Cinaciguat - CAS 329773-35-5
Catalog number:
329773-35-5
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C36H39NO5
Molecular Weight:
565.70
COA:
Inquire
Targets:
Guanylate Cyclase
Description:
An experimental drug as an an activator of sGC in an NO-independent manner (Kd = 3.2 nM).
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Purity:
≥98.0%
Appearance:
White Solid
Synonyms:
BAY 58-2667 ; 4-((4-carboxybutyl)(2-((4-phenethylbenzol) oxy)phenethyl)amino)methyl(benzoic) acid
Solubility:
Soluble in DMSO
Storage:
Store at -20 °C
MSDS:
Inquire
Application:
Soluble guanylate cyclase (sGC) activators.
Quality Standard:
Enterprise Standard
Shelf Life:
As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Quantity:
Milligrams-Grams
Density:
1.191±0.06 g/cm3
InChIKey:
WPYWMXNXEZFMAK-UHFFFAOYSA-N
InChI:
InChI=1S/C36H39NO5/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)
Canonical SMILES:
C1=CC=C(C=C1)CCC2=CC=C(C=C2)COC3=CC=CC=C3CCN(CCCCC(=O)O)CC4=CC=C(C=C4)C(=O)O
Current Developer:
Bayer
1.Activation of soluble guanylyl cyclase by BAY 58-2667 improves bladder function in cyclophosphamide-induced cystitis in mice.
de Oliveira MG1, Calmasini FB2, Alexandre EC1, De Nucci G1, Mónica FZ1, Antunes E3. Am J Physiol Renal Physiol. 2016 Apr 27:ajprenal.00041.2016. doi: 10.1152/ajprenal.00041.2016. [Epub ahead of print]
Activators of soluble guanylyl cyclase (sGC) interact directly with its prosthetic heme group, enhancing the enzyme responsiveness in pathological conditions. This study aimed to evaluate the effects of the sGC activator BAY 58-2667 on voiding dysfunction, protein expressions of α1 and β1 sGC subunits and cGMP levels in the bladder tissues after cyclophosphamide (CYP) exposure. Female C57BL/6 mice (20-25 g) were injected with CYP (300 mg/kg, i.p) to induce cystitis. Mice were pretreated or not with BAY 58-2667 (1 mg/kg, gavage), given 1 h prior to CYP injection. The micturition patterns and in vitro bladder contractions were evaluated at 24 h. In freely-moving mice, CYP injection produced reduced the micturition volume and increased the number of urine spots. Cystometric recordings in CYP-injected mice revealed significant increases of basal pressure, voiding frequency and non-voiding contractions (NVCs), along with decreases in bladder capacity, intercontraction interval and compliance.
2.Influence of cinaciguat on gastrointestinal motility in apo-sGC mice.
Cosyns SM1, Huyghe L, Thoonen R, Stasch JP, Brouckaert P, Lefebvre RA. Neurogastroenterol Motil. 2014 Nov;26(11):1573-85. doi: 10.1111/nmo.12424. Epub 2014 Sep 8.
BACKGROUND: Cinaciguat (BAY 58-2667), an NO- and heme-independent sGC activator, was shown to be more effective when the heme-group of sGC is oxidized in vascular tissue. In apo-sGC mice (sGCβ1 (His105Phe) knockin) both sGC isoforms (sGCα1 β1 and sGCα2 β1 ) are heme-deficient and can no longer be activated by NO; these mice, showing decreased gastrointestinal nitrergic relaxation and decreased gastric emptying, can be considered as a model to study the consequence of heme-oxidation in sGC. Our aim was to compare the influence of cinaciguat, on in vitro muscle tone of gastrointestinal tissues, and on gastric emptying in WT and apo-sGC mice.
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