Month: November 2022

Luque, Rafael published the artcileMagnetically separable nanoferrite-anchored glutathione. Aqueous homocoupling of aryl-boronic acids under microwave irradiation, Application of (1H-Pyrazol-5-yl)boronic acid, the publication is Green Chemistry (2010), 12(9), 1540-1543, database is CAplus.

A highly active, stable and magnetically separable glutathione-based organocatalyst provided very good to excellent yields to sym. biaryls in the homocoupling of aryl-boronic acids under microwave irradiation

Green 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, Application of (1H-Pyrazol-5-yl)boronic acid.

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

Young, Mary Beth published the artcileDiscovery and Evaluation of Potent P₁ Aryl Heterocycle-Based Thrombin Inhibitors, Computed Properties of 724710-02-5, the publication is Journal of Medicinal Chemistry (2004), 47(12), 2995-3008, database is CAplus and MEDLINE.

In an effort to discover potent, clin. useful thrombin inhibitors, a rapid analog synthetic approach was used to explore the P₁ region. Various benzylamines were coupled to a pyridine/pyrazinone P₂-P₃ template. One compound, i.e. 2-[6-chloro-3-(2,2-difluoro-2-pyridin-2-yl-ethylamino)-2-oxo-2H-pyrazin-1-yl]-N-(2-[1,2,3]thiadiazol-4-yl-benzyl)acetamide, was found to have a thrombin K_i of 0.84 nM. A study of ortho-substituted five-membered-ring heterocycles was undertaken and subsequently demonstrated that the o-triazole and tetrazole rings were optimal. Combination of these potent P₁ aryl heterocycles with a variety of P₂-P₃ groups produced a compound with an extraordinary thrombin inhibitory activity of 1.4 pM. It is hoped that this potency enhancement in P₁ will allow for more diversification in the P₂-P₃ region to ultimately address addnl. pharmacol. concerns.

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 C11H10N4, Computed Properties of 724710-02-5.

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

Labadie, Sharada published the artcileDesign and evaluation of novel 8-oxo-pyridopyrimidine Jak1/2 inhibitors, Synthetic Route of 763120-58-7, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(21), 5923-5930, database is CAplus and MEDLINE.

A highly ligand efficient, novel 8-oxo-pyridopyrimidine containing inhibitor of Jak1 and Jak2 isoforms with a pyridone moiety as the hinge-binding motif was discovered. Structure-based design strategies were applied to significantly improve enzyme potency and the polarity of the mol. was adjusted to gain cellular activity. The crystal structures of two representative inhibitors bound to Jak1 were obtained to enable SAR exploration.

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, Synthetic Route of 763120-58-7.

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

Romagnoli, Romeo published the artcileSynthesis and biological evaluation of novel 2-amino-3-aroyl-4-neopentyl-5-substituted thiophene derivatives as allosteric enhancers of the A₁ adenosine receptor, SDS of cas: 763120-58-7, the publication is Bioorganic & Medicinal Chemistry (2014), 22(1), 148-166, database is CAplus and MEDLINE.

2-Amino-3-benzoyl thiophenes have been widely reported to act as allosteric enhancers at the A₁ adenosine receptor. Their activity can be increased considerably by appropriate substitutions at the 4- and 5-positions of the thiophene ring. Substituent size at the thiophene C-4 position seemed to be a factor closely related to activity, with the 4-neopentyl (2,2-dimethylpropyl) substitution showing the greatest enhanced activity. A wide series of 2-amino-3-aroyl-4-neopentylthiophene derivatives with general structure I, characterized by the presence of different substituents (bromine, aryl and heteroaryl) at the 5-position of the thiophene ring, have been identified as potent AEs at the A₁AR. With only one exception, all of the synthesized compounds proved to be superior to the reference compound PD 81,723 in a functional assay. Derivatives I (R = Ph, R¹ = 4-Me; R = 4-OMePh, R¹ = 4-Me; R = 3-OMePh, R¹ = 4-Cl; R = 3,4-(O-CH₂-O)Ph, R¹ = 4-Cl; and R = 4-MePh, R¹ = 4-Cl) were the most active compounds in binding (saturation and competition) and functional cAMP studies, being able to potentiate agonist [³H]CCPA binding to the A₁ receptor.

Bioorganic & Medicinal Chemistry 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, SDS of cas: 763120-58-7.

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

Aghazadeh-Tabrizi, Mojgan published the artcileDiscovery of 1,5-Diphenylpyrazole-3-Carboxamide Derivatives as Potent, Reversible, and Selective Monoacylglycerol Lipase (MAGL) Inhibitors, COA of Formula: C16H12N2O2, the publication is Journal of Medicinal Chemistry (2018), 61(3), 1340-1354, database is CAplus and MEDLINE.

