90940-40-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-CHLORO-PHENYL)-CYCLOPROPANECARBOXYLIC ACID is used as a building block for the synthesis of pharmaceutical compounds due to its unique structural and chemical properties. It contributes to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 2-(4-CHLORO-PHENYL)-CYCLOPROPANECARBOXYLIC ACID is utilized as a building block for the synthesis of agrochemicals. Its unique properties allow for the creation of compounds with potential applications in crop protection and pest control.
Used in Organic Synthesis:
2-(4-CHLORO-PHENYL)-CYCLOPROPANECARBOXYLIC ACID is used as a reagent in organic synthesis for the preparation of various compounds. Its versatility in chemical reactions enables the synthesis of a wide range of organic compounds for different applications in the fields of chemistry and materials science.

InChI:InChI=1/C10H9ClO2/c11-7-3-1-6(2-4-7)8-5-9(8)10(12)13/h1-4,8-9H,5H2,(H,12,13)

Upstream product

• 75-11-6 diiodomethane 
• 1615-02-7 3-(4-chlorophenyl)prop-2-enoic acid 
• 623-73-4 diazoacetic acid ethyl ester 
• 1073-67-2 4-vinylbenzyl chloride 
• 91393-54-3 ethyl 2-(4-chlorophenyl)cyclopropane-1-carboxylate 
• 771557-40-5 (E)-3-(4-chlorophenyl)-N-methoxy-N-methylacrylamide 
• 16633-46-8 trans-2-(p-Nitrophenyl-)cyclopropanecarboxylic acid 
• 72228-99-0 methyl trans-2-(p-chlorophenyl)cyclopropanecarboxylate 
• 75-47-8 iodoform 
• 946-38-3 ethyl 2-phenylcyclopropylcarboxylate 
• 18410-18-9 γ-(4-chlorophenyl)-γ-butyrolactone 
• 24393-52-0 ethyl (E)-3-(4-chlorophenyl)prop-2-enoate 
• 1774-47-6 trimethylsulfoxonium iodide 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 701913-63-5 2-(4-chloro-phenyl)-cyclopropanecarboxylic acid[1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-amide 
• 72228-99-0 methyl trans-2-(p-chlorophenyl)cyclopropanecarboxylate 
• 90794-53-9 trans-2-(4-Chlor-phenyl)-cyclopropan-carbonsaeure-⁽¹⁾-hydrazid 
• 31501-86-7 (1R,2R)-2-(4-chlorophenyl)cyclopropane-1-carboxylic acid 
• 142793-24-6 (+)-(1S,2S)-2-(4-chlorophenyl)cyclopropanecarboxylic acid 
• 1278662-50-2 (trans-2-(4-chlorophenyl)cyclopropyl)methanol 
• 61114-41-8 (±)-trans-2-(4-chlorophenyl)cyclopropan-1-amine 

Relevant academic research and scientific papers

Synthesis and in vitro evaluation of novel N-cycloalkylcarbamates as potential cholinesterase inhibitors

Abstract: This present paper describes the preparation and characterization of a series of O-substituted N-cycloalkylcarbamate derivatives. These compounds were tested as inhibitors of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). All studied carbamates exhibited moderate inhibitory activity of both cholinesterases with values of IC50 in the range of 36.1–78.6?μM for AChE and 9.8–215.4?μM for BChE, respectively. These values are comparable with those values of inhibition obtained with the established drug rivastigmine. The cytotoxicity of all carbamates was evaluated using standard in vitro test with Jurkat cells. Many of the studied carbamates can be considered as promising compounds for potential medicinal applications with regard to their inhibitory activity as well as negligible cytotoxicity.

The synergistic effect of copper chromite spinel nanoparticles (CuCr2O4) and basic ionic liquid on the synthesis of cyclopropanecarboxylic acids

Abstract: An efficient synthesis of cyclopropanecarboxylic acids using copper chromite spinel nanoparticles and basic ionic liquid is described. In this study, a relatively simple method starting with trans-cinnamic acid for the synthesis of (±)-trans-2-phenylcyclopropanecarboxylic acid, a key intermediate in the synthesis of tranylcypromine sulfate as an active pharmaceutical ingredient, was employed. Using a combination of basic ionic liquid [Bmim]OH and copper chromite spinel nanoparticles as a catalytic system, the best results were obtained in THF as a polar solvent. This method is a useful alternative to other approaches described in the literature. The use of commercially available chemicals, decreased environmental hazards, with no need for the separation of stereoisomers, and consequently a reduced number of overall steps, are the advantages of this approach that make it an appropriate choice at an increased scale. Graphical Abstract: [Figure not available: see fulltext.]

