pyrazoles-derivatives

Ozaki, Toyoko published the artcileSolvent extraction of zinc with 1-(2′-chlorophenyl)-3-methyl-4-aroyl-5-pyrazolones, Safety of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Analytica Chimica Acta (1989), 226(1), 187-92, database is CAplus.

1-(2′-Chlorophenyl)-3-methyl-4-aroyl-5-pyrazolone derivatives were synthesized and steric effects of the 2-chlorophenyl group on the acid dissociation constants and the solvent extraction reaction of Zn were studied. Steric effects on the synergic extraction of Zn with trioctylphosphine oxide were also examined

Analytica Chimica Acta published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Safety of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Maurya, R. C. published the artcilePreparation and characterization of some novel cyanonitrosyl {CrNO}⁵ complexes of chromium involving biologically important 2-pyrazoline-5-one derivatives, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is National Academy Science Letters (India) (1992), 15(9), 299-301, database is CAplus.

[Cr(NO)(CN)₂(L)₂(H₂O)] (L = 1-(2′-chlorophenyl)-, 1-(4′-tolyl)-, or 1-(4′-nitrophenyl)-, and 1-(4′-sulfophenyl)-3-methyl-2-pyrazolin-5-one) were isolated as solids by the interaction of K₃[Cr(NO)(CN)₅].H₂O with L. The complexes, which were characterized by elemental anal., magnetic measurements, molar conductances, TGA, ESR and IR spectral studies, contain chromium(I) in a low-spin d⁵-configuration. An octahedral structure is proposed for the complexes.

National Academy Science Letters (India) published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C10H9ClN2O, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

London, Nir published the artcileCovalent docking of large libraries for the discovery of chemical probes, SDS of cas: 1072945-88-0, the publication is Nature Chemical Biology (2014), 10(12), 1066-1072, database is CAplus and MEDLINE.

Chem. probes that form a covalent bond with a protein target often show enhanced selectivity, potency and utility for biol. studies. Despite these advantages, protein-reactive compounds are usually avoided in high-throughput screening campaigns. Here we describe a general method (DOCKovalent) for screening large virtual libraries of electrophilic small mols. We apply this method prospectively to discover reversible covalent fragments that target distinct protein nucleophiles, including the catalytic serine of AmpC β-lactamase and noncatalytic cysteines in RSK2, MSK1 and JAK3 kinases. We identify submicromolar to low-nanomolar hits with high ligand efficiency, cellular activity and selectivity, including what are to our knowledge the first reported reversible covalent inhibitors of JAK3. Crystal structures of inhibitor complexes with AmpC and RSK2 confirm the docking predictions and guide further optimization. As covalent virtual screening may have broad utility for the rapid discovery of chem. probes, we have made the method freely available through an automated web server (http://covalent.docking.org/).

Nature Chemical Biology published new progress about 1072945-88-0. 1072945-88-0 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is 1-(3-Chlorophenyl)pyrazole-4-boronic acid, and the molecular formula is C9H8BClN2O2, SDS of cas: 1072945-88-0.

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

De Pascali, Sandra A. published the artcileSynthesis, Crystal Structure, and Biological Study of Pt^II Complexes with 4-Acyl-5-pyrazolones, Product Details of C17H14N2O2, the publication is European Journal of Inorganic Chemistry (2014), 2014(7), 1249-1259, database is CAplus.

