56961-81-0

Basic information

• Product Name: 8-CHLORO-5-METHYLQUINOLINE
• Synonyms: 8-CHLORO-5-METHYLQUINOLINE
• CAS NO: 56961-81-0
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.63
• EINECS: -0
• Mol File: 56961-81-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 54 °C
• Boiling Point: 293.408°C at 760 mmHg
• Flash Point: 159.1°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.635
• PKA: 2.56±0.29(Predicted)
• CAS DataBase Reference: 8-CHLORO-5-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-CHLORO-5-METHYLQUINOLINE(56961-81-0)
• EPA Substance Registry System: 8-CHLORO-5-METHYLQUINOLINE(56961-81-0)

Safety Data

• Hazardous Substances Data: 56961-81-0(Hazardous Substances Data)

Usage

General Description

8-Chloro-5-methylquinoline, also known as 5-methyl-8-chloroquinoline, is a chemical compound characterized by the presence of a chlorine atom and a methyl group on a quinoline base, specifically at the 8th and 5th positions respectively. Quinoline is a heterocyclic aromatic organic compound, which means it has a ring structure containing at least one atom that is not carbon. This particular derivative is typically used in laboratory settings for research and development and could be instrumental in creating specialized pharmaceuticals or therapeutic substances. However, like many chemical compounds, it must be handled with caution due to potential toxicity risks.

InChI:InChI=1/C10H8ClN/c1-7-4-5-9(11)10-8(7)3-2-6-12-10/h2-6H,1H3

Upstream product

• 95-81-8 2-chloro-5-methylaniline 
• 56-81-5 glycerol 

Downstream Products

• 58960-02-4 5-methyl-1,2,3,4-tetrahydroquinoline 

Relevant articles and documents

Discovery of an Inhibitor of the Proteasome Subunit Rpn11

The proteasome plays a crucial role in degradation of normal proteins that happen to be constitutively or inducibly unstable, and in this capacity it plays a regulatory role. Additionally, it degrades abnormal/damaged/mutant/misfolded proteins, which serves a quality-control function. Inhibitors of the proteasome have been validated in the treatment of multiple myeloma, with several FDA-approved therapeutics. Rpn11 is a Zn2+-dependent metalloisopeptidase that hydrolyzes ubiquitin from tagged proteins that are trafficked to the proteasome for degradation. A fragment-based drug discovery (FBDD) approach was utilized to identify fragments with activity against Rpn11. Screening of a library of metal-binding pharmacophores (MBPs) revealed that 8-thioquinoline (8TQ, IC50 value ～2.5 μM) displayed strong inhibition of Rpn11. Further synthetic elaboration of 8TQ yielded a small molecule compound (35, IC50 value ～400 nM) that is a potent and selective inhibitor of Rpn11 that blocks proliferation of tumor cells in culture.