Tag: M.W=200-250

Wang, Zhenyu published the artcileSwitching the Enantioselectivities in Michael Addition of Pyrazolin-5-Ones to Nitroolefins by Benzoylthiourea Organocatalysts, Application In Synthesis of 14580-22-4, the publication is ChemistrySelect (2017), 2(12), 3419-3422, database is CAplus.

A series of novel cinchona alkaloid derived benzoylthiourea organocatalysts, e.g., I was synthesized and applied as hydrogen bonding organocatalysts in the enantioselective Michael addition of pyrazolin-5-ones II (R¹ = C₆H₅, 2-ClC₆H₄, 4-CH₃C₆H₄, 4-F₃CC₆H₄) to nitroolefins R²HC=CHNO₂ (R² = C₆H₅, 2-ClC₆H₄, 2-furyl, etc.). These organocatalysts promoted the Michael additions smoothly and gave the desired R or S enantiomers of the products flexibly in high yields with excellent enantioselectivities (up to 92% ee and 89% ee resp.) by the proper choice of organocatalysts.

ChemistrySelect 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 C10H18O, Application In Synthesis of 14580-22-4.

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

Thaker, B. T. published the artcileLigating behaviour of Schiff base ligands derived from heterocyclic β-diketone and ethanol- or propanol-amine with oxovanadium(IV) metal ion, SDS of cas: 14580-22-4, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2009), 74A(5), 1016-1024, database is CAplus and MEDLINE.

Synthesis and evaluation of six new oxovanadium(IV) complexes, formed by the interaction of vanadyl sulfate pentahydrate and the Schiff base, viz.; (HL¹)-(HL³) and (HL⁴)-(HL⁶) such as 5-hydroxy-3-methyl-1-(2-chlorophenyl)-1H-pyrazolone-4-carbaldehyde (I), 5-hydroxy-3-methyl-1-(3-chlorophenyl)-1H-pyrazolone-4-carbaldehyde (II) and 5-hydroxy-3-methyl-1-(3-aminosulfonylphenyl)-1H-pyrazolone-4-carbaldehyde (III) with ethanolamine and propanolamine, resp., in aqueous ethanol medium, are reported. The ligands and their Schiff base ligands were characterized by elemental analyses, IR and ¹H NMR. The resulting complexes were characterized by elemental analyses, IR, ¹H NMR, mass, electronic, ESR spectra, magnetic susceptibility measurements, molar conductance and thermal studies. The IR spectral data suggest that the ligand behaves as a dibasic bidentate with ON donor sequence towards metal ion. The molar conductivity data show them to be nonelectrolytes. The electronic, magnetic and ESR spectral data suggest that all the oxovanadium(IV) complexes have distorted octahedral geometry.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 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 C9H6N2O2, SDS of cas: 14580-22-4.

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

Thaker, B. T. published the artcileSynthesis, spectral, and thermal studies of oxomolybdenum(V) Schiff-base complexes derived from heterocyclic β-diketone, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Journal of Coordination Chemistry (2010), 63(9), 1597-1610, database is CAplus.

Six mononuclear Mo(V) Schiff-base complexes were prepared by the reaction of MoCl₅ with Schiff bases, namely HL¹-HL³ and HL⁴-HL⁶, formed from the reaction of 3-methyl-1-(2-chloro)phenyl-1H-pyrazol-5-one-4-carbaldehyde (I), 3-methyl-1-(3-chloro)phenyl-1H-pyrazol-5-one-4-carbaldehyde (II), and 3-methyl-1-(3-sulfonamido)phenyl-1H-pyrazol-5-one-4-carbaldehyde (III) with ethanolamine and propanolamine, resp., in aqueous ethanolic medium. The resulting complexes were characterized by elemental analyses, molar conductance, FTIR, ¹H NMR, electronic, ESR spectra, magnetic susceptibility, and thermal study. The molar conductivity data show them to be non-electrolytes. IR and ¹H NMR spectral data suggest that the ligand is a dibasic bidentate with ON donor toward metal ion. Electronic, magnetic, and ESR spectral data suggest that the oxomolybdenum(V) complexes have distorted octahedral geometry. One chloride coordinated to molybdenum is confirmed by thermal study.

