Chemistry:Runcaciguat

Runcaciguat
Legal status
Legal status	Investigational;
Identifiers
	IUPAC name (3S)-3-[4-Chloro-3-[[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino]phenyl]-3-cyclopropylpropanoic acid;
CAS Number	1402936-61-1;
PubChem CID	134440946;
ChemSpider	75533796;
UNII	5EZ01YDT5S;
ChEMBL	ChEMBL4650322;
Chemical and physical data
Formula	C23H22Cl2F3NO3
Molar mass	488.33 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@H]([C@@H](C1=CC=C(C=C1)Cl)C(=O)NC2=C(C=CC(=C2)[C@@H](CC(=O)O)C3CC3)Cl)C(F)(F)F;
	InChI InChI=1S/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/t12-,17+,21+/m1/s1; Key:NCRMKIWHFXSBGZ-CNBXIYLPSA-N;

Short description: Chemical compound

Runcaciguat is a soluble guanylate cyclase stimulator developed by Bayer for non-proliferative diabetic retinopathy and chronic kidney disease.^[1]^[2]^[3]

References

↑ Bénardeau, Agnès; Kahnert, Antje; Schomber, Tibor; Meyer, Jutta; Pavkovic, Mira; Kretschmer, Axel; Lawrenz, Bettina; Hartmann, Elke et al. (December 2021). "Runcaciguat, a novel soluble guanylate cyclase activator, shows renoprotection in hypertensive, diabetic, and metabolic preclinical models of chronic kidney disease". Naunyn-Schmiedeberg's Archives of Pharmacology 394 (12): 2363–2379. doi:10.1007/s00210-021-02149-4. PMID 34550407.
↑ Hahn, Michael G.; Lampe, Thomas; El Sheikh, Sherif; Griebenow, Nils; Woltering, Elisabeth; Schlemmer, Karl-Heinz; Dietz, Lisa; Gerisch, Michael et al. (13 May 2021). "Discovery of the Soluble Guanylate Cyclase Activator Runcaciguat (BAY 1101042)". Journal of Medicinal Chemistry 64 (9): 5323–5344. doi:10.1021/acs.jmedchem.0c02154. PMID 33872507.
↑ Nelissen, Ellis; Possemis, Nina; Van Goethem, Nick P.; Schepers, Melissa; Mulder-Jongen, Danielle A. J.; Dietz, Lisa; Janssen, Wiebke; Gerisch, Michael et al. (4 March 2022). "The sGC stimulator BAY-747 and activator runcaciguat can enhance memory in vivo via differential hippocampal plasticity mechanisms" (in en). Scientific Reports 12 (1): 3589. doi:10.1038/s41598-022-07391-1. ISSN 2045-2322. PMID 35246566. Bibcode: 2022NatSR..12.3589N.

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Legal status

Legal status	Investigational
Identifiers
IUPAC name (3S)-3-[4-Chloro-3-[[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino]phenyl]-3-cyclopropylpropanoic acid
CAS Number	1402936-61-1
PubChem CID	134440946
ChemSpider	75533796
UNII	5EZ01YDT5S
ChEMBL	ChEMBL4650322
Chemical and physical data
Formula	C₂₃H₂₂Cl₂F₃NO₃
Molar mass	488.33 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@H]([C@@H](C1=CC=C(C=C1)Cl)C(=O)NC2=C(C=CC(=C2)[C@@H](CC(=O)O)C3CC3)Cl)C(F)(F)F
InChI InChI=1S/C23H22Cl2F3NO3/c1-12(23(26,27)28)21(14-4-7-16(24)8-5-14)22(32)29-19-10-15(6-9-18(19)25)17(11-20(30)31)13-2-3-13/h4-10,12-13,17,21H,2-3,11H2,1H3,(H,29,32)(H,30,31)/t12-,17+,21+/m1/s1 Key:NCRMKIWHFXSBGZ-CNBXIYLPSA-N