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134740

Sigma-Aldrich

4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride

99%

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About This Item

Empirical Formula (Hill Notation):
C11H13N · HCl
CAS Number:
Molecular Weight:
195.69
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

assay

99%

mp

202-203.5 °C (lit.)

SMILES string

Cl[H].C1CC(=CCN1)c2ccccc2

InChI

1S/C11H13N.ClH/c1-2-4-10(5-3-1)11-6-8-12-9-7-11;/h1-6,12H,7-9H2;1H

InChI key

POGWXTJNUCZEPR-UHFFFAOYSA-N

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Application

WARNING: This compound is closely related to 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine which is suspected of inducing severe and irreversible Parkinsonism symptoms.[1][2][3]

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Carc. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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G C Davis et al.
Psychiatry research, 1(3), 249-254 (1979-12-01)
Abuse of 4-propyloxy-4-phenyl-N-methylpiperidine, a meperidine congener, produced parkinsonism in a 23-year-old man. Unlike other drug-induced motor disturbances, the syndrome persisted for 18 months and responded to drugs that stimulate dopamine receptors. Biogenic amines and metabolites in the cerebrospinal fluid and
Parkinson's disease in a chemist working with 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine.
J W Langston et al.
The New England journal of medicine, 309(5), 310-310 (1983-08-04)
J W Langston et al.
Science (New York, N.Y.), 219(4587), 979-980 (1983-02-25)
Four persons developed marked parkinsonism after using an illicit drug intravenously. Analysis of the substance injected by two of these patients revealed primarily 1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine (MPTP) with trace amounts of 1-methyl-4-phenyl-4-propionoxy-piperidine (MPPP). On the basis of the striking parkinsonian features observed

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