1416438-78-2

Basic information

• Product Name: spiro[cyclopropane-1,3'-[3h]pyrrolo[2,3-b]pyridin]-2'(1'h)-one
• Synonyms: spiro[cyclopropane-1,3'-[3h]pyrrolo[2,3-b]pyridin]-2'(1'h)-one;3'H-Spiro{cyclopropane-1,1'-pyrrolo[2,3-b]pyridine}-2'-one;SPIRO[CYCLOPROPANE-1,3-PYRROLO[2,3-B]PYRIDIN]-2(1H)-ONE
• CAS NO: 1416438-78-2
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.17262
• Mol File: 1416438-78-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: spiro[cyclopropane-1,3'-[3h]pyrrolo[2,3-b]pyridin]-2'(1'h)-one(CAS DataBase Reference)
• NIST Chemistry Reference: spiro[cyclopropane-1,3'-[3h]pyrrolo[2,3-b]pyridin]-2'(1'h)-one(1416438-78-2)
• EPA Substance Registry System: spiro[cyclopropane-1,3'-[3h]pyrrolo[2,3-b]pyridin]-2'(1'h)-one(1416438-78-2)

Safety Data

• Hazardous Substances Data: 1416438-78-2(Hazardous Substances Data)

Upstream product

• 5654-97-7 7-azaoxindole 
• 247129-85-7 (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate 
• 879132-48-6 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridin-2(3H)-one 
• 879132-47-5 3,3-dibromo-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2.3-b]pyridin-2-one 
• 879132-46-4 1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrrolo[2,3-b]pyridine 
• 271-63-6 7-Azaindole 

Relevant articles and documents

Discovery of Sisunatovir (RV521), an Inhibitor of Respiratory Syncytial Virus Fusion

RV521 is an orally bioavailable inhibitor of respiratory syncytial virus (RSV) fusion that was identified after a lead optimization process based upon hits that originated from a physical property directed hit profiling exercise at Reviral. This exercise encompassed collaborations with a number of contract organizations with collaborative medicinal chemistry and virology during the optimization phase in addition to those utilized as the compound proceeded through preclinical and clinical evaluation. RV521 exhibited a mean IC50 of 1.2 nM against a panel of RSV A and B laboratory strains and clinical isolates with antiviral efficacy in the Balb/C mouse model of RSV infection. Oral bioavailability in preclinical species ranged from 42 to >100% with evidence of highly efficient penetration into lung tissue. In healthy adult human volunteers experimentally infected with RSV, a potent antiviral effect was observed with a significant reduction in viral load and symptoms compared to placebo.

Zinc triflate-mediated cyclopropanation of oxindoles with vinyl diphenyl sulfonium triflate: a mild reaction with broad functional group compatibility

The first use of zinc triflate for the cyclopropanation of unprotected oxindoles with vinyl diphenyl sulfonium triflate salt is reported. The reaction proceeded under ambient conditions and consistently provided high yields with broad functional group tolerability. The utility for the late-stage functionalization (LSF) of complex molecules is demonstrated.

SPIRO-INDOLINES FOR THE TREATMENT AND PROPHYLAXIS OF RESPIRATORY SYNCYTIAL VIRUS INFECTION (RSV)

Benzimidazoles of formula (I): wherein: one of X and Y is an N atom or a substituted C atom, and the other is CH; L is a single bond, C1-3 alkylene, C2-3 alkenylene or C2-3 alkynylene; R1 is C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, 3- to 10-membered cycloalkyl, 5- to 10-membered heterocyclyl or 5- to 12- membered heteroaryl, each of which is unsubstituted or substituted; Z is halo, C1-6 haloalkyl, nitro, -CN, -N(R2)2, -OR2, -SR2, -S(=0)R2, or -S(=0)2R2; each R2 is independently hydrogen, C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl, wherein said alkyl, alkenyl and alkynyl groups are unsubstituted or substituted; and m is 0 or 1; and the pharmaceutically acceptable salt thereof are inhibitors of RSV and can therefore be used to treat or prevent an RSV infection.