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BAY 58-2667 hydrochloride
- Cinaciguat hydrochloride
- Parent CAS: 329773-35-5
- Soluble in 0.1N NaOH(aq) and DMSO
- MF: C36H39NO5.HCl
- MW: 602.16
Description
Potent nitric oxide (NO)-independent soluble guanylyl cyclase (sGC) activator with haemodynamic effect similar to that of nitroglycerin (Ki value 6-8 nM in competition binding studies). Acts specifically on oxidized/haem-free sGC by binding to the enzyme's haem pocket and mimicking the nitric-oxide-bound haem group. BAY 58-2667 is in clinical development for the treatment of acute decompensated heart failure (ADHF).
More Information
| Parent CAS No. | 329773-35-5 |
|---|---|
| Chemical Name | 4-(((4-carboxybutyl)(2-(4-phenethylbenzyloxy)phenethyl)amino)methyl)benzoic acid hydrochloride |
| SMILES | C1C=C(CCN(CC2C=CC(C(=O)O)=CC=2)CCCCC(=O)O)C(OCC2C=CC(CCC3C=CC=CC=3)=CC=2)=CC=1.Cl |
| MFCD | MFCD18782678 |
| InChi | InChI=1S/C36H39NO5.ClH/c38-35(39)12-6-7-24-37(26-30-19-21-33(22-20-30)36(40)41)25-23-32-10-4-5-11-34(32)42-27-31-17-15-29(16-18-31)14-13-28-8-2-1-3-9-28;/h1-5,8-11,15-22H,6-7,12-14,23-27H2,(H,38,39)(H,40,41);1H |
| InChiKey | LLHMBJOVHATVSP-UHFFFAOYSA-N |
| CID | 10031513 |
| Short Description | sGC activator |
References
- T. Krieg et al. BAY 58-2667, a nitric oxide-independent guanylyl cyclase activator, pharmacologically post-conditions rabbit and rat hearts. Eur. Heart J. 2009, 30, 1607-1613.
- E. Erdmann et al. Cinaciguat, a soluble guanylate cyclase activator, unloads the heart but also causes hypotension in acute decompensated heart failure. Eur. Heart J. 2013, 34, 57-67.
- P. Schmidt et al. Receptor binding assay for nitric oxide- and heme-independent activators of soluble guanylate cyclase. Anal. Biochem. 2003, 314, 162-165.
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