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Sigma-Aldrich

2-Phenylquinoline

99%

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About This Item

Empirical Formula (Hill Notation):
C15H11N
CAS Number:
612-96-4
Molecular Weight:
205.25
EC Number:
210-326-7
MDL number:
MFCD00011568
UNSPSC Code:
12352100
PubChem Substance ID:
24858052
NACRES:
NA.22

assay

99%

mp

84-85 °C (lit.)

SMILES string

c1ccc(cc1)-c2ccc3ccccc3n2

InChI

1S/C15H11N/c1-2-6-12(7-3-1)15-11-10-13-8-4-5-9-14(13)16-15/h1-11H

InChI key

FSEXLNMNADBYJU-UHFFFAOYSA-N

Gene Information

rat ... Grin2b(24410)

General description

2-Phenylquinoline is the major quinoline alkaloid of Galipea iongiflora, a Bolivian plant used as treatment for cutaneous leishmaniasis. Antinociceptive properties of 2-phenylquinoline isolated from the bark of Galipea iongiflora against different models of pain in mice were evaluated.

Application

2-Phenylquinoline was used in quantitative structure-activity relationship (QSAR) analyses of estrogen receptor β-selective ligands.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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F Campos-Buzzi et al.
Methods and findings in experimental and clinical pharmacology, 32(10), 707-711 (2011-01-13)
The present study evaluated the antinociceptive properties of an alkaloid extract and 2-phenylquinoline obtained from the bark of Galipea longiflora Krause (Rutaceae) against different models of pain in mice. The results demonstrate that the alkaloid extract caused a pronounced antinociceptive
Balaji et al.
Journal of enzyme inhibition and medicinal chemistry, 26(6), 831-842 (2011-03-29)
Estrogen receptor beta (ERβ) selective ligands have attracted much attention recently in the design of anti-cancer drugs that are devoid of the common side effects of estrogen. Structural studies of estrogen receptor alpha (ERα) and β revealed that there were
Régis Carlos Benvenutti et al.
Journal of ethnopharmacology, 250, 112473-112473 (2019-12-15)
The species Urera baccifera (L.) Gaudich. ex Wedd. (Urticaceae) is native to the Americas and is distributed widely throughout Brazil, where it is known as urtiga-brava, urtiga-vermelha, or urtigão. The leaves are often used as anti-inflammatory and antirheumatic agents and
A Fournet et al.
Antimicrobial agents and chemotherapy, 40(11), 2447-2451 (1996-11-01)
The antileishmanial efficacies of 2-n-propylquinoline, chimanines B and D, 2-n-pentylquinoline, 2-phenylquinoline, 2-(3,4-methylenedioxyphenylethyl) quinoline, and two total alkaloidal extracts of Galipea longiflora were evaluated in BALB/c mice infected with Leishmania amazonensis or Leishmania venezuelensis. Animals were treated for 4 to 6
Mehdi Sharifi-Rad et al.
Molecules (Basel, Switzerland), 23(7) (2018-07-19)
In this narrative review, we have comprehensively reviewed the plant sources used as antiulcer agents. From traditional uses as herbal remedies, we have moved on to preclinical evidence, critically discussing the in vitro and in vivo studies focusing on plant
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