Day: November 15, 2022

Terent’ev, Alexander O. published the artcileSelective Oxidative Coupling of 3H-Pyrazol-3-ones, Isoxazol-5(2H)-ones, Pyrazolidine-3,5-diones, and Barbituric Acids with Malonyl Peroxides: An Effective C-O Functionalization, Application In Synthesis of 27412-71-1, the main research area is pyrazolone isoxazolone pyrazolidinedione barbituric acid malonyl peroxide oxidative coupling.

Oxidative functionalization of 3H-pyrazol-3-ones, isoxazol-5(2H)-ones, pyrazolidine-3,5-diones, and barbituric acids by malonyl peroxides results exclusively in C-O coupling products. Traditional hydroxylation, formation of carbonyl groups, or oxidative destruction of the heterocyclic ring are not observed Under optimized reactions conditions – fluorinated alcs. as activating medium and at room temperature (20 – 25°) – the selective C-O coupling proceeds in high yields (up to 94 %). The oxidative insertion into the enolizable C-H bond of the substrate is mechanistically viewed as a nucleophilic attack by the heterocycle onto the electrophilically activated malonyl peroxides. For heterocyclic substrates with an active methylene group – 3H-pyrazol-3-ones, isoxazol-5(2H)-ones, and barbituric acids – both C-H bonds are oxidized to afford double oxidative C-O coupling products in good yields (up to 72 %).

ChemistrySelect published new progress about C-O bond formation. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Application In Synthesis of 27412-71-1.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Acosta, Paola published the artcileSynthesis and study of the electronic properties of pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives, Formula: C9H9N3, the main research area is pyrazolyl aniline chlorobutanone acetic acid catalyst tandem cyclization; pyrazolopyrroloquinazoline preparation electronic property; pyrazolopyridoquinazoline preparation electronic property; chlorohexanone pyrazolyl aniline acetic acid catalyst tandem cyclization.

Pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives were prepared by a double cyclization cascade type reaction between 2-(1H-pyrazol-5-yl)anilines and ω-chloroketones using acetic acid both as catalyst and solvent. The electronic and redox properties characterization of the new compounds offered a new alternative in luminescence applications due to the interesting (π-π*) displayed in their absorption spectra with remarkable values between 151.408-271.274 M-1 cm-1. Furthermore, the fluorescence quantum yields were in the range of 0.6-0.1. The redox properties were dependent of the unsaturation degree of their fused heterocyclic rings, as well as, the substituents at 6- and 11a-positions ruled out the absorption, emission and redox behavior of these compounds

Monatshefte fuer Chemie published new progress about Absorption spectra. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Okafor, Emmanuel Chukwuemeka published the artcileThe metal complexes of heterocyclic β-diketones and their derivatives. IX. Lanthanon chelates of 3-methyl-1-phenyl-4-trifluoroacetylpyrazol-5-one (HPMTFP). Proton, carbon-13, and fluorine-19 NMR, IR, and UV-visible spectral studies, Application of 5-Methyl-2-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-3(2H)-one, the main research area is UV spectra pyrazolone lanthanide complex; pyrazolone lanthanide complex NMR.

Lanthanon chelates of 3-methyl-1-phenyl-4-trifluoroacetylpyrazol-5-one (LH) were synthesized and investigated. Characterization was by elemental anal., conductivity measurements, Karl Fischer titrations, and IR and 1H NMR spectra. The complexes were neutral chelates with the empirical formula M(L)3.xH2O.yEtOH where for M = La, Nd, Eu, Dy, Er, Pr, and Lu, x = 2 and y = 0, whereas for M = Y and Gd, x = 2 and y = 0.5. 1H, 13C, and 19F NMR, IR, and UV-visible spectral results together with assignments are presented. The parameters of S. P. Sinha (1966) were calculated and discussed for Nd and Er.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy published new progress about Bathochromic effect. 1691-93-6 belongs to class pyrazoles-derivatives, name is 5-Methyl-2-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-3(2H)-one, and the molecular formula is C12H9F3N2O2, Application of 5-Methyl-2-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-3(2H)-one.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Biftu, Tesfaye published the artcileOmarigliptin (MK-3102): A Novel Long-Acting DPP-4 Inhibitor for Once-Weekly Treatment of Type 2 Diabetes, Safety of 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate, the main research area is antidiabetic DPP4 inhibitor omarigliptin MK3102 preparation pharmacokinetics diabetes.

In our effort to discover DPP-4 inhibitors with added benefits over currently com. available DPP-4 inhibitors, MK-3102 (omarigliptin), was identified as a potent and selective dipeptidyl peptidase 4 (DPP-4) inhibitor with an excellent pharmacokinetic profile amenable for once-weekly human dosing and selected as a clin. development candidate. This manuscript summarizes the mechanism of action, scientific rationale, medicinal chem., pharmacokinetic properties, and human efficacy data for omarigliptin, which is currently in phase 3 clin. development.

