Month: December 2022

Tang, Cheng-Ke published the artcileCombining Organocatalysis and Iodine Catalysis: One-Pot Sequential Catalytic Synthesis of Chiral Spirodihydrobenzofuran Pyrazolones and Spirodihydrobenzofuran Oxindoles, Formula: C10H9ClN2O, the publication is Organic Letters (2018), 20(18), 5840-5844, database is CAplus and MEDLINE.

O-Hydroxystyrenes such as (E)-2-HOC₆H₄CH:CHNO₂ underwent diastereoselective and enantioselective oxidative spirocyclization reactions (via sequential Michael addition, iodination, and cyclization reactions) with pyrazolones and N-Boc oxindoles in the presence of a nonracemic squaramide and a nonracemic alkaloid-derived thiourea to give spirobenzofuranpyrazolones such as I and spirobenzofuranoxindoles such as II, resp.

Organic 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 CBF6K, Formula: C10H9ClN2O.

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

Liu, Jiang published the artcileRing-opening copolymerization of CHO and MA catalyzed by the asymmetrical Cr(III)-bis-Schiff-base complex, Application of 4-Benzoyl-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one, the publication is Inorganic Chemistry Communications (2017), 86-88, database is CAplus.

Using an asym. Cr(III)-bis-Schiff-base complex [Cr(L)Cl] (1; H₂L obtained from condensation of 5-bromo-salicylaldehyde and HL⁰ (Z)-4-((2-aminophenylimino)(phenyl)methyl)-3-methyl-1H-pyrazol-5(4H)-one) as the catalyst, bulk solvent-free ring-opening copolymerization of CHO (cyclohexene oxide) and MA (maleic anhydride) in the presence of cocatalyst DMAP (4-(dimethylamino)-pyridine) was effectively realized, in which, on the condition of low 1/DMAP concentration for a controllable polymerization, perfectly alternating polyester while not poly(ester-coether) could be obtained.

Inorganic Chemistry Communications 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

Zhao, Xiao-Yun published the artcileSynthesis and characterization of N-heterocyclic carbene-palladium(II) chlorides-1-methylindazole and -1-methylpyrazole complexes and their catalytic activity toward C-N coupling of aryl chlorides, Category: pyrazoles-derivatives, the publication is RSC Advances (2016), 6(29), 24484-24490, database is CAplus.

A series of N-heterocyclic carbene-palladium(II) chlorides-1-methylindazole and -1-methylpyrazole complexes was successfully synthesized and fully characterized by x-ray single crystal diffraction. In addition, initial investigations of their catalytic activity showed that they were efficient catalysts in the C-N coupling of primary and secondary amines with aryl chlorides at low catalyst loadings.

RSC Advances 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 C27H29N5, Category: pyrazoles-derivatives.

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

Yu, Jiang published the artcileDiscovery and biological evaluation of darolutamide derivatives as inhibitors and down-regulators of wild-type AR and the mutants, Product Details of C10H6ClN3, the publication is European Journal of Medicinal Chemistry (2019), 111608, database is CAplus and MEDLINE.

Androgen receptor (AR) has been a target of prostate cancer (PC) for nearly six decades. Recently, down-regulating or degrading AR and the mutants especially the splice variant 7 (AR-V7) lacking ligand binding domain (LBD) emerged as an advantageous therapeutic approach to overcome drug resistance. Here, the structural modification of darolutamide resulted in the discovery of dual-action AR inhibitors and down-regulators. Unlike other traditional AR antagonists targeting the AR-LBD, compounds 4k and 4b not only inhibit the activities of wt-AR and AR-F876L mutant but also down-regulate the protein expression of full-length (AR-full) and AR variant 7 (AR-V7) at mRNA level. In cell proliferation assays, compounds 4k and 4b exhibited better antiproliferative activities than darolutamide and enzalutamide against AR-V7-pos. 22Rv1 cells and VCaP cells. In addition, 4k demonstrated better antitumor activity than clin. used enzalutamide in castration-resistant VCaP xenograft model. Collectively, combining the activities of AR inhibition and down-regulation, compound 4k is proposed as an advantageous lead compound to disrupt AR signaling and overcome resistance.

European Journal of Medicinal Chemistry published new progress about 1297537-37-1. 1297537-37-1 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Chloride,Nitrile,Benzene, name is 2-Chloro-4-(1H-pyrazol-5-yl)benzonitrile, and the molecular formula is C14H20BNO3, Product Details of C10H6ClN3.

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

Rong, Deqin published the artcileStructure-Aided Design, Synthesis, and Biological Evaluation of Potent and Selective Non-Nucleoside Inhibitors Targeting Protein Arginine Methyltransferase 5, Application In Synthesis of 930-36-9, the publication is Journal of Medicinal Chemistry (2022), 65(11), 7854-7875, database is CAplus and MEDLINE.

