1191413-07-6

Basic information

• Product Name: (2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid
• Synonyms: (2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid
• CAS NO: 1191413-07-6
• Molecular Weight: 392.455
• Mol File: 1191413-07-6.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid(1191413-07-6)
• EPA Substance Registry System: (2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid(1191413-07-6)

Safety Data

• Hazardous Substances Data: 1191413-07-6(Hazardous Substances Data)

Upstream product

• 1191412-58-4 tert-butyl cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetate 
• 157312-16-8 tert-butyl [4-(bromomethyl)phenyl](cyclopentyl)acetate 
• 33155-60-1 t-butyl p-tolylacetate 
• 157312-15-7 tert-butyl cyclopentyl(4-methylphenyl)acetate 
• 1191412-83-5 rac-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic Acid 
• 50677-24-2 Ν-p-methylbenzoyl-N'-chloroacetyl 
• 613-94-5 benzoic acid hydrazide 
• 28669-17-2 2-phenyl-4H-1,3,4-oxadiazin-5(6H)-one 

Relevant articles and documents

Discovery of the Soluble Guanylate Cyclase Activator Runcaciguat (BAY 1101042)

Herein we describe the discovery, mode of action, and preclinical characterization of the soluble guanylate cyclase (sGC) activator runcaciguat. The sGC enzyme, via the formation of cyclic guanosine monophoshphate, is a key regulator of body and tissue homeostasis. sGC activators with their unique mode of action are activating the oxidized and heme-free and therefore NO-unresponsive form of sGC, which is formed under oxidative stress. The first generation of sGC activators like cinaciguat or ataciguat exhibited limitations and were discontinued. We overcame limitations of first-generation sGC activators and identified a new chemical class via high-throughput screening. The investigation of the structure-activity relationship allowed to improve potency and multiple solubility, permeability, metabolism, and drug-drug interactions parameters. This program resulted in the discovery of the oral sGC activator runcaciguat (compound 45, BAY 1101042). Runcaciguat is currently investigated in clinical phase 2 studies for the treatment of patients with chronic kidney disease and nonproliferative diabetic retinopathy.