4-Methyl-2-(piperidin-1-yl)quinoline

Base Information

• Chemical Name: 4-Methyl-2-(piperidin-1-yl)quinoline
• CAS No.: 5465-86-1
• Molecular Formula: C15H18N2
• Molecular Weight: 226.3168
• European Community (EC) Number: 803-730-5
• NSC Number: 25850
• DSSTox Substance ID: DTXSID30282438
• Nikkaji Number: J1.448.797B
• Wikidata: Q27086998
• Pharos Ligand ID: D542XBJD6YZL
• ChEMBL ID: CHEMBL1459962
• Mol file: 5465-86-1.mol

Synonyms:ML 204;ML-204;ML204 cpd

Chemical Property of 4-Methyl-2-(piperidin-1-yl)quinoline

Chemical Property:

• Vapor Pressure: 9.5E-07mmHg at 25°C
• Melting Point: 72-73 °C
• Boiling Point: 404.4°Cat760mmHg
• PKA: 7.34±0.61(Predicted)
• Flash Point: 198.3°C
• PSA: 16.13000
• Density: 1.102g/cm³
• LogP: 3.59850
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble5mg/mL at warmed (clear solution)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 226.146998583
• Heavy Atom Count: 17
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

ML 204 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=CC=CC=C12)N3CCCCC3
• Description: ML-204 selectively blocks transient receptor potential canonical 4 (TRPC4) channels (IC50s = 0.96 and 2.6 μM in fluorescent and electrophysiological assays, respectively). It exhibits 19-fold selectivity against TRPC6 and 9-fold selectivity against TRPC5 and does not affect TRPV1, TRPV3, TRPA1, or TRPM8 channels at concentrations up to 22 μM.
• Uses: 4-Methyl-2-(1-piperidinyl)-quinoline is a potent inhibitor of TRPC4 channels, responsible for various stimulation, muscle response due to interaction with the environment. 4-Methyl-2-(1-piperidinyl)-quinoline is a potent inhibitor of TRPC4 channels, responsible for various stimulation and muscle response due to interaction with the environment.

Technology Process of 4-Methyl-2-(piperidin-1-yl)quinoline

There total 11 articles about 4-Methyl-2-(piperidin-1-yl)quinoline 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: 90.0%

piperidine (110-89-4) + 2-chloro-4-methylquinoline (634-47-9) → ML 204 (5465-86-1)

Guidance literature:

With aluminum oxide; for 0.0333333h; microwave irradiation;

DOI:10.1080/00397910008087076

Reference yield: 82.0%

4-methylquinoline 1-oxide (4053-40-1) + piperidin-1-yl benzoate (5542-49-4) → ML 204 (5465-86-1)

Guidance literature:

With potassium carbonate; 1,2-dichloro-ethane; copper(l) chloride; at 80 ℃; for 10h; Sealed tube;

DOI:10.1002/ejoc.201800963

Reference yield: 44.0%

piperidine (110-89-4) + C17H14N2O → ML 204 (5465-86-1)

Guidance literature:

With copper(l) iodide; In toluene; at 130 ℃; for 12h; Sealed tube;

DOI:10.1002/ejoc.201600905

upstream raw materials:

piperidine

2-chloro-4-methylquinoline

N-(2-acetylphenyl)formamide

1-(2-isocyanophenyl)ethan-1-one

Refernces

• 1、 -. "2-alkylamine quinoline compound for preventing and treating candida albicans as well as preparation method and application of 2-alkylamine quinoline compound". Paragraph 0017; 0028; 0029; 0030; 0031. . Retrieved 2018/08/04.
• 2、 Wang, Zhihui,Han, Man-Yi,Li, Pinhua,Wang, Lei. "Copper-Catalyzed Deoxygenative C-2 Amination of Quinoline N-Oxides". supporting information. p. 5954 - 5960. Retrieved 2018/11/23.