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 1280210-80-1 belongs to class pyrazoles-derivatives, name is 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate, and the molecular formula is C12H15N3O5S2, Safety of 2-(Methylsulfonyl)-2,4,5,6-tetrahydropyrrolo[3,4-c]pyrazole benzenesulfonate.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Selwood, David L. published the artcileSynthesis and Biological Evaluation of Novel Pyrazoles and Indazoles as Activators of the Nitric Oxide Receptor, Soluble Guanylate Cyclase, HPLC of Formula: 27412-71-1, the main research area is pyrazole indazole preparation activator nitric oxide receptor guanylate cyclase; guanylate cyclase activator dimethylaminopropyloxy pyrazole derivative; benzydamine analog preparation potent inhibitor platelet aggregation.

Database searching and compound screening identified 1-benzyl-3-(3-dimethylaminopropyloxy)indazole (benzydamine) as a potent activator of the nitric oxide receptor, soluble guanylate cyclase. A comprehensive structure-activity relationship study surrounding benzydamine clearly showed that the indazole C-3 dimethylaminopropyloxy substituent was critical for enzyme activity. However replacement of the indazole ring of benzydamine by appropriately substituted pyrazoles maintained enzyme activity. Compounds were evaluated for inhibition of platelet aggregation and showed a general lipophilicity requirement. Aryl-substituted pyrazoles I (R = CH2Ph, R1 = CONHC6H4OMe-p; R = CH2Ph, R1 = Ph; R = Ph, R1 = Ph) demonstrated potent activation of soluble guanylate cyclase and potent inhibition of platelet aggregation. Pharmacokinetic studies in rats showed that I (R = CH2Ph, R1 = CONHC6H4OMe-p) exhibits modest oral bioavailability (12%). Furthermore I (R = CH2Ph, R1 = CONHC6H4OMe-p) has an excellent selectivity profile notably showing no significant inhibition of phosphodiesterases or nitric oxide synthases.

Journal of Medicinal Chemistry published new progress about Drug bioavailability. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, HPLC of Formula: 27412-71-1.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Johnson, Matthew P. published the artcileAzo dienophiles. Diels-Alder reactions of 4-phenyl-1,2,4-triazole-3,5-dione and 5-phenylpyrazol-3-one with functionalized dienes, Recommanded Product: 5-Phenyl-1H-pyrazol-3(2H)-one, the main research area is Diels Alder phenyltriazoledione phenylpyrazolone diene; triazoledione phenyl Diels Alder diene; pyrazolone phenyl Diels Alder diene; regioselectivity Diels Alder phenylpyrazolone acetoxybutadiene.

The title triazoledione (I) underwent Diels-Alder reactions with a variety of dienes. E.g., reaction of [ICH2C(:CH2)]2 with I in CH2Cl2 at -50° for 15 min then -20° overnight gave 60% adduct II (R = R3 = iodo, R1R2 = bond) (III). Reduction of III with a Zn-Cu couple gave 97% II (RR1 = R2R3 = bond) which in turn reacted with a variety of dienophiles, including I, in a tandem Diels-Alder reaction. 5-Phenylpyrazol-3-one, generated in situ by oxidation of the corresponding pyrazolinone with Pb(OAc)4, also underwent a variety of Diels-Alder reactions, including regioselective reaction with AcOCH:CHCH:CH2 in CH2Cl2 to give 67% pyrazolopyridazine IV.

Journal of the Chemical Society, Perkin Transactions 12: Organic and Bio-Organic Chemistry published new progress about Diels-Alder reaction. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Recommanded Product: 5-Phenyl-1H-pyrazol-3(2H)-one.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Marchetti, F. published the artcileInfluence of sterically demanding groups on the structure and stability in the solid and solution state of (acylpyrazolonate)bis(phosphine)copper(I) derivatives, HPLC of Formula: 1691-93-6, the main research area is crystal structure copper acylpyrazolonato phosphine complex; copper acylpyrazolonate phosphine preparation structure reaction; pyrazolonate acyl copper phosphine preparation structure.

New neutral derivatives [Cu(L)(PR3)2] (LH = 1-phenyl-3-methyl-4-R1(C:O)-pyrazol-5-one, in detail L1H, R1 = C6H5; L2H, R1 = CH3; L3H, R1 = CF3; L4H, R1 = C6H11; L5H, R1 = C6H5CH2; L6H, R1 = Ph2CH; R = C6H5, p-CH3C6H4, C6H5CH2 or C6H11) and [Cu(L)2] (L = L4, L5 and L6) were synthesized and characterized by anal. and spectroscopic techniques. The x-ray crystal and mol. structures of [Cu(L1)(PCy3)2], [Cu(L5)(PPh3)2] and [Cu(L6)(PPh3)2] were resolved, in which the copper atom is found in a strongly distorted tetrahedral CuO2P2 environment. The interbond angles P-Cu-P, P-Cu-O and O-Cu-O are strongly influenced by the steric properties of PR3 and also to a lesser degree by the 4-acyl moiety of the L donor. [Cu(L)(PR3)2] undergo partial dissociation in chloroform solution through breaking of Cu-P and, when R = Cy, also of Cu-O bonds. [Cu(L4)(PPh3)2] reacts with 1-methylimidazoline-2-thione (Hmimt), with 1,10-phenanthroline (Phen), with 2,9-dimethyl-1,10-phenanthroline (Cupr) and with bis(diphenylphosphino)propane (DPPP), yielding the mixed-ligand compounds [Cu(PPh3)(Hmimt)3](L4), [Cu(L4)(PPh3)(Phen)], [Cu(Cupr)2](L4) and [Cu(DPPP)2](L4), resp.