Monoacylglycerol lipase (MAGL) is a serine hydrolase that plays an important role in the degradation of the endocannabinoid neurotransmitter 2-arachidonoylglycerol, which is implicated in many physiol. processes. Beyond the possible utilization of MAGL inhibitors as anti-inflammatory, antinociceptive, and anticancer agents, their application has encountered obstacles due to the unwanted effects caused by the irreversible inhibition of this enzyme. The possible application of reversible MAGL inhibitors has only recently been explored, mainly due to the deficiency of known compounds possessing efficient reversible inhibitory activities. The authors report a new series of reversible MAGL inhibitors. Among them, compound 26 ((4-benzylpiperidin-1-yl)(5-(4-hydroxyphenyl)-1-(3-methylbenzyl)-1H-pyrazol-3-yl)methanone) showed to be a potent MAGL inhibitor (IC₅₀ = 0.51 μM, K_i = 412 nM) with a good selectivity vs. fatty acid amide hydrolase (FAAH), α/β-hydrolase domain-containing 6 (ABHD6), and 12 (ABHD12). Interestingly, this compound also possesses antiproliferative activities against two different cancer cell lines and relieves the neuropathic hypersensitivity induced in vivo by oxaliplatin.

Journal of Medicinal 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, COA of Formula: C16H12N2O2.

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

Gao, Jie published the artcileCobalt complex bearing β-ketoamine ligand: syntheses, structure, catalytic behavior for styrene and methyl methacrylate polymerization, Category: pyrazoles-derivatives, the publication is Applied Organometallic Chemistry (2014), 28(8), 584-588, database is CAplus.

Cobalt complex based on β-ketoamine ligand [(Z)-4-((2,5-dimethylphenylamino) (phenyl)methylene)-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one] was successfully synthesized. The produced catalyst showed satisfactory activities in the cobalt-mediated radical polymerization of styrene and Me methacrylate with the common initiator of AIBN. The resulting polymerizations have the characteristics of living radical polymerization and displayed a nearly linear correlation between the number-average mol. weight and monomer conversion. Low polydispersity was obtained for all polymerizations, and the polydispersity index decreased with the increase of conversion. These improvements facilitate the implementation of styrene and methacrylate cobalt-mediated radical polymerization, and open the door to the scale-up of the process. Copyright © 2014 John Wiley & Sons, Ltd.

Applied Organometallic 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, Category: pyrazoles-derivatives.

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

Harris, Philip A. published the artcileDiscovery of Small Molecule RIP1 Kinase Inhibitors for the Treatment of Pathologies Associated with Necroptosis, Category: pyrazoles-derivatives, the publication is ACS Medicinal Chemistry Letters (2013), 4(12), 1238-1243, database is CAplus and MEDLINE.

Potent inhibitors of RIP1 kinase from three distinct series, 1-aminoisoquinolines, pyrrolo-[2,3-b]-pyridines, and furo-[2,3-d]-pyrimidines, all of the type II class recognizing a DLG-out inactive conformation, were identified from screening of our inhouse kinase focused sets. An exemplar from the furo-[2,3-d]-pyrimidine series showed a dose proportional response in protection from hypothermia in a mouse model of TNFα induced lethal shock.

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, Category: pyrazoles-derivatives.

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

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

Zhu, Hualing published the artcileSynthesis, structure and biological activities of phenylmethylacylpyrazolinone derivatives modified with glycylglycine methyl ester, Quality Control of 4551-69-3, the publication is Youji Huaxue (2013), 33(12), 2631-2636, database is CAplus.

Four new 1-phenyl-3-methyl-4-acyl-2-pyrazolin-5-one derivatives modified with glycylglycine Me ester were synthesized and characterized by UV, ¹H NMR, ¹³C NMR, IR, elemental anal. The mol. structure of compound I was also characterized by single-crystal X-ray diffraction. The anal. results showed that new compounds existed in enamine-ketone forms. The antibacterial activity tests of the compounds at different concentrations against E. coli and Bacillus subtilis were performed using disk diffusion method. The results indicated that most compounds had weak abilities of inhibiting the growth of the two bacteria, and the inhibiting abilities of 4-aryl compounds were better. The herbicidal activity tests of the compounds against wheat and rape were performed by plate culture method. The results indicated that all compounds had the abilities of inhibiting the growth of the two plants, and the inhibiting abilities of the compounds against rape were better, especially the inhibiting abilities to the growth of rapeseed radicle almost reached completely suppressed.

Youji Huaxue 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 C7H8O3, Quality Control of 4551-69-3.

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