Month: November 2022

Liu, Qingyun published the artcileBismuth(III)-Promoted Trifluoromethylthiolation of Pyrazolin-5-ones with Trifluoromethanesulfenamide, COA of Formula: C10H9ClN2O, the publication is ACS Omega (2017), 2(11), 7755-7759, database is CAplus and MEDLINE.

An efficient and facile method for the synthesis of trifluoromethylthiolated 5-hydroxy-1H-pyrazole derivatives by reaction of pyrazolin-5-ones with trifluoromethanesulfenamide (PhNHSCF₃) in the presence of BiCl₃ was developed.

ACS Omega 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

Zhang, Shiyan published the artcileDiscovery of a 2-pyridinyl urea-containing compound YD57 as a potent inhibitor of apoptosis signal-regulating kinase 1 (ASK1), Category: pyrazoles-derivatives, the publication is European Journal of Medicinal Chemistry (2020), 112277, database is CAplus and MEDLINE.

Inhibition of MAP3K kinase ASK1 has been an attractive strategy for the treatment of nonalcoholic steatohepatitis and multiple sclerosis, among others. Herein, we reported the discovery of 2-pyridinyl urea-containing compound 14l (YD57) as a potent, small-mol. inhibitor of ASK1. 14l was selective against MAP3K kinases ASK2 and TAK1 (>140-fold), while it also inhibited several cell cycle regulating kinases with IC₅₀ values in a range of 90-400 nM (<20-fold selectivity). As a consequence, 14l had stronger apoptosis induction, more potent G1 cell cycle arrest activities, and lower IC₅₀ value of cell growth inhibition than that of GS4997 in HepG2 cancer cell line. On the other hand, 14l did not inhibit ASK1 and p38 phosphorylation in intact cells. We reason that the multi-target effects of 14l likely neutralized the activities caused by inhibition of cellular ASK1. Future studies of these ASK1 inhibitors should pay close attention to their kinome selectivity profile.

European Journal of Medicinal Chemistry 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 C65H82N2O18S2, Category: pyrazoles-derivatives.

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

Duan, Yu-Lai published the artcileZirconium and hafnium complexes bearing pyrrolidine derived salalen-type {ONNO} ligands and their application for ring-opening polymerization of lactides, HPLC of Formula: 4551-69-3, the publication is Dalton Transactions (2017), 46(34), 11259-11270, database is CAplus and MEDLINE.

The reactions of pyrrolidine derived salalen-type {ONNO} ligands (S)-L^1-3-H₂ with 1 equivalent M(OⁱPr)₄(HOⁱPr) (M = Zr or Hf) in di-Et ether yielded complexes [L^1-3M(OⁱPr)₂] (L = L¹, M = Zr (1); L = L², M = Zr (2), Hf (3); L = L³, M = Zr (4), Hf (5)). All of these complexes were well characterized by NMR spectroscopy, elemental analyses and single-crystal x-ray anal. in the case of complexes 1 and 3–5. X-ray structural determination revealed that these complexes were analogous mononuclear species and had a similar structure in which the metal centers were six-coordinated to two oxygen atoms and two nitrogen atoms of one ligand and two oxygen atoms of two isopropoxy groups. All of these complexes efficiently initialized the ring-opening polymerization of lactides to afford polymers with controlled mol. weight and narrow polydispersity. Furthermore, the ring-opening polymerization of rac-lactide catalyzed by complexes 1–5 afforded isotactic-enriched polymers in solution (P_m = 0.74-0.80) and under melt conditions (P_m = 0.63-0.72).

Dalton Transactions 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, HPLC of Formula: 4551-69-3.

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

Zhang, Qiangsheng published the artcileThe discovery of SKLB-0335 as a paralog-selective EZH2 covalent inhibitor, COA of Formula: C7H11N3O2, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(24), 3006-3009, database is CAplus and MEDLINE.

