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Merck
CN

416835

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:
Molecular Weight:
195.69
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
256-071-5
MDL number:
Form:
solid
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InChI key

POGWXTJNUCZEPR-UHFFFAOYSA-N

InChI

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

SMILES string

Cl[H].C1CC(=CCN1)c2ccccc2

grade

technical grade

form

solid

mp

202-203.5 °C (lit.)

functional group

phenyl

Quality Level

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

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

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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Ah-Reum Doo et al.
Journal of ethnopharmacology, 131(2), 433-442 (2010-07-17)
A traditional herb, Yi-Gan San, has been widely used for the management of neurodegenerative disorders in traditional East Asian Medicine. The present study investigated the neuroprotective effects of Yi-Gan San in 1-methyl-4-phenylpyridine/1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced cytotoxicity in vitro and in vivo and sought
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
Junya Ishida et al.
Bioorganic & medicinal chemistry letters, 15(19), 4221-4225 (2005-08-16)
We have shown that a 4-phenyl-1,2,3,6-tetrahydropyridine fragment plays an important role in improving inhibitory potency against poly(ADP-ribose) polymerase-1 (PARP-1). Various benzamide analogues linked with this fragment via alkyl spacers have been prepared and evaluated. As a result, some of them
Marti Santiago et al.
European journal of pharmacology, 609(1-3), 58-64 (2009-03-19)
Due to their potential role in preventing further deterioration of Parkinson's disease, anti-inflammatory strategies have attracted great interest. In this context, some studies point out the possible protective effect of anti-inflammatory compounds against the in vivo degeneration of dopaminergic neurons
C W Abell et al.
Science (New York, N.Y.), 224(4647), 405-407 (1984-04-27)
Hydroxylated derivatives of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), a nigrostriatal neurotoxin in humans and primates, noncompetitively inhibited dihydropteridine reductase from human liver and rat striatal synaptosomes in vitro at micromolar concentrations. In contrast, MPTP and its chloro- and norderivatives did not inhibit this

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