23020-15-7 Usage
Description
(1S,2S)-2-Phenylcyclopropane-1-carboxylic acid is a unique chemical compound characterized by the presence of a cyclopropane ring and a carboxylic acid group. It features two chiral centers, both of which are in the S configuration, giving it a distinct stereochemistry. This colorless liquid at room temperature is insoluble in water and holds significant potential in various scientific and industrial applications, particularly in the realms of organic synthesis, drug development, and the study of cyclopropane derivatives' effects on biological systems.
Uses
Used in Organic Synthesis:
(1S,2S)-2-Phenylcyclopropane-1-carboxylic acid serves as a key intermediate in organic synthesis, where its unique structure and reactivity contribute to the formation of complex organic molecules. Its cyclopropane ring and carboxylic acid group provide a versatile platform for further chemical modifications and functional group transformations, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Drug Development:
In the pharmaceutical industry, (1S,2S)-2-Phenylcyclopropane-1-carboxylic acid is utilized as a building block for the development of new drugs. Its cyclopropane ring can impart specific biological activities, such as antimicrobial, anti-inflammatory, or analgesic properties, depending on the molecular context. The carboxylic acid group allows for the formation of various derivatives, including esters, amides, and salts, which can enhance the drug's solubility, stability, and bioavailability.
Used in Pharmaceutical Research and Development:
(1S,2S)-2-Phenylcyclopropane-1-carboxylic acid is employed in pharmaceutical research to explore the effects of cyclopropane derivatives on biological systems. Its unique stereochemistry and chemical properties make it an interesting candidate for studying structure-activity relationships and the development of novel therapeutic agents. Researchers can use this compound to investigate its interactions with biological targets, such as enzymes, receptors, or ion channels, and to evaluate its potential as a lead compound for drug discovery.
Used in the Study of Cyclopropane Derivatives' Effects on Biological Systems:
In the field of biological research, (1S,2S)-2-Phenylcyclopropane-1-carboxylic acid is used to understand the impact of cyclopropane derivatives on various biological processes. Its presence in a molecule can influence the compound's ability to modulate cellular signaling pathways, affect gene expression, or interact with specific proteins. This knowledge can be crucial for the development of targeted therapies and the elucidation of the molecular mechanisms underlying various diseases.
Check Digit Verification of cas no
The CAS Registry Mumber 23020-15-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,0,2 and 0 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23020-15:
(7*2)+(6*3)+(5*0)+(4*2)+(3*0)+(2*1)+(1*5)=47
47 % 10 = 7
So 23020-15-7 is a valid CAS Registry Number.
23020-15-7Relevant articles and documents
Nitrile and Amide Biotransformations for Efficient Synthesis of Enantiopure gem-Dihalocyclopropane Derivatives
Wang, Mei-Xiang,Feng, Guo-Qiang,Zheng, Qi-Yu
, p. 695 - 698 (2003)
Catalyzed by Rhodococcus sp. AJ270 microbial cells, trans-2,2-dihalo-3- phenylcyclopropanecarbonitriles and -amides underwent enantioselective hydrolysis under very mild conditions. Both the efficiency and enantioselectivity of the nitrile hydratase and a
Discovery of a Novel Inhibitor of Histone Lysine-Specific Demethylase 1A (KDM1A/LSD1) as Orally Active Antitumor Agent
Vianello, Paola,Botrugno, Oronza A.,Cappa, Anna,Dal Zuffo, Roberto,Dessanti, Paola,Mai, Antonello,Marrocco, Biagina,Mattevi, Andrea,Meroni, Giuseppe,Minucci, Saverio,Stazi, Giulia,Thaler, Florian,Trifiró, Paolo,Valente, Sergio,Villa, Manuela,Varasi, Mario,Mercurio, Ciro
, p. 1501 - 1517 (2016/03/08)
We report the stereoselective synthesis and biological activity of a novel series of tranylcypromine (TCPA) derivatives (14a-k, 15, 16), potent inhibitors of KDM1A. The new compounds strongly inhibit the clonogenic potential of acute leukemia cell lines. In particular three molecules (14d, 14e, and 14g) showing selectivity versus MAO A and remarkably inhibiting colony formation in THP-1 human leukemia cells, were assessed in mouse for their preliminary pharmacokinetic. 14d and 14e were further tested in vivo in a murine acute promyelocytic leukemia model, resulting 14d the most effective. Its two enantiomers were synthesized: the (1S,2R) enantiomer 15 showed higher activity than its (1R,2S) analogue 16, in both biochemical and cellular assays. Compound 15 exhibited in vivo efficacy after oral administration, determining a 62% increased survival in mouse leukemia model with evidence of KDM1A inhibition. The biological profile of compound 15 supports its further investigation as a cancer therapeutic.
Nickel-Catalyzed Reductive Carboxylation of Cyclopropyl Motifs with Carbon Dioxide
Moragas, Toni,Martin, Ruben
, p. 2816 - 2822 (2016/08/26)
A nickel-catalyzed reductive carboxylation technique for the synthesis of cyclopropanecarboxylic acids has been developed. This user-friendly and mild transformation operates at atmospheric pressure of carbon dioxide and utilizes either organic halides or alkene precursors, thus representing the first example of catalytic reductive carboxylation of secondary counterparts lacking adjacent π-components.
