1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine
• CAS No.: 28289-54-5
• Molecular Formula: C12H15 N
• Molecular Weight: 173.258
• Hs Code.: 2933399090
• European Community (EC) Number: 248-939-7
• NSC Number: 139654
• UNII: 9P21XSP91P
• DSSTox Substance ID: DTXSID8040933
• Nikkaji Number: J22.909A
• Wikipedia: MPTP
• Wikidata: Q239816
• Metabolomics Workbench ID: 51104
• ChEMBL ID: CHEMBL24172
• Mol file: 28289-54-5.mol

Synonyms:1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine;MPTP;N-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

Chemical Property of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

Chemical Property:

• Vapor Pressure: 0.0136mmHg at 25°C
• Melting Point: aprox. 36°C
• Boiling Point: 128-132 °C12 mm Hg(lit.)
• PKA: 8.66±0.40(Predicted)
• Flash Point: 105.8°C
• PSA: 3.24000
• Density: 1.001g/cm³
• LogP: 2.34340
• Storage Temp.: -20°C Freezer
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99.5% ^*data from raw suppliers

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison. A reproductive hazard.
• Hazard Codes: T
• Statements: 25-39/23/24/25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyridines
• Canonical SMILES: CN1CCC(=CC1)C2=CC=CC=C2
• Uses: 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine is a dopaminergic neurotoxin that reportedly causes a severe and irreversible Parkinsonian condition in humans and monkeys.

Technology Process of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine

There total 21 articles about 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine 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: 97.0%

1-methyl-4-phenyl-2(1H)-pyridone (67970-80-3) → 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (28289-54-5)

Guidance literature:

With lithium aluminium tetrahydride; titanium(III) chloride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo951529v

Reference yield: 97.0%

CH3(BH3)(C6H5)C5H7N → 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (28289-54-5)

Guidance literature:

In ethanol; Heating;

Reference yield: 91.0%

4-phenyl-N-methylpyridinium iodide (36913-39-0) → 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (28289-54-5)

Guidance literature:

With tetrahydroxydiboron; potassium tert-butylate; water; In methanol; at 60 ℃; for 8h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1039/d1ob00300c

upstream raw materials:

3,6-dimethyl-6-phenyl-1,3-oxazinane

1-methyl-4-phenyl-piperidin-4-ol

4-phenyl-N-methylpyridinium iodide

1-methyl-4-phenyl-2(1H)-pyridone

Downstream raw materials:

1-methyl-4-phenylpyridinium

3-methyl-6-phenyl-3-azabicyclo[4.1.0]heptane

1-methyl-4-phenylpiperidine

1-di(ethoxycarbonyl)methyl-1-methyl-4-phenyl-1,2,3,6-tetrahydropyridinium bromide

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、 Mabic,Castagnoli Jr.. "Selective reductions of 1-methyl-4-phenyl-2-pyridone". . p. 309 - 313. Retrieved 2007/10/03.