1-Methyl-4-phenylpyridinium iodide

Base Information

• Chemical Name: 1-Methyl-4-phenylpyridinium iodide
• CAS No.: 36913-39-0
• Molecular Formula: C12H12IN
• Molecular Weight: 297.138
• Hs Code.: 2933399090
• European Community (EC) Number: 627-416-0
• UNII: N708D004VE
• DSSTox Substance ID: DTXSID40880040
• Wikidata: Q27284640
• ChEMBL ID: CHEMBL271379
• Mol file: 36913-39-0.mol

Synonyms:MPP+ iodide;36913-39-0;1-Methyl-4-phenylpyridinium iodide;N-Methyl-4-phenylpyridinium iodide;1-Methyl-4-phenylpyridin-1-ium iodide;Cyperquat iodide;MPP+ (iodide);1-methyl-4-phenylpyridin-1-ium;iodide;Pyridinium, 1-methyl-4-phenyl-, iodide;UNII-N708D004VE;CHEMBL271379;N708D004VE;Pyridinium, 1-methyl-4-phenyl-, iodide (1:1);N-Methyl-4-phenylpyridiniumIodide;MPP iodide;SCHEMBL2203363;C12H12N.I;DTXSID40880040;MFCD00055096;s6301;1-Methyl-4-phenylpyridin-1-iumiodide;AKOS030254849;CS-W009435;HY-W008719;MPP+ iodide, >=98% (HPLC), powder;FT-0672163;FT-0672164;D95477;Q27284640

Chemical Property of 1-Methyl-4-phenylpyridinium iodide

Chemical Property:

• Appearance/Colour: yellow solid
• Vapor Pressure: 0.00623mmHg at 25°C
• Melting Point: 166-168 °C
• Boiling Point: 281 °C at 760 mmHg
• Flash Point: 111.1 °C
• PSA: 12.89000
• LogP: 3.74680
• Storage Temp.: desiccated
• Solubility.: 0.1 M HCl: soluble
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 297.00145
• Heavy Atom Count: 14
• Complexity: 141

Purity/Quality:

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

N-Methyl-4-phenylpyridinium Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38-25
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[N+]1=CC=C(C=C1)C2=CC=CC=C2.[I-]
• Uses: Dopaminergic neurotoxin; a selective cytostatic agent in small-cell lung cancer cell lines with neuroendocrine properties. MPP+ iodide is an active metabolite of the dopaminergic neurotoxin MPTP.

Technology Process of 1-Methyl-4-phenylpyridinium iodide

There total 5 articles about 1-Methyl-4-phenylpyridinium iodide 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: 100.0%

p-phenylpyridine (939-23-1) + methyl iodide (74-88-4) → 4-phenyl-N-methylpyridinium iodide (36913-39-0)

Guidance literature:

In acetonitrile; at 80 ℃; for 24h; Sealed tube; Inert atmosphere;

DOI:10.1002/asia.201400006

Reference yield: 95.0%

4,4'-bipyridine (553-26-4) + methyl iodide (74-88-4) → 4-phenyl-N-methylpyridinium iodide (36913-39-0)

Guidance literature:

In acetone; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

Reference yield: 64.0%

tributylphenylstannane (960-16-7) + 4-bromo-N-methylpyridinium iodide (2589-28-8) → 4-phenyl-N-methylpyridinium iodide (36913-39-0)

Guidance literature:

With tris-(o-tolyl)phosphine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2002-34903

upstream raw materials:

p-phenylpyridine

methyl iodide

1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine N-oxide

tributylphenylstannane

Downstream raw materials:

1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine

1-methyl-4-phenylpyridinyl radical

1-methyl-4-phenyl-1,4-dihydro-pyridine

p-phenylpyridine

Refernces

• 1、 Li, Tiejun,Peng, Henian,Tang, Wenjun,Tian, Duanshuai,Xu, Guangqing,Yang, He. "Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water". . p. 4327 - 4337. Retrieved 2021/05/31.
• 2、 Zhang, Ying,Zhou, Tian-You,Zhang, Kang-Da,Dai, Jin-Ling,Zhu, Yuan-Yuan,Zhao, Xin. "Encapsulation enhanced dimerization of a series of 4-aryl-N- methylpyridinium derivatives in water: New building blocks for self-assembly in aqueous media". supporting information. p. 1530 - 1534. Retrieved 2014/06/09.