The syntheses of new Pt^II complexes with 4-acyl-5-pyrazolones [HQ^Ph = 1-phenyl-3-methyl-4-benzoylpyrazol-5-one, a; HQ^py,CF3 = 1-(2-pyridyl)-3-methyl-trifluoroacetylpyrazol-5-one, b] are reported: trans-[PtCl₂(DMSO)(HQ^Ph)] (1a), cis-[PtCl₂(DMSO)(HQ^Ph)] (2a), [PtCl(DMSO)(Q^py,CF3)] (1b), and [PtCl₂(KQ^py,CF3)] (2b). All complexes were characterized by multinuclear (¹H, ¹³C, ¹⁹F, and ¹⁹⁵Pt), multidimensional NMR spectroscopy and single-crystal x-ray diffraction analyses. The isomer trans-[PtCl₂(DMSO)(HQ^Ph)] (1a) crystallizes in two polymorphic forms, which correspond to two different conformers. In the trans-syn conformer (1a_M) (monoclinic, space group P2₁/c), the H atom of the enol group [O(1)H(1)] establishes an intramol. hydrogen bond with the ketone oxygen (O2), whereas in the trans-anti conformer (1a_O) (orthorhombic, space group Pca2₁), the same groups are involved in an analogous intermol. H bond. Interestingly, the cis isomer (2a) showed in solution and at room temperature slow rotation around both the Pt-N1 and the Pt-S bonds, which restrained both the acylpyrazolone and DMSO ligand motion. Moreover, the water solubility of the complexes trans- and cis-[PtCl₂(DMSO)(HQ^Ph)] (1a and 2a) and [PtCl₂(KQ^py,CF3)] (2b) allowed to perform in vitro biol. assays on platinum-sensitive human endometrium (HeLa) and platinum-resistant human breast (MCF-7) cancer cell lines. It was also possible to compare their cytotoxicity to cisplatin. Interestingly, trans isomer 1a showed higher cytotoxicity on HeLa cells compared to the cis isomer 2a.

European Journal of Inorganic 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, Product Details of C17H14N2O2.

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

Zhang, Xin-Ke published the artcileIodine-catalyzed oxidative annulation: facile synthesis of pyrazolooxepinopyrazolones via methyl azaarene sp³ C-H functionalization, Synthetic Route of 14580-22-4, the publication is Organic & Biomolecular Chemistry (2022), 20(6), 1236-1242, database is CAplus and MEDLINE.

An iodine-catalyzed Me azaarene sp³ C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted Me azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c’]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

Organic & Biomolecular Chemistry published new progress about 14580-22-4. 14580-22-4 belongs to pyrazoles-derivatives, auxiliary class Organic Pigment, name is 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, and the molecular formula is C7H10BNO3, Synthetic Route of 14580-22-4.

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

Caroff, Eva published the artcileOptimization of 2-phenyl-pyrimidine-4-carboxamides towards potent, orally bioavailable and selective P2Y₁₂ antagonists for inhibition of platelet aggregation, Recommanded Product: 1H-Pyrazole-4-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(17), 4323-4331, database is CAplus and MEDLINE.

2-Phenyl-4-pyrimidinecarboxamide analogs were identified as P2Y₁₂ antagonists. Optimization of the carbon-linked or nitrogen-linked substituent at the 6-position of the pyrimidine ring provided compounds with excellent ex vivo potency in the platelet aggregation assay in human plasma. One compound met the objectives for activity, selectivity and ADMET properties. The synthesis of the target compounds was achieved using (γS)-γ-[[(6-chloro-2-phenyl-4-pyrimidinyl)carbonyl]amino]-4-(ethoxycarbonyl)-δ-oxo-1-piperazinepentanoic acid 1,1-dimethylethyl ester and (γS)-4-(butoxycarbonyl)-γ-[[(6-chloro-2-phenyl-4-pyrimidinyl)carbonyl]amino]-δ-oxo-1-piperazinepentanoic acid 1,1-dimethylethyl ester as key intermediates.

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Recommanded Product: 1H-Pyrazole-4-boronic acid.

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

Bachmann, Fabio published the artcileCytochrome P450 1A2 is the most important enzyme for hepatic metabolism of the metamizole metabolite 4-methylaminoantipyrine, Computed Properties of 930-36-9, the publication is British Journal of Clinical Pharmacology (2022), 88(4), 1885-1896, database is CAplus and MEDLINE.

