Tag: M.W=150-200

Schenkel, Laurie B. published the artcileDiscovery of a biarylamide series of potent, state-dependent Na_V1.7 inhibitors, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(16), 3817-3824, database is CAplus and MEDLINE.

State-dependent Na_V1.7 inhibitors. The Na_V1.7 ion channel has garnered considerable attention as a target for the treatment of pain. Herein we detail the discovery and structure-activity relationships of a novel series of biaryl amides. Optimization led to the identification of several state-dependent, potent and metabolically stable inhibitors which demonstrated promising levels of selectivity over Na_V1.5 and good rat pharmacokinetics. Compound I, which demonstrated preferential inhibition of a slow inactivated state of Na_V1.7, was advanced into a rat formalin study where upon reaching unbound drug levels several fold over the rat Na_V1.7 IC₅₀ it failed to demonstrate a robust reduction in nociceptive behavior.

Bioorganic & Medicinal Chemistry Letters published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

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

Lima, Cristovao F. published the artcileNovel structurally similar chromene derivatives with opposing effects on p53 and apoptosis mechanisms in colorectal HCT116 cancer cells, COA of Formula: C7H7ClN2, the publication is European Journal of Pharmaceutical Sciences (2015), 34-45, database is CAplus and MEDLINE.

In the present work, novel chromene derivatives fused with the imidazo[1,2-a]pyridine nucleus were tested for their anticancer potential in the human colorectal cancer HCT116 cells. Compounds 2a and 2c showed significant growth inhibitory activity with GI50 of 15 μM and 11 μM, resp. Compound 2c, the most potent, has a carbamate group in position 8 of the pyridine ring, and showed significant cell cycle arrest and induction of cell death by apoptosis, even at 5 μM. Besides different potencies, chromene analogs 2a and 2c showed different mechanisms of action. Whereas the carbamate-free chromene 2a induced cell cycle arrest at G1/G0 phase, compound 2c showed to arrest cell cycle at both S and G2 phases. Chromene derivative 2a at concentrations higher than its GI50 remarkably induced caspases-dependent apoptosis in a p53-independent manner. On the other hand, compound 2c increased significantly p53 levels and induced apoptosis in a p53- and caspases-dependent manner, even at concentrations lower than its GI50. Both compounds increased the Bax/Bcl-2 ratio, induced mitochondria depolarization and activated MAP kinases. In conclusion, two novel and structurally similar chromene derivatives showed cytotoxicity to HCT16 cells through opposing effects on p53 levels and apoptosis mechanisms, which may be relevant for further development of drugs acting on distinct mol. targets useful in the treatment of cancers with different genetic profiles and for personalized medicine.

European Journal of Pharmaceutical Sciences published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, COA of Formula: C7H7ClN2.

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

Proenca, Fernanda published the artcileA one-pot synthesis of substituted pyrido[2,3-b]indolizines, HPLC of Formula: 17281-59-3, the publication is Tetrahedron (2011), 67(6), 1071-1075, database is CAplus.

An efficient and novel approach to the synthesis of substituted pyrido[2,3-b]indolizine-10-carbonitriles (I; R¹, R² = Me, aryl) was developed. These structures are practically unavailable through previously described methods. The cascade transformation involves the reaction of α,β-unsaturated carbonyl compounds with a stable dimer prepared from 1-(cyanomethyl)pyridinium chloride. The reaction was performed under reflux conditions in ethanol/water and in the presence of sodium acetate. This procedure represents a eco-friendly regioselective approach to the pyrido[2,3-b]indolizine core structure.

Tetrahedron published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, HPLC of Formula: 17281-59-3.

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

Proenca, M. Fernanda published the artcileOne-pot approach to the synthesis of novel 12H-chromeno[2′,3′:4,5]imidazo[1,2-a]pyridines in aqueous media, HPLC of Formula: 17281-59-3, the publication is Tetrahedron (2010), 66(25), 4542-4550, database is CAplus.