By targeting the unique Cys663 of EZH2, SKLB-0335 displayed high paralog-selectivity on EZH2. Biochem. studies showed that SKLB-0335 was covalently bind to EZH2 at its S-adenosylmethionine (SAM) pocket and inhibited H3K27Me3. SKLB-0335 was an effective chem. probe with which to further investigate the specific biol. functions of EZH2.

Chemical Communications (Cambridge, United Kingdom) 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 C7H6N2O2S, COA of Formula: C7H11N3O2.

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

Zheng, Yan-qiu published the artcileCDC42 inhibitor ML141 suppresses laryngeal cancer Hep-2 cell proliferation, Related Products of pyrazoles-derivatives, the publication is Xiandai Shengwuyixue Jinzhan (2016), 16(4), 644-646, 651, database is CAplus.

Objective: Investigating the effect of CDC42 inhibitor ML141 on Hep-2 cell proliferation to provide new targets for mol. therapy of laryngeal cancer. Methods: Hep-2 cells were cultured in vitro. Real-time PCR was used to identify the expression of CDC42 in Hep-2 cell. GLISA was carried out to detect the changes in activation of CDC42 in Hep-2 cell treated with ML141. CCK8 assay was used to detect the effect of ML141 on Hep-2 cell proliferation. Results: 1. The result of Real-time PCR showed that CDC42 gene was differentially expressed in Hep-2 cells, which was consistent with the results of the whole genome profiling (P < 0.001). 2. The result of GLISA showed that epidermal growth factor (EGF) could increase the activation of CDC42 in Hep-2 cell but ML141 could inhibit its activation significantly (p < 0.001). 3. The result of CCK8 showed that the proliferation of Hep-2 cell was significantly inhibited by treating with ML141 after 24 h, 48 h and 72 h compared with control group (P < 0.001). Conclusion: CDC42 inhibitor ML141 could inhibit the proliferation of Hep-2 cell. ML141 might have the potential to become the new anti-cancer drug, which provided a new target point for mol. therapy of laryngeal cancer.

Xiandai Shengwuyixue Jinzhan published new progress about 71203-35-5. 71203-35-5 belongs to pyrazoles-derivatives, auxiliary class GPCR/G Protein,Ras, name is 4-(5-(4-Methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamide, and the molecular formula is C16H24BF4Ir, Related Products of pyrazoles-derivatives.

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

Deng, Huayun published the artcileThieno[3,2-b]thiophene-2-carboxylic acid derivatives as GPR35 agonists, Application of 1H-Pyrazole-4-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(12), 4148-4152, database is CAplus and MEDLINE.

The optimization of a series of thieno[3,2-b]thiophene-2-carboxylic acid derivatives for agonist activity against the GPR35 is reported. Compounds were optimized to achieve 尾-arrestin-biased agonism for developing probe mols. that may be useful for elucidating the biol. and physiol. of GPR35. Compound 13 was identified to the most potent GPR35 agonist, and compounds 30 and 36 exhibited the highest efficacy to cause 尾-arrestin translocation.

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, Application of 1H-Pyrazole-4-boronic acid.

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

Zhang, Yonghong published the artcileHighly Efficient Bronsted Acidic Ionic Liquid Promoted Direct Diazenylation of Pyrazolones with Aryltriazenes under Mild Conditions, Product Details of C10H9ClN2O, the publication is Asian Journal of Organic Chemistry (2017), 6(1), 102-107, database is CAplus.

The first Bronsted acidic ionic liquid (IL) promoted reaction of 5-pyrazolones with aryltriazenes to prepare arylazopyrazolones is described. The reaction was carried out with the aryltriazenes as diazotizing agents, water as the solvent, and the ionic liquid as the promoter at room temperature under air and metal-free conditions. The desired products were obtained in good to excellent yields. Notably, a gram-scale experiment and a late-stage diazenylation reaction of a pharmaceutical derivative also furnished the desired products under mild conditions.

Asian 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 C25H47NO8, Product Details of C10H9ClN2O.

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

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