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P33429

Sigma-Aldrich

4-Phenylpyridine

97%

Synonym(s):

γ-Phenylpyridine, 1-Benzylhydrazine dihydrochloride, p-Phenylpyridine

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About This Item

Empirical Formula (Hill Notation):
C11H9N
CAS Number:
939-23-1
Molecular Weight:
155.20
Beilstein:
110490
EC Number:
213-357-4
MDL number:
MFCD00006420
UNSPSC Code:
12352100
PubChem Substance ID:
24898403
NACRES:
NA.22

Assay

97%

form

crystals

bp

274-275 °C (lit.)

mp

69-73 °C (lit.)

SMILES string

c1ccc(cc1)-c2ccncc2

InChI

1S/C11H9N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-9H

InChI key

JVZRCNQLWOELDU-UHFFFAOYSA-N

Gene Information

human ... MMP3(4314)

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Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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)

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R R Ramsay et al.
Biochemical and biophysical research communications, 146(1), 53-60 (1987-07-15)
The neurotoxicity of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, an impurity in an illicit drug, is expressed after its oxidation to 1-methyl-4-phenylpyridinium by monoamine oxidase. The pyridinium is concentrated by carrier-mediated transport into the mitochondria where it inhibits NADH dehydrogenase and, hence, ATP synthesis. Some
I Irwin et al.
Life sciences, 40(8), 731-740 (1987-02-23)
Because of the chemical and structural similarity between 4-phenylpyridine (4PP) and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), the effects of 4PP alone and in combination with MPTP on striatal dopamine (DA) concentrations were studied in mice. 4PP did not deplete striatal DA, even when
K S Hsu et al.
The Journal of pharmacology and experimental therapeutics, 279(2), 740-747 (1996-11-01)
The effect of L-deprenyl (selegiline) on the excitatory synaptic transmission was characterized in the CA1 neurons of rat hippocampal slices by using a intracellular recording technique. Superfusion of L-deprenyl (0.1-10 microM) reversibly decreased the EPSP, which was evoked by orthodromic
Behavioral and biochemical effects of 4-phenylpyridine, 2-phenylpyridine, and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine in rodents.
M N Hassan et al.
Advances in neurology, 53, 219-223 (1990-01-01)
Germano Giuliani et al.
Bioorganic & medicinal chemistry, 19(7), 2242-2251 (2011-03-23)
The quinoline nucleus of the previously described 4-phenylquinoline-3-carboxamides NK(1) receptor ligands 7 has been transformed into either substituted or azole-(i.e., triazole or tetrazole) fused pyridine moieties of compounds 9 and 10, respectively, in order to obtain NK(1) receptor ligands showing
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