156020-85-8

Basic information

• Product Name: Cyclopropanecarboxylic acid, 2,2-difluoro-1-phenyl-, ethyl ester
• CAS NO: 156020-85-8
• Molecular Formula: C12H12F2O2
• Molecular Weight: 226.223
• Mol File: 156020-85-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Cyclopropanecarboxylic acid, 2,2-difluoro-1-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclopropanecarboxylic acid, 2,2-difluoro-1-phenyl-, ethyl ester(156020-85-8)
• EPA Substance Registry System: Cyclopropanecarboxylic acid, 2,2-difluoro-1-phenyl-, ethyl ester(156020-85-8)

Safety Data

• Hazardous Substances Data: 156020-85-8(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 85278-32-6 ethyl 2-phenyl-3,3-difluoroacrylate 
• 1895-39-2 sodium chlorodifluoroacetate 
• 22286-82-4 2-phenyl-acrylic acid ethyl ester 

Downstream Products

• 156021-06-6 N-(2,2-difluoro-1-phenylcyclopropylmethylene)benzylamine 
• 156020-87-0 2,2-difluoro-1-phenylcyclopropanecarbaldehyde 
• 15827-72-2 2,5-diphenylpyridine 
• 796875-90-6 2,2-difluoro-1-phenyl-cyclopropanecarboxylic acid hydrazide 
• 156021-07-7 2,2-difluoro-1-phenylcyclopropanecarboxylic acid 
• 156020-86-9 (2,2-difluoro-1-phenylcyclopropyl)methanol 

Relevant articles and documents

Fluorinated phenylcyclopropylamines. Part 4: Effects of aryl substituents and stereochemistry on the inhibition of monoamine oxidases by 1-aryl-2-fluoro-cyclopropylamines

A series of para-ring-substituted (E)- and (Z)-1-aryl-2- fluorocyclopropylamines were examined as inhibitors of recombinant human liver monoamine oxidase A (MAO A) and B (MAO B). Unlike the parent 1-phenylcyclopropylamine, which is a selective inhibitor of MAO B, both (E)- and (Z)-diastereomers of derivatives having fluorine at the 2-position of the cyclopropane ring were potent and selective irreversible inhibitors of MAO A. Both electron releasing groups (Me, OMe) and electron attracting groups (Cl, F) substituted in the para-position caused a modest increase in activity. Geminal difluoro-substitution caused a loss of potency of 100-fold compared to either (E)- or (Z)-monofluorinated analogue. Surprisingly, (1S,2R)-2-fluoro-1- phenylcyclopropylamine and the (1R,2S)-enantiomer were essential equally potent as inhibitors of MAO A and MAO B. None of the tested 1-aryl-2- fluorocyclopropylamines exhibited significant inhibition of tyramine oxidase.