84403-77-0Relevant academic research and scientific papers
Design and biological evaluation of phenyl imidazole analogs as hedgehog signaling pathway inhibitors
Sun, Chiyu,Zhang, Ying,Wang, Han,Yin, Zhengxu,Wu, Lingqiong,Huang, Yanmiao,Zhang, Wenhu,Wang, Youbing,Hu, Qibo
, p. 546 - 552 (2020/10/06)
The hedgehog (Hh) signaling pathway is involved in diverse aspects of cellular events. Aberrant activation of Hh signaling pathway drives oncogenic transformation for a wide range of cancers, and it is therefore a promising target in cancer therapy. In the principle of association and ring-opening, we designed and synthesized a series of Hh signaling pathway inhibitors with phenyl imidazole scaffold, which were biologically evaluated in Gli-Luc reporter assay. Compound 25 was identified to possess high potency with nanomolar IC50, and moreover, it preserved the inhibition against wild-type and drug-resistant Smo-overexpressing cells. A molecular modeling study of compound 25 expounded its binding mode to Smo receptor, providing a basis for the further structural modification of phenyl imidazole analogs.
Synthesis and evaluation of novel N-3-benzimidazolephenylbisamide derivatives for antiproliferative and Hedgehog pathway inhibitory activity
Sun, Chiyu,Li, Yangsheng,Shi, Ailong,Zhang, Jingzhou,Li, Yafei,Zhao, Mingming,Zhang, Lijuan,Zheng, Huachuan,Meng, Ying,Ding, Huaiwei,Song, Hongrui
supporting information, p. 1137 - 1142 (2015/06/25)
A series of novel N-3-benzimidazolephenylbisamide derivatives bearing the 4-benzyloxyphenyl moiety were synthesized and evaluated for their antiproliferative activity against MGC803, HT29, MKN45 and SW620 cancer cell lines in vitro. The pharmacological data demonstrated that the majority of the target compounds exhibited higher efficacy against MGC803, HT29 and MKN45 cells, among which compound 7m displayed higher antiproliferative activity than vismodegib. Furthermore, compound 7m manifested better inhibition of the Hedgehog (Hh) signaling pathway in different Hh-related assays and may compete with boron-dipyrromethene (BODIPY)-cyclopamine for binding to the human smoothened (Smo) receptor. In addition, molecular docking studies suggested that compound 7m interacts very closely with the vismodegib docking pose through hydrogen bonds at the taladegib binding site of the Smo receptor.
Synthesis and antifungal activity of 1-aminomethyl-3-{4- (chlorobenzyloxy) benzoylhydrazono}-4, 5/5, 6-dichloroindolin-2- ones
Harrison, Darwin Anil,Rastogi, Nisheeth,Rahman, Masihur
, p. 411 - 418 (2019/01/21)
3-{4-(Chlorobenzyloxy) benzoylhydrazono}-4,5/5,6-dichloroindolin-2-ones 1a,b-5a,b, were synthesized by the condensation of 4-(chlorobenzyloxy) benzoylhydrazines and 4, 5/5, 6-dichloroindolin-2,3-diones. Compounds 1a,b-5a,b when subjected to Mannich reaction with secondary heterocyclic amines in the presence of formaldehyde, furnished 1-aminomethyl-3-{4-(chlorobenzyloxy) benzoylhydrazono}-4, 5/5, 6-dichloroindolin-2- ones 6a,b-20a,b. The structures of the compounds have been established by means of spectral (IR and 1H NMR) and elemental analysis. The compounds have been screened for their antifungal potential against human pathogenic fungi.
Discovery and SAR of benzyl phenyl ethers as inhibitors of bacterial phenylalanyl-tRNA synthetase
Montgomery, Justin I.,Toogood, Peter L.,Hutchings, Kim M.,Liu, Jia,Narasimhan, Lakshmi,Braden, Timothy,Dermyer, Michael R.,Kulynych, Angela D.,Smith, Yvonne D.,Warmus, Joseph S.,Taylor, Clarke
scheme or table, p. 665 - 669 (2009/08/07)
A series of benzyl phenyl ethers (BPEs) is described that displays potent inhibition of bacterial phenylalanyl-tRNA synthetase. The synthesis, SAR, and select ADMET data are provided.
Synthesis and antimicrobial potential of Mannich bases of 4-chloro-3-{4-(chlorobenzyloxy)-benzoylhydrazono}-indolin-2-ones
Rastogi, Nisheeth,Harrison, Darwin Anil,Tripathi, Diwakar,Shukla, Sarveshwar
scheme or table, p. 991 - 995 (2010/08/05)
4-Chloro-3-{4-(chlorobenzyloxy)-benzoylhydrazono}-indolin-2-ones (1-4) were synthesised by the condensation of 4-(chlorobenzyloxy)-benzoylhydrazines and 4-chloroisatin. On being subjected to aminomethylation in the presence of formaldehyde and heterocyclic secondary amines, indolinones 1-4, furnished aminomethylated indolinones (Mannich bases) 5-20. The structures of the compounds have been established by means of elemental analysis and spectral data (IR, PMR and Mass). The compounds have been screened for their antimicrobial potential against human pathogenic bacteria and fungi.
Synthesis and antileishmanial activity of 1-aminomethyl-5-substituted-3- {4′-(3″- Chlorobenzyloxy)-benzoylhydrazone}-2-indolinones
Tiwari,Rastogi, Nisheeth,Sethi, Rakesh,Shukla, Sarveshwar
experimental part, p. 85 - 88 (2009/04/06)
5-Substituted-3-{4′-(3″-chlorobenzyloxy)-benzoylhydrazono} -2-indolinones (3-6) were synthesised by the condensation of 4-(3′-chlorobenzyloxy)-benzoylhydrazine (2) and 5-substituted isatins. Mannich reaction in the presence of formaldehyde and heterocycli
