Synthesis and biological activity evaluation of differently substituted 1,4‐dioxo‐3,4‐dihydrophthalazine‐2(1<i>H</i>)‐carboxamides and ‐carbothioamides

Cardia, Maria Cristina; Distinto, Simona; Maccioni, Elias; Bonsignore, Leonardo; Delogu, Alessandro

doi:10.1002/jhet.5570400609

Cited by 26 publications

(13 citation statements)

References 14 publications

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“…A number of established drug molecules like Hydralazine [9,10], Burdralazine [11,12], Azelastine [13,14], Ponalrest [15], and Zopolrest [16] are prepared from the corresponding phthlazinones. Several phthalazine derivatives have been reported to possess antitumor [17][18][19][20], antihypertensive [21,22], anticovulsant [23,24], antimicrobial [25], antitrypanosomal [26], and anti-inflammatory activities [27,28]. Most of the current nonsteroidal anti-inflammatory drugs (NSAIDs) show serious side effects including gastrointestinal disorders and kidney damage.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Series of Phthalazine Derivatives with Antibacterial and Antifungal Evaluation

Hashash¹

2014

J Chem Eng Process Technol

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The oxirane derivative (2) was allowed to react with hydrazine hydrate, 4-aminobenzoic acid and o-phenylene diamine to give β-hydrazine alcohol derivative (3) and β-amino derivatives (4) and (5). The hydrazide (8) reacted with glucose, phthalic anhydride and aromatic aldehydes to give the phthalazine derivatives (9), (15) and (16a-c). A new heterocyclic molecules were synthesized using ethyl acetoacetate, acetyl acetone and benzoyl chloride with the hydrazide (8) to give the pyrazole derivatives (12), (14) and the oxadiazole derivative (18). The new compounds were synthesized with the objective of studying their antifungal and antimicrobial activity. Some of them gave positive results. The newly synthesized compounds were characterized on the basis of their spectral (1H-NMR, Mass spectrum, IR and Elementary analysis).

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Section: Introductionmentioning

confidence: 99%

Synthesis of Novel Series of Phthalazine Derivatives with Antibacterial and Antifungal Evaluation

Hashash¹

2014

J Chem Eng Process Technol

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“…). These derivatives have been reported to possess antihypertensive , anticonvulsant , antidiabetic , antimicrobial , antitrypanosomal , anti‐inflammatory , and PDE4 inhibitory activities .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of New Phthalazinone Derivatives as Anti‐Inflammatory and Anti‐Proliferative Agents

Hameed

Ovais

Yaseen

et al. 2016

Archiv der Pharmazie

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The chemistry of phthalazine derivatives has been of increasing interest since many of these compounds have found many chemotherapeutic applications. So this study aims to synthesize a library of phthalazine derivatives and to investigate their anti-inflammatory and anti-proliferative activities. Sixteen new phthalazinone derivatives (2a-p) were synthesized and tested for their in vitro antiproliferative and in vivo anti-inflammatory activities. All the synthesized compounds were identified and characterized by IR, (1) H NMR, (13) C NMR spectroscopy, and MS. Two compounds, 2b and 2i, showed significant anti-inflammatory activity comparable with that of the standard drug etoricoxib in the carrageenan-induced rat paw edema model at 3 and 5 h, respectively. Three compounds (2h, 2j, and 2g) showed moderate sensitivity toward the renal cancer cell line UO-31.

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“…1). These derivatives have been reported to possess antihypertensive 1, 2, anticonvulsant 3, 4, antidiabetic 5, 6, antimicrobial 7, antitrypanosomal 8, anti‐inflammatory 9–11, and PDE4 inhibitory activities 12. The phthalazinone nucleus has been proven to be a versatile system in medicinal chemistry.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Biological Evaluation of 4‐Arylphthalazones Bearing Benzenesulfonamide as Anti‐Inflammatory and Anti‐Cancer Agents

Yaseen

Ovais

Bashir

et al. 2013

Archiv der Pharmazie

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Nine 4-arylphthalazones bearing benzenesulfonamide (2a-i) were synthesized by the condensation of the appropriate 2-aroylbenzoic acid (1a-i) and 4-hydrazinobenzenesulfonamide in ethanol. The structures of these compounds were elucidated by elemental analysis, IR, ¹H NMR, ¹³C NMR, and MS spectroscopy. Two compounds, 2b and 2i, showed significant anti-inflammatory activity comparable to that of the standard drug celecoxib in the carrageenan-induced rat paw edema model. These compounds (2b and 2i) had selective inhibitory activity towards the COX-2 enzyme. Compound 2b had a better selectivity ratio (COX-1/COX-2) compared to that of celecoxib and can be used as a novel template for the design of selective COX-2 inhibitors. Compounds 2d and 2i were screened for their antiproliferative activity toward 60 human cancer cell lines by the National Cancer Institute (USA). The compounds 2d and 2i displayed mild activity toward the renal cancer cell line UO-31.

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Synthesis and biological activity evaluation of differently substituted 1,4‐dioxo‐3,4‐dihydrophthalazine‐2(1H)‐carboxamides and ‐carbothioamides

Cited by 26 publications

References 14 publications

Synthesis of Novel Series of Phthalazine Derivatives with Antibacterial and Antifungal Evaluation

Synthesis of Novel Series of Phthalazine Derivatives with Antibacterial and Antifungal Evaluation

Synthesis and Biological Evaluation of New Phthalazinone Derivatives as Anti‐Inflammatory and Anti‐Proliferative Agents

Synthesis and Biological Evaluation of 4‐Arylphthalazones Bearing Benzenesulfonamide as Anti‐Inflammatory and Anti‐Cancer Agents

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