Category: 724710-02-5

Noel, Romain published the artcileSynthesis and SAR of 4-(pyrazol-3-yl)-pyridines as novel c-jun N-terminal kinase inhibitors, Related Products of pyrazoles-derivatives, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(9), 2732-2735, database is CAplus and MEDLINE.

The design and synthesis of a novel series of c-jun N-terminal kinase (JNK) inhibitors is described. The development of the 4-(pyrazol-3-yl)-pyridine series, e.g. I, was discovered from an earlier pyrimidine series of JNK inhibitors. Through the optimization of the (pyrazolyl)pyridine scaffold, several potent compounds with good in vivo profiles were discovered.

Bioorganic & Medicinal Chemistry Letters 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, Related Products of pyrazoles-derivatives.

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

Garai, Sumanta published the artcileDesign, synthesis, and pharmacological profiling of cannabinoid 1 receptor allosteric modulators: Preclinical efficacy of C2-group GAT211 congeners for reducing intraocular pressure, Formula: C3H5BN2O2, the publication is Bioorganic & Medicinal Chemistry (2021), 116421, database is CAplus and MEDLINE.

Allosteric modulators of cannabinoid 1 receptor (CB1R) show translational promise over orthosteric ligands due to their potential to elicit therapeutic benefit without cannabimimetic side effects. The prototypic 2-phenylindole CB1R allosteric modulator, GAT211 (1), demonstrates preclin. efficacy in various disease models. The limited systematic structure-activity relationship (SAR) data at the C2 position of the indole ring within GAT211 invites the opportunity for further modifications to improve GAT211′s pharmacol. profile while serving to amplify and variegate this library of therapeutically attractive agents. These considerations prompted this focused SAR study in which we substituted the GAT211 C2-Ph ring with heteroaromatic substituents. The synthesized GAT211 analogs were then evaluated in vitro as CB1R allosteric modulators in cAMP and β-arrestin2 assays with CP55,940 as the orthosteric ligand. Furan and thiophene rings (15c-f and 15m) were the best-tolerated substituents at the C2 position of GAT211 for engagement with human CB1R (hCB1R). The SAR around the novel ligands reported allowed direct exptl. characterization of the interaction profile of that pharmacophore with its binding domain in functional, human CB1R, thus offering guidance for accessing subsequent-generation hCB1R allosteric modulators as potential therapeutics. The most potent analog, 15d, markedly promoted orthosteric ligand binding to hCB1R. Pharmacol. profiling in the GTPγS and mouse vas deferens assays demonstrated that 15d behaves as a CB1R agonist-pos. allosteric modulator (ago-PAM), as confirmed electrophysiol. in autoptic neurons. In vivo, 15d was efficacious as a topical agent that significantly reduced intraocular pressure (IOP) in the ocular normotensive murine model of glaucoma. Since elevated IOP is a decisive risk factor for glaucoma and attendant vision loss, our data support the proposition that the 2-phenylindole class of CB1R ago-PAMs has therapeutic potential for glaucoma and other diseases where potentiation of CB1R signaling may be therapeutic.

Bioorganic & 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 C3H5BN2O2, Formula: C3H5BN2O2.

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

O’Donnell, Christopher J. published the artcileDiscovery of 4-(5-Methyloxazolo[4,5-b]pyridin-2-yl)-1,4-diazabicyclo[3.2.2]nonane (CP-810,123), a Novel α7 Nicotinic Acetylcholine Receptor Agonist for the Treatment of Cognitive Disorders in Schizophrenia: Synthesis, SAR Development, and in vivo Efficacy in Cognition Models, Quality Control of 724710-02-5, the publication is Journal of Medicinal Chemistry (2010), 53(3), 1222-1237, database is CAplus and MEDLINE.