Silver-promoted, palladium-catalyzed direct arylation of cyclopropanes: Facile access to spiro 3,3′-cyclopropyl oxindoles

The Pd-catalyzed, Ag(I)-mediated intramolecular direct arylation of cyclopropane C-H bonds is described. Various spiro 3,3′-cyclopropyl oxindoles can be obtained in good to excellent yields from easily accessible 2-bromoanilides. The kinetic isotope effect was determined and epimerization studies were conducted, suggesting that the formation of a putative Pd-enolate is not operative and that the reaction proceeds via a C-H arylation pathway.

Novel trans-2-aryl-cyclopropylamine analogues as potent and selective dipeptidyl peptidase IV inhibitors

A series of trans-2-aryl-cyclopropylamine derived compounds were synthesized and evaluated their biological activities against DPP-IV. The structure-activity relationships (SAR) led to the discovery of novel series of DPP-IV inhibitors, having IC50 values of 100 nM with excellent selectivity over the closely related enzymes, DPP8, DPP-II and FAP. The studies identified a potent and selective DPP-IV inhibitor 24b, which exhibited the ability to both significantly inhibit plasma DPP-IV activity in rats and improve glucose tolerance in lean mice and diet induced obese mice.

6-SUBSTITUTED PHENOXYCHROMAN CARBOXYLIC ACID DERIVATIVES

Compounds of Formula (I): in which A1, A2, W, L, G, R7a, R7b, R8, R9 and R10 have the meanings given in the specification, are DP2 receptor modulators useful in the treatment of immunologic diseases.

NOVEL PHENYL-ACETAMIDE AND PHENYL-PROPIONAMIDE DERIVATIVES USEFUL AS POTASSIUM CHANNEL MODULATORS

This invention relates to novel phenyl-acetamide and phenyl- propionamide derivatives that are found to be potent modulators of potassium channels and, as such, are valuable candidates for the treatment of diseases or disorders as diverse as those which a

The first cyclopropanation reaction of unmasked α,β-unsaturated carboxylic acids: Direct and complete stereospecific synthesis of cyclopropanecarboxylic acids promoted by Sm/CHl3

Equation Presented A samarium-promoted cyclopropanation of unmasked α,β-unsaturated acids is described. This reaction can be carried out on (E)- or (Z)α,β-unsaturated carboxylic acids. In all cases the process is completely stereospecific and stereoselective. A mechanism has been proposed to explain the cyclopropanation reaction.

Synthesis and structure-activity relationship of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitriles as EGFR tyrosine kinase inhibitors

Synthesis and structure-activity relationship of a series of 4-(2-aryl-cyclopropylamino)-quinoline-3-carbonitrile derivatives as EGFR inhibitors is described. Compounds 29 and 30 showed potent in vitro inhibitory activity in the enzymatic assay as well as in the functional cellular assay. They are moderately selective against other types of tyrosine kinases.

Novel selective inhibitors of neutral endopeptidase for the treatment of female sexual arousal disorder

A series of substituted glutaramides were synthesised using Candoxatrilat 1 as a lead and evaluated for potency against neutral endopeptidase (NEP) as a potential treatment for female sexual arousal disorder (FSAD). In this paper, we describe studies in which we were able to increase NEP activity substantially over the levels reported for previous compounds from this programme by appropriate substitution in both the P1′ and P2′ regions. Optimisation led to the 4-chlorophenpropylamide S-30 which was selected as a candidate for further study.

QUINAZOLINONES AND THEIR USE AS POTASSIUM CHANNELS ACTIVATORS

This invention relates to novel quinazolinone derivatives of formula (I) having medical utility, to use of the quinazolinone derivatives of the invention for the manufacture of a medicament, to pharmaceutical compositions comprising the quinazolinone deri