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ataciguat

Names

[ CAS No. ]:
254877-67-3

[ Name ]:
ataciguat

[Synonym ]:
5-chloro-2-(5-chlorothiophene-2-sulfonylamino)-N-(4-(morpholine-4-sulfonyl)phenyl)benzamide
Benzamide, 5-chloro-2-[[(5-chloro-2-thienyl)sulfonyl]amino]-N-[4-(4-morpholinylsulfonyl)phenyl]-
5-Chloro-2-{[(5-chloro-2-thienyl)sulfonyl]amino}-N-[4-(4-morpholinylsulfonyl)phenyl]benzamide
hmr 1766
ataciguat

Biological Activity

[Description]:

Ataciguat (HMR-1766) is a nitric oxide-independent soluble guanylate cyclase (sGC) activator. Ataciguat is able to activate the ferric heme-iron redox form of sGC that stimulate the production of cyclic GMP (cGMP). Ataciguat exhibits vasodilator effects[1][2][3].

[Related Catalog]:

Research Areas >> Cardiovascular Disease
Signaling Pathways >> GPCR/G Protein >> Guanylate Cyclase

[Target]

soluble guanylate cyclase[1]


[In Vitro]

Ataciguat (1-100 μM) induces the relaxation in aortic rings or coronary rings[2]. Ataciguat (0.1-10 μM; 30 min) increases NO production in HUVEC cells[2]. Ataciguat (1 nM-100 μM) induces concentration-dependent relaxations in sphincter of Oddi (SO) rings pre-contracted by Carbachol[3].

[References]

[1]. Schindler U, et, al. Biochemistry and pharmacology of novel anthranilic acid derivatives activating heme-oxidized soluble guanylyl cyclase. Mol Pharmacol. 2006 Apr;69(4):1260-8.

[2]. Martinelli AM, et, al. In Endothelial Cells, the Activation or Stimulation of Soluble Guanylyl Cyclase Induces the Nitric Oxide Production by a Mechanism Dependent of Nitric Oxide Synthase Activation. J Pharm Pharm Sci. 2018;21(1):38-45.

[3]. Çakmak E, et, al. Comparative Relaxant Effects of Ataciguat and Zaprinast on Sheep Sphincter of Oddi. Balkan Med J. 2016 Jul;33(4):453-7.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Molecular Formula ]:
C21H19Cl2N3O6S3

[ Molecular Weight ]:
576.493

[ Exact Mass ]:
574.981323

[ PSA ]:
166.88000

[ LogP ]:
6.08

[ Index of Refraction ]:
1.685

[ Storage condition ]:
2-8°C

Related Compounds