13373-11-0Relevant academic research and scientific papers
α-Heteroarylation of esters, lactones, amides, and lactams by nucleophilic aromatic substitution
Shen, Hong C.,Ding, Fa-Xiang,Colletti, Steven L.
, p. 1447 - 1450 (2006)
A mild and efficient α-heteroarylation of simple esters and amides was developed via nucleophilic aromatic substitution. The choice of NaHMDS in toluene gave the best results. A tandem α-heteroarylation and hydroxylation protocol using air as the oxidant
Synthesis and trypanocidal activity of novel pyridinyl-1,3,4-thiadiazole derivatives
Barbosa, Juliana M. C.,Bernardino, Patrícia,Decoté-Ricardo, Débora,Fraga, Carlos A. M.,Freitas, Rosana H. C. N.,Melo, Tatiana G.,Salom?o, Kelly,Sueth-Santiago, Vitor,Wardell, James L.,Wardell, Solange M. S. V.,da Silva, Edson F.
, (2020/05/13)
Herein, we present the design, synthesis and trypanocidal evaluation of sixteen new 1,3,4-thiadiazole derivatives from N-aminobenzyl or N-arylhydrazone series. All derivatives were assayed against the trypomastigote form of Trypanosoma cruzi, showing IC50 values ranging from 3 to 226 μM, and a better trypanocidal profile was demonstrated for the 1,3,4-thiadiazole-N-arylhydrazones (3a-g). In this series, the 2-pyridinyl fragment bound to the imine subunit of the hydrazine moiety presented pharmacophoric behavior for trypanocidal activity. Compounds 2a, 11a and 3e presented remarkable activity and excellent selectivity indexes. Compound 2a was also active against the intracellular amastigote form of T. cruzi. Moreover, its corresponding hydrochloride, compound 11a, showed the most promising profile, producing phenotypic changes similar to those caused by posaconazole, a well-known inhibitor of sterol biosynthesis. Thus, 1,3,4-thiadiazole derivative 11a could be considered a good prototype for the development of new drug candidates for Chagas disease therapy.
Design, Synthesis, and Biological Evaluation of Novel 1,3,4-Thiadiazolylpyrazolines Compounds Containing Ferrocene
Chen, Liqin,Duan, Huihui,Zhang, Xinyu,Zhang, Qiong,Huang, Hailian,Zhao, Junlong,Chen, Bang,Hua, Chengwen,Gou, Xiaofeng
, p. 1978 - 1985 (2018/07/31)
The synthesis of 1,3,4-thiadiazole skeleton compounds exhibiting high fungicidal activities has been demonstrated. Thirteen novel 1,3,4-thiadiazolyl-pyrazolines compounds containing ferrocene were designed and synthesized from the ferrocenylchalcones intermediates 3a–3m and the 2-hydrazino-5-phenyl-1,3,4-thiadiazole intermediate 8. All compounds were characterized by 1H NMR, 13C NMR, FT-IR spectra, and HR-MS, and the structure of one of the new compounds N-(4-phenyl-1,3,4-thiadiazol-2-yl)-3-ferrocenyl-5-phenyl-pyrazoline 9a was further determined by X-ray diffraction analysis. The preliminary results of a biological activity assay indicated that all the title compounds exhibited significant fungicidal activities against Pythium solani, Gibberella saubinetii, and Gibberella nicotiancola. Furthermore, compounds 9e and 9h displayed even higher fungicidal activities against the three fungal species compared with the control drug pyraclostrobin.
Synthesis of 1-Benzyl-4-[2-(5-phenyl-1,3,4-thiadiazole-2-yl)aminoethyl] piperidine as potential alzheimer's disease modifying agent
Sarkandi, Diba Nabardi,Firoozpour, Loghman,Asadipour, Ali,Sheibani, Vahid,Asli, Mahsa Alizadeh Monavar,Davood, Asghar,Shafiee, Abbas,Foroumadi, Alireza
, p. 2503 - 2505 (2012/01/04)
A number of pharmacological agents are available for clinical use in the treatment of alzheimer's disease. The cognitive impairment associated with alzheimer's disease is characterized by reduced levels of acetylcholine in CNS. Acetyl cholinesterase inhibitors increase the level of acetyl choline at the synapses by blocking the breakdown of the neurotransmitter. The aim of this study is the synthesis of 1-benzyl-4-[2-(5-phenyl-1,3,4-thiadiazole-2-yl) aminoethyl]piperidine, as potential acetyl cholinesterase inhibitor, from the reaction of 2-chloro-5-phenyl-1,3,4-thiadiazole and 1-benzyl(piperidin-4-yl) ethylamine. The structure of obtained compound was identified by its 1H NMR, mass and IR spectra.
REGULATION OF PROTEIN SYNTHESIS
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Page/Page column 45, (2010/06/19)
A composition and method for inhibiting proliferation of a tumor cell compared to a non-tumor cell. Also described are methods of screening for a composition that inhibits cap-dependent translation compared to cap-independent translation of proteins
AZAADAMANTANE DERIVATIVES AND METHODS OF USE
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Page/Page column 95, (2008/12/06)
The invention relates to compounds that are azaadamantane derivatives, particularly ether- or amine-substituted azaadamantane derivatives and salts and prodrugs thereof, compositions comprising such compounds, methods of using such compounds and compositi
NOVEL DIAZABICYCLIC ARYL DERIVATIVES AND THEIR MEDICAL USE
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Page/Page column 17, (2008/06/13)
This invention relates to novel diazabicyclic aryl derivatives, which are found to be cholinergic ligands at the nicotinic acetylcholine receptors and modulators of the monoamine receptors and transporters. Due to their pharmacological profile the compoun
Synthesis and antitrypanosomal profile of new functionalized 1,3,4-thiadiazole-2-arylhydrazone derivatives, designed as non-mutagenic megazol analogues
Carvalho, Samir A.,Da Silva, Edson F.,Santa-Rita, Ricardo M.,De Castro, Solange L.,Fraga, Carlos A.M.
, p. 5967 - 5970 (2007/10/03)
The synthesis of the new powerful trypanocidal agent brazilizone A (4k) (IC50/24 h = 5.3 μM) is reported. In this work we reported the synthesis and the trypanocidal profile of new 1,3,4-thiadiazole-2-arylhydrazone derivatives of nitroimidazole
NOVEL 1,4-DIAZABICYCLOALKANE DERIVATIVES, THEIR PREPARATION AND USE
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Page 22-23, (2008/06/13)
This invention relates to novel 1,4-diazabicycloalkane derivatives of formula (I): any of its enantiomers or any mixture of its enantiomers, or a pharmaceutically-acceptable addition salt thereof, or an N-oxide thereof, and their use in the manufacture of
Synthesis and anticonvulsant activity of 5-aryl-1,3,4-thiadiazole derivatives
Foroumadi,Tabatabai,Gitinezhad,Zarrindast,Shafiee
, p. 31 - 33 (2007/10/03)
5-Aryl-1,3,4-thiadiazole derivatives were synthesized and tested for anticonvulsant activity using the pentylenetetrazole-induced lethal convulsion test. The results showed that 2-amino derivatives have anticonvulsant activity (LD50 > 500 mg kg-1) and this effect was not mediated through benzodiazepine receptors. The fluoro electron-withdrawing substituent on the phenyl ring did not potentiate the activity of the compounds.