Journal of Coordination 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 C4H7BN2O2, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Thaker, B. T. published the artcileMicrowave assisted synthesis and characterization of unsymmetrical tetradentate Schiff base complexes of VO(IV) and MoO(V), Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (2011), 84(1), 51-61, database is CAplus and MEDLINE.

Microwave synthesis, is green chem. method, simple, sensitive, reducing solvent amount and reaction time. The attempt was made to synthesize the unsym. tetradentate N₂O₂ ligands and their VO(IV) and MoO(V) unsym. tetradentate Schiff base complexes by classical and microwave techniques using domestic microwave oven. The resulting unsym. Schiff base ligands (I, X = H, 2-Cl, 3-SO₂NH₂, L¹-L³, resp.) were characterized by different spectral methods. Their complexes with oxocations of VO(IV) and MoO(V) were synthesized and characterized by elemental analyses, conductometric measurements, IR and electronic absorption, ¹H NMR spectra, mass spectrometry, ESR spectra, magnetic susceptibility measurement and thermal study. Probably the oxo metal ion is bonded to the ligand through the oxygen and imino nitrogen and the geometry around metal ion is distorted octahedral.

Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy 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 C6H12O2, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Amiri, Zeinab published the artcileA catalyst-free approach to synthesis of spiroacenaphthylene-pyranopyrazole derivatives in water media, HPLC of Formula: 14580-22-4, the publication is Molecular Diversity (2021), 25(1), 121-129, database is CAplus and MEDLINE.

A simple approach for the synthesis of spiroacenaphthylene-pyranopyrazole derivatives was achieved via the reaction between acenaphthoquinone, pyrazolones, and activated methylene compounds (malononitrile derivatives) in water as a green solvent without using any catalyst in order to avoid the use of transition metal. This method has the advantages of mild reaction condition, short reaction time, easy workup, excellent yields, and avoidance of environmentally hazardous solvents.

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, HPLC of Formula: 14580-22-4.

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

Luo, Dingfeng published the artcileSynthesis of herbicide candidate through optimization of quinclorac with 3-methyl-1H-pyrazol-5-yl, Name: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2021), 647472, database is CAplus and MEDLINE.

To enhance quinclorac potency, twenty-five derivatives I (R = Me, Et, Ph, PhCH₂, etc.) containing 3-methyl-1H-pyrazol-5-yl moiety were synthesized by intermediate derivatization methods. The structure of the compound I (R = Me) was determined by X-ray diffraction. The activity of these compounds was affected by a substituent on the Ph group (for compounds with aryl-containing R substituent) in the following order: electron-withdrawing group > neutral group > electron-donating group. The herbicidal activity assays showed that compounds I (R = 2-FC₆H₄) (EC₅₀ = 10.53 g/ha) and I (R = Me) (EC₅₀ = 10.37 g/ha) have an excellent inhibition effect on barnyard grass in greenhouse experiment Greenhouse safety experiment on rice exhibited almost no difference in plant height and fresh weight treated with I (R = Me) at stage 1-2-leaf of rice after 14 days but I (R = 2-FC₆H₄) had a detrimental effect. Two season field assays showed I (R = Me) herbicidal activity on barnyard grass at 150 g/ha as equal as 300 g/ha quinclorac in fields in 2019 and 2020. The study demonstrated that I (R = Me) could be further researched as a potential herbicide to control barnyard grass in fields.

Frontiers in Chemistry (Lausanne, Switzerland) 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, Name: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Vetica, Fabrizio published the artcileDesymmetrization of Cyclopentenediones via Organocatalytic Cross-Dehydrogenative Coupling, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Advanced Synthesis & Catalysis (2017), 359(21), 3729-3734, database is CAplus.

An enantioselective synthesis of cyclopentenediones bearing a pyrazole unit was achieved through an organocatalytic Michael addition/oxidation process. This desymmetrization reaction led to the desired pyrazole-cyclopentenediones with high yield and good enantioselectivities. The postulated cross-dehydrogenative coupling-mechanism was investigated via preliminary control experiments

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 C6H3ClFNO2, Application of 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Hopkins, Brian T. published the artcileDiscovery and Preclinical Characterization of BIIB091, a Reversible, Selective BTK Inhibitor for the Treatment of Multiple Sclerosis, Quality Control of 1462286-01-6, the publication is Journal of Medicinal Chemistry (2022), 65(2), 1206-1224, database is CAplus and MEDLINE.

