate anion transporter 1, and also can be used in the treatment or prevention of diseases associated with high blood uric acid level in mammals, especially humans.

Design, synthesis and biological evaluation of 2-substituted quinolines as potential antileishmanial agents

An analogous library of 2-substituted quinoline compounds was synthesized with the aim to identify a potential drug candidate to treat visceral leishmaniasis. These molecules were tested for their in vitro and in vivo biological activity against Leishmania donovani. Metabolic stability of these compounds was also improved through the introduction of halogen substituents. Compound (26g), found to be the most active; exhibited an IC50 value of 0.2 μM and >180 fold selectivity. The hydrochloride salt of (26g) showed 84.26 ± 4.44 percent inhibition at 50 mg/kg × 5 days (twice daily, oral route) dose in L. donovani/hamster model. The efficacy was well correlated with the PK data observed which indicating that the compound is well distributed.

Hydantoins and related heterocycles as inhibitors of matrix metalloproteinases and/or TNF-alpha converting enzyme (TACE)

The present application describes novel hydantoin derivatives of formula (I): or pharmaceutically acceptable salt or prodrug forms thereof, wherein A, B, R1, R2, R3, R4, R5, R6, R7, R11, and n are defined in the present specification, which are useful as inhibitors of matrix metalloproteinases (MMP), TNF-α converting enzyme (TACE), aggrecanase, or a combination thereof.