Inorganica Chimica Acta published new progress about Bond angle, dihedral. 1691-93-6 belongs to class pyrazoles-derivatives, name is 5-Methyl-2-phenyl-4-(2,2,2-trifluoroacetyl)-1H-pyrazol-3(2H)-one, and the molecular formula is C12H9F3N2O2, HPLC of Formula: 1691-93-6.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Xu, Peng published the artcileNovel pleuromutilin derivatives with excellent antibacterial activity against Staphylococcus aureus, Safety of 3-Isobutyl-1-methyl-1H-pyrazole-5-carboxylic acid, the main research area is pleuromutilin derivative antibacterial activity Staphylococcus.

Ten novel pleuromutilin derivatives with thioether moiety and heterocyclic carboxamide or chloroformate group in the side chain were synthesized and confirmed by 1H NMR, IR and HRMS. The results of the antibacterial activity showed that the title compounds had excellent antibacterial activity against Staphylococcus aureus, among which the MIC of 5f reached 0.03125 μg/mL.

Chemical Biology & Drug Design published new progress about Antibacterial agents. 769132-77-6 belongs to class pyrazoles-derivatives, name is 3-Isobutyl-1-methyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C9H14N2O2, Safety of 3-Isobutyl-1-methyl-1H-pyrazole-5-carboxylic acid.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Kolodyazhna, Tatiana I. published the artcileSome Aspects of 4H-Pyrans Synthesis Based on 4-Chloro-1-ethyl-1H-benzo[c][1,2]thiazine-3-carbaldehyde 2,2-dioxide: Antimicrobial Activity of the Compounds Synthesized, Quality Control of 27412-71-1, the main research area is sigma linked benzopyrazolopyranothiazine dioxide preparation antibacterial antifungal.

A three-component interaction of 4-chloro-1-ethyl-1H-benzo[c][1,2]thiazine-3-carbaldehyde 2,2-dioxide with malononitrile and enol nucleophiles of heterocyclic nature has been studied. Depending on the nature of an enol nucleophile this reaction can lead either to heterocyclic ensemble of σ-linked 4-chloro-1-ethyl-1H-benzo[c][1,2]thiazine 2,2-dioxide and 2-amino-4H-pyran rings or condensed tetracyclic derivatives containing a new heterocyclic core of 7,10-dihydro-5H-benzo[c]pyrazolo[4′,3′:5,6]pyrano[2,3-e][1,2]thiazine 6,6-dioxide. The same result was obtained in the case of two-component approach involving 2-((4-chloro-1-ethyl-2,2-dioxido-1H-benzo[c][1,2]thiazin-3-yl)methylene)malononitrile. The structure of the tetracyclic derivatives has been confirmed by 2D NMR experiments A plausible mechanism of the three-component interaction resulting in the two possible products has been proposed. The synthesized compounds were screened for in vitro antibacterial and antifungal activities.

ChemistrySelect published new progress about Antibacterial agents. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Quality Control of 27412-71-1.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Elfahham, Hassan Attia published the artcileNovel synthesis of pyrazolo[5,1-c]-1,2,4-triazoles, imidazo[1,2-b]pyrazoles, and [1,2,4]-triazolo[4,3-a]benzimidazoles. Reaction of nitrile imines with amino- and oxo-substituted diazoles, Safety of 5-Phenyl-1H-pyrazol-3(2H)-one, the main research area is pyrazolotriazole; imidazopyrazole; triazolobenzimidazole; hydrazonyl chloride condensation cyclization diazole.

RCCl:NNHPh (I; R = Ph, COMe) reacted with cyclic amidines and azolones to give condensation products. In some cases intramol. cyclocondensation occurred to give the title heterocyclic compounds E.g., reaction of antipyrine II (R = H) with I (R = Ph) in refluxing EtOH containing Et3N for 3 h gave 86% II (R = CPh:NNHPh) whereas reaction of I (R = COMe) with pyrazole III under the above conditions gave 91% pyrazolotriazole IV.

Journal of the Chemical Society, Perkin Transactions 11: Organic and Bio-Organic Chemistry published new progress about Condensation reaction. 27412-71-1 belongs to class pyrazoles-derivatives, name is 5-Phenyl-1H-pyrazol-3(2H)-one, and the molecular formula is C9H8N2O, Safety of 5-Phenyl-1H-pyrazol-3(2H)-one.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics