Synthesis of New 1,3-Thiazole Derivatives; Using 1-(4-Carbamoylphenyl)-3-Methylthiourea and 1-Methyl-3-(Quinolin-8-Yl) Thiourea as Starting Materials

Doregiraee, Ali; Kermani, Esmat Tavakolinejad; Khabazzadeh, Hojatollah; Pouramiri, Behjat

doi:10.4067/s0717-97072015000300009

Cited by 6 publications

(6 citation statements)

References 14 publications

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“…The synthesis of 4-((2-aminothiazol-4-yl) amino) benzene-sulfonamide C 9 H 10 N 4 O 2 S 2 (M2) 2 mmol was done by dissolving 0.53 gm of the compound in 50 ml of 99% ethanol and 2 mmol (0.17 gm) of thiourea was added. The reaction mixture was subjected to reflux for 8 hours, followed by solvent evaporation and subsequent recrystallization using ether [ 20 ]. The final product obtained was a beige powder with an Mw of 270.3g/mol, a melting point of 105°C, an Rf value of 0.75, and a yield of 86%.…”

Section: Methodsmentioning

confidence: 99%

In silico study, synthesis, and antineoplastic evaluation of thiazole-based sulfonamide derivatives and their silver complexes with expected carbonic anhydrase inhibitory activity

Naji,

Naser,

Hussein

2023

JMedLife

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This study aimed to design, synthesize, and evaluate the cytotoxic activity of novel thiazole-sulfanilamide derivatives, specifically compounds M3, M4, and M5, through molecular docking and biological assays. The synthesis utilized essential chemical compounds, including sulfanilamide, chloro-acetyl chloride, thiourea, derivatives of benzaldehyde, and silver nitrate. The docking study was carried out using Molecular Operating Environment (MOE) software, and cytotoxic activity was predicted by MTT assay. The synthesized compounds demonstrated a reduction in the viability of cancer cells. Compound M5 had an IC50 of 18.53 μg/ml against MCF-7 cells, comparable to the IC50 of cisplatin. Additionally, compounds M3 and M4 had higher S scores than acetazolamide, indicating greater binding affinity to the active pocket of the receptor. Incorporating the thiazole ring in the synthesized compound augmented their flexibility and affinity for binding to the receptor. The inclusion of the metal complex additionally heightened the compounds' capacity to impede cellular growth.

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Section: Methodsmentioning

confidence: 99%

In silico study, synthesis, and antineoplastic evaluation of thiazole-based sulfonamide derivatives and their silver complexes with expected carbonic anhydrase inhibitory activity

Naji,

Naser,

Hussein

2023

JMedLife

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“…As a continuation of our research devoted to the development of green organic processes through performing reactions in green solvents such as ionic liquids, herein, we report a versatile [58] environmentally friendly synthesis of 2-amino-4-arylthiazole and 2methyl-4-arylthiazole in ionic liquid (IL). The treatment of phenacyl bromides and thiourea or thioamides in the IL 1,3-di-nbutylimidazolium tetrafluoroborate ([bbim]BF4) at ambient temperature afforded the corresponding 2-amino-4-arylthiazole and 2methyl-4-arylthiazole derivative follows in excellent yields:…”

Section: Synthesis Of Thiazole and Its Derivativesmentioning

confidence: 99%

Systematic Review on Thiazole Compounds as Nanoparticles: Chemistry, Synthesis, Antimicrobial Activities, Therapeutic Investigation