A novel α7 nAChR agonist, 4-(5-methyloxazolo[4,5-b]pyridin-2-yl)-1,4-diazabicyclo[3.2.2]nonane (I, CP-810,123), has been identified as a potential treatment for cognitive deficits associated with psychiatric or neurol. conditions including schizophrenia and Alzheimer’s disease. Compound I is a potent and selective compound with excellent pharmaceutical properties. In rodent, the compound displays high oral bioavailability and excellent brain penetration affording high levels of receptor occupancy and in vivo efficacy in auditory sensory gating and novel object recognition. The structural diversity of this compound and its preclin. in vitro and in vivo package support the hypothesis that α7 nAChR agonists may have potential as a pharmacotherapy for the treatment of cognitive deficits in schizophrenia.

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 C3H5BN2O2, Quality Control of 724710-02-5.

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

Grimstrup, Marie published the artcileNovel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 2, SDS of cas: 724710-02-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(3), 1181-1185, database is CAplus and MEDLINE.

Structure-activity relationships have been established by exploring the eastern and western side of 5-thiazolyleacetic acids as CRTH2 (chemoattractant receptor-homologous mol. expressed on Th2 cells) antagonists. Benzhydryl motifs in the 2-position of the thiazole was found to be most advantageous. The 4-thiazole position should either carry 3- or 4-fluorophenyl rings or a 4-pyridyl suitably substituted in the flanking 2-position. Several compounds with single digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained. The compound series display a good PK profile and selectivity over a large number of other targets.

Bioorganic & Medicinal Chemistry Letters 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, SDS of cas: 724710-02-5.

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

Mueller, Rudolf published the artcileLerisetron Analogues with Antimalarial Properties: Synthesis, Structure-Activity Relationship Studies, and Biological Assessment, SDS of cas: 724710-02-5, the publication is ACS Omega (2020), 5(12), 6967-6982, database is CAplus and MEDLINE.

A phenotypic whole cell high-throughput screen against the asexual blood and liver stages of the malaria parasite identified a benzimidazole chem. series. Among the hits were the antiemetic benzimidazole drug Lerisetron 1 (IC₅₀ NF54 = 0.81μM) and its methyl-substituted analog 2 (IC₅₀ NF54 = 0.098μM). A medicinal chem. hit to lead effort led to the identification of chloro-substituted analog 3 with high potency against the drug-sensitive NF54 (IC₅₀ NF54 = 0.062μM) and multidrug-resistant K1 (IC₅₀ K1 = 0.054μM) strains of the human malaria parasite Plasmodium falciparum. Compounds 2 and 3 gratifyingly showed in vivo efficacy in both Plasmodium berghei and P. falciparum mouse models of malaria. Cardiotoxicity risk as expressed in strong inhibition of the human ether-a-go-go-related gene (hERG) potassium channel was identified as a major liability to address. This led to the synthesis and biol. assessment of around 60 analogs from which several compounds with improved antiplasmodial potency, relative to the lead compound 3, were identified.

ACS Omega 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, SDS of cas: 724710-02-5.

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

Sudheer Reddy, V. published the artcileSynthesis of Some New N-Substituted Imidazole Derivatives and Their In Vitro Antibacterial Investigation, Product Details of C3H5BN2O2, the publication is Russian Journal of Bioorganic Chemistry (2022), 48(3), 643-650, database is CAplus.

Here the synthesis of N-substituted imidazole derivatives I (X = 3-MeOC₆H₄, 4-O₂NC₆H₄, 3,5-F₂C₆H₃, etc.) based on Suzuki coupling reaction of I (X = Br) with various arylboronic acids using Pd(dppf)Cl₂·CH₂Cl₂ as the catalyst and K₂CO₃ as a base in 1,4-dioxane/H₂O (2 : 1) is described. The products were screened for their antibacterial activity against gram-pos. bacterial strains, Bacillus subtilis and Staphylococcus aureus, where the compounds I (X = 4-pyridinyl, 3-F-4-MeOC₆H₃, 3-NCC₆H₄, 3-FC₆H₄, 4-F-3-MeC₆H₃, 4-pyrazolyl) exhibited remarkable activity compared to the reference streptomycin.