Multiple Sclerosis is a chronic autoimmune neurodegenerative disorder of the central nervous system (CNS) that is characterized by inflammation, demyelination, and axonal injury leading to permeant disability. In the early stage of MS, inflammation is the primary driver of the disease progression. There remains an unmet need to develop high efficacy therapies with superior safety profiles to prevent the inflammation processes leading to disability. Herein, we describe the discovery of BIIB091 (I), a structurally distinct orthosteric ATP competitive, reversible inhibitor that binds the BTK protein in a DFG-in confirmation designed to sequester Tyr-551, an important phosphorylation site on BTK, into an inactive conformation with excellent affinity. Preclin. studies demonstrated BIB091 to be a high potency mol. with good drug-like properties and a safety/tolerability profile suitable for clin. development as a highly selective, reversible BTKi for treating autoimmune diseases such as MS.

Journal of Medicinal Chemistry published new progress about 1462286-01-6. 1462286-01-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazoles, name is 4-Chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine, and the molecular formula is C8H8ClN5, Quality Control of 1462286-01-6.

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

Bayat, Mohammad published the artcileChemoselective synthesis of novel spiropyrano acenaphthylene derivatives via one-pot four-component reaction, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone, the publication is Tetrahedron Letters (2017), 58(45), 4260-4263, database is CAplus.

An efficient one-pot four-component condensation reaction of acenaphthoquinone, pyrazolones or barbituric acid and 1,1-bis(methylthio)-2-nitroethene and alkylamines in ethanol for the synthesis of novel spiro[acenaphthylene-1,4′-pyrano[2,3-c]pyrazol]-2-one and spiro[acenaphthylene-1,5′-pyrano[2,3-d]pyrimidine]trione is described. The significant features of this method include, readily available starting materials, operational simplicity, green solvent, catalyst-free condition, no column chromatog. purification and good to high yields. Thus, e.g., acenaphthoquinone I + pyrazolone II + ketene thioacetal III + MeNH₂ afforded IV (81%) when the reaction was conducted in EtOH at 80° (90% in presence of nano SiO₂ catalyst).

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 C10H9ClN2O, Recommanded Product: 1-(2-Chlorophenyl)-3-methyl-5-pyrazolone.

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

Procopiou, Panayiotis A. published the artcileDiscovery of (S)-3-(3-(3,5-Dimethyl-1H-pyrazol-1-yl)phenyl)-4-((R)-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)butanoic Acid, a Nonpeptidic α_vβ₆ Integrin Inhibitor for the Inhaled Treatment of Idiopathic Pulmonary Fibrosis, Quality Control of 1025735-46-9, the publication is Journal of Medicinal Chemistry (2018), 61(18), 8417-8443, database is CAplus and MEDLINE.

A series of 3-aryl-(pyrrolidin-1-yl)butanoic acids were synthesized using a diastereoselective route, which involved rhodium catalyzed asym. 1,4-addition of arylboronic acids in the presence of (R)-BINAP to a crotonate ester to provide the (S) absolute configuration for the major product. A variety of aryl substituents including morpholine, pyrazole, triazole, imidazole and cyclic ether were screened in cell adhesion assays for affinity against αvβ1, αvβ3, αvβ5, αvβ6 and αvβ8 integrins. Several analogs with high affinity and selectivity for the αvβ6 integrin were identified. The analog I·HCl was found to have high affinity for αvβ6 integrin in a radioligand binding assay (pKi = 11), a long dissociation half-life (7 h) , high solubility in saline at pH 7 (>71 mg/mL) and pharmacokinetic properties commensurate with inhaled dosing by nebulization. It was selected for further investigation as a potential therapeutic agent for the treatment of idiopathic pulmonary fibrosis.

Journal of Medicinal Chemistry 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, Quality Control of 1025735-46-9.

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