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Cinaciguat

CAT: 0013-GTR19162579-03Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19162579-03Size:5 mg
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Description
Cinaciguat (BAY 58-2667) is the first of a new class of soluble guanylate cyclase (sGC) activators in clinical development for acute decompensated heart failure. (In Vitro) :Cinaciguat (10 μM) significantly enhances intracellular cGMP generation. Cinaciguat does not dose-dependent effects on cell contraction and calcium transients. (In Vivo) :Cinaciguat (10 mg/kg/day, p.o.) treatment in diabetic rats does not influence blood glucose levels, but leads to attenuated water intake. Cinaciguat treatment alleviates diabetes mellitus related oxidative stress, protects against DM related alteration of the NO-sGC-cGMP-PKG signalling, and alleviates DM related myocardium hypertrophy and apoptosis. Cinaciguat (1-10-100 nM) induces concentration-dependent relaxations in strips from both WT and apo-sGC mice, but does not have any effect on phasic activity induced by PGF2α in WT or apo-sGC strips.
CAS Number
329773-35-5
Purity
>98% (HPLC)
Solubility
DMSO: 10 mM
Smiles
OC (=O) CCCCN (CCC1=CC=CC=C1OCC1=CC=C (CCC2=CC=CC=C2) C=C1) CC1=CC=C (C=C1) C (O) =O
Molecular Formula
C36H39NO5
Molecular Weight
565.7
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Cinaciguat

Cinaciguat is a benzoic acid that is 4-(aminomethyl)benzoic acid in which the amino group is substituted by 4-carboxybutyl and 2-(2-{[4-(2-phenylethyl)benzyl]oxy}phenyl)ethyl groups. It is a soluble guanylate cyclase activator, used for the treatment of acute decompensated heart failure. It has a role as a vasodilator agent, an antihypertensive agent and a soluble guanylate cyclase activator. It is a member of benzoic acids, an aromatic ether, a dicarboxylic acid and a tertiary amino compound.

CAS Number329773-35-5
PubChem CID9808022
IUPAC Name4-[[4-carboxybutyl-[2-[2-[[4-(2-phenylethyl)phenyl]methoxy]phenyl]ethyl]amino]methyl]benzoic acid
Molecular FormulaC36H39NO5
Molecular Weight565.7
XLogP4.9
Topological Polar Surface Area87.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count17
Heavy Atom Count42
Formal Charge0
Complexity767
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
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)
InChIKey
WPYWMXNXEZFMAK-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cinaciguat
CAS: 329773-35-5
CID: 9808022
Formula: C36H39NO5
MW: 565.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight565.7
XLogP34.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count17
Exact Mass565.28282334
Monoisotopic Mass565.28282334
Topological Polar Surface Area87.1 Ų
Heavy Atom Count42
Formal Charge0
Complexity767
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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MBS5772166Cinaciguat hydrochloride
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