60867-76-7Relevant academic research and scientific papers
2-amino-4-arylthiazole derivatives as anti-giardial agents: Synthesis, biological evaluation and QSAR studies
Mocelo-Castell, Raul,Villanueva-Novelo, Carlos,Cáceres-Castillo, David,Carballo, Ruben M.,Quijano-Qui?ones, Ramiro F.,Quesadas-Rojas, Mariana,Cantillo-Ciau, Zulema,Cedillo-Rivera, Roberto,Moo-Puc, Rosa E.,Moujir, Laila M.,Mena-Rejón, Gonzalo J.
, p. 1127 - 1136 (2016/08/10)
A series of seven 2-amino-4-arylthiazoles were prepared following Hantzsch's modified method under microwave irradiation. A set of 50 derivatives was obtained and the in vitro activity against Giardia intestinalis was evaluated. The results on the biological activity revealed that, in general, the N-(5-bromo-4-aryl-thiazol-2-yl)-acetamide scaffold showed high bioactivity. In particular, compounds 6e (IC50= 0.39 μM) and 6b (IC50= 0.87 μM) were found to be more potent than the positive control metronidazole. Citoxicity and acute toxicity tests performed showed low toxicity and high selectivity of the most active compounds (6e SI = 139, 6b SI = 52.3). A QSAR analysis was applied to a data set of 37 obtained 2-amino-4-arylthiazoles derivatives and the best model described a strongly correlation between the anti-giardiasic activity and molecular descriptors as E2M, RDF115m, F10, MATS6v, and Hypnotic-80, with high statistical quality. This finding indicates that N-substituted aminothiazole scaffold should be investigated for the development of highly selective anti-giardial agent.
Thiazole azo dyes with lateral donor branch: Synthesis, structure and second order NLO properties
El-Shishtawy, Reda M.,Al-Amshany, Zahra M.,Asiri, Abdullah M.,Borbone, Fabio,Tuzi, Angela,Roviello, Antonio,Barsella, Alberto
, p. 45 - 51,7 (2012/12/11)
Three azo dyes with a thiazole based donor-π-acceptor structure containing a methoxyphenyl group as the lateral donor branch were synthesized and fully characterized. The formyl azo dye precursor was synthesized using 5-formylaminothiazole derivative as t
Thiazole azo dyes with lateral donor branch: Synthesis, structure and second order NLO properties
El-Shishtawy, Reda M.,Borbone, Fabio,Al-Amshany, Zahra M.,Tuzi, Angela,Barsella, Alberto,Asiri, Abdullah M.,Roviello, Antonio
, p. 45 - 51 (2013/01/13)
Three azo dyes with a thiazole based donor-π-acceptor structure containing a methoxyphenyl group as the lateral donor branch were synthesized and fully characterized. The formyl azo dye precursor was synthesized using 5-formylaminothiazole derivative as t
Synthesis and biological activities of 4-phenyl-5-pyridyl-1,3-thiazole derivatives as selective adenosine A3 antagonists
Miwatashi, Seiji,Arikawa, Yasuyoshi,Matsumoto, Tatsumi,Uga, Keiko,Kanzaki, Naoyuki,Imai, Yumi N.,Ohkawa, Shigenori
experimental part, p. 1126 - 1137 (2009/09/25)
To investigate the potency of an adenosine A3 receptor (A 3AR) antagonist as an anti-asthmatic drug, a novel series of 4-phenyl-5-pyridyl-1,3-thiazole derivatives was synthesized and evaluated in human adenosine A1, A
Preparation, antimicrobial activity, and toxicity of 2-amino-4-arylthiazole derivatives
Morales-Bonilla, Pedro,Perez-Cardena, Andrea,Quintero-Marmol, Esther,Arias-Tellez, Jose Luis,Mena-Rejon, Gonzalo J.
, p. 254 - 260 (2007/10/03)
Seven 2-amino-4-aryl-1,3-thiazoles (1a-g) and their corresponding 2-aminoacetyl (2a-g) and 2-aminoacetyl-5-bromo (3a-g) derivatives were synthesized and tested in vitro against 11 reference strains, three Gram-positive and four Gram-negative bacteria, two yeasts, and two moulds. Toxicity of the compounds was also evaluated using the brine shrimp test. Compounds 1a, 1b, 1e-g, and 3b showed moderate antimicrobial activity at different concentrations. The results indicated that acetylation of the amino group and bromination at position 5 of the thiazole moiety cause lost of activity. Compounds 1a, 1e, and 1f showed toxicity to brine shrimp nauplii below 10 ppm. Most other compounds showed moderate toxicity, LD50 above 100 ppm. Structures of all compounds were confirmed by NMR and MS data.
Structure-activity relationships of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists
Jung, Kwan-Young,Kim, Soo-Kyung,Gao, Zhan-Guo,Gross, Ariel S.,Melman, Neli,Jacobson, Kenneth A.,Kim, Yong-Chul
, p. 613 - 623 (2007/10/03)
4-(4-Methoxyphenyl)-2-aminothiazole and 3-(4-methoxyphenyl)-5- aminothiadiazole derivatives have been synthesized and evaluated as selective antagonists for human adenosine A3 receptors. A methoxy group in the 4-position of the phenyl ring and
Synthetic Study Directed Toward Novel Multi-Linked Heterocycles
Somei, Masanori,Yamada, Yoshikazu,Kitagawa, Keiichi,Sugaya, Katsuko,Tomita, Yayoi,et. al
, p. 434 - 438 (2007/10/03)
2-Amino-4-(1-methylindol-3-yl)thiazole (11c) has a characteristic nucleophilic nature at the 5-position and add to the 4-position of acetylpyridinium acetate (13) producing 2-acetylamino-5-(1-acetyl-1,4-dihydropyridin-4-yl)-4-(1-methylindol-3-yl)-thiazole (1c).Its structure was established by X-ray single crystallographic analysis.Applying the results, simple syntheses of the related tris- (1a-b and 2-8) and tetrakislinked heterocycles (9) were achieved.
