Category: 197958-29-5

Cross, R. Matthew published the artcileOrally Bioavailable 6-Chloro-7-methoxy-4(1H)-quinolones Efficacious against Multiple Stages of Plasmodium, COA of Formula: C5H6BNO2, the publication is Journal of Medicinal Chemistry (2014), 57(21), 8860-8879, database is CAplus and MEDLINE.

The continued proliferation of malaria throughout temperate and tropical regions of the world has promoted a push for more efficacious treatments to combat the disease. Unfortunately, more recent remedies such as artemisinin combination therapies have been rendered less effective due to developing parasite resistance, and new drugs are required that target the parasite in the liver to support the disease elimination efforts. Research was initiated to revisit antimalarials developed in the 1940s and 1960s that were deemed unsuitable for use as therapeutic agents as a result of poor understanding of both physicochem. properties and parasitol. Structure-activity and structure-property relationship studies were conducted to generate a set of compounds with the general 6-chloro-7-methoxy-2-methyl-4(1H)-quinolone scaffold which were substituted at the 3-position with a variety of Ph moieties possessing various properties. Extensive physicochem. evaluation of the quinolone series was carried out to down-select the most promising 4(1H)-quinolones, P4Q-391 (7), 6-Chloro-7-methoxy-2-methyl-3-(2-methyl-4-(4(trifluoromethoxy)phenoxy)phenyl)-quinolin-4(1H)-one (62), 6-Chloro-3-(6-(2-fluoro-4-(trifluoromethyl)phenyl)pyridin-3-yl)-7-methoxy-2-methylquinolin-4(1H)-one (66), and 6-Chloro-7-methoxy-2-methyl-3-(6-(4-(trifluoromethoxy)phenyl)pyridin-3-yl)quinolin-4(1H)-one(67), which possessed low-nanomolar EC₅₀ values against W2 and TM90-C2B as well as improved microsomal stability. Addnl., in vivo Thompson test results using Plasmodium berghei in mice showed that these 4(1H)-quinolones were efficacious for the reduction of parasitemia at >99% after 6 days.

Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, COA of Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Jiang, Rong published the artcile3,5-Disubstituted quinolines as novel c-Jun N-terminal kinase inhibitors, COA of Formula: C5H6BNO2, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(22), 6378-6382, database is CAplus and MEDLINE.

The structure-based design and synthesis of a novel series of c-Jun N-terminal kinase (JNK) inhibitors with selectivity against p38 is reported. The unique structure of these 3,5-disubstituted quinolines, e.g. I, was developed from the previously reported 4-(2,7-phenanthrolin-9-yl)phenol. The X-ray crystal structure of I in JNK3 reveals an unexpected binding mode for this new scaffold with protein.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, COA of Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Elsebaie, Mohamed M. published the artcileExploring the structure-activity relationships of diphenylurea as an antibacterial scaffold active against methicillin- and vancomycin-resistant Staphylococcus aureus, Quality Control of 197958-29-5, the publication is European Journal of Medicinal Chemistry (2022), 114204, database is CAplus and MEDLINE.

A set of structurally related diphenylurea derivatives I [R = Ph, furan-2-yl, cyclohexyl, iso-Bu, etc.] bearing aminoguanidine moiety was synthesized, and their antibacterial activity was assessed against a panel of multi-drug resistant Gram-pos. clin. isolates. Two compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were identified with better bacteriol. profile than the lead I [R = I]. The multi-step resistance development studies indicated that MRSA are less likely to develop resistance toward diphenylurea compounds I. Moreover, these compounds I demonstrated a prolonged post-antibiotic effect than that of vancomycin. Furthermore, compounds I [R = furan-2-yl, 4-methyl-pent-1-en-1-yl] were able to re-sensitize VRSA to vancomycin, resulting in 8- to more than 32-fold improvement in vancomycin MIC values against clin. VRSA isolates. Finally, when assessed in an in vivo skin infection mouse model, the efficacy of I [R = 4-methyl-pent-1-en-1-yl] was very comparable to that of the com. available fusidic acid ointment. Addnl., the diphenylurea I [R = 4-methyl-pent-1-en-1-yl] did not have a pronounced effect on the animal weights along the experiment indicating its safety and tolerability to mice. Taken together, these results indicate that the diphenylurea scaffold merits further investigation as a promising anti-staphylococcal treatment option.

European Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Quality Control of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Maidich, Luca published the artcileElectronic and Steric Effects in Rollover C-H Bond Activation, Application In Synthesis of 197958-29-5, the publication is Organometallics (2015), 34(5), 817-828, database is CAplus.

Steric and electronic factors in rollover C-H bond activation of substituted 2,2′-bipyridines, mediated by Pt(II), were studied by comparing the influence of two substituents, CH₃ and CF₃, on the progress of the reaction. The substituents were chosen to have similar steric hindrance but different electronic effects and were placed in position 6 (i.e., near one of the N atoms) or in position 5, which allows, in part, electronic and steric influence to be distinguished. The ligands studied, 6-methyl-2,2′-bipyridine, 5-methyl-2,2′-bipyridine, 6-trifluoromethyl-2,2′-bipyridine, and 5-trifluoromethyl-2,2′-bipyridine, were compared to unsubstituted 2,2′-bipyridine in the reaction with the electron-rich complex [Pt(Me)₂(DMSO)₂]. The electron-withdrawing CF₃ group has a significant effect in accelerating the cyclometalation reaction. The substituent in position 6 influences the stability of the intermediate adduct [Pt(N,N)(Me)₂] (N,N = chelated bipyridine), as indicated by d. functional theory calculations The steric hindrance of substituted bipyridines was also evaluated by defining and measuring the angle ζ in [Pt(N,N)(Me)₂] adducts. The presence of a substituent in position 6 causes destabilization of the adduct, acceleration of the cyclometalation reaction, and regioselectivity of C-H bond activation.

