Novel potent imidazo[1,2-a]pyridine-N-Glycinyl-hydrazone inhibitors of TNF-α production: in vitro and in vivo studies.

Novel potent imidazo[1,2-a]pyridine-N-Glycinyl-hydrazone inhibitors of TNF-α production: in vitro and in vivo studies.

In this work, we describe the design, synthesis and pharmacological evaluation of novel imidazo[1,2-a]pyridine-N-glycinyl-hydrazone derivatives (1a-k) intended for use as inhibitors of tumor necrosis factor alpha (TNF-α) production. The compounds were designed based on the orally active anti-inflamm...

Full description

Bibliographic Details
Main Authors:	Renata B Lacerda, Natália M Sales, Leandro L da Silva, Roberta Tesch, Ana Luisa P Miranda, Eliezer J Barreiro, Patricia D Fernandes, Carlos A M Fraga
Format:	Article
Language:	English
Published:	Public Library of Science (PLoS) 2014-01-01
Series:	PLoS ONE
Online Access:	http://europepmc.org/articles/PMC3954757?pdf=render

Similar Items

Discovery of novel orally active anti-inflammatory N-phenylpyrazolyl-N-glycinyl-hydrazone derivatives that inhibit TNF-α production.
by: Renata B Lacerda, et al.
Published: (2012-01-01)

Design, synthesis and biological evaluation of thiazole and imidazo[1,2-a]pyridine derivatives containing a hydrazone substructure as potential agrochemicals
by: Xiaofang Yao, et al.
Published: (2023-06-01)

Pharmacological Potential and Synthetic Approaches of Imidazo[4,5-b]pyridine and Imidazo[4,5-c]pyridine Derivatives
by: Malwina Krause, et al.
Published: (2017-03-01)

Inhibition of Insulin-Regulated Aminopeptidase by Imidazo [1,5-α]pyridines—Synthesis and Evaluation
by: Karin Engen, et al.
Published: (2024-02-01)

The pharmacological profile of a novel highly potent bisphosphonate, OX14 (1-Fluoro-2-(Imidazo-[1,2-α]Pyridin-3-yl)-Ethyl-Bisphosphonate)
by: Lawson, M, et al.
Published: (2017)

Recognition of Thiols in Living Cells and Zebrafish Using an Imidazo[1,5-α]pyridine-Derivative Indicator
by: Song Chen, et al.
Published: (2019-09-01)

Ultrasound-assisted synthesis of imidazo[1,2-a]pyridines and sequential one-pot preparation of 3-selanyl-imidazo[1,2-a]pyridine derivatives
by: Beatriz M. Vieira, et al.
Published: (2019-06-01)

Design and synthesis of new bis-hydrazones and pyridine bis-hydrazones: application in the asymmetric Diels-Alder reaction
by: David Monge, et al.
Published: (2012-09-01)

Functionalization of the imidazo[1,2-a]pyridine ring in α-phosphonoacrylates and α-phosphonopropionates via microwave-assisted Mizoroki–Heck reaction
by: Damian Kusy, et al.
Published: (2020-01-01)

Diethylaminosulfur Trifluoride: A Novel, Low-Cost, Stable Double Thiolation Reagent for Imidazo[1,2-α]pyridines
by: Hongmei Jiang, et al.
Published: (2021-09-01)

Synthesis of imidazo[1,5-a]pyridines via cyclocondensation of 2-(aminomethyl)pyridines with electrophilically activated nitroalkanes
by: Dmitrii A. Aksenov, et al.
Published: (2020-11-01)

Antiglycation and antioxidant potential of novel imidazo[4,5-b]pyridine benzohydrazones
by: Muhammad Taha, et al.
Published: (2019-12-01)

2-(4-Chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde
by: Yu-Peng Wang, et al.
Published: (2009-12-01)

Synthesis and fungicidal activity of novel imidazo[4, 5-b]pyridine derivatives
by: Wu Daoxin, et al.
Published: (2019-04-01)

4-Chlorobenzaldehyde (1-isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)hydrazone monohydrate
by: Wan-Sin Loh, et al.
Published: (2011-02-01)

Ultrasound-Assisted Iodination of Imidazo[1,2-α]pyridines Via C–H Functionalization Mediated by tert-Butyl Hydroperoxide
by: Hua Yang, et al.
Published: (2021-09-01)

A Simple Precursor for Highly Functionalized Fused Imidazo[4,5-b]pyridines and Imidazo[4,5-b]-1,8-naphthyridine
by: Omar K. Al-duaij, et al.
Published: (2016-12-01)

