Category: pyrazoles-derivatives

Johns, Brian A. published the artcile1,3,4-Oxadiazole substituted naphthyridines as HIV-1 integrase inhibitors. Part 2: SAR of the C5 position, Related Products of pyrazoles-derivatives, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(6), 1807-1810, database is CAplus and MEDLINE.

The use of a 1,3,4-oxadiazole in combination with an 8-hydroxy-1,6-naphthyridine ring system has been shown to deliver potent enzyme and antiviral activity through inhibition of viral DNA integration. This report presents a detailed structure-activity investigation of the C5 position resulting in low nM potency for several analogs with an excellent therapeutic index.

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 C3H5BN2O2, Related Products of pyrazoles-derivatives.

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

Heffron, Timothy P. published the artcileRational Design of Phosphoinositide 3-Kinase α Inhibitors That Exhibit Selectivity over the Phosphoinositide 3-Kinase β Isoform, COA of Formula: C3H5BN2O2, the publication is Journal of Medicinal Chemistry (2011), 54(22), 7815-7833, database is CAplus and MEDLINE.

Of the four class I phosphoinositide 3-kinase (PI3K) isoforms, PI3Kα has justly received the most attention for its potential in cancer therapy. Herein we report our successful approaches to achieve PI3Kα vs PI3Kβ selectivity for two chem. series. In the thienopyrimidine series of inhibitors, we propose that select ligands achieve selectivity derived from a hydrogen bonding interaction with Arg770 of PI3Kα that is not attained with the corresponding Lys777 of PI3Kβ. In the benzoxepin series of inhibitors, the selectivity observed can be rationalized by the difference in electrostatic potential between the two isoforms in a given region rather than any specific interaction.

Journal of 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, COA of Formula: C3H5BN2O2.

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

Zhu, Ye-Fu published the artcileSynthesis of pyrazolones and pyrazoles via Pd-catalyzed aerobic oxidative dehydrogenation, Formula: C10H9ClN2O, the publication is Tetrahedron Letters (2019), 60(17), 1202-1205, database is CAplus.

A novel, ligand free and easily accessible approach for the synthesis of pyrazolones I [R¹ = Me, t-Bu, Ph, etc.; R² = H, 4-Me, 2-Cl, etc.] and pyrazoles II [R³ = H, 4-Me, 3,4,5-tri-OMe; R⁴ = Me, CF₃; R⁵ = H, 4-Me, 4-SO₂NH₂, etc.] was developed via Pd-catalyzed oxidative dehydrogenation of phenylpyrazolidines/substituted hydrazones in the presence of anthradione (AMS) as a cocatalyst. This method can be utilized to a wide range of substrates, operates under mild reaction conditions and could give high yields.

Tetrahedron Letters 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 C38H74Cl2N2O4, Formula: C10H9ClN2O.

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

Zong, Ziao published the artcileCrystal structures and anticancer activities of five novel pyrazolone-enamine transition metal complexes with 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one, Synthetic Route of 4551-69-3, the publication is Journal of Molecular Structure (2018), 333-339, database is CAplus.

Three pyrazolone-enamine ligands HL¹, HL² and H₂L³ were synthesized by the reaction of 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one (HPMBP) with Me 4-aminophenylacetate, 4-aminobenzamide and 2-amino-5-methylphenol, resp., followed by tautomeric reactions. Their complexes [Zn(L¹)₂] (1), [Co(L²)₂(H₂O)₂] (2), [CuL³(H₂O)₂] (3a), [ZnL³(H₂O)₂] (3b) and [CdL³(H₂O)₂] (3c) were synthesized and characterized by single-crystal x-ray, IR, elemental anal., ¹H NMR, TGA. Single-crystal x-ray anal. reveals that HL¹, complex 1 and complex 2 are all connected by hydrogen bonds, C-H···π interactions and van der Waals forces to form the 3-D network. The Zn(II) ion in complex 1 is four coordinated to two L¹ ligands. The Co(II) ion in complex 2 is six coordinated to two L² ligands and two water mols. The metal ions in complexes 3a, 3b and 3c are five coordinated to one L³ ligand and two water mols. After coordination, the structures of the ligands reversed to the Schiff base structures. Moreover, the anticancer activities were investigated, complexes 3a and 3b can effectively inhibit the proliferation of human breast cancer MDA-MB-231 cells. Besides, complexes 1, 2, 3b and 3c exhibit excellent luminescence properties.

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 C37H30ClIrOP2, Synthetic Route of 4551-69-3.

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

Bookser, Brett C. published the artcileSolvent-Controlled, Site-Selective N-Alkylation Reactions of Azolo-Fused Ring Heterocycles at N1-, N2-, and N3-Positions, Including Pyrazolo[3,4-d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related Deaza-Compounds, Application In Synthesis of 1268520-92-8, the publication is Journal of Organic Chemistry (2018), 83(12), 6334-6353, database is CAplus and MEDLINE.

Alkylation of 4-methoxy-1H-pyrazolo[3,4-d]pyrimidine (1b) with iodomethane in THF using NaHMDS as base selectively provided N2-Me product 4-methoxy-2-methyl-2H-pyrazolo[3,4-d]pyrimidine (3b) in an 8/1 ratio over N1-Me product (2b). Interestingly, conducting the reaction in DMSO reversed selectivity to provide a 4/1 ratio of N1/N2 methylated products. Crystal structures of product 3b with N1 and N7 coordinated to sodium indicated a potential role for the latter reinforcing the N2-selectivity. Limits of selectivity were tested with 26 heterocycles which revealed that N7 was a controlling element directing alkylations to favor N2 for pyrazolo- and N3 for imidazo- and triazolo-fused ring heterocycles when conducted in THF. Use of ¹H-detected pulsed field gradient-stimulated echo (PFG-STE) NMR defined the mol. weights of ionic reactive complexes. This data and DFT charge distribution calculations suggest close ion pairs (CIPs) or tight ion pairs (TIPs) control alkylation selectivity in THF and solvent-separated ion pairs (SIPs) are the reactive species in DMSO.

