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

pka

8.66±0.40(Predicted)

form 

Solid

color 

Pale Yellow to Light Yellow

Merck 

13,6319

Stability:

Stable. Incompatible with strong oxidizing agents.

Safety Information

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

Hazardous Substances Data

28289-54-5(Hazardous Substances Data)

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.

MSDS

• Language:English Provider:SigmaAldrich

1-METHYL-4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE Usage And Synthesis

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(28289-54-5)Related Product Information

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