A6563
6-Anilinoquinoline-5,8-quinone
≥95% (TLC), solid
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Synonym(s):
6-(Phenylamino)-5,8-quinolinedione, LY-83,583, LY83583
Empirical Formula (Hill Notation):
C15H10N2O2
CAS Number:
Molecular Weight:
250.25
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
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.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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
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
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
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