Synthesis and in vitro microbiological evaluation of novel 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9,5′-spiro-1′,2′,4′-triazolidine-3′-thiones

Kanagarajan, V.; Thanusu, J.; Gopalakrishnan, M.

doi:10.1007/s00044-011-9949-x

Cited by 10 publications

(10 citation statements)

References 17 publications

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“…However, compounds 183d,e showed excellent antibacterial activity against β-H. streptococcus. Besides, compounds 183b-c,e showed varied activities toward the tested Gram-positive and -negative strains [31].…”

Section: Synthesis Of Spiro-124-triazolethionesmentioning

confidence: 99%

“…The reaction of oxadiazoles 9a-c with hydrazine hydrate in ethanol afforded 4-amino-5-aryl-1,2,4-triazole-3-thiones 10a-c (Scheme 1) [22]. Triazolethione-thiols ( Figure 4) have gained considerable importance in medicinal chemistry due to their potential anticancer [24,25], antimicrobial [26], antioxidant, antitumor [27], anti-tuberculosis [28], anticonvulsant [29], fungicidal [30], antiepileptic [31] and anti-inflammatory [32] activities. Triazolethione-thiols ( Figure 4) have gained considerable importance in medicinal chemistry due to their potential anticancer [24,25], antimicrobial [26], antioxidant, antitumor [27], antituberculosis [28], anticonvulsant [29], fungicidal [30], antiepileptic [31] and anti-inflammatory [32] activities.…”

Section: Synthesis Of 124-triazole-3-thionesmentioning

confidence: 99%

“…Mercapto-1,2,4-triazole also may be derived from natural products by applying some reactions to get the desired compounds [23]. Triazolethione-thiols ( Figure 4) have gained considerable importance in medicinal chemistry due to their potential anticancer [24,25], antimicrobial [26], antioxidant, antitumor [27], antituberculosis [28], anticonvulsant [29], fungicidal [30], antiepileptic [31] and anti-inflammatory [32] activities. 1,2,4-triazolethiones have been prepared successfully by various methods.…”

Section: Introductionmentioning

confidence: 99%

“…Triazolethione-thiols ( Figure 4 ) have gained considerable importance in medicinal chemistry due to their potential anticancer [ 24 , 25 ], antimicrobial [ 26 ], antioxidant, antitumor [ 27 ], anti-tuberculosis [ 28 ], anticonvulsant [ 29 ], fungicidal [ 30 ], antiepileptic [ 31 ] and anti-inflammatory [ 32 ] activities.…”

Section: Introductionmentioning

confidence: 99%

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Chemistry and Biological Activities of 1,2,4-Triazolethiones—Antiviral and Anti-Infective Drugs

et al. 2020

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Mercapto-substituted 1,2,4-triazoles are very interesting compounds as they play an important role in chemopreventive and chemotherapeutic effects on cancer. In recent decades, literature has been enriched with sulfur- and nitrogen-containing heterocycles which are used as a basic nucleus of different heterocyclic compounds with various biological applications in medicine and also occupy a huge part of natural products. Therefore, we shed, herein, more light on the synthesis of this interesting class and its application as a biologically active moiety. They might also be suitable as antiviral and anti-infective drugs.

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Section: Synthesis Of Spiro-124-triazolethionesmentioning

confidence: 99%

Section: Synthesis Of 124-triazole-3-thionesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chemistry and Biological Activities of 1,2,4-Triazolethiones—Antiviral and Anti-Infective Drugs

et al. 2020

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“…6 Results and Discussion N-Cycloalkylidene hydrazinecarbothioamides (cyclic ketone N(4)-phenylthiosemicarbazones) 2a-j were prepared according to published procedures. [26][27][28][29][30] The structures of 2a-j were confirmed by IR, 1 H NMR and 13 C NMR spectra.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of spiro-1,2,4-triazole-3-thiones from cycloalkanone thiosemicarbazones, and formation of a cyclic 1,2-dithione

Hassan¹,

Mohamed²,

Mohamed³

et al. 2016

Arkivoc

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Substituted spiro-heterocycles containing 1,2,4-triazole-3-thione, were formed at room temperature via the reaction of N-cycloalkylidene hydrazinecarbothioamides 2 with benzo-as well as naphthoquinone derivatives. 2,3-Dithioxo-1,4-naphthalene-1,4-dione was synthesized upon heating compounds 2 with 2,3-dichloro-1,4-naphthoquinone. The synthesized compounds were characterized by using different spectroscopic methods and confirmed by single crystal Xray analyses. Rationales for the role of benzo-and naphthoquinone derivatives as well as the conversions are also presented.

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Thiamine Hydrochloride Catalyzed Synthesis of 1,2,4‐Triazolidine‐3‐thiones in Aqueous Medium

et al. 2019

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In the present work, the catalytic potential of natural organocatalyst thiamine hydrochloride is explored for the synthesis of 1,2,4‐triazolidine‐3‐thiones in aqueous medium. The reaction of thiosemicarbazides with various substrates viz aryl/ heteroaryl aldehydes, isatins, cyclic and aromatic ketones to obtain corresponding 1,2,4‐triazolidine‐3‐thiones have been successfully demonstrated for the first time. The method proposed in this work addresses the green chemistry principles such as biodegradable catalyst, ambient reaction condition, shorter reaction time, high yield of the products, recyclability of catalyst and high atom economy.

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Synthesis and in vitro microbiological evaluation of novel 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9,5′-spiro-1′,2′,4′-triazolidine-3′-thiones

Cited by 10 publications

References 17 publications

Chemistry and Biological Activities of 1,2,4-Triazolethiones—Antiviral and Anti-Infective Drugs

Chemistry and Biological Activities of 1,2,4-Triazolethiones—Antiviral and Anti-Infective Drugs

Synthesis of spiro-1,2,4-triazole-3-thiones from cycloalkanone thiosemicarbazones, and formation of a cyclic 1,2-dithione

Thiamine Hydrochloride Catalyzed Synthesis of 1,2,4‐Triazolidine‐3‐thiones in Aqueous Medium

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