882-73-5

Usage

Cyclic compound

Yes
It contains a cyclopropane ring, which is a three-membered carbon ring.

Phenyl group

Present
The compound has a phenyl group (C6H5) attached to the cyclopropane ring.

Trans configuration

Yes
The two carboxylic acid groups are on opposite sides of the cyclopropane ring.

Application in organic synthesis

Building block
It is used to prepare various pharmaceuticals and agrochemicals.

Metal ion complex formation

Stable complexes
The compound can form stable complexes with metal ions, making it useful in coordination chemistry.

Potential biological activity

Studied
It has been investigated for its potential biological activity and is of interest in medicinal chemistry research.

Upstream product

• 10606-73-2 ethyl 2-chloro-2-phenylacetate 
• 2882-19-1 ethyl 2-phenyl-2-bromoacetate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 731-05-5 cis (±)-diethyl 1-phenylcyclopropane-1,2-dicarboxylate 

Downstream Products

• 55221-23-3 1S,2R-(-)-1-phenyl-1,2-cyclopropanedicarboxylic acid 
• 67644-21-7 1-phenyl-3-aza-bicyclo[3.1.0]hexane 
• 66503-91-1 1-phenyl-3-azabicyclo<3.1.0>hexane-2,4-dione 

Relevant academic research and scientific papers

Cyclopropane-1,2-dicarboxylic acids as new tools for the biophysical investigation of O-acetylserine sulfhydrylases by fluorimetric methods and saturation transfer difference (STD) NMR

Cysteine is a building block for many biomolecules that are crucial for living organisms. O-Acetylserine sulfhydrylase (OASS), present in bacteria and plants but absent in mammals, catalyzes the last step of cysteine biosynthesis. This enzyme has been dee

1-Aryl-3-azabicyclohexanes, a New Series of Nonnarcotic Analgesic Agents

A series of 1-aryl-3-azabicyclohexanes was synthesized by hydride reduction of 1-arylcyclopropanedicarboximides.Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21.The p-ethoxy analogue 26 was obtained by O-ethylation of 19, followed by base hydrolysis of the amide 25.The greatest analgesic potency in mouse writhing and rat paw-pain assays was observed for para-substituted compounds.Bicifadine, 1-(4-methylphenyl)-3-azabicyclohexane (2b), was the most potent member of the series and is presently undergoing clinical trials in man.Analgesic activity of 2b is limited to the (+) enantiomer 2v, which has the 1R,5S absolute configuration as determined by single-crystal X-ray analysis.The N-methyl analogue (27d) of 2b showed significant analgesic potency, whereas the N-allyl (27a), N-(cyclopropylmethyl) (27b), and N-(n-hexyl) (27c) analogues were inactive.Bicifadine (2b) showed a nonnarcotic profile different from analogous azabicycloalkane and 3-phenylpyrrolidine analgesics.