Category: pyrazoles-derivatives

Sun, Pengfei published the artcileDMSO-promoted regioselective synthesis of sulfenylated pyrazoles via a radical pathway, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Organic Chemistry Frontiers (2017), 4(7), 1367-1371, database is CAplus.

A green and eco-friendly protocol for the construction of C-4 sulfenylated pyrazoles I [R¹ = Me, t-Bu, Ph, COOH; R² = Me, Ph, 4-MeC₆H₄, 4-ClC₆H₄, 2-ClC₆H₄; R³= Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.; R⁴ = OH] via a radical pathway was established for the first time. When 1,3-diphenyl-1H-pyrazol-5-amine was reacted with aryl thiols the corresponding 2,5-diphenyl-4-arylsulfanyl-pyrazol-3-amines I [R¹ = R² = Ph; R³ = 4-MeC₆H₄, 4-MeOC₆H₄, 4-BrC₆H₄; R⁴ = NH₂] were also obtained in moderate to good yields. The reaction worked smoothly under catalyst and solvent-free conditions to afford wide range of sulfenylated pyrazole derivatives in good to excellent yields. The thiyl free radical generated in situ, served as a single electron transfer medium for the present transformation. This reaction provided a new strategy for the formation of C-S bond.

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 C13H10O3, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Ma, Jing published the artcileElectrochemical-Induced C(sp³)-H Dehydrogenative Trimerization of Pyrazolones to Tripyrazolones, Computed Properties of 14580-22-4, the publication is European Journal of Organic Chemistry (2021), 2021(40), 5491-5496, database is CAplus.

The electrochem.-induced three-component C(sp³)-H dehydrogenative trimerization of pyrazolones to tripyrazolones with hydrogen evolution has been accomplished under the metal- and external-oxidant-free conditions. This protocol provides an efficient and eco-friendly method for the synthesis of tripyrazolones, which avoids the use of metals and stoichiometric chem. oxidants. A wide range of functional groups was tolerated to give selectively the desired products in high yields. Importantly, such an electrochem.-oxidation-induced dehydrogenative trimerization reaction could be easily scaled up with excellent efficiency.

European Journal of Organic 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 C10H9ClN2O, Computed Properties of 14580-22-4.

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

Yang, Zhong-Tao published the artcileOrganocatalytic Enantioselective aza-Friedel-Crafts Reactions of Pyrazolinone Ketimines with Hydroxyindoles and Electron-Rich Phenols, Related Products of pyrazoles-derivatives, the publication is Advanced Synthesis & Catalysis (2018), 360(10), 2049-2054, database is CAplus.

A variety of enantioenriched indole derivatives substituted in the benzene ring were synthesized via an organocatalytic asym. aza-Friedel-Crafts reaction of pyrazolinone ketimines with hydroxyindoles. This reaction was also applicable to electron-rich phenols, yielding the desired products in high yields (up to 99%) and excellent stereo-selectivities (91-99% ee). Moreover, this method presents its potential in the synthesis of structurally novel indole-pyrazolinone conjugate derivatives

Advanced Synthesis & Catalysis 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 C12H23N3S, Related Products of pyrazoles-derivatives.

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

Dong, W.-K. published the artcileSynthesis, crystal, and supermolecular structure of (Z)-4-({4-[1-(hydroxyimino)ethyl]-phenylimino}(phenyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one, Application In Synthesis of 4551-69-3, the publication is Asian Journal of Chemistry (2013), 25(17), 9952-9956, database is CAplus.

The compound, (Z)-4-({4-[1-(hydroxyimino)ethyl]phenylimino}(phenyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one was synthesized and characterized by elemental anal., IR spectra and X-ray diffraction method [triclinic, space group P-1, a 9.5375(12), b 11.2824(13), c 20.545(2) Å, α 97.3970(10), β 92.0430(10), γ 99.280(2)°, V 2160.1(4) ų, Z 4]. This compound is a potential tridentate ligand containing mono-oxime group. In the crystal structure, there are two crystallog. independent but chem. identical mols. A and B. There are two strong intramol. N3-H3…O1 and N7-H7…O3 hydrogen bonds form six-membered S(6) ring motifs. Each mol. A interlinks two neighboring mols. B into a 1D infinite chain through six intermol. O2-H2…N6, C29-H29A…O2, C35-H35…N4, O4-H4…N2, C4-H4A…O4 and C10-H10…N8 hydrogen bonds and each mol. B interlinks two neighboring mols. A into the other 1D infinite chain in the same way. Furthermore, the two dual chains are further stabilized by intermol. C50-H50B…O1 hydrogen bonds to form an infinite 2D supramol. network 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 C17H14N2O2, Application In Synthesis of 4551-69-3.

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

Li, Tianrong published the artcileA rhodamine 6G derivative as “turn-on” fluorescent probe for Cu²⁺. Spectroscopy, single crystal structure and DFT calculations, Application of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Polyhedron (2017), 154-159, database is CAplus.