Organometallics published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Application In Synthesis of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Shen, Hong C. published the artcileDiscovery of Biaryl Anthranilides as Full Agonists for the High Affinity Niacin Receptor, Application In Synthesis of 197958-29-5, the publication is Journal of Medicinal Chemistry (2007), 50(25), 6303-6306, database is CAplus and MEDLINE.

Biaryl anthranilides are reported as potent and selective full agonists for the high affinity niacin receptor GPR109A. The SAR presented outlines approaches to reduce serum shift and both CYPCYP2C8 and CYP2C9 liabilities, while improving PK and maintaining excellent receptor activity. Compound 2i (I) exhibited good in vivo antilipolytic efficacy while providing a significantly improved therapeutic index over vasodilation (flushing) with respect to niacin in the mouse model.

Journal of Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C6H10O7, Application In Synthesis of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Rheault, Tara R. published the artcileHeteroaryl-linked 5-(1H-benzimidazol-1-yl)-2-thiophenecarboxamides: Potent inhibitors of polo-like kinase 1 (PLK1) with improved drug-like properties, Recommanded Product: 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(15), 4587-4592, database is CAplus and MEDLINE.

Potent inhibitors of PLK1 with acceptable solubility, mouse iv clearance, and reduced CYP450 inhibition were identified. Drug-like properties were improved using a heteroaryl ring as a functional handle for manipulation of inhibitors’ physiochem. and DMPK properties.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Recommanded Product: 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wang, Liang published the artcileRapid, Sustainable, and Gram-Scale Synthesis of Phenols Catalyzed by a Biodegradable Deep Eutectic Mixture in Water, SDS of cas: 197958-29-5, the publication is Asian Journal of Organic Chemistry (2013), 2(12), 1040-1043, database is CAplus.

Mild, rapid, recyclable, gram-scale synthesis of phenols via oxidative hydroxylation of arylboronic acids catalyzed by a biodegradable deep eutectic mixture in water was reported. A broad substrate compatibility, metal- and additive-free conditions, as well as gram-scale synthesis made this procedure more environmentally benign.

Asian Journal of Organic Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is 0, SDS of cas: 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Lim, Chae Jo published the artcileSynthesis and structure-activity relationship of naphtho[1,2-b]furan-2-carboxamide derivatives as melanin concentrating hormone receptor 1 antagonists, SDS of cas: 197958-29-5, the publication is Chemical & Pharmaceutical Bulletin (2013), 61(12), 1239-1247, database is CAplus and MEDLINE.

Synthesis and structure-activity relationship of naphtho[1,2-b]furan-2-carboxamides I (n = 2-5; R = H, Br, Ph, 4-MeC₆H₄, 3-ClC₆H₄, 2-pyridyl, 3-furyl, 3-thienyl, etc.) containing linked piperidinylphenylacetamide groups as melanin concentrating hormone receptor 1 (MCH-R1) antagonists are described. The structure activity relationship (SAR) study, probing members of this family that contain a variety of aryl and heteroaryl groups at C-5 of I skeleton and having different chain linker lengths, led to the identification of the 5-(4-pyridinyl)-substituted analog I (n = 2; R = pyridin-4-yl) as a highly potent MCH-R1 antagonist with an IC₅₀ value of 3nM. This compound also displayed excellent metabolic stability and did not significantly inhibit cytochrome P 450 (CYP450) enzymes.

Chemical & Pharmaceutical Bulletin published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, SDS of cas: 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Dick, Benjamin L. published the artcileMetal-Binding Isosteres as New Scaffolds for Metalloenzyme Inhibitors, SDS of cas: 197958-29-5, the publication is Inorganic Chemistry (2018), 57(15), 9538-9543, database is CAplus and MEDLINE.

The principle of isosteres or bioisosteres in medicinal chem. is a central and essential concept in modern drug discovery. For example, carboxylic acids are often replaced by bioisosteres to mitigate issues related to lipophilicity or acidity while retaining acidic characteristics in addition to hydrogen bond donor/acceptor abilities. Sep., the development of metal-binding pharmacophores (MBPs) for binding to the active site metal ion in metalloenzymes of therapeutic interest is an emerging area in the realm of fragment-based drug discovery (FBDD). The direct application of the bioisostere concept to MBPs has not been well-described or systematically investigated. Herein, the picolinic acid MBP is used as a case study for the development of MBP isosteres (so-called MBIs). Many of these isosteres are novel compounds, and data on their physicochem. properties, metal binding capacity, and metalloenzyme inhibition characteristics are presented. The results show that MBIs of picolinic acid generally retain metal coordinating properties and exhibit predictable metalloenzyme inhibitory activity while possessing a broad range of physicochem. properties (e.g., pK_a, logP). These findings demonstrate the use of bioisosteres results in an untapped source of metal binding functional groups suitable for metalloenzyme FBDD. These MBIs provide a previously unexplored route for modulating the physicochem. properties of metalloenzyme inhibitors and improving their drug-likeness.

Inorganic Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, SDS of cas: 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Whitlock, Gavin A. published the artcileNovel 2-imidazoles as potent and selective α_1A adrenoceptor partial agonists, Safety of 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2008), 18(9), 2930-2934, database is CAplus and MEDLINE.

Novel 2-imidazoles have been identified as potent partial agonists of the α_1A adrenergic receptor, with good selectivity over the α_1B, α_1D and α_2A receptor sub-types. Sulfonamide 23 (I) possessed attractive drug-like properties with respect to physicochem. and ADME properties and wide ligand selectivity.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C17H14N2O2, Safety of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem