M.W=200-250 | Page 17 of 105 | pyrazoles-derivatives

Uno, Takao team published research in Journal of Medicinal Chemistry in 2019 | 761446-44-0

Product Details of C10H17BN2O2, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a useful research compound. Its molecular formula is C10H17BN2O2 and its molecular weight is 208.07 g/mol. The purity is usually 95%., 761446-44-0.

Pyrazoles are synthesized by the reaction of α,β-unsaturated aldehydes with hydrazine and subsequent dehydrogenation. 761446-44-0, formula is C10H17BN2O2, Name is 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. Substituted pyrazoles are prepared by condensation of 1,3-diketones with hydrazine (Knorr-type reactions). For example, acetylacetone and hydrazine gives 3,5-dimethylpyrazole. Product Details of C10H17BN2O2.

Uno, Takao;Kawai, Yuichi;Yamashita, Satoshi;Oshiumi, Hiromi;Yoshimura, Chihoko;Mizutani, Takashi;Suzuki, Tatsuya;Chong, Khoon Tee;Shigeno, Kazuhiko;Ohkubo, Mitsuru;Kodama, Yasuo;Muraoka, Hiromi;Funabashi, Kaoru;Takahashi, Koichi;Ohkubo, Shuichi;Kitade, Makoto research published 《 Discovery of 3-ethyl-4-(3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzamide (TAS-116) as a potent, selective, and orally available HSP90 inhibitor》, the research content is summarized as follows. The mol. chaperone heat shock protein 90 (HSP90) is a promising target for cancer therapy, as it assists in the stabilization of cancer-related proteins, promoting cancer cell growth, and survival. A novel series of HSP90 inhibitors were discovered by structure-activity relationship (SAR)-based optimization of an initial hit compound having a 4-(4-(quinolin-3-yl)-1H-indol-1-yl)benzamide structure. The pyrazolo[3,4-b]pyridine derivative, I (TAS-116), is a selective inhibitor of HSP90α and HSP90β among the HSP90 family proteins and exhibits oral availability in mice. The X-ray cocrystal structure of the I analog II demonstrated a unique binding mode at the N-terminal ATP binding site. Oral administration of I demonstrated potent antitumor effects in an NCI-H1975 xenograft mouse model without significant body weight loss.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Shan, Yuanyuan team published research in European Journal of Medicinal Chemistry in 2019 | 761446-44-0

761446-44-0, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a useful research compound. Its molecular formula is C10H17BN2O2 and its molecular weight is 208.07 g/mol. The purity is usually 95%., HPLC of Formula: 761446-44-0

Pyrazole is an organic compound with the formula C3H3N2H. It is a heterocycle characterized by a 5-membered ring of three carbon atoms and two adjacent nitrogen atoms, which are in ortho-substitution. 761446-44-0, formula is C10H17BN2O2, Name is 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. Pyrazoles are a class of compounds that have the ring C3N2 with adjacent nitrogen atoms.Notable drugs containing a pyrazole ring are celecoxib (celebrex) and the anabolic steroid stanozolol. HPLC of Formula: 761446-44-0.

Shan, Yuanyuan;Si, Ru;Wang, Jin;Zhang, Qingqing;Zhou, Huaxin;Song, Jie;Zhang, Jie;Chen, Qinhua research published 《 Discovery of novel anti-angiogenesis agents. Part 9: Multiplex inhibitors suppressing compensatory activations of RTKs》, the research content is summarized as follows. Aberrant angiogenesis is a hallmark of various diseases including cancers. VEGFR-2 inhibitors have been utilized as anti-angiogenic agents for several years. However, compensatory activation of various receptor tyrosine kinases (RTK) could induce the occurrence of resistance. The authors previously reported a series of multi-target inhibitors of VEGFR-2, Tie-2, and EphB4 as anti-angiogenic agents. These inhibitors might be a promising strategy to overcome the resistance induced by compensatory activation. To expand the structural diversity of these multiple RTK inhibitors, the authors described herein the design, synthesis, and evaluation of a novel class of triplet VEGFR-2/TIE-2/EphB4 inhibitors. The biol. evaluation indicated that five compounds exhibited simultaneous VEGFR-2/Tie-2/EphB4 inhibitory activities with IC₅₀ values less than 50 nM.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Shepard, Abigail J. team published research in Organic Letters in 2021 | 761446-44-0

Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. 761446-44-0, formula is C10H17BN2O2, Name is 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 °C).Pyrazole used as a ligand to prepare organometallic compounds. Name: 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole.

Shepard, Abigail J.;Townsend, Julia A.;Foley, Christopher;Hulme, Christopher;Marty, Michael T.;Jewett, John C. research published 《 Suzuki Coupling of Protected Aryl Diazonium Ions: Expanding the Knowledge of Triazabutadiene Compatible Reactions》, the research content is summarized as follows. A Suzuki coupling strategy that is compatible with the triazabutadiene scaffold was reported, expanding the scope of synthetically available triazabutadienes. Herein, the triazabutadiene scaffold remained intact and reactive after coupling, as demonstrated by releasing the aryl diazonium ion to label a tyrosine-rich model protein.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Smithen, Deborah A. team published research in Journal of Medicinal Chemistry in 2020 | 761446-44-0

Pyrazoles can be selectively lithiated at different carbons and subsequently react with electrophiles depending on the substitution patterns. 761446-44-0, formula is C10H17BN2O2, Name is 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole. 1-Methyl-5-(trifluoromethyl)pyrazole underwent deprotonation and subsequent carboxylation mainly or exclusively at either the 4-position of the heterocycle or at the nitrogen-attached methyl group. Synthetic Route of 761446-44-0.

Smithen, Deborah A.;Leung, Leo M. H.;Challinor, Mairi;Lawrence, Rae;Tang, Hao Ran;Niculescu-Duvaz, Dan;Pearce, Simon P.;McLeary, Robert;Lopes, Filipa;Aljarah, Mohammed;Brown, Michael;Johnson, Louise;Thomson, Graeme;Marais, Richard;Springer, Caroline research published 《 2-Aminomethylene-5-sulfonylthiazole Inhibitors of Lysyl Oxidase (LOX) and LOXL2 Show Significant Efficacy in Delaying Tumor Growth》, the research content is summarized as follows. The lysyl oxidase (LOX) family of extracellular proteins plays a vital role in catalyzing the formation of cross-links in fibrillar elastin and collagens leading to extracellular matrix (ECM) stabilization. These enzymes have also been implicated in tumor progression and metastatic disease and have thus become an attractive therapeutic target for many types of invasive cancers. Following our recently published work on the discovery of aminomethylenethiophenes (AMTs) as potent, orally bioavailable LOX/LOXL2 inhibitors, we report herein the discovery of a series of dual LOX/LOXL2 inhibitors, as well as a subseries of LOXL2-selective inhibitors, bearing an aminomethylenethiazole (AMTz) scaffold. Incorporation of a thiazole core leads to improved potency toward LOXL2 inhibition via an irreversible binding mode of inhibition. SAR studies have enabled the discovery of a predictive 3DQSAR model. Lead AMTz inhibitors exhibit improved pharmacokinetic properties and excellent antitumor efficacy, with significantly reduced tumor growth in a spontaneous breast cancer genetically engineered mouse model.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Pei, Haixiang team published research in European Journal of Medicinal Chemistry in 2019 | 761446-44-0

HPLC of Formula: 761446-44-0, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a useful research compound. Its molecular formula is C10H17BN2O2 and its molecular weight is 208.07 g/mol. The purity is usually 95%., 761446-44-0.