Russian Journal of Bioorganic 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 C14H20BClO2, Product Details of C3H5BN2O2.

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

Reiberger, Robert published the artcileSynthesis and In Vitro Evaluation of C-7 and C-8 Luteolin Derivatives as Influenza Endonuclease Inhibitors, Synthetic Route of 724710-02-5, the publication is International Journal of Molecular Sciences (2021), 22(14), 7735, database is CAplus and MEDLINE.

The part of the influenza polymerase PA subunit featuring endonuclease activity is a target for anti-influenza therapies, including the FDA-approved drug Xofluza. A general feature of endonuclease inhibitors is their ability to chelate Mg²⁺ or Mn²⁺ ions located in the enzyme′s catalytic site. Previously, we screened a panel of flavonoids for PA inhibition and found luteolin and its C-glucoside orientin to be potent inhibitors. Through structural anal., we identified the presence of a 3′,4′-dihydroxyphenyl moiety as a crucial feature for sub-micromolar inhibitory activity. Here, we report results from a subsequent investigation exploring structural changes at the C-7 and C-8 positions of luteolin. Exptl. IC₅₀ values were determined by AlphaScreen technol. The most potent inhibitors were C-8 derivatives with inhibitory potencies comparable to that of luteolin. Bio-isosteric replacement of the C-7 hydroxyl moiety of luteolin led to a series of compounds with one-order-of-magnitude-lower inhibitory potencies. Using X-ray crystallog., we solved structures of the wild-type PA-N-terminal domain and its I38T mutant in complex with orientin at 1.9 Å and 2.2 Å resolution, resp.

International Journal of Molecular Sciences 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, Synthetic Route of 724710-02-5.

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

Naus, Petr published the artcile6-(Het)aryl-7-Deazapurine Ribonucleosides as Novel Potent Cytostatic Agents, Synthetic Route of 724710-02-5, the publication is Journal of Medicinal Chemistry (2010), 53(1), 460-470, database is CAplus and MEDLINE.

A series of novel 7-deazapurine ribonucleosides, e.g. I, bearing an alkyl, aryl, or hetaryl group in position 6 and H, F, or Cl atom in position 7, has been prepared either by Pd-catalyzed cross-coupling reactions of the corresponding protected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with alkyl- or (het)arylorganometallics followed by deprotection, or by single-step aqueous phase cross-coupling reactions of unprotected 6-chloro-(7-halogenated-)7-deazapurine ribonucleosides with (het)arylboronic acids. Significant cytostatic effect was detected with a substantial proportion of the prepared compounds The most potent were 7-H or 7-F derivatives of 6-furyl- or 6-thienyl-7-deazapurines displaying cytostatic activity in multiple cancer cell lines with a geometric mean of 50% growth inhibition concentration ranging from 16 to 96 nM, a potency comparable to or better than that of the nucleoside analog clofarabine. Intracellular phosphorylation to mono- and triphosphates and the inhibition of total RNA synthesis was demonstrated in preliminary study of metabolism and mechanism of action studies.

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 C3H5BN2O2, Synthetic Route of 724710-02-5.

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

Xu, Ying-zi published the artcileDesign and synthesis of thiophene dihydroisoquinolines as novel BACE1 inhibitors, Recommanded Product: (1H-Pyrazol-5-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(10), 3075-3080, database is CAplus and MEDLINE.

Utilizing a structure based design approach, combined with extensive medicinal chem. execution, highly selective, potent and novel BACE1 inhibitor I (BACE1 Alpha assay IC₅₀ = 8 nM) was made from a weak μM potency hit in an extremely efficient way. The detailed SAR and general design approaches will be discussed.

Bioorganic & Medicinal Chemistry Letters 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 C8H6KNO4S, Recommanded Product: (1H-Pyrazol-5-yl)boronic acid.

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