Tag: M.W=250-300

Zhao, Bin published the artcileNovel mixed ligand di-n-butyltin(IV) complexes derived from acylpyrazolones and fluorinated benzoic acids: Synthesis, characterization, cytotoxicity and the induction of apoptosis in Hela cancer cells, Category: pyrazoles-derivatives, the publication is European Journal of Medicinal Chemistry (2014), 87-97, database is CAplus and MEDLINE.

Twenty one novel mixed ligand di-n-butyltin(IV) complexes [ⁿBu₂SnAL] (A = substituted 4-acyl-5-pyrazolone, and L = fluorinated benzoic acid) were prepared by condensation of di-n-butyltin(IV) oxide with HL and HA in 1:1:1 molar ratio in refluxing methanol. All of the complexes were characterized by elemental analyses, IR, NMR (¹H, ¹³C, ¹¹⁹Sn) and in four cases by X-ray diffraction. Cytotoxicity of the compounds was studied against two human cancer cell lines (KB and Hela) by means of the MTT assay compared to cisplatin, featuring IC₅₀ values in the low micromolar range. Hela cancer cell apoptosis-induced by 2 was examined by flow cytometry anal., and preliminary results showed that 2 at concentrations of more than 1.0 μM can induce apoptosis.

European Journal of Medicinal Chemistry published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C12H23N3S, Category: pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Zhu, Hualing published the artcileStructures, spectroscopic analysis, herbicidal activities and enamine-aminone tautomerism of new β-diketone derivatives modified with glycylglycine methyl ester, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Journal of Molecular Structure (2015), 170-177, database is CAplus.

New β-diketone derivatives modified with glycylglycine Me ester have been synthesized and characterized by IR, UV, ¹H NMR, ¹³C NMR, Elemental anal. and single-crystal X-ray diffraction, the anal. results show that compound 1 and compound 2a exist in enamine form while compound 2b exists in aminone form. The optimized geometries and theor. vibrational frequencies of the compounds calculated by using DFT/B3LYP with 6-31g (d, p) basis set in the ground state can well reproduce the exptl. data. The results of herbicidal activity tests indicate that all the tested compounds own higher inhibition ability to monocotyledon than to dicotyledon, especially to green-bristlegrass with the inhibitory rates about 100%. Theor. enamine-aminone tautomerism study at DFT/B3LYP/6-31g (d, p) shows that tautomerism between compound 2a and 2b is mainly caused by the proton transfer.

Journal of Molecular Structure published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C15H10O2, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Wang, An published the artcileStudy on ring-opening polymerization of ε-caprolactone catalyzed by Zn(II) Schiff-base complex, Application In Synthesis of 4551-69-3, the publication is Shandong Huagong (2018), 47(20), 5-7, database is CAplus.

Ring-opening polymerization of ε-caprolactone catalyzed by Zn(II) Schiff-base complex [LZn] was studied. Using the selected [LZn] as the catalyst and 4-dimethylaminopyridine as the co-catalyst from the polymerization temperature of 80°C and the reaction time of 6 h in the solvent of toluene, the ring-opening polymerization of ε-caprolactone was carried out under nitrogen atm., where the Mn of the PCL was 24.653×10³ g·mol^-1 and the PDI was 1.21. The results showed that the effective ring-opening polymerization of ε-caprolactone was realized with the presence of catalyst [LZn].

Shandong Huagong published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C9H17NO, Application In Synthesis of 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Finar, I. L. published the artcileReaction between aroylacetones and arylhydrazines, Formula: C16H12N2O2, the publication is Journal of the Chemical Society (1958), 200-4, database is CAplus.