The chromeno-imidazo[1,2-a]pyridine scaffold was generated in a one pot condensation/cyclization reaction involving a salicylaldehyde and 1-(cyanomethyl)pyridinium chloride in aqueous sodium carbonate solution These novel compounds, e.g., I, were isolated in 47-71% yield. The reaction pathway was followed by ¹H NMR spectroscopy allowing a clear understanding of the side reactions involved in the process. Different mono-substituted pyridinium chlorides were synthesized and reacted with mono-substituted salicylaldehydes and a detailed discussion of the scope of the synthetic method is also presented.

Tetrahedron published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, HPLC of Formula: 17281-59-3.

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

Hucke, Oliver published the artcileMolecular Dynamics Simulations and Structure-Based Rational Design Lead to Allosteric HCV NS5B Polymerase Thumb Pocket 2 Inhibitor with Picomolar Cellular Replicon Potency, Recommanded Product: (6-Amino-5-methylpyridin-3-yl)boronic acid, the publication is Journal of Medicinal Chemistry (2014), 57(5), 1932-1943, database is CAplus and MEDLINE.

The design and preliminary SAR of a new series of 1H-quinazolin-4-one (QAZ) allosteric HCV NS5B thumb pocket 2 (TP-2) inhibitors was recently reported. To support optimization efforts, a mol. dynamics (MD) based modeling work-flow was implemented, providing information on QAZ binding interactions with NS5B. This approach predicted a small but critical ligand-binding induced movement of a protein backbone region which increases the pocket size and improves access to the backbone carbonyl groups of Val 494 and Pro 495. This localized backbone shift was consistent with key SAR results and was subsequently confirmed by X-ray crystallog. The MD protocol guided the design of inhibitors, exploiting novel H-bond interactions with the two backbone carbonyl groups, leading to the first thumb pocket 2 NS5B inhibitor with picomolar antiviral potency in genotype (gt) 1a and 1b replicons (EC₅₀ = 120 and 110 pM, resp.) and with EC₅₀ ≤ 80 nM against gt 2-6.

Journal of Medicinal Chemistry published new progress about 1032759-01-5. 1032759-01-5 belongs to pyridine-derivatives, auxiliary class Boronic acid and ester,Boronic acid and ester, name is (6-Amino-5-methylpyridin-3-yl)boronic acid, and the molecular formula is C6H9BN2O2, Recommanded Product: (6-Amino-5-methylpyridin-3-yl)boronic acid.

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

Saget, Tanguy published the artcileEnantioselective C-H Arylation Strategy for Functionalized Dibenzazepinones with Quaternary Stereocenters, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Angewandte Chemie, International Edition (2013), 52(30), 7865-7868, database is CAplus and MEDLINE.

Reported here is a new and mild enantioselective palladium(0)-catalyzed direct arylation to access highly functionalized and relevant dibenzazepinones possessing a quaternary stereocenter with excellent selectivities. The enantiodiscriminating CMD step occurs through a rare eight-membered palladacycle, which is unprecedented for an enantioselective process. With these substrates, a complete selectivity over competing C-H activations, which could give five- or six-membered rings, was found. Addnl. noteworthy features of the process are its good functional-group compatibility and the use of cheap and widely available taddol phosphoramidites as chiral ligands.

Angewandte Chemie, International Edition published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Recommanded Product: 2-Bromopyridin-3-amine.

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

Kool, Eric T. published the artcileFast Alpha Nucleophiles: Structures that Undergo Rapid Hydrazone/Oxime Formation at Neutral pH, Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Organic Letters (2014), 16(5), 1454-1457, database is CAplus and MEDLINE.

Hydrazones and oximes are widely useful structures for conjugate formation in chem. and biol., but their formation can be slow at neutral pH. Kinetics studies were performed for a range of structurally varied hydrazines, and a surprisingly large variation in reaction rate was observed Structures that undergo especially rapid reactions were identified, enabling reaction rates that rival orthogonal cycloaddition-based conjugation chemistries.

