920274-03-9

Basic information

• Product Name: (R)-2-(3-Fluorophenyl)pyrrolidine
• Synonyms: (R)-2-(3-Fluorophenyl)pyrrolidine;(2R)-2-(3-fluorophenyl)pyrrolidine;Pyrrolidine,2-(3-fluorophenyl)-, (2R)-;(R)-2-(3-Fluorophenyl)pyrrolidine, HCl
• CAS NO: 920274-03-9
• Molecular Formula: C10H12FN
• Molecular Weight: 165.21
• Product Categories: pharmaceutical intermediate
• Mol File: 920274-03-9.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 232.3 °C at 760 mmHg
• Flash Point: 94.3 °C
• Appearance: /
• Density: 1.078 g/cm³
• Vapor Pressure: 0.0595mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 9.58±0.10(Predicted)
• CAS DataBase Reference: (R)-2-(3-Fluorophenyl)pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-(3-Fluorophenyl)pyrrolidine(920274-03-9)
• EPA Substance Registry System: (R)-2-(3-Fluorophenyl)pyrrolidine(920274-03-9)

Safety Data

• Hazardous Substances Data: 920274-03-9(Hazardous Substances Data)

Usage

General Description

The chemical compound (R)-2-(3-Fluorophenyl)pyrrolidine is a pyrrolidine derivative with a fluorophenyl group attached. It is a chiral compound, with the (R)-enantiomer being the active form. (R)-2-(3-Fluorophenyl)pyrrolidine has potential applications in the field of pharmaceuticals and drug design due to its unique structure and properties. It may be used as a building block in the synthesis of biologically active molecules or as a research tool in chemical and biological studies. Its specific pharmacological properties and potential therapeutic uses would require further research and investigation. Overall, (R)-2-(3-Fluorophenyl)pyrrolidine is a compound of interest for its potential in various scientific and industrial applications.

InChI:InChI=1/C10H12FN/c11-9-4-1-3-8(7-9)10-5-2-6-12-10/h1,3-4,7,10,12H,2,5-6H2/t10-/m1/s1

Upstream product

• 164737-45-5 2-(3-fluorophenyl)-Δ¹-pyrroline 
• 1223405-24-0 tert-butyl (4-(3-fluorophenyl)-4-oxobutyl)carbamate 
• 17318-03-5 bromo(3-fluorophenyl)magnesium 
• 1073-06-9 3-fluorobromobenzene 
• 456-48-4 3-Fluorobenzaldehyde 
• 451-02-5 ethyl 3-fluorobenzoate 
• 455-38-9 3-fluorobenzoic acid 
• 1196552-03-0 3-chloro-N-(3-fluorobenzylidene)propan-1-amine 

Downstream Products

• 1365214-89-6 6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine-3-carboxylic acid 
• 1365212-65-2 6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine-3-carboxamide 

Relevant articles and documents

Rational drug design to explore the structure-activity relationship (SAR) of TRK inhibitors with 2,4-diaminopyrimidine scaffold

Tropomyosin receptor kinase (TRK) is an ideal target for treating cancers caused by the NTRK gene fusion. In this study, more than 60 2,4-diaminopyrimidine derivatives were prepared to understand the structure-activity relationship and confirm the rationality of the pharmacophore model reported previously. Among them, compound 19k was found to be a potent pan-TRK inhibitor that inhibits the proliferation of Km-12 cell lines. Additionally, compound 19k induced the apoptosis of Km-12 cells in a concentration-dependent manner. Western blot analysis revealed that compound 19k inhibited the phosphorylation of TRK to block downstream pathways. Compound 19k also possessed outstanding plasma stability and liver microsomal stability in vitro, with half-lives greater than 289.1 min and 145 min, respectively. Pharmacokinetic studies indicated that the oral bioavailability of compound 19k is 17.4%. These results demonstrate that compound 19k could serve as a novel lead compound for overcoming NTRK-fusion cancers.

Stereocomplementary Synthesis of Pharmaceutically Relevant Chiral 2-Aryl-Substituted Pyrrolidines Using Imine Reductases

Exploring a collection of naturally occurring imine reductases (IREDs) identified two stereocomplementary IREDs with reducing activity toward sterically hindered 2-aryl-substituted pyrrolines. Using (R)-selective ScIR and (S)-selective SvIR, various chiral 2-aryl-substituted pyrrolidines with excellent enantioselectivity (>99% ee) were stereocomplementarily synthesized in good yield (60-80%), demonstrating the feasibility of IREDs for generating pharmaceutically relevant chiral 2-aryl-substituted pyrrolidine intermediates.

Preparation method of (R)-2-(2-substitution-5-fluorobenzene)pyrrolidine

The invention belongs to the technical field of organic synthesis, and provides a preparation method of (R)-2-(2-substitution-5-fluorobenzene)pyrrolidine. The preparation method comprises the following steps of: taking 2-substitution-5-fluorobenzaldehyde