PhNHNH₂ and ο-, m-, and p-nitrobenzoylacetones react to form only 5-ο-, -m-, and -p-nitrophenyl-3-methyl-1-phenylpyrazoles (I), 3,1,-5-MePh(x-O₂NC₆H₄)C₃HN₂, whereas BzCH₂Ac and 2,4-(O₂N)₂C₆H₃NHNH₂ give both 1-(2,4-dinitrophenyl)-3-methyl-5-phenylpyrazole (II) and 1-(2,4-dinitrophenyl)-5-methyl-3-phenylpyrazole (III). The orientation of I (x = 3 or 4) (IIIa, IIIb) was established by reduction to the amine, diazotization, and treatment with H₃PO₂ to give 3-methyl-1,5-diphenylpyrazole (IV). Similar treatment of I (x = 2) (IVa) gave 3-methyl-1-phenyl-1H-pyrazolo[4,5-c]cinnoline (V) instead of the expected methyldiphenylpyrazole. To prevent the formation of V, IVa was converted into the 4-Br derivative Reduction to the amine, followed by diazotization and treatment of the diazonium salt (VI) with H₃PO₂ gave 4-bromo-3-methylpyrazolo[1,2-d]phenanthridine (VII). Oxidation of IV by boiling with KMnO₄ in dilute C₅H₅N gave authentic 1,5-diphenylpyrazole-3-carboxylic acid. PhNHNH₂ (1.3 g.) and 2.35 g. ο-O₂NC₆H₄COCH₂Ac heated 10 min. in alc. at 35-40° gave 3.17 g. yellow phenylhydrazone (IX), m. 156° (cf. Koenigs and Freund, C.A. 42, 1935h). Heating 10 g. diketone in alc. with 5.4 g. PhNHNH₂ in alc. on a steam bath 5 min. gave 6.4 g. of another form of the phenylhydrazone (IXa), m. 136°, together with 7.5 g. IVa. Colorless IXa boiled in alc. and the solution cooled quickly gave IX. Both IX and IXa heated in alc. on a steam bath or recrystallized from CHCl₃, AcOH, or C₆H₆ slowly formed IVa. PhNHNH₂ (1.2 g.) and 2.3 g. m-O₂NC₆H₄COCH₂Ac refluxed 3 hrs. in alc. yielded 93% IIIa, m. 102-3°. Condensation of p-O₂NC₆H₄COCl with AcCH₂CO₂Et in the presence of NaOMe in MeOH by an adaptation of the method of Bülow and Hailer [Ber. 35, 932(1902)], dilution of the mixture with ice H₂O, filtration, pouring the filtrate into cold AcOH, and extraction with Et₂O yielded 48% p-O₂NC₆H₄COCH₂CO₂Et, converted according to Knorr and Jödicke [Ber. 18, 2259(1885)] to 3-methyl-5-(p-nitrophenyl)-1-phenylpyrazole-4-carboxylic acid (X), m. 210°, and transformed by heating 3 hrs. at 240-50° to IIIb, m. 111-12°, also obtained in 36% yield by refluxing 2.0 g. p-O₂NC₆H₄COCH₂Ac and 1.1 g. PhNHNH₂ in alc. BzCH₂Ac (20 g.) in alc. and 16 g. 2,4-(O₂N)₂C₆H₃NHNH₂ in 32 ml. 98% H₂SO₄ and 350 ml. hot alc. heated 10 min. on a steam bath and the mixture decanted gave 15.3 g. II, m. 137° (alc. or AcOH). The decanted solution cooled and filtered yielded 2.1 g. III, m. 154° (alc. or AcOH). IVa, II, and III in AcOH treated with excess Br at room temperature and filtered, the precipitate taken up in CHCl₃, and the solution washed with aqueous Na₂CO₃ and H₂O gave 86, 93, and 91% of the corresponding 4-Br derivatives m. 141, 176, and 158°, resp. The nitro compounds