Pei, Haixiang;Qin, Juliang;Wang, Fengmian;Tan, Binghe;Zhao, Zeda;Peng, Yangrui;Yu, Fangfei;Li, Ennian;Liu, Mingyao;Zhang, Rong;Liu, Bo;Du, Bing;Chen, Yihua research published 《 Discovery of potent ureido tetrahydrocarbazole derivatives for cancer treatments through targeting tumor-associated macrophages》, the research content is summarized as follows. For discovering novel compounds that target Tumor-associated macrophages (TAM), a series of ureido tetrahydrocarbazole derivatives I (R = 5-cyclopropylaminocarbonyl, 6-(morpholine-4-carbonyl), 7-isopropylaminocarbonyl, 8-(1-methylpiperazine-4-carbonyl), etc.) was designed, synthesized and evaluated both in vitro and in vivo. Among them, compound I (R = 5-(1-methyl-1H-pyrazole-4-yl)) was found to dose-dependently repolarize TAMs from M2 to M1 both in vitro and in vivo. And more importantly, the in vivo experiments also revealed that compound I (R = 5-(1-methyl-1H-pyrazole-4-yl)) was capable of remarkably inhibiting tumor growth of the LLC mouse model. Moreover, the synergy of compound I (R = 5-(1-methyl-1H-pyrazole-4-yl)) with anti-PD-1 antibody had more superior antineoplastic effects than the exclusive use of either in vivo.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ran, Kai team published research in European Journal of Medicinal Chemistry in 2021 | 761446-44-0

Ran, Kai;Zeng, Jun;Wan, Guoquan;He, Xiaojie;Feng, Zhanzhan;Xiang, Wang;Wei, Wei;Hu, Xiang;Wang, Ningyu;Liu, Zhihao;Yu, Luoting research published 《 Design, synthesis and biological evaluations of a series of Pyrido[1,2-a]pyrimidinone derivatives as novel selective FGFR inhibitors》, the research content is summarized as follows. Herein, the design and synthesis of pyrido[1,2-a]pyrimidinone derivatives I (R¹ = methoxyethoxy, tert-butoxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl, 1H-pyrazol-4-yl, etc.) and II (R² = Me, azetidin-3-yl, etc.; R³ = 3-[(propan-2-yl)amino]propyl, prop-2-yn-1-yl, cyclopropylmethyl, etc.) as potent FGFR inhibitors were described. Examination of structure-activity relationships and preliminary assessment identified I (R¹ = 1-methyl-1H-pyrazol-4-yl) as a novel FGFR inhibitor that displayed excellent potency in vitro. Candidate I [R¹ = 1-methyl-1H-pyrazol-4-yl (III)] suppressed the phosphorylation of FGFR signaling pathways and induced cell cycle arrest and apoptosis at low nanomolar concentration In the kinase inhibition profile, III showed excellent kinase selectivity for the FGFR family. Furthermore, III showed higher aqueous solubility than Erdafitinib. Moreover, III exhibited potent antitumor activity (tumor growth inhibition = 106.4%) in FGFR2-amplified SNU-16 gastric cancer xenograft model using a daily oral dose of 30 mg/kg. These results suggest that III is a promising candidate for further drug development.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Remya, Chandran team published research in Computational and Structural Biotechnology Journal in 2021 | 761446-44-0

SDS of cas: 761446-44-0, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a useful research compound. Its molecular formula is C10H17BN2O2 and its molecular weight is 208.07 g/mol. The purity is usually 95%., 761446-44-0.

Remya, Chandran;Dileep, K. V.;Koti Reddy, Eeda;Mantosh, Kumar;Lakshmi, Kesavan;Sarah Jacob, Reena;Sajith, Ayyiliyath M.;Jayadevi Variyar, E.;Anwar, Shaik;Zhang, Kam Y. J.;Sadasivan, C.;Omkumar, R. V. research published 《 Neuroprotective derivatives of tacrine that target NMDA receptor and acetyl cholinesterase – Design, synthesis and biological evaluation》, the research content is summarized as follows. An novel high affinity multi-target directed ligands (MTDLs) against AChE and NMDAR, with reduced hepatotoxicity, performed in-silico structure-based modifications on tacrine, chem. synthesis of the derivatives and in-vitro validation of their activities. Nineteen such derivatives I [R = H, methylcarbamoyl, hydrazinecarbonyl, ethoxycarbonyl; R¹ = 2-furanyl, 1-methylpyrazol-4-yl, 2-FC₆H₄, etc.] showed inhibition with IC₅₀ values in the range of 18.53 ± 2.09 – 184.09 ± 19.23 nM against AChE and 0.27 ± 0.05 – 38.84 ± 9.64μM against NMDAR. Some of the selected compounds protected rat primary cortical neurons from glutamate induced excitotoxicity. Two of the tacrine derived MTDLs, I [R = H, R¹ = 1-methylpyrazol-4-yl; R = H, R¹ = 2-FC₆H₄] exhibited in-vivo efficacy in rats by protecting against behavioral impairment induced by administration of the excitotoxic agent, monosodium glutamate. Addnl., several of these synthesized compounds also exhibited promising inhibitory activitiy against butyrylcholinesterase. MTDL-201 I [R = H, R¹ = 1-methylpyrazol-4-yl] was also devoid of hepatotoxicity in-vivo. Given the therapeutic potential of MTDLs in disease-modifying therapy, studies revealed several promising MTDLs among which I [R = H, R¹ = 1-methylpyrazol-4-yl] appeared to be a potential candidate for immediate preclin. evaluations.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Rodriguez, Diana team published research in Journal of Medicinal Chemistry in 2020 | 761446-44-0

