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

Description

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine · CAS 28289-54-5 · C12H15N. UNII 9P21XSP91P. Boiling Point: 85 to 90 °C @ 0.8 mm Hg; Melting Point: 40-42 °C; Vapor Pressure: 0.00945 [mmHg].

Identification

Computed Descriptors

Physical & Chemical Properties

Physical description & handling notes

• Crystals; [HSDB]
• Crystals from heptane
• log Kow = 2.71 @ pH 7.5 (as MPP+)

GHS Hazard Classification

Documented Uses

• A contaminant produced during the synthesis of MPPP, a synthetic heroin; it causes irreversible parkinsonism in primates and is used in research laboratories; MPTP is converted to the toxic metabolite MPP+ in the brain where it selectively destroys cells in the substantia nigra. [Merck Index #6294]
• 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxin that causes permanent symptoms of Parkinson's disease by killing certain neurons in the substantia nigra of the brain. MPTP can be accidentally produced during the illicit manufacture of MPPP, and that is how its Parkinson-inducing effects were first discovered. MPTP is used to recreate and study the Parkinson's disease in experimental animal models.
• Prepn as hydrochloride by Grignard reaction: A Ziering et al, J Org Chem 12, 894 (1947). Alternative prepn: CJ Schmidle, RC Mansfield, J Am Chem Soc 78, 425 (1956).
• Identification as impurity in "synthetic heroin".
• 1-Methyl-4-Phenyl-1,2,5,6-Tetrahydropyridine (Class: Narcotics, Added Date: 10-1998)
• Toxic substances from microorganisms, plants or animals that interfere with the functions of the nervous system. Most venoms contain neurotoxic substances. Myotoxins are included in this concept.

Synonyms

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine; 28289-54-5; MPTP; PYRIDINE, 1,2,3,6-TETRAHYDRO-1-METHYL-4-PHENYL-; 1,2,3,6-Tetrahydro-1-methyl-4-phenylpyridine; DTXSID8040933; N-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine; 9P21XSP91P; NSC-139654; CHEBI:17963; RefChem:76325; DTXCID6020933; 248-939-7; 1-methyl-4-phenyl-3,6-dihydro-2H-pyridine; 1-METHYL-4-PHENYL-PIPERIDINE-3-EN; CCRIS 2186

Frequently Asked Questions

What are the CAS number and molecular formula of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine?

CAS 28289-54-5; molecular formula C12H15N; molecular weight — g/mol.

What other names is 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine known by?

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine, 28289-54-5, MPTP, PYRIDINE, 1,2,3,6-TETRAHYDRO-1-METHYL-4-PHENYL-, 1,2,3,6-Tetrahydro-1-methyl-4-phenylpyridine, DTXSID8040933.

Is 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine classified as hazardous?

Hazard statements reported: H301, H370.

What are the key physical properties of 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine?

Boiling Point: 85 to 90 °C @ 0.8 mm Hg; Melting Point: 40-42 °C; Vapor Pressure: 0.00945 [mmHg].

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.