PRMT5 is a major type II protein arginine methyltransferase and plays important roles in diverse cellular processes. Overexpression of PRMT5 is implicated in various types of cancer. Many efforts have been made to develop potent and selective PRMT5 inhibitors, the most potent of which is usually derived from nucleoside structures. Here, we designed a novel series of non-nucleoside PRMT5 inhibitors through the structure-aided drug design approach. SAR exploration and metabolic stability optimization led to the discovery of compound 41 as a potent PRMT5 inhibitor with good selectivity. Addnl., compound 41 exerted antiproliferative effects against A375 cells by inducing apoptosis and potently inhibited the methyltransferase activity of PRMT5 in cells. Moreover, it showed attractive pharmacokinetic properties and markedly suppressed the tumor growth in an A375 tumor xenograft model. These results clearly indicate that 41 is a highly potent and selective non-nucleoside PRMT5 inhibitor.

Journal of Medicinal Chemistry 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

Bie, Hong-Yan published the artcileCrystal structure of (4Z)-4-((2-(methylamino)phenylamino)(phenyl)methylene)- 3-methyl-1-phenyl-1H-pyrazol-5-(4H)-one, C₂₄H₂₂N₄O, Application In Synthesis of 4551-69-3, the publication is Zeitschrift fuer Kristallographie – New Crystal Structures (2014), 229(1), 17-18, database is CAplus.

The crystal structure of the title compound is herein given. The title compound was synthesized from of 1-phenyl-3-methyl-4-benzoyl-5-pyrazolone and N-methylbenzene-1,2-diamine. The Schiff base has a Z configuration about the double bound and shows hydrogen bonding.

Zeitschrift fuer Kristallographie – New Crystal Structures 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

Mo, Zong-Wen published the artcileTuning Connectivity and Flexibility of Two Zinc-Triazolate-Carboxylate Type Porous Coordination Polymers, Recommanded Product: 4-(1H-Pyrazol-4-yl)pyridine, the publication is Crystal Growth & Design (2018), 18(5), 2694-2698, database is CAplus.

Solvothermal reactions of Zn(II) salts and 4-(1H-pyrazol-4-yl)pyridine (Hpypz) in the presence of monocarboxylate or dicarboxylate ligands produced two porous coordination polymers, namely, [Zn(pypz)(OAc)]·guest (1·g, HOAc = acetic acid) and [Zn₂(pypz)₂(oba)]·guest (2·g, H₂oba = 4,4′-oxobisbenzoic acid). Single-crystal x-ray diffraction analyses showed that both 1 and 2 contain 2-fold interpenetrated three-dimensional nbo-a {Zn(pypz)}⁺ networks consisting of 3-connected Zn(II) ions and 3-connected pypz^– ligands. After the carboxylate ligands were considered, 1 retains the nbo-a network structure and contains one-dimensional channels with very narrow apertures. However, 2 becomes a new uninodal 6-connected topol. (point symbol 3³.4².5⁶.6⁴) and contains discrete pores. Powder x-ray diffraction showed that, after solvent removal, 1 undergoes obvious framework shrinkage, while 2 retains the original unit cell. Activated 1 and 2 both exclude N₂ at 77 K, but readily adsorb CO₂ at 195 K with unconventional isotherm shapes, indicating the different types of framework flexibilities.

Crystal Growth & Design published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C8H7N3, Recommanded Product: 4-(1H-Pyrazol-4-yl)pyridine.

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

Jayabal, Panneerselvam published the artcileNELL2-cdc42 signaling regulates BAF complexes and Ewing sarcoma cell growth, Synthetic Route of 71203-35-5, the publication is Cell Reports (2021), 36(1), 109254, database is CAplus and MEDLINE.

BAF chromatin remodeling complexes play important roles in chromatin regulation and cancer. Here, we report that Ewing sarcoma cells are dependent on the autocrine signaling mediated by NELL2, a secreted glycoprotein that has been characterized as an axon guidance mol. NELL2 uses Robo3 as the receptor to transmit critical growth signaling. NELL2 signaling inhibits cdc42 and upregulates BAF complexes and EWS-FLI1 transcriptional output. We demonstrate that cdc42 is a neg. regulator of BAF complexes, inducing actin polymerization and complex disassembly. Furthermore, we identify NELL2highCD133highEWS-FLI1 high and NELL2low CD133low EWS-FLI1low populations in Ewing sarcoma, which display phenotypes consistent with high and low NELL2 signaling, resp. We show that NELL2, CD133, and EWS-FLI1 pos. regulate each other and upregulate BAF complexes and cell proliferation in Ewing sarcoma. These results reveal a signaling pathway regulating critical chromatin remodeling complexes and cancer cell proliferation.