IIIa, IIIb, and IVa (1 mole) in alc. heated 1 hr. on a steam bath with 8 moles SnCl₂ in concentrated HCl and the cooled solution made alk. with 30% NH₄OH, the amine extracted with Et₂O, and recrystallized (alc.) yielded the corresponding 5-aminophenyl-3-methyl-1-phenylpyrazoles (XI): m-amino (XIa), m. 161.5°; p-amino (XIb), m. 93°; ο-amino (XIc), m. 96°, also obtained as a better product, m. 99°, by heating 17.5 g. IVa in 10 ml. 60% N₂H₄.H₂O in alc. on a steam bath in the presence of 2 g. Pd-C. Similar reduction of 10 g. 4-Br derivative of IVa gave 5.1 g. 5-(ο-aminophenyl)-4-bromo-3-methyl-1-phenylpyrazole (XId), m. 135°. X was converted by the procedure of K. and J. (loc. cit.) to the corresponding 5-(p-aminophenyl)-3-methyl-1-phenylpyrazole-4-carboxylic acid (XIe), m. 261°. II (8 g.) in 500 ml. alc. and 15 ml. 30% NH₄OH saturated with H₂S heated 1 hr. on a steam bath and evaporated, the crystalline product (5.3 g.) taken up in concentrated HCl and filtered, the filtrate diluted with H₂O, and the precipitate crystallized gave 1-(4-amino-2-nitrophenyl)-3-methyl-5-phenylpyrazole (XII), m. 182° (alc.). III (1.4 g.) in 60 ml. alc. and 3 ml. 30% NH₄OH reduced with H₂S yielded 54% 1-(4-amino-2-nitrophenyl)-5-methyl-3-phenylpyrazole, m. 170° (alc. or ligroine). The aminophenylpyrazoles (0.6 g.) in 3 ml. concentrated HCl were diazotized 30 min. with 0.3 g. NaNO₂ in 0.5 ml. H₂O and the solution poured into 7 ml. 30% H₃PO₂. XIa and XIb both gave IV, characterized as its Br derivative m. 75°. XIe gave authentic 3-methyl-1,5-diphenyl-pyrazole-4-carboxylic acid, m. 205°. The product obtained by heating 4-chloroquinaldine with excess PhNHNH₂ in a sealed tube at 200° (K. and F., loc. cit.) was shown to be 3-(ο-aminophenyl)-5-methyl-1-phenylpyrazole (XIII) since it gave 5-methyl-1,3-diphenylpyrazole (picrate, m. 108°). XIc gave V, m. 216°, also obtained when the diazonium salt solution was heated with alc. and Gattermann Cu powder or with boiling 50% H₂SO₄, or was made alk. with NaOH solution XId was similarly converted through the diazonium salt VI to VII, m. 140°. XII gave red needles, m. 108°, by the above procedure but deaminating by addition of 1 g. XII, in 12 ml. AcOH to 0.3 g. NaNO₂ in 1.5 ml. concentrated H₂SO₄ at 5°, keeping the mixture 30 min. at 5°, heating 30 min. on a steam bath with 20 ml. alc., diluting with H₂O, and extracting with Et₂O gave authentic 3-methyl-1-(ο-nitrophenyl)-5-phenylpyrazole, m. 104°. Reduction of the aminophenylpyrazoles with Na and alc. and evaporation, solution in concentrated H₂SO₄, and addition of aqueous NaNO₂ according to the Knorr pyrazoline reaction procedure gave red color with XIa, XIb, XIc, and 1-(ο-aminophenyl)-3-methyl-5-phenylpyrazole (C.A. 51, 7357g), and a blue color with XIII.

