90212-81-0

Basic information

• Product Name: Acetic acid, [[bis(4-fluorophenyl)methyl]thio]-
• CAS NO: 90212-81-0
• Molecular Formula: C15H12F2O2S
• Molecular Weight: 294.322
• Mol File: 90212-81-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Acetic acid, [[bis(4-fluorophenyl)methyl]thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [[bis(4-fluorophenyl)methyl]thio]-(90212-81-0)
• EPA Substance Registry System: Acetic acid, [[bis(4-fluorophenyl)methyl]thio]-(90212-81-0)

Safety Data

• Hazardous Substances Data: 90212-81-0(Hazardous Substances Data)

Upstream product

• 365-24-2 4,4'-difluorobenzhydryl alcohol 
• 68-11-1 mercaptoacetic acid 

Downstream Products

• 90280-20-9 2-(bis(4-fluorophenyl)methylthio)acetamide 
• 90280-13-0 2-((bis(4-fluorophenyl)methane)sulfinyl)acetamide 
• 1253944-39-6 2-(bis(4-fluorophenyl)methylsulfinyl)-N,N-dimethylacetamide 
• 1253944-25-0 2-(bis(4-fluorophenyl)methylthio)-N,N-dimethylacetamide 
• 90212-82-1 methyl [[bis-(4-fluorophenyl)methyl]thio]acetate 
• 1555554-80-7 2-((bis(4-fluorophenyl)methyl)thio)-N-propylacetamide 
• 1555554-88-5 2-((bis(4-fluorophenyl)methyl)thio)-N-(cyclopropylmethyl)acetamide 
• 1385862-91-8 2-((bis(4-fluorophenyl)methyl)thio)-N-butylacetamide 
• 1555554-96-5 2-((bis(4-fluorophenyl)methyl)thio)-N-(3-phenylpropyl)acetamide 
• 140890-64-8 N-<2-ethyl>-3-phenylpropylamine 
• 1555555-43-5 N-(2-((bis(4-fluorophenyl)methyl)sulfinyl)ethyl)-3-phenylpropan-1-amine 
• 1555555-62-8 N-(2-((bis(4-fluorophenyl)methyl)thio)ethyl)-3-phenylpropan-1-amine oxalate 
• 1555555-72-0 N-(2-((bis(4-fluorophenyl)methyl)sulfinyl)ethyl)-3-phenylpropan-1-amine oxalate 

Relevant articles and documents

SARs at the monoamine transporters for a novel series of modafinil analogues

A series of modafinil (1) analogues were synthesized wherein (1) para-halo-substitutents were added to the aryl rings, (2) the sulfoxide function was removed, and (3) the primary amide group was replaced with secondary and tertiary amides and amines to investigate the effects of these chemical modifications on dopamine transporter, serotonin transporter, and norepinephrine transporter binding. In addition, the locomotor-stimulant effects in mice of (±)-modafinil (1), its R-and S-enantiomers, and its para-chloro sulfinylacetamide analogue (5c) were compared to those of cocaine.

Elucidation of structural elements for selectivity across monoamine transporters: Novel 2-[(diphenylmethyl)sulfinyl]acetamide (modafinil) analogues

2-[(Diphenylmethyl)sulfinyl]acetamide (modafinil, (±)-1) is a unique dopamine uptake inhibitor that binds the dopamine transporter (DAT) differently than cocaine and may have potential for the treatment of psychostimulant abuse. To further investigate structural requirements for this divergent binding mode, novel thio- and sulfinylacetamide and ethanamine analogues of (±)-1 were synthesized wherein (1) the diphenyl rings were substituted with methyl, trifluoromethyl, and halogen substituents and (2) substituents were added to the terminal amide/amine nitrogen. Halogen substitution of the diphenyl rings of (±)-1 gave several amide analogues with improved binding affinity for DAT and robust selectivity over the serotonin transporter (SERT), whereas affinity improved at SERT over DAT for the p-halo-substituted amine analogues. Molecular docking studies, using a subset of analogues with DAT and SERT homology models, and functional data obtained with DAT (A480T) and SERT (T497A) mutants defined a role for TM10 in the substrate/inhibitor S1 binding sites of DAT and SERT.