Synthesis of novel triheterocyclic thiazoles as anti-inflammatory and analgesic agents

Kalkhambkar, Rajesh G.; Kulkarni, Geeta M.; Shivkumar, H.; Rao, Rekha

doi:10.1016/j.ejmech.2007.01.023

Cited by 168 publications

(65 citation statements)

References 10 publications

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“…The starting material 3-(2-thiocyanatoacetyl)-2H -chromen-2-one (1) is readily accessible via the reaction of 3-(2-bromoacetyl)-2H -chromen-2-one with potassium thiocyanate in dry acetone. 28 Treatment of the latter with an equimolar quantity of a variety of suitably substituted anilines (2a-j) in ethanol furnished the title thiazolyl-2H -chromen-2-ones (3a-j).…”

Section: Resultsmentioning

confidence: 99%

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A two component protocol for synthesis of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones

Jazideh¹,

Farhoomand²,

Daneshyar

et al. 2013

Turk J Chem

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An efficient 2-component synthesis of a series of 3-(2-(substituted phenylamino)thiazol-4-yl)-2 H -chromen-2ones (3a-j) was achieved by the reaction of 3-(2-thiocyanatoacetyl)-2 H -chromen-2-one (1) with a variety of suitably substituted anilines in 1:1 molar ratio in ethanol. The structures of the products were established by elemental analyses, and UV-vis, FTIR, 1 H and 13 C NMR, and mass spectroscopy. 3-(2-(4-Methylphenylamino)thiazol-4-yl)-2 H -chromen-2one (3j) was further characterized by single crystal X-ray diffraction study. This compound, C 19 H 14 N 2 OS, crystallizes in the orthorhombic space group Pna21, with Z = 4, and unit cell parameters a = 13.0785(11), b = 25.746(2), c = 4.7235(3)Å, α = β = γ = 90 • .

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Section: Resultsmentioning

confidence: 99%

“…Thiazoles are used as drugs for the treatment of hypertention 27 HIV infections, 28 and pain. 29 Many thiazoles are fibrinogin receptor antagonists with antithrombotic activity, 30 inhibitors of bacterial DNA gyrase B, 31 and lypoxygenase inhibitors.…”

Section: Introductionmentioning

confidence: 99%

A two component protocol for synthesis of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones

Jazideh¹,

Farhoomand²,

Daneshyar

et al. 2013

Turk J Chem

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“…The obtained solid was then filtered, dried and washed with several solvents to yield the target compound 7. 6 -H); 7.59-7.61 (m, 1H, CO-C 6 H 5 -C 4 -H); 7.71 (d, 2H, J = 6.6Hz, CO-C 6 H 5 -C 2 , 6 -H).…”

Section: Synthesis Of 4-phenyl-nn-di(prop-2-ynyl)thiazol-2-amine (4):-mentioning

confidence: 99%

“…Among which are various thiazole derivatives having versatile biological activities embracing the antiviral [2], antibacterial [3], antifungal [1], anti-HIV [4], anticancer [1,4,5], anti-inflammatory [6], neuroprotective and antioxidant [4], anticonvulsant [4], antidiabetic [1] and antihypertensive [4] activities. Moreover, different fused thiazolothiadiazole derivatives were recognized as highly potent anticancer agents against liver cancer HepG2 and breast cancer MCF7 cell lines [7,8].…”

Section: …………………………………………………………………………………………………… Introduction:-mentioning

confidence: 99%

Investigations Synthesis, Characterization and Evaluation of the Anticacancer Activity of Novel 2-Aminophenylthiazole Derived Heterocycles.

Hassan¹,

El-Deeb²,

Sarg³

et al. 2016

IJAR

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Novel substituted 2-aminophenylthiazole derivatives were synthesized via various synthetic pathways. Among which were compounds bearing different side chains attached to the thiazole backbone through occupying C 2 position 2-4, 6, 8-12,and 15-22. Also thiazole derivatives 23-25 bearing substituted pyrimidines were designed to be synthesized. Moreover, we have synthesized iminothiazolyl succinic acid derivatives 5 a and 5 b , fused thiazolothiadiazole analogue 7, as well as, the thiazolopyrimidine derivatives 13 and 14. The newly synthesized compounds were evaluated for their in vitro anticancer activity against human Liver cancer HepG2 and Breast cancer MCF7 cell lines compared to the reference drug Doxorubicin. Compounds 3, 12, 15, 17, 18, 21, 22 and 24 showed significant activity against HepG2 cell lines with IC 50 values ranging from 4.78-11.4 µg/mL. However, compounds 3, 7, 15, 17, 18 and 22 exerted highly potent anticancer activity against MCF7 cell line with IC 50 values ranging from 4.95-10.8 µg/mL.

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“…Compounds containing thiazole nucleus are unique molecules reported to possess an array of biological activities such as antibacterial [1], antifungal [2], antitumor [3,4], anti-inflammatory [5,6], anticonvulsant [7], anthelmintic activity [8], etc. Imidazoles are more vital in many biological processes since they are present in many natural compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antimicrobial Evaluation of Some New Thiazolo Imidazole Analogs

Ramamurthy¹,

Jayachandran²

2017

Asian J. Chem.

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Thiazole and imidazole derivatives have attracted medicinal chemists owing to their extensive biological activities. Present paper describes the synthesis of some new thiazolo imidazole derivatives. 4-Substituted phenacyl bromides were prepared from substituted acetophenones. The products were condensed with thiourea to obtain 2-amino-4-(4-substituted phenyl)thiazoles which on further reaction with 4-substituted phenacyl bromides resulted in 3,6-di(substituted phenyl)imidazo[2,1-b] thiazoles (3a-3i). The formation of all the compounds was established by spectral techniques like IR, 1 H NMR and Mass spectral data. The title compounds were screened for their antimicrobial activity against Gram-positive bacteria S. aureus and B. subtilis, Gram-negative bacteria E. coli and K. pneumoniae and the fungal strains like A. niger, C. albicans and C. neoformans. The results indicated that the compounds coded 3a, 3c, 3g and 3i showed significant activity than the remaining compounds.

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Synthesis of novel triheterocyclic thiazoles as anti-inflammatory and analgesic agents

Cited by 168 publications

References 10 publications

A two component protocol for synthesis of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones

A two component protocol for synthesis of 3-(2-(substituted phenylamino)thiazol-4-yl)-2H-chromen-2-ones

Investigations Synthesis, Characterization and Evaluation of the Anticacancer Activity of Novel 2-Aminophenylthiazole Derived Heterocycles.

Synthesis and Antimicrobial Evaluation of Some New Thiazolo Imidazole Analogs

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