Journal of the Chemical Society published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C16H12N2O2, Formula: C16H12N2O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Wang, Ziqian published the artcileBcl-2/MDM2 Dual Inhibitors Based on Universal Pyramid-Like α-Helical Mimetics, COA of Formula: C16H12N2O2, the publication is Journal of Medicinal Chemistry (2016), 59(7), 3152-3162, database is CAplus and MEDLINE.

No α-helical mimetic that exhibits Bcl-2/MDM2 dual inhibition has been rationally designed due to the different helicities of the α-helixes at their binding interfaces. Herein, the authors extracted a one-turn α-helix-mimicking ortho-triarene unit from o-phenylene foldamers. Linking benzamide substrates with a rotatable C-N bond, the authors constructed a novel semirigid pyramid-like scaffold that could support its two-turn α-helix mimicry without aromatic stacking interactions and could adopt the different dihedral angles of the key residues of p53 and BH3-only peptides. On the basis of this universal scaffold, a series of substituent groups were installed to capture the key residues of both p53TAD and BimBH3 and balance the differences of the bulks between them. Identified by FP, ITC, and NMR spectroscopy, compound I that directly binds to Mcl-1, Bcl-2, and MDM2 with balanced submicromolar affinities was obtained. Cell-based experiments demonstrated its antitumor ability through Bcl-2/MDM2 dual inhibition simultaneously.

Journal of Medicinal Chemistry published new progress about 13599-22-9. 13599-22-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid,Benzene, name is 1,5-Diphenyl-1H-pyrazole-3-carboxylic acid, and the molecular formula is C15H12O8, COA of Formula: C16H12N2O2.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Idemudia, Omoruyi G. published the artcile4-{[2-(2,4-Dinitrophenyl)hydrazinylidene](phenyl)methyl}-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one ethanol monosolvate, Safety of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Acta Crystallographica, Section E: Structure Reports Online (2012), 68(12), o3380, database is CAplus and MEDLINE.

In the title compound, C₂₃H₁₈N₆O₅·C₂H₆O, all three benzene rings lie in an approx. plane [maximum deviation = 0.2688(16) Å] that makes an angle of 53.56(3)° with the plane of the pyrazolone ring. Intramol. N-H···O H bonds occur. In the crystal, the EtOH solvent mol. links adjacent mols. through N-H···O-H···O H bonds, leading to an infinite chain along the c-axis direction. The Et group of the EtOH solvent mol. is disordered over two set of sites in a 0.762(5):0.238(5) ratio. Crystallog. data and at. coordinates are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Safety of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Idemudia, Omoruyi G. published the artcile3-Methyl-1-phenyl-4-[(phenyl)(2-phenylhydrazin-1-yl)methylidene]-1H-pyrazol-5(4H)-one, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Acta Crystallographica, Section E: Structure Reports Online (2012), 68(5), o1280-o1281, database is CAplus and MEDLINE.

The title compound, C₂₃H₂₀N₄O, is a heterocyclic phenylhydrazone Schiff base with a pyrazole moiety. In the crystal, a variety of interactions occur, including N-H···π and π-π stacking between the Ph ring of the phenylhydrazinyl group and its symmetry-generated equivalent [centroid-centroid distance = 3.6512(7) Å]. Crystallog. data and at. coordinates are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Sathiyaraj, Subbaiyan published the artcileSynthesis, Spectral Characterization, DNA Binding, DNA Cleavage, and Antioxidant Studies of Ruthenium(III) Heterocyclic Thiosemicarbazone Complexes, Application In Synthesis of 4551-69-3, the publication is Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry (2014), 44(9), 1261-1271, database is CAplus.

The reactions of benzothiazolyl thiosemicarbazone with [RuX₃(PPh₃)₃] (X = Cl/Br) in a 1:1 molar ratio gave stable solid complexes corresponding to [RuX(PPh₃)₂(L)]. Structural features were determined by anal. and spectral techniques. DNA binding properties of the ligands and its Ru(III) complexes were studied by electronic absorption spectroscopy. The complexes show good binding affinity to calf-thymus DNA. Gel electrophoresis of pBR322 DNA with complexes demonstrated that the complexes exhibit excellent cleavage activity via oxidative pathway. The antioxidant activity of the free ligands and its complexes was determined by DPPH and hydroxyl radicals. The complexes possess potent antioxidant activity.

Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Application In Synthesis of 4551-69-3.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Maurya, Mannar R. published the artcileVanadium(IV and V) complexes of pyrazolone based ligands: Synthesis, structural characterization and catalytic applications, Related Products of pyrazoles-derivatives, the publication is Dalton Transactions (2016), 45(43), 17343-17364, database is CAplus and MEDLINE.

