198473-93-7

Basic information

• Product Name: Aziridine, 2-methyl-3-phenyl-, (2R,3S)-
• CAS NO: 198473-93-7
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Mol File: 198473-93-7.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Aziridine, 2-methyl-3-phenyl-, (2R,3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Aziridine, 2-methyl-3-phenyl-, (2R,3S)-(198473-93-7)
• EPA Substance Registry System: Aziridine, 2-methyl-3-phenyl-, (2R,3S)-(198473-93-7)

Safety Data

• Hazardous Substances Data: 198473-93-7(Hazardous Substances Data)

Upstream product

• 37577-28-9 (1S,2R)-(+)-norphedrine 
• 94133-42-3 (+)-Chloroephedine hydrochloride 
• 492-41-1 (1R,2S)-norephedrine 

Downstream Products

• 1421014-50-7 (1R,2R)-N-(1-(benzylamino)-1-phenylpropan-2-yl)-4-nitrobenzenesulfonamide 
• 1421014-55-2 (1S,2S)-15N-(2-(benzylamino)-1-phenylpropan-2-yl)-4-nitrobenzenesulfonamide 

Relevant articles and documents

Synthesis of (2R,3S)-(-)-2-phenyl-3-methylaziridine

We report the total synthesis of aziridine 3, carried out in a two-step method involving double Walden inversion at the carbon atom bearing the hydroxy group of (1R,2S)-(-)-norephedrine, 1, which was used as starting material. Compound 3 was obtained for the first time as a solid therefore allowing its unambiguous X-ray structure determination.

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.

An efficient synthesis of aziridines from ephedrines

The reaction of chlorodeoxyephedrine hydrochlorides with one, two, and three molar equivalents of base was studied. Isochlorodeoxypseudoepherines were identified and assigned by 1H and 13C NMR data as intermediate compounds in the formation of cis-aziridines. Erythro and threo ephedrinethylethers were isolated as new compounds and analyzed by spectroscopic data. In addition, the erythro isomer was studied by X-ray diffraction.