Day: November 24, 2022

Saito, Koji published the artcileFormation of pyrazolo[1,5-a]pyrimidine derivatives. II. Reaction of ethyl ethoxymethylenecyanoacetate with its hydrazino derivatives, Computed Properties of 23286-70-6, the publication is Bulletin of the Chemical Society of Japan (1974), 47(2), 476-80, database is CAplus.

The reaction of ethyl ethoxymethylenecyanoacetate with its hydrazino derivative in the presence of pyridine in EtOH at room temperature gave ethyl (4-ethoxycarbonyl-5-aminopyrazol-1-yl)methylenecyanoacetate (I) and two geometric isomers of ethyl (4-ethoxycarbonylpyrazol-5-ylamino)methylenecyanoacetate (II) I under the same conditions rearranged to II. I and II upon heating cyclized exclusively to the same product, diethyl 7-aminopyrazolo[1,5-a]pyrimidine-3,6-dicarboxylate III.

Bulletin of the Chemical Society of Japan published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Computed Properties of 23286-70-6.

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

Baba, Hideo published the artcileReactions of 伪-cyano-尾-methoxy-尾-alkylacrylic esters with hydrazine and hydroxylamine, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Bulletin of the Chemical Society of Japan (1969), 42(6), 1653-9, database is CAplus.

伪-Cyano-尾-methoxy-尾-alkyl (Me, Et, Pr, Bu, amyl, and iso-Bu) acrylic esters (I) react with hydrazine to give 尾-hydrazino intermediates. The hydrazino group of these intermediates is cyclized preferentially between its terminal NH2 and the cyano group in a neutral or acidic medium to give 5-aminopyrazole derivatives and preferentially between the terminal NH2 and the ester group in the presence of a base to give 5-pyrazolinone derivatives When the 尾-alkyl group of I is isopropyl, tertbutyl, etc., I affords only the 5-pyrazolinone derivatives in the reaction with hydrazine. The reactions of I with hydroxylamine gave 5-aminoisoxazole derivatives, but in the case of the 尾-tert-butyl derivative of I, they gave 5-aminoisoxazole accompanied by the 5-isoxazolinone derivative

Bulletin of the Chemical Society of Japan published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Recommanded Product: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

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

Kurasawa, Osamu published the artcile2-Aminomethylthieno[3,2-d]pyrimidin-4(3H)-ones bearing 3-methylpyrazole hinge binding moiety: Highly potent, selective, and time-dependent inhibitors of Cdc7 kinase, Quality Control of 1009071-34-4, the publication is Bioorganic & Medicinal Chemistry (2017), 25(14), 3658-3670, database is CAplus and MEDLINE.

To increase the success rate for developing new Cdc7 inhibitors for cancer therapy, the authors explored a new chemotype which can comply with the previously-constructed pharmacophore model. Substitution of a pyridine ring of a serendipitously-identified Cdc7 inhibitor 2b (2-methyl-6-(pyridin-4-yl)thieno[3,2-d]pyrimidin-4(3H)-one) with a 3-methylpyrazole resulted in a 4-fold increase in potency and acceptable kinase selectivity, leading to the identification of thieno[3,2-d]pyrimidin-4(3H)-one as an alternative scaffold. Structure-activity relationship (SAR) study revealed that incorporation of a substituted aminomethyl group into the 2-position improved kinase selectivity. Indeed, a pyrrolidinylmethyl derivative 10c (6-(3-methyl-1H-pyrazol-4-yl)-2-(pyrrolidin-1-ylmethyl) thieno[3,2-d]pyrimidin-4(3H)-one) was a potent Cdc7 inhibitor (IC₅₀ = 0.70 nM) with high selectivity (Cdk2/Cdc7鈮?4,000, ROCK1/Cdc7=200). It should be noted that 10c exhibited significant time-dependent Cdc7 inhibition with slow dissociation kinetics, cellular pharmacodynamic (PD) effects, and COLO205 growth inhibition. Addnl., mol. basis of high kinase selectivity of 10c is discussed by using the protein structures of Cdc7 and Cdk2.

Bioorganic & Medicinal Chemistry published new progress about 1009071-34-4. 1009071-34-4 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester, name is tert-Butyl 3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate, and the molecular formula is C15H25BN2O4, Quality Control of 1009071-34-4.

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

Batezila, Giselle published the artcile(2-Chlorophenyl)-3-methylchromeno[2,3-c]pyrazol-4(1H)-one, SDS of cas: 14580-22-4, the publication is Molbank (2010), No pp. given, database is CAplus.

The title compound was prepared by treatment of 1-(2-chlorophenyl)-3-methyl-2-pyrazolin-5-one with 2-chlorobenzoyl chloride by using Ca(OH)₂ in 1,4-dioxane and subsequent cyclization of the thus obtained 4-aroyl-5-hydroxypyrazole with sodium hydride in dry DMF. Detailed spectroscopic data (¹H NMR, ¹³C NMR, ¹⁵N NMR, IR, MS) are presented.

Molbank 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, SDS of cas: 14580-22-4.

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

Hoeppner, F. D. published the artcileMO calculations for photographic dye development. VIII, Quality Control of 14580-22-4, the publication is Journal fuer Signalaufzeichnungsmaterialien (1975), 3(1), 75-7, database is CAplus.

The total 蟺 electronic energy, calculated using HMO-NBI formalism, was plotted versus the torsion angle, 胃. For R = H, a single min. in the total energy of I and II occurred at 胃鈭?0掳 while for III, the min. occurred at 胃鈭?5掳. The tautomer stability increased in the order III < I < II. For R = Cl, the potential curve showed two min. for each tautomer form, one at 胃 = 30-40掳 and the other at 胃 = 120-130掳, with a relatively high potential barrier; the relative stability of the tautomer did not change for R = Cl.

