1223404-89-4

Basic information

• Product Name: (2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine
• Synonyms: (2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine;(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine
• CAS NO: 1223404-89-4
• Molecular Formula: C₁₆H₁₄F₂N₄
• Molecular Weight: 300.3059664
• EINECS: -0
• Mol File: 1223404-89-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine(1223404-89-4)
• EPA Substance Registry System: (2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine(1223404-89-4)

Safety Data

• Hazardous Substances Data: 1223404-89-4(Hazardous Substances Data)

Usage

General Description

The chemical "(2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine" is a compound with a complex molecular structure. It contains a pyrrolidine ring, a difluorophenyl group, and a pyrazolo[1,5-a]pyrimidin-5-yl moiety. The presence of fluorine atoms in the difluorophenyl group gives the compound unique properties, such as increased hydrophobicity and potential for interactions with biological targets. The pyrazolo[1,5-a]pyrimidin-5-yl group suggests potential biological activity, as pyrazolo[1,5-a]pyrimidine derivatives have been investigated for their antitumor, antiviral, and anti-inflammatory properties. Overall, "(2R)-2-(2,5-difluorophenyl)-1-{pyrazolo[1,5-a]pyrimidin-5-yl}pyrrolidine" is a complex molecule with potential for biomedical research and drug development.

Upstream product

• 1218935-60-4 (2R)-2-(2,5-difluorophenyl)pyrrolidine hydrochloride 
• 29274-24-6 5-chloropyrazolo[1,5-a]pyrimidine 
• 1443538-31-5 (R)-1-((S)-tert-butylsulfinyl)-2-(2,5-difluorophenyl)pyrrolidine 
• 1216260-42-2 4‐chloro‐1‐(2,5-difluorophenyl)butan-1-one 
• 29274-22-4 pyrazolo[1,5-a]pyrimidine-5-ol 
• 1218935-59-1 (R)-(+)-2-(2,5-difluorophenyl)pyrrolidine 

Downstream Products

• 1223404-90-7 (R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-nitropyrazolo[1,5-a]pyrimidine 

Relevant articles and documents

Discovery of Next-Generation Tropomyosin Receptor Kinase Inhibitors for Combating Multiple Resistance Associated with Protein Mutation

Tropomyosin receptor kinase (TRK) inhibition is an effective therapeutic approach for treatment of a variety of cancers. Despite the use of first-generation TRK inhibitor (TRKI) larotrectinib (1) resulting in significant therapeutic response in patients, acquired resistance develops invariably. The emergence of secondary mutations occurring at the solvent-front, xDFG, and gatekeeper regions of TRK represents a common mechanism for acquired resistance. However, xDFG mutations remain insensitive to second-generation macrocyclic TRKIs selitrectinib (3) and repotrectinib (4) designed to overcome the resistance mediated by solvent-front and gatekeeper mutations. Here, we report the structure-based drug design and discovery of a next-generation TRKI. The structure-activity relationship studies culminated in the identification of a promising drug candidate 8 that showed excellent in vitro potency on a panel of TRK mutants, especially TRKAG667C in the xDFG motif, and improved in vivo efficacy than 1 and 3 in TRK wild-type and mutant fusion-driven tumor xenograft models, respectively.

SUBSTITUTED PYRAZOLO[1,5-a]PYRIMIDINE COMPOUNDS AS TRK KINASE INHIBITORS

Compounds of Formula (I) in which R1, R2, R3, R4, X, Y and n have the meanings given in the specification, are inhibitors of Trk kinases and are useful in the treatment of diseases which can be treated with a Trk kinase inhibitor.