502850-13-7

Upstream product

• 1421117-76-1 (1R,2R)-1-chloro-1-(4-fluorophenyl)propan-2-amine 
• 1421013-84-4 (1S,2R)-2-(dibenzylamino)-1-(4-fluorophenyl)propan-1-ol 
• 502850-06-8 (1S,2R)-2-amino-1-(4-fluorophenyl)propan-1-ol 
• 502850-03-5 (R)-N-carbethoxy-2-amino-1-(4-fluorophenyl)propanone 
• 462-06-6 fluorobenzene 
• 568550-19-6 (S)-N-carbethoxy-2-amino-1-(4-fluorophenyl)propanone 
• 46083-40-3 (1R,2S)-2-amino-1-(4-fluorophenyl)propanol 

Downstream Products

• 1421014-47-2 (1R,2R)-15N-(1-(benzylamino)-1-(4-fluorophenyl)propan-2-yl)-4-nitrobenzenesulfonamide 
• 1421014-53-0 (1S,2S)-15N-(2-(benzylamino)-1-(4-fluorophenyl)propan-2-yl)-4-nitrobenzenesulfonamide 
• 1613235-45-2 (1R,2R)-1-azido-1-(4-fluorophenyl)propan-2-amine 

Relevant academic research and scientific papers

Synthesis and in vitro characterization of platinum(II) anticancer coordinates using FTIR spectroscopy and NCI COMPARE: A fast method for new compound discovery

Platinum-based drugs have been used for several decades to treat various cancers successfully. Cisplatin is the original compound in this class; it cross-links DNA, resulting in cell cycle arrest and cell death via apoptosis. Cisplatin is effective against several tumor types but exhibits toxic side effects; in addition, tumors often develop resistance. An original in vitro approach is proposed to determine whether platinum-based research compounds are good candidates for further study by comparing them to marketed drugs using FTIR spectroscopy and the COMPARE analysis from the NCI. Both methods can produce fingerprints and highlight differences between the compounds, classifying the candidates and revealing promising derivatives.

Synthesis of 15N-labeled vicinal diamines through N-activated chiral aziridines: Tools for the NMR study of platinum-based anticancer compounds

A new method for the synthesis of 15N-labeled chiral β-diamines from a common precursor, either optically pure amino acids or anti-β-amino alcohols, is reported. The two diastereomeric series of vicinal diamines are produced through the nucleophilic ring opening of activated chiral aziridines. 15N was introduced by means of [ 15N]-benzylamine, prepared from 15NH4Cl. The final compounds are highly valuable because [1H-15N] NMR is considered a powerful tool for studying the chemical properties of platinum-based complexes.

Synthesis and antitumor activity of enantiomerically pure [1,2-diamino-1-(4-fluorophenyl)propane]dichloroplatinum(II) complexes.

Enantiomerically pure 1, 2-diamino-1-(4-fluorophenyl)propanes were synthesized by stereospecific and stereoselective procedures by use of the (1R, 2S)- and (1S, 2R)-2-amino-1-(4-fluorophenyl)propanols (12a) as intermediates. The enantiomeric purity was determined by (1)H NMR spectroscopy after conversion of the propanolamines and the diamines with (1R)-myrtenal into mono- and diimines. For the coordination to platinum the diamines were reacted with K(2)PtCl(4). The resulting dichloroplatinum(II) complexes 4F-Ph/Me-PtCl(2) were tested for antiproliferative activity on the MCF-7 breast cancer cell line. (SS)- and (RR)-4F-Ph/Me-PtCl(2) produced the strongest inhibitory effect. Both complexes showed cytocidal effects, (SS)-4F-Ph/Me-PtCl(2) even in a concentration of 1 microM. The (1S, 2R)- and (1R, 2S)-configurated complexes were far less active (SS > RR > RS = SR) and comparable in this respect with the standard cisplatin.