Rodriguez, Diana;Maneiro, Maria;Vazquez-Ucha, Juan C.;Beceiro, Alejandro;Gonzalez-Bello, Concepcion research published 《 6-Arylmethylidene Penicillin-Based Sulfone Inhibitors for Repurposing Antibiotic Efficiency in Priority Pathogens》, the research content is summarized as follows. The ability of 6-(aryl)methylidene penicillin-based sulfones 1-7 to repurpose β-lactam antibiotics activity with bacterial species that carry carbapenem-hydrolyzing class D β-lactamases (OXA-23, OXA-24/40 and OXA-48), as well as with class A (TEM-1, CTX-M-2) and class C (CMY-2, DHA-1) enzymes, is reported. The combinations imipenem/3 and imipenem/4 restored almost completely the antibiotic efficacy in OXA-23 and OXA-24/40 carbapenemase-producing A. baumannii strains (1μg mL^-1) and also provided good results for OXA-48 carbapenemase-producing K. pneumoniae strains (4μg mL^-1). Compounds 2-6 in combinations with ceftazidime and ampicillin were also efficient in restoring antibiotic efficacy in E. coli strains carrying class C (CMY-2 and DHA-1) and class A (TEM-1 and CTX-M-2) β-lactamase enzymes, resp. Kinetic and inhibition studies with the OXA-24/40 enzyme, protein mass spectrometry anal. and docking studies allowed us to gain an insight into the inhibition mechanism and the exptl. observed differences between the ligands.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Rong, Deqin team published research in Journal of Medicinal Chemistry in 2022 | 761446-44-0

Rong, Deqin;Zhou, Kaixin;Fang, Wei;Yang, Hong;Zhang, Yi;Shi, Qiongyu;Huang, Yuting;Li, Jiayi;Dong, Hui;Li, Lanlan;Ding, Jian;Huang, Xun;Wang, Yuanxiang research published 《 Structure-Aided Design, Synthesis, and Biological Evaluation of Potent and Selective Non-Nucleoside Inhibitors Targeting Protein Arginine Methyltransferase 5》, the research content is summarized as follows. 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.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Semeniuchenko, Volodymyr team published research in Chemistry – A European Journal in 2021 | 761446-44-0

Related Products of 761446-44-0, 1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a useful research compound. Its molecular formula is C10H17BN2O2 and its molecular weight is 208.07 g/mol. The purity is usually 95%., 761446-44-0.

Semeniuchenko, Volodymyr;Braje, Wilfried M.;Organ, Michael G. research published 《 Sodium Butylated Hydroxytoluene: A Functional Group Tolerant, Eco-Friendly Base for Solvent-Free, Pd-Catalysed Amination》, the research content is summarized as follows. NaBHT (sodium 2,6-di-tert-butyl-4-methylphenolate), a strong, but hindered and lipophilic base, has been effectively paired with similarly lipophilic, high-reactivity Pd-NHC (N-heterocyclic carbene) catalysts to produce an ideal combination for performing solvent-free (melt) cross-coupling amination. The mild nucleophilicity of NaBHT, coupled with the anti-oxidant properties of its conjugate acid byproduct, BHT means the process seems to have no functional group incompatibilities. Highly effective coupling of base-sensitive and redox-active functional groups was observed in all cases with only 0.1-0.2 mol percent catalyst. Comparisons using the standard base for this reaction, KOtBu, led to poor couplings or complete degradation in most applications – only NaBHT works.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics