CAS 254877-67-3|ataciguat

Introduction:Basic information about CAS 254877-67-3|ataciguat, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Nameataciguat
CAS Number254877-67-3Molecular Weight576.493
Density1.6±0.1 g/cm3Boiling Point/
Molecular FormulaC21H19Cl2N3O6S3Melting Point/
MSDS/Flash Point/

Names

Nameataciguat
SynonymMore Synonyms

ataciguat BiologicalActivity

DescriptionAtaciguat (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 CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>GPCR/G Protein >>Guanylate Cyclase
Target

soluble guanylate cyclase[1]

In VitroAtaciguat (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

Density1.6±0.1 g/cm3
Molecular FormulaC21H19Cl2N3O6S3
Molecular Weight576.493
Exact Mass574.981323
PSA166.88000
LogP6.08
Index of Refraction1.685
InChIKeyPQHLRGARXNPFCF-UHFFFAOYSA-N
SMILESO=C(Nc1ccc(S(=O)(=O)N2CCOCC2)cc1)c1cc(Cl)ccc1NS(=O)(=O)c1ccc(Cl)s1
Storage condition2-8°C

Synonyms

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
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