170111-34-9

Basic information

• Product Name: Phenyl (E)-(3S)-3-amino-4-phenylbut-1-enyl sulfone hydrochloride
• Synonyms: Phenyl (E)-(3S)-3-amino-4-phenylbut-1-enyl sulfone hydrochloride;(S)-PheVSPh.HCl
• CAS NO: 170111-34-9
• Molecular Formula: C16H18ClNO2S
• Molecular Weight: 323.83762
• Mol File: 170111-34-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Phenyl (E)-(3S)-3-amino-4-phenylbut-1-enyl sulfone hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl (E)-(3S)-3-amino-4-phenylbut-1-enyl sulfone hydrochloride(170111-34-9)
• EPA Substance Registry System: Phenyl (E)-(3S)-3-amino-4-phenylbut-1-enyl sulfone hydrochloride(170111-34-9)

Safety Data

• Hazardous Substances Data: 170111-34-9(Hazardous Substances Data)

Upstream product

• 38066-16-9 diethyl [(phenylthio)methyl]phosphonate 
• 7205-91-6 phenylthiomethyl chloride 
• 56069-39-7 diethyl phenylsulfonylmethylphosphonate 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 72155-45-4 Boc-L-phenylalaninal 
• 87694-53-9 Boc-Phe-OH N,O-dimethyl hydroxamate 
• 769967-11-5 Boc-Phe-VS-Ph 
• 769967-12-6 Boc-D-Phe-VS-Ph 
• 799560-42-2 (3S,E)-3-(tert-butoxycarbonylamino)-4-phenyl-1-phenylsulfonyl-1-butene 

Relevant articles and documents

Peptidyl allyl sulfones

The present disclosure provides compositions for inhibiting proteases, methods for synthesizing the compositions, and methods of using the disclosed protease inhibitors. Aspects of the disclosure include peptidyl allyl sulfone compositions that inhibit proteases, for example cysteine proteases, either in vivo or in vitro.

Peptidyl allyl sulfones: A new class of inhibitors for clan CA cysteine proteases

A new series of peptidyl allyl sulfone inhibitors was discovered while trying to synthesize epoxy sulfone inhibitors from vinyl sulfones using basic oxidizing conditions. The various dipeptidyl allyl sulfones were evaluated with calpain I, papain, cathepsins B and L, cruzain and rhodesain and found to be potent inhibitors. In comparison to the previously developed class of vinyl sulfone inhibitors, the novel dipeptidyl allyl sulfones were more potent inhibitors than the corresponding dipeptidyl vinyl sulfones. It was observed that the stereochemistry of the vinyl sulfone precursor played a role in the potency of the dipeptidyl allyl sulfone inhibitor.