104774-86-9

Basic information

• Product Name: 3-Fluoro-benzenepropanaMine
• Synonyms: 3-Fluoro-benzenepropanaMine;3-(3-fluorophenyl)propan-1-amine
• CAS NO: 104774-86-9
• Molecular Formula: C9H12FN
• Molecular Weight: 153.1966832
• Mol File: 104774-86-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 216.3±23.0 °C(Predicted)
• Appearance: /
• Density: 1.044±0.06 g/cm3(Predicted)
• PKA: 10.16±0.10(Predicted)
• CAS DataBase Reference: 3-Fluoro-benzenepropanaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-benzenepropanaMine(104774-86-9)
• EPA Substance Registry System: 3-Fluoro-benzenepropanaMine(104774-86-9)

Safety Data

• Hazardous Substances Data: 104774-86-9(Hazardous Substances Data)

Upstream product

• 156868-83-6 3-(3-fluorophenyl)propan-1-ol 
• 456-48-4 3-Fluorobenzaldehyde 
• 25468-87-5 3-(3-fluorophenyl)propanenitrile 
• 25017-13-4 1-(2-bromoethyl)-3-fluorobenzene 
• 64379-96-0 (E)-3-(3-fluorophenyl)acrylamide 
• 13565-05-4 (E)-3-(3-fluorophenyl)acryloyl chloride 
• 20595-30-6 3-Fluorocinnamic acid 

Downstream Products

• 1562370-36-8 C₂₁H₂₂FN₃O 

Relevant articles and documents

8-Hydroxyquinolin-2(1H)-one analogues as potential β2-agonists: Design, synthesis and activity study

β2-Agonists that bind to plasmalemmal β2-adrenoceptors causing cAMP accumulation are widely used as bronchodilators in chronic respiratory diseases. Here, we designed and synthesized a group of 8-hydroxyquinolin-2(1H)-one analogues and studied their β2-agonistic activities with a cellular cAMP assay. Compounds B05 and C08 were identified as potent (EC50 2-agonists among the compounds tested. They behaved as partial β2-agonists in non-overexpressed HEK293 cells, and possessed rapid smooth muscle relaxant actions and long duration of action in isolated guinea pig tracheal strip preparations. In summary, B05 and C08 are β2-agonists with potential applicability in chronic respiratory diseases.

2-AMINOQUINOLINE-BASED COMPOUNDS FOR POTENT AND SELECTIVE NEURONAL NITRIC OXIDE SYNTHASE INHIBITION

Various 2-aminoquinoline compounds as can be used, in vivo or in vitro, for selective inhibition of neuronal nitric oxide synthase.

Simplified 2-aminoquinoline-based scaffold for potent and selective neuronal nitric oxide synthase inhibition

Since high levels of nitric oxide (NO) are implicated in neurodegenerative disorders, inhibition of the neuronal isoform of nitric oxide synthase (nNOS) and reduction of NO levels are therapeutically desirable. Nonetheless, many nNOS inhibitors mimic l-arginine and are poorly bioavailable. 2-Aminoquinoline-based scaffolds were designed with the hope that they could (a) mimic aminopyridines as potent, isoform-selective arginine isosteres and (b) possess chemical properties more conducive to oral bioavailability and CNS penetration. A series of these compounds was synthesized and assayed against purified nNOS enzymes, endothelial NOS (eNOS), and inducible NOS (iNOS). Several compounds built on a 7-substituted 2-aminoquinoline core are potent and isoform-selective; X-ray crystallography indicates that aminoquinolines exert inhibitory effects by mimicking substrate interactions with the conserved active site glutamate residue. The most potent and selective compounds, 7 and 15, were tested in a Caco-2 assay and showed good permeability and low efflux, suggesting high potential for oral bioavailability.