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416835

Sigma-Aldrich

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

technical grade

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About This Item

Empirical Formula (Hill Notation):
C11H13N · HCl
CAS Number:
43064-12-6
Molecular Weight:
195.69
EC Number:
256-071-5
MDL number:
MFCD00012752
UNSPSC Code:
12352100
PubChem Substance ID:
24866077
NACRES:
NA.22

grade

technical grade

form

solid

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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General description

4-Phenyl-1,2,3,6-tetrahydropyridine fragment containing benzamide derivatives have been prepared. Presence of the 4-phenyl-1,2,3,6-tetrahydropyridine fragment improves the inhibitory potential of benzamide analogs against poly(ADP-ribose) polymerase-1 (PARP-1).

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 + H311 + H331,H351

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D Cavalla et al.
Neuropharmacology, 24(6), 585-586 (1985-06-01)
We found that both MPTP and its metabolite MPP+ decrease dopamine and increase acetylcholine content of mouse neostriatum when administered intracerebroventricularly (ICV). These observations support the notion that MPP+ may be the active neurotoxin formed in brain after MPTP administration.
Hyo Geun Kim et al.
Basic & clinical pharmacology & toxicology, 107(6), 958-964 (2010-07-16)
Previous reports have suggested that the herbal medicine Chunghyuldan (CHD, Qingxue-dan in Chinese and Daio-Orengedokuto in Japanese) has wide-ranging biological effects, including anti-hyperlipidaemic, anti-ischaemic, anti-inflammatory and antioxidant activities. Reactive oxygen species (ROS)-mediated mitochondrial dysfunction is thought to be one of
Y Naritomi et al.
Biological & pharmaceutical bulletin, 17(8), 1008-1011 (1994-08-01)
An alicyclic amine N-sulfotransferase sulfonating 4-phenyl-1,2,3,6-tetrahydropyridine (PTHP) was purified from female rat liver cytosol and showed a homogenous band with a molecular weight of 30500 on sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE). The enzyme, designated NST-1, catalyzed sulfonation not only
Jennifer M King et al.
Life sciences, 89(17-18), 638-643 (2011-08-30)
l-3,4-Dihydroxyphenylalanine (L-DOPA) is the most effective symptomatic treatment for Parkinson's disease (PD), but PD patients usually experience a successful response to L-DOPA therapy followed by a progressive loss of response. L-DOPA efficacy relies on its decarboxylation by aromatic l-amino acid
J P Sullivan et al.
Neurochemical research, 17(8), 791-796 (1992-08-01)
The kinetics of the interactions of MPTP and its N-des-methyl-derivative (PTP) have been studied. Both were mechanism-based inhibitors as well as substrates for the enzyme. Analysis of the reaction progress-curves for the formation of the corresponding dihydropyridine derivatives allowed the
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