2023

Nanosistemi, Nanomateriali, Nanotehnologii

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1.3-thiazole is a unique heterocycle containing nitrogen and sulphur atoms. Thiazole chemistry has developed after the pioneering it of Hofmann and Hantzsch in 1887. Thiazole occupies an important place in medicinal chemistry. It is widely found in diverse pharmacologically active substances and in some naturally occurring compounds. In last decade, heterocyclic compounds containing thiazole moiety and their derivatives were found exhibiting nanoscale properties. In addition, they exhibit a wide spectrum of biological activities such as antioxidant, antitubercular, antiinflammatory, anti-HIV, antitumor, anticonvulsive, antifungal and antibacterial. Thiazole is an essential in many natural (vitamin B 1 -thiamine) and synthetic medicinally important compounds. This review focus on both the chemical and biological importance of thiazole as a nanoparticle and the different methods of synthesis of substituted thiazole with potential activities, which are now in developing phase.1.3-тіазол є унікальним гетероциклом, що містить атоми Нітроґену та Сульфуру. Тіазолева хемія розвинулася після започаткування неї Гофманном і Ганчшем у 1887 році. Тіазол займає важливе місце в лікарській хемії. Він широко зустрічається в різних фармакологічно активних речовинах і в деяких природніх сполуках. В останнє десятиліття було виявлено, що гетероциклічні сполуки, які містять тіазолову частину, та їхні похідні проявляють нанорозмірні властивості. Крім того, вони проявляють широкий спектер біологічних дій, таких як антиоксидант-

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“…Heterocyclic chemistry is one of the most important classes in pharmaceutical chemistry and organic synthesis [1]. Lots of these compounds were used as active ingredients in various pharmaceutical drugs due to their anti-tumor [2], anti-inflammatory [3], anti-hypertensive [4], anti-hyperlipidemic [5], anti-HIV infections [6], and other biological activities [7]. Many natural bioactive molecules contain thiazole ring in their structures as vitamin thiamine which has a role in the metabolic process [8].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of bioactive heterocyclic compounds using camphor

Sultan Alwan,

Milad Mohareb

2024

Bull. Chem. Soc. Eth.

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The aim of the work was to synthesize novel heterocyclic compounds derived from camphor with antibacterial activity. The pyridazine, xanthene, pyranothiazole, pyridinothiazole, thiophene and pyrazole derivatives were produced from 4,11,11-trimethyl-9-phenyl-7-(2-phenylhydrazono)-3,4,5,6,7,9-hexahydro-1H-1,4-methanoxanthen-8(2H)-one (1). Thiophene derivatives 6a,b were produced according to the Gewald’s reaction for thiophene synthesis. On the other hand, pyranothiazol derivatives 8a,b were synthesized by the multicomponent reactions between xanthene derivative 5, benzaldehyde and ethylcyanoacetate or malononitrile in ethanol/triethylamine. Whereas, pyridinothiazole derivative 9 was produced in ethanol/ammonium acetate by the multicomponent reaction between xanthene derivative 5, benzaldehyde and malononitrile. The antibacterial activity of the synthesized compounds was evaluated against E. coli bacteria. All synthesized compounds showed moderate activity against E. coli bacteria. KEY WORDS: Anti-microbial, Camphor, Heterocyclic, Pyrazol-3(2H)-one, Thiazol-4(5H)-one, Thieno[3,2-d]thiazole, Xanthenes Bull. Chem. Soc. Ethiop. 2024, 38(4), 1069-1076. DOI: https://dx.doi.org/10.4314/bcse.v38i4.20

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Synthesis of New 1,3-Thiazole Derivatives; Using 1-(4-Carbamoylphenyl)-3-Methylthiourea and 1-Methyl-3-(Quinolin-8-Yl) Thiourea as Starting Materials

Abstract: A series of novel 1,3-thiazoles have been synthesized in good yields, using dialkyl acetylenedicarboxylate, benzamide and quinoline derivatives of thiourea in ethanol.

Cited by 6 publications

References 14 publications

In silico study, synthesis, and antineoplastic evaluation of thiazole-based sulfonamide derivatives and their silver complexes with expected carbonic anhydrase inhibitory activity

In silico study, synthesis, and antineoplastic evaluation of thiazole-based sulfonamide derivatives and their silver complexes with expected carbonic anhydrase inhibitory activity

Systematic Review on Thiazole Compounds as Nanoparticles: Chemistry, Synthesis, Antimicrobial Activities, Therapeutic Investigation

Synthesis of bioactive heterocyclic compounds using camphor

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