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

Base Information

• Chemical Name: 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride
• CAS No.: 23007-85-4
• Molecular Formula: C12H15 N . Cl H
• Molecular Weight: 209.719
• Hs Code.: 2933399090
• European Community (EC) Number: 622-416-7
• UNII: 5O1K9K2EZM
• DSSTox Substance ID: DTXSID5044077
• ChEMBL ID: CHEMBL168464
• Mol file: 23007-85-4.mol

Synonyms:23007-85-4;MPTP hydrochloride;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride;MPTP (hydrochloride);MPTP HCl;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine HCl;Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride;5O1K9K2EZM;1,2,3,6-Tetrahydro-1-methyl-4-phenylpyridine hydrochloride;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine, Hydrochloride;Pyridine, 1,2,3,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride (1:1);1-methyl-4-phenyl-3,6-dihydro-2H-pyridine;hydrochloride;N-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride;CHEMBL168464;MPTP-hydrochloride;MFCD00012790;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridinehydrochloride;UNII-5O1K9K2EZM;SCHEMBL1148906;DTXSID5044077;NIOSH/UT8359000;1-methyl-4-phenyl-3,6-dihydro-2H-pyridine hydrochloride;BCP16674;s4732;AKOS016010206;AM84805;CCG-266646;CS-1337;CS-O-10190;AS-39916;HY-15608;LS-132034;FT-0638282;M2690;UT83590000;A816480;J-014936;1-Methyl-4-phenyl-1,2,5,6-tetrahydropyridine hydrochloride;1-methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine hydrochloride;1-Methyl-4-phenyl-1,2,3,6-tetrahydro-pyridine hydrochloride;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride, powder;Pyridine, 1,2,5,6-tetrahydro-1-methyl-4-phenyl-, hydrochloride

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

Chemical Property:

• Vapor Pressure: 0.0136mmHg at 25°C
• Melting Point: 249.0 to 254.0 °C
• Boiling Point: 258.6°Cat760mmHg
• Flash Point: 105.8°C
• PSA: 3.24000
• Density: g/cm³
• LogP: 3.14540
• Storage Temp.: -20°C Freezer
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 209.0971272
• Heavy Atom Count: 14
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: T
• Statements: 25-39/23/24/25-36/37/38
• Safety Statements: 45-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(=CC1)C2=CC=CC=C2.Cl
• Uses: 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride is a dopaminergic neurotoxin that reportedly causes a severe and irreversible Parkinsonian condition in humans and monkeys. MPTP is a neurotoxin used to cause selective destruction of dopaminergic neurons in animal models of parkinsonism. MPTP is metabolized by monoamine oxidase B to produce MPDP+ and MPP+, with MP+ being the active toxic agent. MPP+ induces neurotoxicity primarily by inhibiting complex I of the mitochondrial electron transport chain, resulting in ATP depletion and increased oxidative stress. The key features of different neurotoxic models of Parkinson’s disease, including the MPTP model, have been detailed.[Cayman Chemical]

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

There total 3 articles about 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine Hydrochloride 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:

1-methyl-4-phenyl-piperidin-4-ol (4972-68-3) → 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (23007-85-4)

Guidance literature:

With hydrogenchloride; In water; for 5h; Reflux;

DOI:10.1089/ars.2015.6297

Reference yield:

1-Methyl-4-piperidone (1445-73-4) → 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (23007-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dibutyl ether; tetrahydrofuran / -78 - 20 °C

2: hydrogenchloride / water / 5 h / Reflux

With hydrogenchloride; In tetrahydrofuran; dibutyl ether; water;

DOI:10.1089/ars.2015.6297

Reference yield:

phenyllithium (591-51-5) → 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine hydrochloride (23007-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: dibutyl ether; tetrahydrofuran / -78 - 20 °C

2: hydrogenchloride / water / 5 h / Reflux

With hydrogenchloride; In tetrahydrofuran; dibutyl ether; water;

DOI:10.1089/ars.2015.6297

upstream raw materials:

1-Methyl-4-piperidone

phenyllithium

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

Downstream raw materials:

1-(N-formyl-N-methyl)amino-3-phenylpropan-2-one

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

Refernces