Journal of Organic Chemistry published new progress about 1268520-92-8. 1268520-92-8 belongs to pyrazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Chloride, name is 4-Chloro-1-methyl-1H-pyrazolo[3,4-b]pyridine, and the molecular formula is C7H6ClN3, Application In Synthesis of 1268520-92-8.

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

Xu, Li published the artcileSupramolecular structure of bis(4-benzoyl-3-methyl-1-phenyl-5-(2H)-2-pyrazolonato)copper(II), COA of Formula: C17H14N2O2, the publication is Asian Journal of Chemistry (2013), 25(13), 7629-7630, database is CAplus.

The mol. of the Cu(II) complex with the empirical formula C₃₄H₂₆N₄O₄Cu, bis(4-benzoyl-3-methyl-1-phenyl-5(2H)-2-pyrazolonato)copper(II), is rigorously centrosym. [symmetry codes: -x + 1, -y + 1, -z + 1]. Each Cu(II) atom is four-coordinated by two O atoms (O1 and O1#) from pyrazolone ring in deprotonated enol-form and other two O atoms (O2 and O2#) in carbonyl-form forming a rigorously square planar geometry. In the crystal structure, weak intermol. C-H···O H bonds link the title mols. into an infinite 1-dimensional supramol. chains structure.

Asian Journal of 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 C28H18O4, COA of Formula: C17H14N2O2.

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

Zhang, Shaoke published the artcileTowards a practical perfluoroalkylation of (hetero)arenes with perfluoroalkyl bromides using cobalt nanocatalysts, Computed Properties of 930-36-9, the publication is Catalysis Science & Technology (2020), 10(6), 1731-1738, database is CAplus.

A convenient methodol. for perfluoroalkylation including trifluoromethylation of (hetero)arenes with perfluoroalkyl bromides was developed. Key for the success is the use of a specific cobalt-based nanocatalyst, which can be recycled at least up to 4 times. The scope of this first cobalt-catalyzed perfluoroalkylation is presented.

Catalysis Science & Technology 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 C14H26O2, Computed Properties of 930-36-9.

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

East, Stephen P. published the artcileDNA gyrase (GyrB)/topoisomerase IV (ParE) inhibitors: Synthesis and antibacterial activity, Product Details of C3H5BN2O2, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(3), 894-899, database is CAplus and MEDLINE.

The synthesis and antibacterial activities of three chemotypes of DNA supercoiling inhibitors based on imidazo[1,2-a]pyridine and [1,2,4]triazolo[1,5-a]pyridine scaffolds, e.g. I (R = H, Ph, 2-HOC₆H₄, 2-pyridyl, 5-pyrimidyl, 1-imidazolyl, CO₂Me, CONHEt, etc.), that target the ATPase subunits of DNA gyrase and topoisomerase IV (GyrB/ParE) is reported. The most potent scaffold was selected for optimization leading to a series with potent Gram-pos. antibacterial activity and a low resistance frequency.

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, Product Details of C3H5BN2O2.

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

Sap, Jeroen B. I. published the artcileSynthesis of ¹⁸F-difluoromethylarenes using arylboronic acids, ethyl bromofluoroacetate and [¹⁸F]fluoride, Safety of 3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenylboronic acid, the publication is Chemical Science (2019), 10(11), 3237-3241, database is CAplus and MEDLINE.

Herein, the radiosynthesis of ¹⁸F-difluoromethylarenes RCHF¹⁸F (R = 4-C₂H₅, 4-OC₆H₅, 3,5-CH₃, etc.) via the assembly of three components, a boron reagent, Et bromofluoroacetate, and cyclotron-produced non-carrier added [¹⁸F]fluoride was reported. The two key steps are a copper-catalyzed cross-coupling reaction, and a Mn-mediated ¹⁸F-fluorodecarboxylation.

Chemical Science published new progress about 1025735-46-9. 1025735-46-9 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Benzene,Boronic Acids, name is 3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenylboronic acid, and the molecular formula is C11H13BN2O2, Safety of 3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenylboronic acid.

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

Liang, Yanke published the artcileStructure-Activity Relationship study of QL47-a Broad-spectrum Antiviral agent, Recommanded Product: 1H-Pyrazole-4-boronic acid, the publication is ACS Medicinal Chemistry Letters (2017), 8(3), 344-349, database is CAplus and MEDLINE.

Here the authors report the structure-activity relationship (SAR) investigations of QL-XII-47 (QL47), a compound that possesses broad-spectrum antiviral activity against dengue virus and other RNA viruses. A medicinal chem. campaign initiated from QL47, a previously reported covalent BTK inhibitor, to derive YKL-04-085 which is devoid of any kinase activity when screened against a panel of 468 kinases and with imprundooved pharmacokinetic properties. Both QL47 and YKL-04-085 are potent inhibitors of viral translation and exhibit cellular anti-viral activity at 35-fold lower concentrations relative to inhibition of host-cell proliferation.

ACS 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