The ONO donor ligands obtained from the condensation of 4-benzoyl-3-methyl-1-phenyl-2-pyrazoline-5-one (Hbp) with benzoylhydrazide (H₂bp-bhz I), furoylhydrazide (H₂bp-fah II), nicotinoylhydrazide (H₂bp-nah III) and isonicotinoylhydrazide (H₂bp-inh IV), upon treatment with [V^IVO(acac)₂], give [V^IVO(bp-bhz)(H₂O)] 1, [V^IVO(bp-fah)(H₂O)] 2, [V^IVO(bp-nah)(H₂O)] 3 and [V^IVO(bp-inh)(H₂O)] 4, resp. At neutral pH the in situ generated aqueous K[H₂V^VO₄] reacts with ligands I and II, forming potassium salts, K(H₂O)₂[V^VO₂(bp-bhz)] 5 and K(H₂O)₂[V^VO₂(bp-fah)] 6, while ligands III and IV give neutral complexes, [V^VO₂(Hbp-nah)] 9 and [V^VO₂(Hbp-inh)] 10, resp. Acidification of aqueous solutions of 5 and 6 with HCl also gives neutral complexes [V^VO₂(Hbp-bhz)] 7 and [V^VO₂(Hbp-fah)] 8, resp. Complexes 1–4, upon slow aerial oxidation in methanol, convert into monooxidovanadium(V) complexes, [V^VO(bp-bhz)(OMe)] 11, [V^VO(bp-fah)(OMe)] 12, [V^VO(bp-nah)(OMe)] 13 and [V^VO(bp-inh)(OMe)] 14, resp. All complexes were characterized by various spectroscopic techniques like FTIR, UV-visible, EPR (for complexes 1–4) and NMR (¹H, ¹³C and ⁵¹V), elemental anal., TG and single crystal x-ray diffraction (for complexes 5–10 and 12). In the solid state, all complexes characterized by x-ray diffraction show the metal ion 5-coordinated in a distorted square pyramidal geometry. Complexes 11–14 were tested as catalysts for the one-pot three-component (ethylacetoacetate, benzaldehyde and ammonium acetate) dynamic covalent assembly, via Hantzsch reaction, using hydrogen peroxide as oxidant in solution and under solvent-free conditions. The complexes are also active catalysts for the oxidation of tetralin to tetralone with H₂O₂ as oxidant. The influence of the amounts of catalyst and oxidant, and solvent, temperature and time on the catalyzed reactions was investigated.

Dalton Transactions published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C17H14N2O2, Related Products of pyrazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics

Zhou, Fang-qin published the artcileOn-line separation and preconcentration of trace cadmium in environmental water samples by micro column filled with modified nanometer Si-HAP prior to FAAS determination, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is International Journal of Environmental Analytical Chemistry (2012), 92(7), 821-831, database is CAplus.

A method of online solid phase extraction (SPE) preconcentration was established for the determination of Cd in environmental water samples by flame at. absorption spectrometry (FAAS). The method is based on the online retention of Cd on a microcolumn of nanometer silicon hydroxyapatite (Si-HAP) modified with 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone (PMBP) and subsequent elution with 1.0 M thiourea and determination by FAAS. The effect of various parameters that could affect the performance of the system was investigated. The enrichment factor (EF) for Cd was 250. The limit of detection (LOD) obtained under optimum conditions was 0.28 μg/L^-1 and the RSD for ₇ replicates at 100 μg/L^-1 Cd²⁺ concentration level was 1.4%. The method was applied to water samples and standard reference materials. The accuracy was assessed through recovery experiments and comparing the results with the accepted values of standard reference material.

International Journal of Environmental Analytical Chemistry published new progress about 4551-69-3. 4551-69-3 belongs to pyrazoles-derivatives, auxiliary class Benzenes, name is 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, and the molecular formula is C6H13BO3, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one.

Referemce:
https://en.wikipedia.org/wiki/Pyrazole,
Pyrazoles – an overview | ScienceDirect Topics