Cell Reports 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 C22H21N3O3S, Synthetic Route of 71203-35-5.

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

Yang, Yong published the artcileImpact of Boronate Capping Groups on Biological Characteristics of Novel ^99mTc(III) Complexes [^99mTcCl(CDO)(CDOH)₂B-R] (CDOH₂ = Cyclohexanedione Dioxime), Recommanded Product: (1H-Pyrazol-5-yl)boronic acid, the publication is Bioconjugate Chemistry (2015), 26(2), 316-328, database is CAplus and MEDLINE.

This study sought to explore the impact of boronate groups on the heart uptake and myocardial retention of novel ^99mTc(III) complexes [^99mTcCl(CDO)(CDOH)₂B-R] (^99mTc-ISboroxime: R = isoxazol-4-yl (IS); ^99mTc-MPboroxime: R = N-methylpyridinium (MP); ^99mTc-PAboroxime: R = pyrazol-3-yl (PA); ^99mTc-PYboroxime: R = pyridin-3-yl (PY); and ^99mTc-5Uboroxime: R = uracil-5-yl (5U)). All five new ^99mTc(III) radiotracers were prepared in high yield and high radiochem. purity (RCP = 90-98%), and they remained stable in the kit mixture for >6 h. Biodistribution and imaging (planar and SPECT) studies were carried out using Sprague-Dawley (SD) rats. Planar image quantification was performed to compare their myocardial retention and liver clearance kinetics. It was found that their heart retention and liver clearance curves were best fitted to the biexponential decay function. The initial heart uptake at 0-1 min after injection followed the general ranking order of ^99mTc-ISboroxime (4.98 ± 1.05%ID) ∼ ^99mTc-Teboroxime (4.56 ± 0.91%ID) ∼ ^99mTc-PAboroxime (4.03 ± 1.23%ID) ∼ ^99mTc-PYboroxime (4.07 ± 0.80%ID) > ^99mTc-5Uboroxime (3.24 ± 0.67%ID) > ^99mTc-MPboroxime (2.53 ± 0.65%ID). The fast-phase myocardial retention time followed the general order of ^99mTc-PAboroxime (3.21 ± 0.29 min) > ^99mTc-Teboroxime (1.63 ± 0.40 min) ∼ ^99mTc-PYboroxime (1.57 ± 0.29 min) ∼ ^99mTc-ISboroxime (1.55 ± 0.32 min) > ^99mTc-MPboroxime (0.68 ± 0.16 min) > ^99mTc-5Uboroxime (0.33 ± 0.11 min). ^99mTc-PAboroxime (3.05 ± 1.10%ID/g) and ^99mTc-ISboroxime (3.75 ± 0.68%ID/g) had the 2 min initial heart uptake very close to that of ^99mTc-Teboroxime (3.30 ± 0.50%ID/g). However, the myocardial retention time of ^99mTc-PAboroxime was significantly longer than that of ^99mTc-ISboroxime and ^99mTc-Teboroxime. Even though the best time window is 0-5 min for SPECT image acquisition, high quality SPECT images could be obtained during the first 30 min postinjection of ^99mTc-PAboroxime in SD rats. This statement was supported by the SPECT/CT studies in normal pigs. On the basis of results from this study, it was concluded that boronate groups had significant impact on the heart uptake, myocardial retention, and liver clearance kinetics of ^99mTc(III) complexes [^99mTcCl(CDO)(CDOH)₂B-R]. The combination of high initial heart uptake with longer myocardial retention makes it possible to image the heart with ^99mTc-PAboroxime during the first 30 min using both standard and specialized cardiac SPECT cameras.

Bioconjugate 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 C7H3IN2O2, Recommanded Product: (1H-Pyrazol-5-yl)boronic acid.

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

Lv, Xunlei published the artcileAssignment of NMR data and Conformational analysis of larotrectinib and its precursors, Related Products of pyrazoles-derivatives, the publication is Tetrahedron (2021), 132064, database is CAplus.

NMR experiments were used to identify the two main conformations of Larotrectinib and its synthetic precursor, the nitro compound 4. Conformational anal. by dynamic NMR was performed in different temperature and solvents, combining 2D EXSY and NOE experiments The results revealed the conformations of Larotrectinib and compound 4 were caused by the barrier to rotation of C11-N17. Meanwhile, the conformational specific structures of compound 4 were postulated based on NOE data and mol. simulation. The complete assignments of ¹H and ¹³C NMR data for compounds 1, 4 and 5 were reported for the first time.

Tetrahedron published new progress about 1363380-51-1. 1363380-51-1 belongs to pyrazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Chloride,Nitro Compound, name is 5-Chloro-3-nitropyrazolo[1,5-a]pyrimidine, and the molecular formula is C6H3ClN4O2, Related Products of pyrazoles-derivatives.

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