Metamizole (dipyrone) is a prodrug not detectable in serum or urine after oral ingestion. The primary metabolite, 4-methylaminoantipyrine (4-MAA), can be N-demethylated to 4-aminoantipyrine (4-AA) or oxidized to 4-formylaminoantipyrine (4-FAA) by cytochrome P 450 (CYP)-dependent reactions. We aimed to identify the CYPs involved in 4-MAA metabolism and to quantify the effect of CYP inhibition on 4-MAA metabolism We investigated the metabolism of 4-MAA in vitro using CYP expressing supersomes and the pharmacokinetics of metamizole in the presence of CYP inhibitors in male subjects. The experiments in supersomes revealed CYP1A2 as the major CYP for 4-MAA N-demethylation and 4-FAA formation with CYP2C19 and CYP2D6 contributing to N-demethylation. In the clin. study, we investigated the influence of ciprofloxacin (CYP1A2 inhibitor), fluconazole (CYP2C19 inhibitor) and the combination ciprofloxacin/fluconazole on the pharmacokinetics of metamizole in n = 12 male subjects in a randomized, placebo-controlled, double-blind study. The geometric mean ratios for the area under the concentration-time curve of 4-MAA after/before treatment were 1.17 (90% CI 1.09-1.25) for fluconazole, 1.51 (90% CI 1.42-1.60) for ciprofloxacin and 1.92 (90% CI 1.81-2.03) for ciprofloxacin/fluconazole. Fluconazole increased the half-life of 4-MAA from 3.22 h by 0.47 h (95% CI 0.13-0.81, P < .05), ciprofloxacin by 0.69 h (95% CI 0.44-0.94, P < .001) and fluconazole/ciprofloxacin by 2.85 h (95% CI 2.48-3.22, P < .001). CYP1A2 is the major CYP for the conversion of 4-MAA to 4-AA and 4-FAA. The increase in 4-MAA exposure by the inhibition of CYP1A2 and by the combination CYP1A2/CYP2C19 may be relevant for dose-dependent adverse reactions of 4-MAA.

British Journal of Clinical Pharmacology published new progress about 930-36-9. 930-36-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole, name is 1-Methylpyrazole, and the molecular formula is C4H6N2, Computed Properties of 930-36-9.

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

Antolin, Albert A. published the artcileDistant Polypharmacology among MLP Chemical Probes, Quality Control of 71203-35-5, the publication is ACS Chemical Biology (2015), 10(2), 395-400, database is CAplus and MEDLINE.

Small mols. are essential tool compounds to probe the role of proteins in biol. and advance toward more efficient therapeutics. However, they are used without a complete knowledge of their selectivity across the entire proteome, at risk of confounding their effects due to unknown off-target interactions. Current state-of-the-art computational approaches to predicting the affinity profile of small mols. offer a means to anticipate potential nonobvious selectivity liabilities of chem. probes. The application of in silico target profiling on the full set of chem. probes from the NIH Mol. Libraries Program (MLP) resulted in the identification of biol. relevant in vitro affinities for proteins distantly related to the primary targets of ML006, ML123, ML141, and ML204, helping to lower the risk of their further use in chem. biol.

ACS Chemical Biology published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C22H21N3O3S, Quality Control of 71203-35-5.

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

Desroy, Nicolas published the artcileTowards Gram-negative antivirulence drugs: New inhibitors of HldE kinase, Safety of (1H-Pyrazol-5-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry (2009), 17(3), 1276-1289, database is CAplus and MEDLINE.

Gram-neg. bacteria lacking heptoses in their lipopolysaccharide (LPS) display attenuated virulence and increased sensitivity to human serum and to some antibiotics. Thus inhibition of bacterial heptose synthesis represents an attractive target for the development of new antibacterial agents. HldE is a bifunctional enzyme involved in the synthesis of bacterial heptoses. Development of a biochem. assay suitable for high-throughput screening allowed the discovery of inhibitors 1 and 2 of HldE kinase. Study of the structure-activity relation of this series of inhibitors led to highly potent compounds

Bioorganic & Medicinal Chemistry published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C3H5BN2O2, Safety of (1H-Pyrazol-5-yl)boronic acid.

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

Gavrilenko, B. B. published the artcileReaction of enamines with hydrazine, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Zhurnal Organicheskoi Khimii (1974), 10(3), 601-4, database is CAplus.

RR1C:C(NH2)NHNH2 (I; R = CO2Me, CO2Et, CO2Pr, CO2Ph, R1 = CO2Me, CO2Et, CN) were obtained in 78-90% yields by boiling RR1C:C(CCl3)NH2 on a water bath 3-5 min. Pyrazoles (II; R1 = CO2Et, CO2Pr, CO2Ph) were obtained in 80-95% yields by cyclization of the appropriate I (R = CN) in DMF containing N2H4.H2O. Analogous obtained were 70-98% pyrazoles (III; R1 = H, CO2Et,R3 = Me). Acylaminopyrazoles (IV; R1 = H, CO2Et, CO2Pr,R3 = Me, Ph, NH2, AcNH) were addnl. obtained in 78-96% yields.

Zhurnal Organicheskoi Khimii published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

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