Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

A6563

Sigma-Aldrich

6-Anilinoquinoline-5,8-quinone

≥95% (TLC), solid

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H10N2O2
CAS Number:
91300-60-6
Molecular Weight:
250.25
MDL number:
MFCD00210756
UNSPSC Code:
41106305
PubChem Substance ID:
24891108
NACRES:
NA.77

Quality Level

200

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yao Teng et al.
Journal of plant physiology, 167(11), 885-889 (2010-02-23)
Cyclic guanosine 3',5'-monophosphate (cGMP) is an important second messenger in animals, and is emerging as a player in regulatory functions in plants. In this study, we investigated the role of cGMP in seed germination in Arabidopsis thaliana (Col-0). We demonstrated
Márcia Regina Ribeiro et al.
The Biological bulletin, 216(2), 138-148 (2009-04-16)
The cell signaling cascades that mediate pigment movements in crustacean chromatophores are not yet well established, although Ca(2+) and cyclic nucleotide second messengers are involved. Here, we examine the participation of cyclic guanosine monophosphate (cGMP) in pigment aggregation triggered by
R Hernanz et al.
Methods and findings in experimental and clinical pharmacology, 21(4), 243-251 (1999-07-10)
Bradykinin (BK) induced endothelium- and concentration-dependent relaxations in segments of porcine posterior descending coronary arteries submaximally precontracted with the thromboxane A2 mimetic, U-46619. The effects of BK were reduced by L-NG-monomethylarginine (L-NMMA) and 6-anilinoquinoline-5,8-quinone (LY-83583), respective inhibitors of nitric oxide
Ole De Backer et al.
European journal of pharmacology, 590(1-3), 369-376 (2008-07-08)
This study investigated the possible interaction between the heme oxygenase (HO)/biliverdin reductase (BVR) and nitric oxide synthase (NOS) pathway in murine gastric fundus and jejunum, since previous studies have shown that both HO-2 and BVR are expressed in interstitial cells
Jih Pyang Wang et al.
Biochemical pharmacology, 63(4), 577-585 (2002-05-07)
3-(5'-Hydroxymethyl-2'-furyl)-1-benzyl indazole (YC-1), a soluble guanylyl cyclase (sGC) activator, inhibited formyl-methionyl-leucyl-phenylalanine (fMLP)-induced superoxide anion (O(2)*(-)) generation and O(2) consumption in rat neutrophils (IC(50) values of 12.7+/-3.1 and 17.7+/-6.9 microM, respectively). Inhibition of O(2)*(-) generation by YC-1 was partially reversed by
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service