Synthesis, Characterization and Antitumor Potential of Cinnamoyl Urea Derivatives

Chaudhary, Rakhi; Shuaib, Mohd; Hashim, Syed Riaz; Mishra, Prem Shankar

doi:10.14233/ajchem.2016.19403

Cited by 3 publications

(1 citation statement)

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“…The reaction tolerates a wide range of γ-substituted α-keto methylthioesters. Substrates containing an aromatic ring at the γ-position of thioesters with electron-rich ( 1b – j ) or electron-poor ( 1k – n ) substituents delivered the corresponding substituted cinnamoyl ureas in moderate to good yields ( 3b – n ). , The p -bromo-substituted phenyl derivative ( 1o ) gave the expected product ( 3o ) in low yield, perhaps due to the competitive coupling reaction, though no aromatic azide was isolated. The reaction with a strong electron-withdrawing substituent (−CN) on the aromatic ring also turned out to be rather sluggish ( 3p ), ostensibly owing to the poor migratory aptitude during Curtius rearrangement.…”

Section: Resultsmentioning

confidence: 99%

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C–C and C–S Bond Cleavages: Synthesis of N-Acylureas and Amides

2018

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Cu(II)-catalyzed reaction of α-keto thioesters with trimethylsilyl azide (TMSN) proceeds with the transformation of the thioester group into urea through C-C and C-S bond cleavages, constituting a practical and straightforward synthesis of N-acylureas. When diphenyl phosphoryl azide (DPPA) is used instead as the azide source in an aqueous environment, primary amides are formed via substitution of the thioester group. The reactions are proposed to proceed through Curtius rearrangement of the initially formed α-keto acyl azide to generate an acyl isocyanate intermediate, which reacts further with an additional amount of azide or water and rearranges to afford the corresponding products. To demonstrate the potentiality of the method, one-step syntheses of pivaloylurea and isovaleroylurea, displaying anticonvulsant activities, have been carried out.

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Section: Resultsmentioning

confidence: 99%

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C–C and C–S Bond Cleavages: Synthesis of N-Acylureas and Amides

2018

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Multi-functional Acyl Urea Compounds: A Review on Related Patents, Clinical Trials, and Synthetic Approaches

Rohilla,

Mishra,

Varshney

et al. 2024

COC

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Acyl ureas are a well-known class of organic compounds that have drawn a lot of attention recently because of their array of chemical properties and possible multi-use in medicine. The article summarizes the synthetic procedures used to produce various Acyl urea synthons and includes instances of clinical trials, patents, and commercialized medications having Acyl urea and N-acyl urea moiety. This extensive study examines and summarizes research on acyl urea derivatives conducted over the last 20 years from a variety of sources, including PubMed, Google Scholar, and Google Websites. When it comes to the discovery of new chemicals, urea derivatives still require attention compared to other acyl compounds. This review paper aims to provide a comprehensive overview of the various synthetic approaches utilized in the design of an array of acyl ureas to accomplish the same goal. This work summarizes information related to several heteroatom-fused acyl urea compounds, which fortunately will be a very useful resource for chemists and scientists who are interested in acyl urea synthesis and its applications in chemistry.

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Acyl Urea Compounds Therapeutics and its Inhibition for Cancers in Women: A Review

Kumari,

Mishra,

Mazumder

et al. 2025

ACAMC

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Acyl urea compounds have garnered significant attention in cancer therapeutics, particularly for their potential effectiveness against cancers that predominantly affect women, such as breast and ovarian cancers. The paper presents a report on the investigation of acyl urea compounds that are reported to involve a multi-faceted approach, including synthetic chemistry, biological assays, and computational modeling. A wealth of information on acyl urea and its purported effects on cancer affecting women has been gathered from different sources and condensed to provide readers with a broad understanding of the role of acyl urea in combating cancer. Acylureas demonstrate promising results by selectively inhibiting key molecular targets associated with cancer progressions, such as EGFR, ALK, HER2, and the Wnt/β-catenin signaling pathway. Specifically, targeting acyl ureas impedes tumor proliferation and metastasis while minimizing harm to healthy tissues, offering a targeted therapeutic approach with reduced side effects compared to conventional chemotherapy. Continued research and clinical trials are imperative to optimize the efficacy and safety profiles of acylurea-based therapies and broaden their applicability across various cancer types. Acyl urea compounds represent a promising class of therapeutics for the treatment of cancers in women, particularly due to their ability to selectively inhibit key molecular targets involved in tumor growth and progression. The combination of synthetic optimization, biological evaluation, and computational modeling has facilitated the identification of several lead compounds with significant anticancer potential. This abstract explores the therapeutic mechanisms and targeted pathways of acyl ureas in combating these malignancies, which will be useful for future studies.

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Synthesis, Characterization and Antitumor Potential of Cinnamoyl Urea Derivatives

Cited by 3 publications

References 0 publications

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C–C and C–S Bond Cleavages: Synthesis of N-Acylureas and Amides

Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C–C and C–S Bond Cleavages: Synthesis of N-Acylureas and Amides

Multi-functional Acyl Urea Compounds: A Review on Related Patents, Clinical Trials, and Synthetic Approaches

Acyl Urea Compounds Therapeutics and its Inhibition for Cancers in Women: A Review

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