92831-11-3 Usage
Description
2-(4-Isopropylpheny)-4H-chromen-4-one, also known as 2-[4-(1-methylethyl)phenyl]-4H-1-benzopyran-4-one, is a flavonoid compound characterized by its potent and selective tankyrase (TNKS) inhibitory activity. 2-(4-Isopropylpheny)-4H-chroMen-4-one has the ability to affect cell proliferation and possesses anti-cancer and anti-bacterial properties, making it a promising candidate for various therapeutic applications.
Uses
Used in Pharmaceutical Industry:
2-(4-Isopropylpheny)-4H-chromen-4-one is used as a tankyrase (TNKS) inhibitor for its potential treatment of cancers. It targets the tankyrase enzymes, which play a crucial role in cell proliferation and are often overexpressed in various types of cancer. By inhibiting these enzymes, the compound can help control tumor growth and progression.
Additionally, 2-(4-Isopropylpheny)-4H-chromen-4-one is used as an anti-cancer agent due to its ability to affect cell proliferation. Its flavonoid nature contributes to its potential effectiveness against various types of cancer, offering a novel therapeutic approach for cancer treatment.
Used in Antimicrobial Applications:
2-(4-Isopropylpheny)-4H-chromen-4-one is also used as an anti-bacterial agent, leveraging its inherent properties to combat bacterial infections. Its flavonoid structure endows it with the capability to target and inhibit bacterial growth, making it a valuable component in the development of new antimicrobial drugs and treatments.
Biological Activity
mn-64 is a type of flavone that act as a potent and selective tankyrase inhibitor (ic50 = 6 and 72 nm for tnks1 and tnks2, respectively). [1]tankytase (tnks) is a member of poly adp ribose polymerases (parps). there are two related homologue, tnks1 and tnks2 that are mostly located in the nuclear pore, cytoplasm, mitotic centrosomes and the golgi apparatus. they involve in cellular functions such as regulation of cell proliferation and promoting telomere elongation in human cells. [1]during an assay for screening flavone tnks inhibitors, mn-64 is discovered for abrogating stf luciferase activity at 200nm and potently inhibiting tnks1 with ic50 of 6nm. it also selectively inhibits tnks1 and tnks2 without affecting any other parps. moreover, mn-64 is prominently more selective than other tnks inhibitors such as xav939. [1]
Biochem/physiol Actions
MN-64 is a very potent inhibitor of Tankyrase 1 and 2 (IC50 = 6 and 72 nM, respectively). The compound MN-64 blocks Wnt signaling in HEK293 cells containing a Wnt pathway reporter system.
references
1. narwal m, koivunen j, haikarainen t et al. discovery of tankyrase inhibiting flavones with increased potency and isoenzyme selectivity. j med chem. 2013 oct 24;56(20):7880-9.
Check Digit Verification of cas no
The CAS Registry Mumber 92831-11-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,2,8,3 and 1 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 92831-11:
(7*9)+(6*2)+(5*8)+(4*3)+(3*1)+(2*1)+(1*1)=133
133 % 10 = 3
So 92831-11-3 is a valid CAS Registry Number.
92831-11-3Relevant articles and documents
Water-mediated phosphorylative cyclodehydrogenation: An efficient preparation of flavones and flavanones
Vimal, Manorama,Pathak, Uma,Halve, Anand Kumar
supporting information, p. 2805 - 2814 (2019/08/12)
A new synthetic strategy utilizing POCl3-water for the conversion of 2′-hydroxychalcones to flavanones and flavones has been developed. The reagent efficiently promoted one-pot conversion of 2′-hydroxychalcones to flavones through flavanones involving cyclization and oxidative dehydrogenation. By changing the stoichiometery of the reagents, the reaction can be tuned to generate either flavanone or flavone. The developed protocol was found to be applicable for a variety of 2′-hydroxychalcones.
Ionic liquid mediated Cu-catalyzed cascade oxa-Michael-oxidation: Efficient synthesis of flavones under mild reaction conditions
Du, Zhiyun,Ng, Huifen,Zhang, Kun,Zeng, Huaqiang,Wang, Jian
, p. 6930 - 6933 (2011/11/04)
Flavonoids are a class of natural products, found in a wide range of vascular plants and dietary components. Their low toxicity and extensive biological activities, including anti-cancer and anti-bacterial, have made them attractive candidates to serve as therapeutic agents for many diseases. Herein, we disclose a highly efficient synthetic method of CuI-catalyzed cascade oxa-Michael-oxidation, using chalcones as substrates, mediated by the ionic liquid [bmim][NTf2] at a low temperature. This efficient synthetic method has demonstrated high synthetic utility and can afford flavones in good to high yields (up to 98%).
Transcription factor modulating compounds and methods of use thereof
-
, (2008/06/13)
Substituted benzoimidazole compounds useful as anti-infectives that decrease resistance, virulence, or growth of microbes are provided. Methods of making and using substituted benzoimidazole compounds, as well as pharmaceutical preparations thereof, in, e.g., reducing antibiotic resistance and inhibiting biofilms.