Journal fuer Signalaufzeichnungsmaterialien 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, Quality Control of 14580-22-4.

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

Cheng, Hengmiao published the artcileStructure-based design, SAR analysis and antitumor activity of PI3K/mTOR dual inhibitors from 4-methylpyridopyrimidinone series, Recommanded Product: 1H-Pyrazole-4-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(9), 2787-2792, database is CAplus and MEDLINE.

PI3K, AKT and mTOR, key kinases from a frequently dysregulated PI3K signaling pathway, have been extensively pursued to treat a variety of cancers in oncol. Clin. trials of PF-04691502, a highly potent and selective ATP competitive kinase inhibitor of class 1 PI3Ks and mTOR, from 4-methylpyridopyrimidinone series, led to the discovery of a metabolite with a terminal carboxylic acid, PF-06465603. This paper discusses structure-based drug design, SAR and antitumor activity of the MPP derivatives with a terminal alc., a carboxylic acid or a carboxyl amide e. g., I.

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, Recommanded Product: 1H-Pyrazole-4-boronic acid.

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

Pony Yu, Renyuan published the artcileIron-catalysed tritiation of pharmaceuticals, COA of Formula: C4H6N2, the publication is Nature (London, United Kingdom) (2016), 529(7585), 195-199, database is CAplus and MEDLINE.

A thorough understanding of the pharmacokinetic and pharmacodynamic properties of a drug in animal models is a critical component of drug discovery and development. Such studies are performed in vivo and in vitro at various stages of the development process-ranging from preclin. absorption, distribution, metabolism and excretion (ADME) studies to late-stage human clin. trials-to elucidate a drug mol.’s metabolic profile and to assess its toxicity. Radiolabeled compounds, typically those that contain ¹⁴C or ³H isotopes, are one of the most powerful and widely deployed diagnostics for these studies. The introduction of radiolabels using synthetic chem. enables the direct tracing of the drug mol. without substantially altering its structure or function. The ubiquity of C-H bonds in drugs and the relative ease and low cost associated with tritium (³H) make it an ideal radioisotope with which to conduct ADME studies early in the drug development process. Here we describe an iron-catalyzed method for the direct ³H labeling of pharmaceuticals by hydrogen isotope exchange, using tritium gas as the source of the radioisotope. The site selectivity of the iron catalyst is orthogonal to currently used iridium catalysts and allows isotopic labeling of complementary positions in drug mols., providing a new diagnostic tool in drug development.

Nature (London, United Kingdom) 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, COA of Formula: C4H6N2.

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

Erigoni, A. published the artcileHighly active hybrid mesoporous silica-supported base organocatalysts for C-C bond formation, Synthetic Route of 930-36-9, the publication is Catalysis Today (2020), 227-236, database is CAplus.

New base hybrid catalysts, based on silyl-derivatives of mols. carrying amino, diamino, pyrrolidine, pyrazolium and imidazolium functionalities were successfully achieved through post synthetic grafting onto M41S-type support. Different characterization techniques were implemented to study the characteristics of the materials, such as elemental anal., solid state MAS NMR and FTIR spectroscopies, X-ray diffraction (XRD), thermogravimetric and differential thermal analyses (TGA-DTA) and textural properties through N2 physisorption anal. The catalytic activity and recyclability of these compounds as base catalysts was demonstrated for C-C bond forming reactions such as Knoevenagel condensations and Michael additions rationalizing the differences observed as function of the reaction mechanisms. An enamine mechanism was proposed for Knoevenagel condensations and an enolate mechanism for Michael additions

Catalysis Today 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, Synthetic Route of 930-36-9.

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

Haessner, Rainer published the artcileCarbon-13 NMR data for chlorine- or nitro-substituted azomethine dyes, COA of Formula: C10H9ClN2O, the publication is Magnetic Resonance in Chemistry (1990), 28(9), 817-19, database is CAplus.

The ¹³C NMR of 1-aryl-substituted 3-methyl-2-pyrazolin-5-ones and their azomethine dyes have been recorded and assigned. Ortho substituents (Cl and NO₂) on the Ph ring in the 1-position of the pyrazoline moiety show a small influence on the chem. shift of the azomethine bond carbon atom, C-4.

Magnetic Resonance in 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, COA of Formula: C10H9ClN2O.

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

Larsen, Matthew A. published the artcileA Modular and Diastereoselective 5 + 1 Cyclization Approach to N-(Hetero)Aryl Piperidines, Computed Properties of 137837-55-9, the publication is Journal of the American Chemical Society (2020), 142(2), 726-732, database is CAplus and MEDLINE.

A new general de novo synthesis of pharmaceutically important N-(hetero)aryl piperidines is reported. This protocol uses a robustly diastereoselective reductive amination/aza-Michael reaction sequence to achieve rapid construction of complex polysubstituted ring systems starting from widely available heterocyclic amine nucleophiles and carbonyl electrophiles. Notably, the diastereoselectivity of this process is enhanced by the presence of water, and DFT calculations support a stereochem. model involving a facially selective protonation of a water-coordinated enol intermediate.

Journal of the American Chemical Society published new progress about 137837-55-9. 137837-55-9 belongs to pyrazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Amine, name is Pyrazolo[1,5-a]pyridin-3-amine, and the molecular formula is C7H7N3, Computed Properties of 137837-55-9.

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