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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
10017AJ
13409HU
03815LF

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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
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
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
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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