Green synthesis and antibacterial evaluation of some 2-pyrazoline derivatives

Santhi, N.; Emayavaramban, M.; Gopi, C.; Manivannan, C.; Raguraman, A.

doi:10.14419/ijac.v2i2.1851

Cited by 8 publications

(2 citation statements)

References 16 publications

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“…2‐Thioxo‐5,7‐di‐ p ‐tolyl‐2,3‐dihydropyrido[2,3‐d]pyrimidin‐4(1 H )‐one 3 was prepared by reacting 6‐amino‐2‐thiouracil 2 with 1,3‐di‐ p ‐tolylprop‐2‐en‐1‐one 1 in DMF as previously reported by Quiroga et al (Scheme ). 2‐Hydrazino‐5,7‐di‐ p ‐tolylpyrido[2,3‐d]pyrimidin‐4(3 H )‐one ( 4 ) was then prepared by refluxing a mixture of compound 3 and hydrazine hydrate in EtOH for 20 h (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Pyridotriazolopyrimidines as Antitumor Agents

Abdallah

Gomha

Morad

et al. 2016

Journal of Heterocyclic Chem

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2‐Hydrazino‐5,7‐di‐p‐tolylpyrido[2,3‐d]pyrimidin‐4(3H)‐one (4) was prepared and condensed with different aldehydes 5a, 5b, 5c, 5d, 5e, 5f, 5g to give the corresponding hydrazone derivatives 6a, 6b, 6c, 6d, 6e, 6f, 6g. Oxidative cyclization of the latter compounds 6a, 6b, 6c, 6d, 6e, 6f, 6g gave the corresponding pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidin‐5(1H)‐ones 7a, 7b, 7c, 7d, 7e, 7f, 7g. Furthermore, compound 4 reacted with benzoyl chloride, triethyl orthoformate, acetyl chloride, ethyl chloroformate, and carbon disulphide in alcoholic KOH solution to afford the corresponding pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones (7a, 8, 9, 10, 11). The reaction of thione 3 or its 2‐methylthio derivative 16 with hydrazonoyl halides 12a, 12b, 12c, 12d, 12e, 12f, 12g, 12h, 12i, 12j, 12k, 12l, 12m yielded the corresponding pyrido[2,3‐d][1,2,4]triazolo[4,3‐a]pyrimidinones 15a, 15b, 15c, 15d, 15e, 15f, 15g, 15h, 15i, 15j, 15k, 15l, 15m. The structures of all the products were confirmed by elemental and spectral analyses (1H NMR, 13C NMR, IR, and MS). In addition, the anticancer activity of 20 pyridotriazolopyrimidinones against two cancer cell lines namely MCF‐7 and HepG2 was evaluated, and the results revealed that compounds 7d and 9 have promising activity, compared with doxorubicin, which used as standard reference drug.

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Section: Resultsmentioning

confidence: 99%

Synthesis of Pyridotriazolopyrimidines as Antitumor Agents

Abdallah

Gomha

Morad

et al. 2016

Journal of Heterocyclic Chem

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“…Pyrazoline derivatives found to act well against bacteria [28] and fungus [29]. The substituted pyrazolines used as anti-mycobacterial [30], anti-tubercula [31], anticancer [32], antitumor [33] and anti-diabetic and their metal ion complexes have special importance in the biochemical systems [34], table 1. Several pyrazole derivatives were applied clinically as nonsteroidal anti-inflammatory drugs (NSAIDs), e. g. , metamizole sodium, phenazone, phenylbutazone, and propiphenazone.…”

Section: Clinical Application Of Pyrazolinesmentioning

confidence: 99%

The utilities of pyrazolines encouraged synthesis of a new pyrazoline derivative via ring closure of chalcone, for optimistic neurodegenerative applications

Sabah

Al‐Garawi

Al-jibouri

2022

MJS

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Pyrazolines and their derivatives have been extensively studied as coordinated ligands of high potential applications in diverse chemical and biological systems. This work explores some methods of synthesis of pyrazolines, such as the preparation of pyrazole derivatives via chalcones. It also demonstrates that 2-pyrazoline complexes were biologically active and have had a range of clinical applications. Palladium (II) complex of pyrazole was active as antitumor when tested against murine mammary adenocarcinoma (LM3). Copper (II) and Cobalt (II) complex are biologically active in the living system as biomolecules or co factors. Based on these information, we tried here to synthesis a new 2-pyrazoline from (E)-3-(4-bromophenyl)-1-(pyridin-2-yl)prop-2-en-1-one. The newly synthesized pyrazoline was characterized using mass spectroscopy, nucleic magnetic resonance spectroscopy NMR and Fourier transform infrared spectroscopy FTIR. The characterization results showed that 2-pyrazoline has successfully synthesized. The microanalyses (C.H.N.S), GC-MS, H and 13C NMR and FT-IR spectra confirmed the formation of 2-pyrazoline ring with substitution at N1,C-3 and C-5 and the spin-spin coupling constants (J) for the multiple peaks at H NMR spectra pointed to the de shielded aromatic protons in α and β protons of the prepared chalcone. Interestingly, some new family of pyrazoles that have isosteres of Zonisamide have previously showed activity toward treating neuroglial disorders such as epilepsy and autism. Thus, our synthesized pyrazole could have the potency to moderate some neurodegenerative disorders. It could negatively interact with some neurotransmitters through hydrogen bonding and electrostatic interactions with the amino and carboxylic ends of the functional ends of the neurotransmitters. This promising trend by the promising candidate 2- pyrazoline should have further investigations.

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