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Cinaciguat

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Chemical compound

Pharmaceutical compound

Cinaciguat
Clinical data

Routes of administration	intravenous (?)
ATC code	none
Identifiers
IUPAC name 4-({(4-carboxybutyl)[2-(2-{[4-(2-phenylethyl) phenyl]methoxy}phenyl)ethyl]amino}methyl) benzoic acid
CAS Number	329773-35-5^Y
PubChemCID	9808022
IUPHAR/BPS	5168
ChemSpider	7983781^N
UNII	59K0Y58UAD
ChEBI	CHEBI:142433
CompTox Dashboard(EPA)	DTXSID40954614
Chemical and physical data
Formula	C₃₆H₃₉NO₅
Molar mass	565.710 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c4ccccc4CCc3ccc(cc3)COc1ccccc1CCN(CCCCC(O)=O)Cc2ccc(C(=O)O)cc2
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)^N Key:WPYWMXNXEZFMAK-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Cinaciguat (BAY 58-2667) is an experimental drug for the treatment ofacute decompensated heart failure.^[1]

Cinaciguat activates thesoluble guanylate cyclase (sGC) which is a receptor fornitric oxide. This increases biosynthesis ofcyclic GMP, resulting invasodilation.^[2]

^Tamargo J, Duarte J, Caballero R, Delpón E (September 2010). "Cinaciguat, a soluble guanylate cyclase activator for the potential treatment of acute heart failure".Current Opinion in Investigational Drugs.11 (9):1039–1047.PMID 20730699.
^Schubert-Zsilavecz M, Wurglics M (2009).Neue Arzneimittel 2008/2009. Eschborn: Zentralstelle der deutschen Apotheker (Zentral Apotheker-Verlag).

sGC	Activators/stimulators:Ataciguat BAY 41-2272 BAY 41-8543 BAY 60-4552 BI-703704 Cinaciguat (BAY 58-2667) GSK-2181236A Praliciguat Riociguat Vericiguat Inhibitors:ODQ

nNOS	3-Bromo-7-nitroindazole 3-Chloroindazole 3-Chloro-5-nitroindazole 5-Nitroindazole 6-Nitroindazole 7-Nitroindazole A-84643 Aminoguanidine (pimagedine) ARL-17477 Indazole N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) N^ω-Propyl-L-arginine (L-NPA) Nitroarginine (NNA, NOARG) Pentamidine isethionate TRIM
iNOS	1-Amino-2-hydroxyguanidine 2-Ethylaminoguanidine 2-Iminopiperidine 1400W AEITU Aminoguanidine (pimagedine) AMT AR-C 102222 BYK-191023 Canavanine Cindunistat (SD-6010) EITU IPTU MITU N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N⁶-(1-Iminoethyl)-L-lysine (L-NIL) N^ω-Methyl-L-arginine (L-NMA) Ronopterin (VAS-203) TRIM
eNOS	Aminoguanidine (pimagedine) N⁵-(1-Iminoethyl)-L-ornithine (L-NIO) N^ω-Methyl-L-arginine (L-NMA) Nitroarginine (NNA, NOARG)
Unsorted	Asymmetric dimethylarginine (ADMA) CKD-712 Guanidinoethyldisulfide (GED) GW-273629 Indospicine KD-7040 Nitroarginine methyl ester (NAME) NCX-456 NXN-462 ONO-1714 VAS-2381

Others

See also:Receptor/signaling modulators

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