1203608-45-0Relevant articles and documents
Design, synthesis and anti-cancer evaluation of a novel series of pyrazolo [1, 5-a] pyrimidine substituted diamide derivatives
Ajeesh Kumar,Bodke, Yadav D.,Lakra, Peter Serjious,Sambasivam, Ganesh,Bhat, Kishore G.
, p. 714 - 744 (2017)
A novel series of pyrazolo [1, 5-a] pyrimidine substituted diamides has been designed and synthesized using a linear mode multistep synthesis. The synthesized compounds were characterized by 1H NMR, 13C NMR, ESI-MS and IR analyses. These new compounds were screened for their in vitro antiproliferative activity using an MTT assay. Out of 23 derivatives synthesized in the current study, compounds 10q, 10u and 10w showed good anticancer activity against HeLa cell line. Furthermore, these derivatives gave IC50 values of less than 10 μM against HeLa cell and were therefore more potent than the marketed anticancer drug cis-platin (17.83 μM).
I2-Promoted [4 + 2] cycloaddition of: In situ generated azoalkenes with enaminones: Facile and efficient synthesis of 1,4-dihydropyridazines and pyridazines
Baell, Jonathan B.,Feng, Jiajun,He, Tiantong,Huang, Fei,Xie, Yuxing,Yu, Yang
supporting information, p. 9483 - 9493 (2020/12/15)
A facile and efficient strategy for the synthesis of 1,4-dihydropyridazines and pyridazines through I2-promoted [4 + 2] cycloaddition of in situ generated azoalkenes with enaminones has been developed. The switch in selectivity is attributed to the judici
Design, synthesis, and biological evaluation of triazolyl- and triazinyl-quinazolinediones as potential antitumor agents
Al-Romaizan, Abeer N.,Ahmed, Nesreen S.,Elfeky, Sherin M.
, (2019/03/07)
Novel 6(3-1H-1,2,4-triazol-1-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (7a-e) were synthesized from different enaminones (6a-e) with 6-hydrazinyl-3-phenylquinazoline-2,4(1H,3H)-dione. 2,6(4-2-Substituted-1,3,5-triazin-1(2H)-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (8a-k) were synthesized from the reaction of 1-(2,4-dioxo-3-phenyl-1,2,3,4-tetrahydroquinazolin-6-yl)thiourea, urea, or guanidine (3a-c) with enaminones (6a-e), and a series from 3-substituted-2-imino-1,3,5-triazin-1(2H)-yl-sulfonyl-phenyl-1-methylquinazoline-2,4(1H,3H)-dione (12a-j) were obtained from the reaction of N-(diaminomethylene)-4-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)benzenesulfonamide (11) with the enaminone (6a-j). The antitumor activity of the synthesized compounds was evaluated against two human cell lines: human colon carcinoma HCT116 and human hepatocellular carcinoma HEP-G2. Some of the tested compounds showed significant potency compared to the reference drug staurosporin.
Highly luminescent platinum(II) complexes based on pyrazolo[1,5-f]phenanthridine-containing ligands
Zhao, Danli,Tang, Xun,Liu, Xiang-Yang,Fan, Jian,Liao, Liang-Sheng
, p. 473 - 479 (2017/09/02)
A series of highly luminescent [Pt(N?C?C?N)] emitters (ZPt1, ZPt2 and ZPt3) based on pyrazolo[1,5-f]phenanthridine-containing ligands were designed and synthesized. These Pt(II) complexes demonstrated extremely high thermal stabilities with the 5% weight-
Protective effect of novel substituted nicotine hydrazide analogues against hypoxic brain injury in neonatal rats via inhibition of caspase
Deng, Chang-Bo,Li, Juan,Li, Lu-Yi,Sun, Feng-Jie
supporting information, p. 3195 - 3201 (2016/06/13)
In hypoxic-ischemic injury of the brain of neonates, the level of caspase-3 was found to be aberrantly activated. Its overexpression leads to the alteration of cytoskeleton protein fodrin and loss of DNA repair enzyme which ultimately results in neurological impairment and disability. Concerning this, the present study was intended to develop novel nicotine hydrazide analogues as caspase inhibitors via efficient synthetic route. These compounds were subsequently tested for inhibitory activity against caspase-3 and -7 where they exhibit highly potent activity against caspase-3 revealing compound 5k as most potent inhibitor (IC50 = 19.4 ± 2.5 μM). In Western blot analysis, 5k considerably inhibits the overexpression of caspase-3. The aryl nicotinate of compound 5k, as indicated by molecular docking was found to engage His121 and critical enzyme thiols, i.e., Cys163 of caspase-3 for its potent activity. Moreover, histopathological examination of brain tissues and hippocampus neurons showed that compound 5k considerably improves the brain injury and exert neuroprotective effects in hypoxic-ischemic (HI). In brain homogenate, 5k significantly improves the activity of MDA, SOD, GSH-Px, CAT and T-AOC to exert its beneficial effect against oxidative stress induced by HI injury.
An straightforward entry to new pyrazolo-fused dibenzo[1,4]diazepines
Hernandez, Susana,Moreno, Isabel,Sanmartin, Raul,Teresa Herrero, Maria,Dominguez, Esther
supporting information; experimental part, p. 2251 - 2257 (2011/04/26)
A series of novel pyrazolodibenzo[1,4]diazepines has been synthesized with good overall yields. The diarylpyrazole intermediates, with structure similarity to biologically relevant compounds such as currently marketed drugs like rimonabant or celecoxib, were prepared by a tandem sequence amine-exchange/ heterocyclization starting from readily available enaminones and arylhydrazines. The key step of this efficient methodology was Caryl-N bond construction, accomplished by a palladium-catalyzed intramolecular N-arylation reaction, which was conducted in both homogeneous and polymer-supported versions. Reaction scope of such protocols and recycling of the heterogeneous catalyst were also examined.
Toward safer processes for C-C biaryl bond construction: Catalytic direct C-H arylation and tin-free radical coupling in the synthesis of pyrazolophenanthridines
Hernandez, Susana,Moreno, Isabel,SanMartin, Raul,Gomez, German,Herrero, Maria Teresa,Dominguez, Esther
supporting information; experimental part, p. 434 - 441 (2010/03/30)
(Chemical Equation Presented) A series of pyrazolo[1,5-f]phenanthridine derivatives has been efficiently synthesized by a short, straightforward sequence. A tandem amine-exchange/heterocyclization of enaminones was successfully applied to the regioselective preparation of 1,5-diarylpyrazole intermediates with structure resemblance to relevant nonsteroidal anti-inflammatory drugs such as celecoxib or tepoxalin. The final key step, cyclization by intramolecular biaryl bond formation, was accomplished by two alternative methodologies: radical coupling and catalytic direct arylation via C-H activation. The scope and limitations of the two methodologies have been explored and their complementariness has been established. In addition, polymer-supported heterogeneous catalysts have been compared with homogeneous analogues. In the radical process, toxic tin derivatives have been avoided in order to employ environmentally safer protocols.