Biological Activity of Amidino-Substituted Imidazo [4,5-<i>b</i>]pyridines
by: Ida Boček Pavlinac, et al.
Published: (2022-12-01)

Bis(imidazo[1,2-a]pyridin-1-ium) tetrachloridocuprate(II) dihydrate
by: Sonia Mokaddem, et al.
Published: (2017-02-01)

Recent Progress in Metal-Free Direct Synthesis of Imidazo[1,2‑a]pyridines
by: Vanya Kurteva
Published: (2021-12-01)

Fused Heterocycles: Synthesis of Some New Imidazo[1,2-a]- pyridine Derivatives
by: Zafer Cesur, et al.
Published: (2004-09-01)

Ethyl 8-(4-nitrophenyl)imidazo[1,2-a]pyridine-7-carboxylate
by: Gui-Yun Duan, et al.
Published: (2010-12-01)

Trifluoromethylated hydrazones and acylhydrazones as potent nitrogen-containing fluorinated building blocks
by: Zhang Dongxu
Published: (2023-11-01)

Trivalent soluble TNF Receptor, a potent TNF-α antagonist for the treatment collagen-induced arthritis
by: Xiaofang Cui, et al.
Published: (2018-05-01)

Aerobic Iron(III)-Catalyzed Direct Thiolation of Imidazo[1,2-a]pyridine with Thiols
by: Ling Qin, et al.
Published: (2020-04-01)

Facile synthesis and antioxidant activity of lignin-related imidazo[1,2-a]pyridine derivatives
by: Xiaohui Yang, et al.
Published: (2018-06-01)

Synthesis of new 6-halogeno-imidazo[1,2-a]pyridines by SRN1 reactions
by: Maxime D. Crozet, et al.
Published: (2003-09-01)

Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2‑a]pyridines
by: Vikas Dwivedi, et al.
Published: (2017-06-01)

QSAR studies of 4,5-dihydro-4-oxo-3H-imidazo[4,5-c]pyridines as potent angiotensin II receptor antagonists by MLR and NLR analysis
by: Balasubramanian Narasimhan, et al.
Published: (2007-05-01)

Novel Indole-Based Hydrazones as Potent Inhibitors of the α-class Carbonic Anhydrase from Pathogenic Bacterium <i>Vibrio cholerae</i>
by: Kübra Demir-Yazıcı, et al.
Published: (2020-04-01)

Imidazo[1,2-c]quinazolines as a novel and potent scaffold of α-glucosidase inhibitors: design, synthesis, biological evaluations, and in silico studies
by: Fariba Peytam, et al.
Published: (2023-09-01)

Innovative Approaches to the Imidazo[4,5-b]pyridine Ring System. Development of an Efficient Process for Industrial-Scale Production of a Key Intermediate for Potent Angiotensin II Receptor Antagonists
by: Gerhard C. Stucky, et al.
Published: (1997-06-01)

Antimycobacterial Activities of N-Substituted-Glycinyl 1H-1,2,3-Triazolyl Oxazolidinones and Analytical Method Development and Validation for a Representative Compound
by: Naser F. Al-Tannak, et al.
Published: (2017-10-01)

4-Benzyl-6-bromo-2-phenyl-4H-imidazo[4,5-b]pyridine
by: Ouzidan, Y., et al.
Published: (2010)

Recent advances in transition-metal-free C–H functionalization of imidazo[1,2-a]pyridines
by: Linlin Shi, et al.
Published: (2022-08-01)

Design, Synthesis and Antimycobacterial Activity of Novel Imidazo[1,2-a]pyridine Amide-Cinnamamide Hybrids
by: Linhu Li, et al.
Published: (2015-12-01)

N-(tert-Butyl)-2-(2-nitrophenyl)imidazo[1,2-a]pyridin-3-amine
by: G. Dhanalakshmi, et al.
Published: (2019-11-01)

Identification of novel imidazo[1,2-a]pyridine inhibitors targeting M. tuberculosis QcrB.
by: Katherine A Abrahams, et al.
Published: (2012-01-01)

Novel Aminoguanidine Hydrazone Analogues: From Potential Antimicrobial Agents to Potent Cholinesterase Inhibitors
by: Martin Krátký, et al.
Published: (2021-11-01)

Design and synthesis of novel ureido and thioureido conjugated hydrazone derivatives with potent anticancer activity
by: Nasrin Nassiri Koopaei, et al.
Published: (2022-11-01)