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

Yuanli Duan et al.
Developmental neurobiology, 69(1), 60-72 (2008-11-26)
Microglia migrate rapidly to lesions in the central nervous system (CNS), presumably in response to chemoattractants including ATP released directly or indirectly by the injury. Previous work on the leech has shown that nitric oxide (NO), generated at the lesion
I Fleming et al.
British journal of pharmacology, 103(1), 1047-1052 (1991-05-01)
1. The aim of this investigation was to study the relationship between contractile responsiveness, activation of the L-arginine pathway and tissue levels of guanosine 3':5'cyclic monophosphate (cylic GMP) in aortic rings removed from rats 4 h after intraperitoneal administration of
M A Brandt et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 196(1), 30-35 (1991-01-01)
Our main objective was to test the efficacy of 6-anilino-5,8-quinolinedione (LY83583) in vivo, a putative inhibitor of cyclic guanosine 3',5'-monophosphate (cGMP) production. If the drug proved capable of lowering plasma, vascular, and kidney levels of cGMP and of inhibiting the
Amaury de Montaigu et al.
The Plant cell, 22(5), 1532-1548 (2010-05-06)
Nitrate assimilation in plants and related organisms is a highly regulated and conserved pathway in which the enzyme nitrate reductase (NR) occupies a central position. Although some progress has been made in understanding the regulation of the protein, transcriptional regulation
Rajendra Patel et al.
Journal of vascular surgery, 43(2), 364-371 (2006-02-16)
Smooth muscle cells (SMCs) from prosthetic vascular grafts secrete higher levels of collagen than aortic SMCs under basal conditions and during incubation with oxidized low-density lipoprotein. We postulated that reactive oxygen species (ROS) contributed to the observed difference. The objective
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