ChemicalBook > CAS DataBase List > BAY 58-2667 hydrochloride

BAY 58-2667 hydrochloride

Product Name
BAY 58-2667 hydrochloride
CAS No.
646995-35-9
Chemical Name
BAY 58-2667 hydrochloride
Synonyms
Cinaciguat HCl;Cinaciguat (hydrochloride);Cinaciguat hydrochloride >=98% (HPLC);BAY 58-2667 hydrochloride - Cinaciguat hydrochloride;4-[[(4-Carboxybutyl)[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoic acid hydrochloride
CBNumber
CB33146261
Molecular Formula
C36H40ClNO5
Formula Weight
602.17
MOL File
646995-35-9.mol
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BAY 58-2667 hydrochloride Property

storage temp. 
-20°C
solubility 
DMSO:66.74(Max Conc. mg/mL);110.83(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);0.83(Max Conc. mM)
DMF:30.0(Max Conc. mg/mL);49.82(Max Conc. mM)
Ethanol:5.0(Max Conc. mg/mL);8.3(Max Conc. mM)
form 
powder
color 
white to beige
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1532
Product name
Cinaciguat hydrochloride
Purity
≥98% (HPLC)
Packaging
5MG
Price
$238
Updated
2023/06/20
Sigma-Aldrich
Product number
SML1532
Product name
Cinaciguat hydrochloride
Purity
≥98% (HPLC)
Packaging
25MG
Price
$953
Updated
2023/06/20
Cayman Chemical
Product number
17468
Product name
Cinaciguat (hydrochloride)
Purity
≥98%
Packaging
500μg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
17468
Product name
Cinaciguat (hydrochloride)
Purity
≥98%
Packaging
1mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
17468
Product name
Cinaciguat (hydrochloride)
Purity
≥98%
Packaging
5mg
Price
$384
Updated
2024/03/01
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BAY 58-2667 hydrochloride Chemical Properties,Usage,Production

Uses

Cinaciguat hydrochloride is a potent soluble guanylate cyclase (GC) activator with EC50 of 15 nM in platelets.

Biochem/physiol Actions

Cinaciguat activates sGC (soluble guanylate cyclase) independently of NO. Cinaciguat binds to sGC′s NO-sensory H-NOX domain when it is heme-depleted. Also, the compound Cinaciguat protects sGC from oxidation-induced ubiquitin-triggered degradation.

in vivo

Administration of Cinaciguat decreased BP and increased HR in both apo-sGC mice and WT mice. In fact, the BP-lowering effect of Cinaciguat in apo-sGC mice is significantly greater and longer lasting than in WT mice. In addition, Cinaciguat decreased BP in apo-sGC mice at concentrations that did not affect BP in WT mice. Furthermore, the IC50 values for Cinaciguat-induced ex vivorelaxation of precontracted aortas are threefold lower in apo-sGC mice than in WT mice (IC50=0.2 nM and 0.7 nM, respectively). Together, our results suggest that sGC activators like Cinaciguat but not sGC stimulators like BAY 41-2272 activate apo-sGC. In addition, the observation that Cinaciguat can modulate vasorelaxation and BP in WT mice suggests that even in healthy mice, a subset of the available sGC pool is haem-free and responsive to sGC activators[2].

storage

Store at -20°C

References

[1] Roy B, et al. Probing the presence of the ligand-binding haem in cellular nitric oxide receptors. Br J Pharmacol. 2008 Apr;153(7):1495-504. DOI:10.1038/sj.bjp.0707687
[2] Thoonen R, et al. Cardiovascular and pharmacological implications of haem-deficient NO-unresponsive soluble guanylate cyclase knock-in mice. Nat Commun. 2015 Oct 7;6:8482. DOI:10.1038/ncomms9482

BAY 58-2667 hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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646995-35-9, BAY 58-2667 hydrochlorideRelated Search:


  • Cinaciguat (hydrochloride)
  • Cinaciguat HCl
  • 4-[[(4-Carboxybutyl)[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoic acid hydrochloride
  • BAY 58-2667 hydrochloride - Cinaciguat hydrochloride
  • Cinaciguat hydrochloride >=98% (HPLC)
  • 646995-35-9
  • API