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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

Quality Level

100

form

solid

mp

202-203.5 °C (lit.)

functional group

phenyl

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

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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Certificates of Analysis (COA)

Lot/Batch Number
10017AJ
13409HU
03815LF

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Kyota Fujita et al.
PloS one, 4(9), e7247-e7247 (2009-10-01)
It has been shown that molecular hydrogen (H(2)) acts as a therapeutic antioxidant and suppresses brain injury by buffering the effects of oxidative stress. Chronic oxidative stress causes neurodegenerative diseases such as Parkinson's disease (PD). Here, we show that drinking
Jin Gyu Choi et al.
Journal of ethnopharmacology, 134(2), 414-421 (2011-01-05)
Polygalae radix, the root of Polygala tenuifolia Willd, has commonly been used for the treatment of amnesia and anxiety in traditional Korean medicine. The aim of this study was to investigate its neuroprotective effects and possible mechanisms of action in
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
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
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
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