161387-22-0

Basic information

• Product Name: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone
• Synonyms: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone
• CAS NO: 161387-22-0
• Molecular Weight: 348.487
• Mol File: 161387-22-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone(161387-22-0)
• EPA Substance Registry System: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone(161387-22-0)

Safety Data

• Hazardous Substances Data: 161387-22-0(Hazardous Substances Data)

Upstream product

• 159615-88-0 (S)-2-(methylthio)-4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thiophene 
• 159615-87-9 (S)-4-(1,2-dihydroxyprop-2-yl)-2-(methylthio)thiophene 
• 159615-76-6 2-(methylthio)-4-(prop-1-en-2-yl)thiophene 
• 59227-67-7 1-(2-bromo-thien-4-yl)ethanone 
• 159615-81-3 2-bromo-4-isopropenylthiophen 
• 403-42-9 1-(4-fluorophenyl)ethanone 
• 159615-89-1 2-mercapto-4-[(4S)-2,2,4-trimethyl-1,3-dioxolan-4-yl]thiophene 

Downstream Products

• 171482-66-9 (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone O-(cyanomethyl)oxime 
• 171482-65-8 (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime 

Relevant articles and documents

Chiral Dioxolane Inhibitors of Leukotriene Biosynthesis: Structure-Activity Relationships and Syntheses Using Asymmetric Dihydroxylation

1,3-Dioxolanes have been described as chiral inhibitors of 5-lipoxygenase (5LO).In the present work, this series has been developed further to provide agents which showed comparable or superior potency in vivo to ZD2138, a methoxytetrahydropyran inhibitor of 5LO, which is currently undergoing clinical evaluation.An asymmetric synthesis was developed to these dioxolanes based on asymmetric dihydroxylation. (S)-N-Methyl-4'-thio>acetanilide ((S)-10d) inhibited leukotriene B4 (LTB4) synthesis in A23187-stimulated human whole blood in vitro with IC50 0.039μM, 25-fold more potent than (R)-10d.In vivo, (S)-10d inhibited LTB4 synthesis by 70percent in zymosan-inflamed air pouch exudate in rat 10 h after an oral dose of 1.5 mg/kg.Structure-activity relationship considerations suggested that the dioxolane and methoxytatrahydropyran series are related, a conclusion which can be supported by molecular modeling.