6-CHLORO-2-METHYLQUINOLINE

Base Information

• Chemical Name: 6-CHLORO-2-METHYLQUINOLINE
• CAS No.: 92-46-6
• Molecular Formula: C10H8ClN
• Molecular Weight: 177.633
• Hs Code.: 2933499090
• Mol file: 92-46-6.mol

Synonyms:Quinaldine,6-chloro- (6CI,7CI,8CI);2-Methyl-6-chloroquinoline;6-Chloro-2-methylquinoline;6-Chloroquinaldine;Quinaldine, 6-chloro;Quinoline, 6-chloro-2-methyl-;6-Chloroquinaldine;

Chemical Property of 6-CHLORO-2-METHYLQUINOLINE

Chemical Property:

• Vapor Pressure: 0.00732mmHg at 25°C
• Melting Point: 94-98 °C(lit.)
• Refractive Index: 1.634
• Boiling Point: 278.2 °C at 760 mmHg
• PKA: 5.02±0.43(Predicted)
• Flash Point: 148.7 °C
• PSA: 12.89000
• Density: 1.225 g/cm³
• LogP: 3.19660
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi；Xn
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 6-CHLORO-2-METHYLQUINOLINE

There total 10 articles about 6-CHLORO-2-METHYLQUINOLINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

ethanol (64-17-5) + 4-chlorobenzonitrile (100-00-5) → 6-chloro-2-methylquinoline (92-46-6)

Guidance literature:

With MoS_1.73O_0.1; at 190 ℃; for 8h; Reagent/catalyst;

Reference yield: 30.0%

ethanol (64-17-5) + 4-chlorobenzonitrile (100-00-5) → 6-chloro-2-methylquinoline (92-46-6) + 4-chloro-aniline (106-47-8) + aniline (62-53-3)

Guidance literature:

With platinum-loaded TiO₂; at 30 ℃; for 5h; UV-irradiation;

DOI:10.1246/bcsj.20110091

Reference yield:

6-chloro-2-methyl-quinolin-4-ol (15644-86-7) → 6-chloro-2-methylquinoline (92-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

2: n-butyllithium / tetrahydrofuran / 0.5 h / -78 °C

With n-butyllithium; phosphorus tribromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.08.028

upstream raw materials:

6-chloro-2-methyl-1,2,3,4-tetrahydro-quinolin-4-ol

benzoyl chloride

hydrogenchloride

water

Downstream raw materials:

N-<4-<3-<<(6-chloro-2-quinolinyl)methyl>methylamino>-2-hydroxypropoxy>phenyl>methanesulfonamide

(E)-6-chloro-2-styrylquinoline

ethyl 6-chloroquinoline-2-carboxylate

6-chloro-2-[(2-phenyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]quinoline

Refernces

Discovery of novel 9H-purin derivatives as dual inhibitors of HDAC1 and CDK2

10.1016/j.bmcl.2019.06.059

The study focuses on the discovery and synthesis of novel 9H-purin derivatives as dual inhibitors of histone deacetylase 1 (HDAC1) and cyclin-dependent kinase 2 (CDK2), aiming to enhance cancer treatment efficacy. The researchers designed a series of purin derivatives that incorporate pharmacophore groups from both HDAC and CDK inhibitors. Among these, the lead compound 6d demonstrated significant inhibitory activity against HDAC1 (IC50 = 5.8 nM) and CDK2 (IC50 = 56 nM), showing promising anti-proliferative effects on various cancer cell lines, particularly HepG2. The study highlights the potential of these dual inhibitors to improve therapeutic strategies for malignancies by targeting both HDACs and CDKs simultaneously.