ChemicalBook > Product Catalog >Pharmaceutical intermediates >Heterocyclic compound >Pyridine compound >Pyridine derivatives >1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE Structure
CAS No.
28289-54-5
Chemical Name:
1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE
Synonyms
MPTP;NSC 139654;Naphthoic Acid Impurity 111;1-METHYL-4-PHENYL-PIPERIDINE-3-EN;1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridin;1,2,3,6-tetrahydro-1-methyl-4-phenylpyridine;1,2,3,6-tetrahydro-1-methyl-4-phenyl-pyridin;1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROXPYRIDINE;1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDRO-PYRIDINE;N-METHYL-4-PHENYL-1,2,3,6-TETRAHYDRO-PYRIDINE
CBNumber:
CB8254906
Molecular Formula:
C12H15N
Molecular Weight:
173.25
MOL File:
28289-54-5.mol
MSDS File:
SDS
Modify Date:
2023/5/15 10:44:00

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE Properties

Melting point aprox. 36°C
Boiling point 128-132 °C12 mm Hg(lit.)
Density 1.001±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Dichloromethane (Slightly), Ethyl Acetate (Slightly)
form Solid
pka 8.66±0.40(Predicted)
color Pale Yellow to Light Yellow
Merck 13,6319
Stability Stable. Incompatible with strong oxidizing agents.

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS06
Signal word  Danger
Hazard statements  H370-H301
Precautionary statements  P264-P270-P301+P310-P321-P330-P405-P501-P260-P264-P270-P307+P311-P321-P405-P501
Hazard Codes  T
Risk Statements  25-39/23/24/25
Safety Statements  45
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  UT8358900
HazardClass  6.1(b)
PackingGroup  III
Toxicity Human toxicity originally discovered when it was an unexpected by-product from the illicit synthesis of a heroin substitute (i.e., meperidine analog). Currently used experimentally as the primary animal model for the study of Parkinson’s disease. MPTP is a neurotoxicant that is activated to 1-methyl-4-phenylpyridinium ion (MPP1) by the actions of monoamine oxidase B located in the mitochondria of brain astrocytes. The MPP1 is then transported into dopamine, and to a lesser extent, other monoaminergic neurons. Once inside these dopamine neurons in the substantia nigra, it destroys these neurons by mechanisms that may involve an oxidative cascade and/or inhibition of electron transport. Intoxication causes a parkinsonism syndrome almost identical in signs and symptoms to Parkinson’s disease, including rigidity, bradykinesia, tremor, and postural instability. In the event of known ingestion, immediate (but not delayed) administration of a monoamine oxidase inhibitor (especially one selective for MAO-B like deprenyl) and dopamine uptake inhibitor can be therapeutic.

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE Chemical Properties,Uses,Production

Chemical Properties

Light Yellow Solid

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.

Definition

ChEBI: A tetrahydropyridine that is 1,2,3,6-tetrahydropyridine substituted by a methyl group at position 1 and a phenyl group at position 4.

Metabolic pathway

N-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) in a rat pheochromocytoma cell line is oxidized to give the N-methyl-4-phenylpyridinium ion.

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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MPTP 1,2,3,6-tetrahydro-1-methyl-4-phenyl-pyridin 1,2,3,6-tetrahydro-1-methyl-4-phenylpyridine 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine)ochloride NSC 139654 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine, free base Pyridine,1,2,3,6-tetrahydro-1-methyl-4-phenyl- 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridin 1-METHYL-4-PHENYL-PIPERIDINE-3-EN 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDRO-PYRIDINE 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROXPYRIDINE 1-METHYL-4-PHENYL-1,2,3,6-TETRA-*HYDROPY RIDINE FREE N-METHYL-4-PHENYL-1,2,3,6-TETRAHYDRO-PYRIDINE MPTP (1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine) C12H15N 1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROXPYRIDINE 28289-54-5 Naphthoic Acid Impurity 111 28289-54-5 8289-54-5 Building Blocks C9 to C46 Heterocyclic Building Blocks Pyridines Neurochemicals Heterocyclic Compounds