Day: November 28, 2022

Wu, Xiren published the artcileSynthesis, characterization and antibacterial activity of taurine PMBP schiff base and their metal complexes, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Guangdong Weiliang Yuansu Kexue (2013), 20(4), 18-22, database is CAplus.

Objective: Synthesis of novel taurine schiff base and its metal complexes, and study on the antibacterial activities. Method: The schiff base is dissolved in absolute Me alc., and mixed with four kinds of Zn(II), Co(II), Ni(II), Cu(II) metal acetate sep. After heating under reflux, filtration and drying, we get the target compounds The element anal., IR spectra and molar conductance were used to analyze the structure and composition of the schiff base and its Zn(II), Co(II), Ni(II), Cu(II) complexes. The drilling method is used to examine the complexes antibacterial activities. Result: Four kinds of complexes M(L)(H₂O)_2∼3 belong to 1:1 non-electrolyte. The primary biol. activity assay showed that all products exhibited medium to high antibacterial activities against E. coli and Streptococcus pneumoniae, among which the Cu(II) and Co(II) complexes of the schiff base gave the strongest activity which is better than that of the schiff base. Conclusion: The preparation of the taurine-PMBP metal complex provides new content for the coordination chem. Good antibacterial activity provides the basis for its application in medicine.

Guangdong Weiliang Yuansu Kexue 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 C6H8O4, 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

Xu, Li-Ying published the artcile(4Z)-4-[(2-Chloroanilino)(phenyl)methylidene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, Synthetic Route of 4551-69-3, the publication is Acta Crystallographica, Section E: Structure Reports Online (2012), 68(6), o1843, database is CAplus and MEDLINE.

The title compound, C₂₃H₁₈ClN₃O, exists in an enamine-keto form with the amino group involved in an intramol. N-H···O hydrogen bond. The five-membered ring is nearly planar, the largest deviation being 0.0004 (7) Å, and makes dihedral angles of 16.62 (6), 41.89 (5) and 71.27 (4)° with the Ph rings. In the crystal, weak C-H···O hydrogen bonds link the mols. into supramol. chains along the b axis. Crystallog. data 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 C17H20ClN3, Synthetic Route of 4551-69-3.

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

Wu, Yuchuan published the artcileDiscovery of potent and selective matrix metalloprotease 12 inhibitors for the potential treatment of chronic obstructive pulmonary disease (COPD), Product Details of C3H5BN2O2, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(1), 138-143, database is CAplus and MEDLINE.

Chronic obstructive pulmonary disease (COPD) is an inflammatory lung disease associated with irreversible progressive airflow limitation. Matrix metalloproteinase-12 (MMP-12) has been characterized to be one of the major proteolytic enzymes to induce airway remodeling, destruction of elastin and the aberrant remodeling of damaged alveoli in COPD and asthma. The goal of this project is to develop and identify an orally potent and selective small mol. inhibitor of MMP-12 for treatment of COPD and asthma. Syntheses and structure-activity relationship (SAR) studies of a series of dibenzofuran (DBF) sulfonamides as MMP-12 inhibitors are described. Potent inhibitors of MMP-12 with excellent selectivity against other MMPs were identified. Compound I (MMP118), which exhibits excellent oral efficacy in the MMP-12 induced ear-swelling inflammation and lung inflammation mouse models, had been successfully advanced into Development Track status.

Bioorganic & Medicinal Chemistry Letters 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 C24H12, Product Details of C3H5BN2O2.

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

Li, Chengxi published the artcileChemo- and regioselective defluorinative annulation of (trifluoromethyl)alkenes with pyrazolones: synthesis and insecticidal activity of 6-fluoro-1,4-dihydropyrano[2,3-c]pyrazoles, Formula: C10H9ClN2O, the publication is Organic Chemistry Frontiers (2022), 9(17), 4692-4698, database is CAplus.

The chemo- and regioselective defluorinative [3 + 3] annulation of (trifluoromethyl)alkenes and pyrazolones was reported that gives rise to various useful 6-fluoro-1,4-dihydropyrano[2,3-c]pyrazoles I [R = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; R¹ = Ph, 3-MeC₆H₄, 4-ClC₆H₄, etc.; R² = Me, Et, Bn, etc.] in high yields. This reaction distinguished the different nucleophilic sites of pyrazolones and featured mild conditions, a broad substrate scope, and gram-scalability. A simple derivation of the obtained 6-fluoro-1,4-dihydropyrano[2,3-c]pyrazoles efficiently afforded diverse useful compounds Significantly, compound I [R = 4-F₃CC₆H₄, R¹ = 2-ClC₆H₄, R² = Me] exhibited up to 100% insecticidal activity against Plutella xylostella, which was a destructive pest worldwide. Mechanism studies indicated that this reaction proceeded via a chemo- and regioselective S_N2’/S_NV pathway and that the double defluorinative alkylation of pyrazolones with (trifluoromethyl)alkenes was completely inhibited.