Organic Letters published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Recommanded Product: 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

Schempp, Tabitha T. published the artcileA General Strategy for the Construction of Functionalized Azaindolines via Domino Palladium-Catalyzed Heck Cyclization/Suzuki Coupling, Name: 2-Bromopyridin-3-amine, the publication is Organic Letters (2017), 19(13), 3616-3619, database is CAplus and MEDLINE.

The preparation of substituted azaindolines utilizing a domino palladium-catalyzed Heck cyclization/Suzuki coupling is described. The approach is amenable for the construction of all four azaindoline isomers. A range of functional groups such as esters, amides, ketones, sulfones, amines, and nitriles are all tolerated under the reaction conditions.

Organic Letters published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, Name: 2-Bromopyridin-3-amine.

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

Cotton, F. Albert published the artcileSynthesis and x-ray structure of two relatively air-stable chromium(II) 3-pyridinesulfonate compounds, Safety of Pyridine-3-sulfonic acid, the publication is Polyhedron (1992), 11(19), 2475-81, database is CAplus.

[Cr(pySO₃)₂(H₂O)₂]_n (I; pySO₃H = 3-pyridinesulfonic acid) and Cr(pySO₃)₂(py)₄ (II) were prepared and crystal structures determined I crystallizes as monoclinic, space group P2₁/c in an extended structure, a 7.723(1), b 12.995(4), c 7.276(3) Å, β 100.24(2)°, Z = 2, R = 0.032, R_w = 0.046. II possesses a mol. structure and crystallizes as monoclinic, space group C2/c, a 17.084(4), b 11.031(3), c 17.828(7) Å, β 112.02(2)°, Z = 4, R = 0.031, R_w = 0.043. The coordination about the Cr atoms is, in both cases, highly distorted. Both compounds are relatively stable towards O in the solid state, especially I.

Polyhedron published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Safety of Pyridine-3-sulfonic acid.

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

Kumar Mudi, Prafullya published the artcileHead-to-Tail interlocking aromatic rings of a hydrazine functionalized Schiff base for the development of Nano-aggregates with blue emission: Structural and spectroscopic characteristics, Recommanded Product: Phenyl(pyridin-2-yl)methanone, the publication is Journal of Molecular Liquids (2021), 117193, database is CAplus.

We report the synthesis, physicochem. and morphol. characterization, supramol. interactions and aggregation-induced blue emission of a newly developed Schiff base, 1,2-bis(phenyl(pyridin-2-yl)methylene)hydrazine (P18). The compound was synthesized through a condensation reaction between hydrazine and 2-benzoylpyridine under reflux in ethanol. The photophys. behavior of the Schiff base was studied in both monomeric and aggregated forms. Interestingly, the mol. aggregate showed a significant blue shift with ∼ 20 fold higher fluorescence intensity with lifetime, 0.99 ns in the aqueous phase than that of monomeric form, attributed to the development of J-type aggregation. The crystal structure, C-H···π and π…π interactions, were enumerated to decipher the nature of aggregation. The Schiff base consisting of four aromatic rings (two pyridine and two Ph rings) displayed a short C-H···π and a long distant π···π interactions causing a head-to-tail type interlocking of aromatic rings. Energy framework anal. confirmed the predominance of dispersive forces (-192.4 kJ/mol) to the cluster of mols., thus playing a significant role in the restriction of intramol. motion of the aromatic rings of P18. A restrain on the rotational probability of = N-N = and Ar-C- bonds leads to an enhancement of an intense fluorescence property of nano-aggregate with blue light emission in solid state. The propagation of the rectangular-shaped monomeric probe in the nano-aggregate with an average hydrodynamic size of 270(±3) nm was established with field emission SEM, dynamic scattering light, and electron dispersive X-ray spectral anal.

Journal of Molecular Liquids published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Recommanded Product: Phenyl(pyridin-2-yl)methanone.

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