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6-Anilinoquinoline-5,8-quinone

Name: 6-Anilinoquinoline-5,8-quinone
Brand: SIGMA

≥95% (TLC), solid

Synonym(s):

6-(Phenylamino)-5,8-quinolinedione, LY-83,583, LY83583

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₀N₂O₂

CAS Number:

91300-60-6

Molecular Weight:

250.25

NACRES:

NA.77

PubChem Substance ID:

24891108

UNSPSC Code:

41106305

MDL number:

MFCD00210756

Assay:

≥95% (TLC)

Form:

solid

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Properties

assay

≥95% (TLC)

form

solid

color

violet

solubility

0.1 M HCl: 1 mg/mL, methanol: 11 mg/mL, ethanol: 8 mg/mL

storage temp.

2-8°C

SMILES string

O=C1C=C(Nc2ccccc2)C(=O)c3cccnc13

InChI

1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H

InChI key

GXIJYWUWLNHKNW-UHFFFAOYSA-N

Description

Application

6-Anilinoquinoline-5,8-quinone inhibits soluble guanylate cyclase and cGMP production. 6-Anilinoquinoline-5,8-quinone also blocks the release of intracellular Ca²⁺ and antigen-induced leukotrienes.

Biochem/physiol Actions

Blocks cGMP production; inhibits intracellular Ca²⁺ release; blocks the effects of nitric oxide. Inhibits antigen-induced leukotriene release.

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This Item	N7537	SML1856	D3943
Sigma-Aldrich A6563 6-Anilinoquinoline-5,8-quinone	Sigma-Aldrich N7537 NSC 663284	Sigma-Aldrich SML1856 8-Aminoguanine	Sigma-Aldrich D3943 DAPH
assay ≥95% (TLC)	assay ≥98% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)
form solid	form solid	form powder	form solid
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C
solubility 0.1 M HCl: 1 mg/mL, ethanol: 8 mg/mL, methanol: 11 mg/mL	solubility DMSO: ≥10 mg/mL, H₂O: insoluble	solubility 0.1 M NaOH: 2 mg/mL, clear (warmed)	solubility DMSO: >20 mg/mL, H₂O: insoluble
color violet	color red	color white to beige	color orange

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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