Organic Chemistry Frontiers 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, Formula: C10H9ClN2O.

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

Lakhey, Nivrutti published the artcileToxicity of azoles towards the anaerobic ammonium oxidation (anammox) process, Safety of 1-Methylpyrazole, the publication is Journal of Chemical Technology and Biotechnology (2020), 95(4), 1057-1063, database is CAplus.

Azoles are an important class of compounds that are widely used as corrosion inhibitors in aircraft de-icing agents, cooling towers, semiconductor manufacturing and household dishwashing detergents. They also are important moieties in pharmaceutical drugs and fungicides. Azoles are widespread emerging contaminants occurring frequently in water bodies. Azole compounds can potentially cause inhibition towards key biol. processes in natural ecosystems and wastewater treatment processes. Of particular concern is the inhibition of azoles to the nitrification process (aerobic oxidation of ammonium). This study investigated the acute toxicity of azole compounds towards the anaerobic ammonia oxidation (anammox) process, which is an important environmental biotechnol. gaining traction for nutrient-nitrogen removal during wastewater treatment. In this study, using batch bioassay techniques, the anammox toxicity of eight commonly occurring azole compounds was evaluated. The results show that 1H-benzotriazole and 5-methyl-1H-benzotriazole had the highest inhibitory effect on the anammox process, causing 50% decrease in anammox activity (IC₅₀) at concentrations of 19.6 and 17.8 mg L^-1, resp. 1H-imidazole caused less severe toxicity with an IC₅₀ of 79.4 mg L^-1. The other azole compounds were either nontoxic (1H-pyrazole, 1H-1,2,4-triazole and 1-methyl-pyrazole) or at best mildly toxic (1H-benzotriazole-5-carboxylic acid and 3,5-dimethyl-1H-pyrazole) towards the anammox bacteria at the concentrations tested. This study showed that most azole compounds tested displayed mild to low or no toxicity towards the anammox bacteria. The anammox bacteria were found to be far less sensitive to azoles compared to nitrifying bacteria.

Journal of Chemical Technology and Biotechnology 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, Safety of 1-Methylpyrazole.

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

Pandit, Rameshwar Prasad published the artcileEfficient one-pot synthesis of novel and diverse tetrahydroquinolines bearing pyranopyrazoles using organocatalyzed domino Knoevenagel/hetero Diels-Alder reactions, Formula: C10H9ClN2O, the publication is Molecular Diversity (2014), 18(1), 39-50, database is CAplus and MEDLINE.

A new synthetic route to biol. interesting diverse tetrahydroquinoline derivatives bearing pyranopyrazole groups was developed and the synthesis of the target compounds was achieved by a reaction of pyrazolones and N,N-dialkylated aminobenzaldehyde derivatives in the presence of 1,2-Ethanediamine acetate (1:2) (EDDA, ethylenediammonium diacetate). The key strategy underlying the methodol. used was the domino Knoevenagel/hetero Diels-Alder reaction. This synthetic method provides a variety of novel tetrahydroquinolines in good yields. The title compounds thus formed included a heterocyclic compound (I) and related substances. The synthesis of the target compounds was achieved by a reaction of 2,4-dihydro-5-methyl-2-phenyl-3H-pyrazol-3-one derivatives with 2-[methyl(3-methyl-2-buten-1-yl)amino]benzaldehyde (prenylamine derivative), 2-[[(2E)-3,7-dimethyl-2,6-octadien-1-yl]methylamino]benzaldehyde (trans-geranylamine derivative), 2-[methyl[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrien-1-yl]amino]benzaldehyde (trans,trans-farnesylamine derivative).

Molecular Diversity 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, Formula: C10H9ClN2O.

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

Cho, Sung Yun published the artcileDesign and synthesis of novel 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine derivatives as selective G-protein-coupled receptor kinase-2 and -5 inhibitors, HPLC of Formula: 1190875-39-8, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(24), 6711-6716, database is CAplus and MEDLINE.

G-protein-coupled receptor kinase (GRK)-2 and -5 are emerging therapeutic targets for the treatment of cardiovascular disease. In the efforts to discover novel small mols. to inhibit GRK-2 and -5, a class of compound based on 3-(benzo[d]oxazol-2-yl)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine was identified as a novel hit by high throughput screening campaign. Structural modification of parent benzoxazole scaffolds by introducing substituents on Ph displayed potent inhibitory activities toward GRK-2 and -5.

Bioorganic & Medicinal Chemistry Letters published new progress about 1190875-39-8. 1190875-39-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Piperidine,Boronic acid and ester,Amide,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (1-(1-(tert-Butoxycarbonyl)piperidin-4-yl)-1H-pyrazol-4-yl)boronic acid, and the molecular formula is C13H22BN3O4, HPLC of Formula: 1190875-39-8.

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

Cox, Paul A. published the artcileProtodeboronation of Heteroaromatic, Vinyl, and Cyclopropyl Boronic Acids: pH-Rate Profiles, Autocatalysis, and Disproportionation, Quality Control of 763120-58-7, the publication is Journal of the American Chemical Society (2016), 138(29), 9145-9157, database is CAplus and MEDLINE.

PH-rate profiles for aqueous-organic protodeboronation of 18 boronic acids, many widely viewed as unstable, have been studied by NMR and DFT. Rates were pH-dependent, and varied substantially between the boronic acids, with rate maxima that varied over 6 orders of magnitude. A mechanistic model containing five general pathways (k₁-k₅) has been developed, and together with input of [B]_tot, K_W, K_a, and K_aH, the protodeboronation kinetics can be correlated as a function of pH (1-13) for all 18 species. Cyclopropyl and vinyl boronic acids undergo very slow protodeboronation, as do 3- and 4-pyridyl boronic acids (t_0.5 > 1 wk, pH 12, 70 °C). In contrast, 2-pyridyl and 5-thiazolyl boronic acids undergo rapid protodeboronation (t_0.5 ≈ 25-50 s, pH 7, 70 °C), via fragmentation of zwitterionic intermediates. Lewis acid additives (e.g., Cu, Zn salts) can attenuate (2-pyridyl) or accelerate (5-thiazolyl and 5-pyrazolyl) fragmentation. Two addnl. processes compete when the boronic acid and the boronate are present in sufficient proportions (pH = pK_a ± 1.6): (i) self-/autocatalysis and (ii) sequential disproportionations of boronic acid to borinic acid and borane.

Journal of the American Chemical Society 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, Quality Control of 763120-58-7.

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

Cox, Paul A. published the artcileProtodeboronation of Heteroaromatic, Vinyl, and Cyclopropyl Boronic Acids: pH-Rate Profiles, Autocatalysis, and Disproportionation, HPLC of Formula: 724710-02-5, the publication is Journal of the American Chemical Society (2016), 138(29), 9145-9157, database is CAplus and MEDLINE.

PH-rate profiles for aqueous-organic protodeboronation of 18 boronic acids, many widely viewed as unstable, have been studied by NMR and DFT. Rates were pH-dependent, and varied substantially between the boronic acids, with rate maxima that varied over 6 orders of magnitude. A mechanistic model containing five general pathways (k₁-k₅) has been developed, and together with input of [B]_tot, K_W, K_a, and K_aH, the protodeboronation kinetics can be correlated as a function of pH (1-13) for all 18 species. Cyclopropyl and vinyl boronic acids undergo very slow protodeboronation, as do 3- and 4-pyridyl boronic acids (t_0.5 > 1 wk, pH 12, 70 °C). In contrast, 2-pyridyl and 5-thiazolyl boronic acids undergo rapid protodeboronation (t_0.5 ≈ 25-50 s, pH 7, 70 °C), via fragmentation of zwitterionic intermediates. Lewis acid additives (e.g., Cu, Zn salts) can attenuate (2-pyridyl) or accelerate (5-thiazolyl and 5-pyrazolyl) fragmentation. Two addnl. processes compete when the boronic acid and the boronate are present in sufficient proportions (pH = pK_a ± 1.6): (i) self-/autocatalysis and (ii) sequential disproportionations of boronic acid to borinic acid and borane.

Journal of the American Chemical Society 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, HPLC of Formula: 724710-02-5.

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

Thach, Thi-Dan published the artcileSynthesis of sulfonamides bearing 1,3,5-triarylpyrazoline and 4-thiazolidinone moieties as novel antimicrobial agents, HPLC of Formula: 71203-35-5, the publication is Journal of the Serbian Chemical Society (2020), 85(2), 155-162, database is CAplus.

Two series of sulfonamides were synthesized from 4-hydrazinylbenzenesulfonamide as the key starting material. 1,3,5-triarylpyrazoline sulfonamides I [R = H, F, MeO; Ar = Ph, 4-MeC₆H₄, 2-HOC₆H₄, 4-MeOC₆H₄] were obtained by cyclocondensation of various chalcones in 53-64% yields, while 4-thiazolidinone derivatives II [Ar¹ = Ph, 4-MeC₆H₄, 2-HOC₆H₄, 4-ClC₆H₄, 4-MeOC₆H₄] were synthesized by cyclocondensation between mercaptoacetic acid and different phenylhydrazones in 43-62% yields. The synthesized compounds were characterized based on FTIR, ¹H-NMR, ¹³C-NMR and HRMS data. The sulfonamides were evaluated for their in vitro antimicrobial activities against four bacterial strains (E. coli, P. aeruginosa, B. subtillis and S aureus), two filamentous fungal strains (A. niger and F. oxysporum) and two yeast strains (C. albicans and S. cerevisiae). Seven pyrazolines, 2a-c and 2e-h, exhibited significant inhibition of different microbial strains. Among them, compound 2b displayed good antifungal activity against A. niger (MIC value at 12.5μg mL^-1) over the reference drug.

Journal of the Serbian Chemical Society 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 C9H8O4, HPLC of Formula: 71203-35-5.

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