In order to achieve an effective “turn-on” fluorescence detection of Cu²⁺, a rhodamine 6G-based sensor [1-phenyl-3-methyl-5-hydroxypyrazole-4-benzoyl(rhodamine 6G) hydrazone, 1] was prepared Fluorescence and UV-Vis absorption titration, detection limit, single crystal structure, binding mode, and quantum mech. calculation studies were also discussed in detail. Sensor 1 showed highly selectivity and sensitivity to Cu²⁺ among common cations (Na⁺, K⁺, Mg²⁺, Ca²⁺, Mn²⁺, Co²⁺, Ni²⁺, Zn²⁺, Cd²⁺, Cr³⁺, Fe³⁺ and Cu²⁺) in acetonitrile. Upon addition of Cu²⁺, a new absorption band at 523 nm, and a strong emission band centering at 557 nm appeared in 1 solution Relevant solution changed from colorless to purple, and an obvious orange fluorescence emission was given. A maximum fluorescence enhancement of 250 times at 557 nm could be made by addition of 6 equiv of Cu²⁺. The fluorescence detection limit was calculated to be 2.5 μM (0.20 ppm) for Cu²⁺, and 1:1 stoichiometry between Cu²⁺ and 1 was proved. In the single crystal of 1-Cu²⁺ complex, rhodamine moiety exhibited an open cycle form. We believe 1 can be a good candidate for the fluorescence detection of Cu²⁺.

Polyhedron 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 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

Milner, Phillip J. published the artcileIn-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides, Application of 1-Methylpyrazole, the publication is Organometallics (2015), 34(19), 4775-4780, database is CAplus and MEDLINE.

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction.

Organometallics 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, Application of 1-Methylpyrazole.

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

Kara, Belguzar Yasemin published the artcileA practical and highly efficient reductive dehalogenation of aryl halides using heterogeneous Pd/AlO(OH) nanoparticles and sodium borohydride, Application In Synthesis of 930-36-9, the publication is Tetrahedron (2016), 72(39), 5898-5902, database is CAplus.

The reductive dehalogenation of aryl halides was performed by using com. available aluminum oxy-hydroxide-supported palladium (Pd/AlO(OH)) nanoparticles of about 3 nm size (0.5 weight % Pd) with sodium borohydride. The dehalogenated products were obtained with absolute conversion in a mixture of H₂O/MeOH (volume/volume=1/1) under ultrasonic conditions at room temperature All aryl halides were successfully converted to halogen-free compounds within 1.5-4 h with yields of over 95%. The one-pot catalytic method is presented as a new process for the reductive dehalogenation of halogenated compounds This method is quite simple, highly efficient and eco-friendly, and has an exceptional recovery rate.

Tetrahedron 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, Application In Synthesis of 930-36-9.

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

Persson, Tobias published the artcilePyrazole carboxamides and carboxylic acids as protein kinase inhibitors in aberrant eukaryotic signal transduction: Induction of growth arrest in MCF-7 cancer cells, Quality Control of 13599-22-9, the publication is Organic & Biomolecular Chemistry (2007), 5(24), 3963-3970, database is CAplus and MEDLINE.

Densely functionalized pyrazolecarboxamides, e.g. I, and pyrazolecarboxylic acids were prepared through saponification and transamidation of ester-functionalized pyrazoles. This synthetic protocol allowed for three diversifying steps in which appendages on the pyrazole scaffold were adjusted to optimize inhibition of protein kinases. Thirty-five analogs were tested in CK2, AKT1, PKA, PKCα, and SAPK2a (p38) kinase inhibition bioassays. Blocking of these kinases may lead to effective therapies for treating inflammatory diseases and cancer. In order to investigate potential biol. activity, MCF-7 human breast cancer cells were incubated with the most promising derivatives Two analogs caused changes in MCF-7 cell growth, one of them through cell cycle arrest demonstrated by cell cycle anal.

Organic & Biomolecular 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 C16H12N2O2, Quality Control of 13599-22-9.

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

Dong, W.-K. published the artcileSupramolecular chelate copper(II) complex with 4-[(ethoxyimino)(phenyl)methyl]-5-methyl-2-phenyl-1Hpyrazol-3(2H)-one: Synthesis, crystal structure, and properties, Recommanded Product: 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Russian Journal of General Chemistry (2013), 83(6), 1131-1135, database is CAplus.

A supramol. Cu(II) complex, [Cu(L)₂(H₂O)]·C₂H₅OH (1) {HL (2) = 4-[(ethoxyimino)(phenyl)methyl]-5-methyl-2-phenyl-1H-pyrazol-3(2H)-one} was synthesized and characterized structurally. The structure of the Cu(II) complex consists of one Cu(II) atom, two bidentate L-units, one coordinated H₂O and one crystallization ethanol mol. The Cu(II) atom of the complex has a slightly distorted tetragonal pyramidal geometry. Moreover, every Cu(II) complex mol. links four other mols. into an infinite 2D-layer supramol. structure via intermol. O-H…O, O-H…N, and C-H…O hydrogen bonds.

Russian Journal of General 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, 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

Reed, Carson W. published the artcileSurveying heterocycles as amide bioisosteres within a series of mGlu₇ NAMs: Discovery of VU6019278, HPLC of Formula: 763120-58-7, the publication is Bioorganic & Medicinal Chemistry Letters (2019), 29(10), 1211-1214, database is CAplus and MEDLINE.

This letter describes a diversity-oriented library approach to rapidly assess diverse heterocycles as bioisosteric replacements for a metabolically labile amide moiety within a series of mGlu₇ neg. allosteric modulators (NAMs). SAR rapidly honed in on either a 1,2,4- or 1,3,4-oxadizaole ring system as an effective bioisostere for the amide. Further optimization of the southern region of the mGlu₇ NAM chemotype led to the discovery of VU6019278, a potent mGlu₇ NAM (IC₅₀ = 501 nM, 6.3% L-AP₄ Min) with favorable plasma protein binding (rat f_u = 0.10), low predicted hepatic clearance (rat CL_hep = 27.7 mL/min/kg) and high CNS penetration (rat K_p = 4.9, K_p,uu = 0.65).

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, HPLC of Formula: 763120-58-7.

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