Category: 39856-58-1

Georgiou, Charis published the artcilePushing the Limits of Detection of Weak Binding Using Fragment-Based Drug Discovery: Identification of New Cyclophilin Binders, Formula: C5H5BrN2, the publication is Journal of Molecular Biology (2017), 429(16), 2556-2570, database is CAplus and MEDLINE.

Fragment-based drug discovery is an increasingly popular method to identify novel small-mol. drug candidates. One of the limitations of the approach is the difficulty of accurately characterizing weak binding events. This work reports a combination of X-ray diffraction, surface plasmon resonance experiments and mol. dynamics simulations for the characterization of binders to different isoforms of the cyclophilin (Cyp) protein family. Although several Cyp inhibitors have been reported in the literature, it has proven challenging to achieve high binding selectivity for different isoforms of this protein family. The present studies have led to the identification of several structurally novel fragments that bind to diverse Cyp isoforms in distinct pockets with low millimolar dissociation constants A detailed comparison of the merits and drawbacks of the exptl. and computational techniques is presented, and emerging strategies for designing ligands with enhanced isoform specificity are described.

Journal of Molecular Biology 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, Formula: C5H5BrN2.

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

Yang, Lei published the artcilePalladium(0)-catalyzed asymmetric C(sp³)-H arylation using a chiral binol-derived phosphate and an achiral ligand, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Chemical Science (2017), 8(2), 1344-1349, database is CAplus and MEDLINE.

The first efficient palladium(0)-catalyzed enantioselective C(sp³)-H activation reaction using a catalytic chiral base and an achiral phosphine ligand was reported. Fine-tuning the binol-derived phosphoric acid pre-catalyst and the reaction conditions was found to be crucial to achieve high levels of enantioselectivity for a variety of indoline products containing both tri- and tetrasubstituted stereocenters.

Chemical Science 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 C16H20N2, Recommanded Product: 2-Bromopyridin-3-amine.

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

Kowol, Christian R. published the artcileImpact of Stepwise NH₂-Methylation of Triapine on the Physicochemical Properties, Anticancer Activity, and Resistance Circumvention, Safety of 2-Bromopyridin-3-amine, the publication is Journal of Medicinal Chemistry (2016), 59(14), 6739-6752, database is CAplus and MEDLINE.

One of the most promising classes of iron chelators are α-N-heterocyclic thiosemicarbazones with Triapine as the most prominent representative. In several clin. trials Triapine showed anticancer activity against hematol. diseases, however, studies on solid tumors failed due to widely unknown reasons. Some years ago, it was recognized that “terminal dimethylation” of thiosemicarbazones can lead to a more than 100-fold increased activity, probably due to interactions with cellular copper depots. To better understand the structural requirements for the switch to nanomolar cytotoxicity, we systematically synthesized all eight possible N-methylated derivatives of Triapine and investigated their potential against Triapine-sensitive as well as -resistant cell lines. While only the “completely” methylated compound exerted nanomolar activity, the data revealed that all compounds with at least one N-dimethylation were not affected by acquired Triapine resistance. In addition, these compounds were highly synergistic with copper treatment accompanied by induction of reactive oxygen species and massive necrotic cell death.

Journal of Medicinal Chemistry 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, Safety of 2-Bromopyridin-3-amine.

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

Hou, Zhong-Wei published the artcileElectrochemical Synthesis of Polycyclic N-Heteroaromatics through Cascade Radical Cyclization of Diynes, Recommanded Product: 2-Bromopyridin-3-amine, the publication is ACS Catalysis (2017), 7(9), 5810-5813, database is CAplus.

An electrochem. cyclization reaction of easily available urea-tethered diynes was developed for the synthesis of N-doped polycyclic aromatic hydrocarbons (PAHs). The employment of ferrocene as a mild and selective redox catalyst allows access to a variety of electron-rich PAHs including helicene-like structures without overoxidn. The electrosynthetic method involves an unprecedented amidyl radical cascade cyclization process to form three rings in a single operation.

ACS Catalysis 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

Deng, Tianning published the artcileOxidation of Non-Activated Anilines to Generate N-Aryl Nitrenoids, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Journal of the American Chemical Society (2020), 142(9), 4456-4463, database is CAplus and MEDLINE.

A low temperature, protecting group-free oxidation of 2-substituted anilines was developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to constructed functionalized N-heterocycles. Exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol % of Sc(OTf)₃ triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrated the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones.

Journal of the American Chemical Society 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

Pu, Chunlan published the artcileDesign, synthesis and biological evaluation of indole derivatives as Vif inhibitors, Application of 2-Bromopyridin-3-amine, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(17), 4150-4155, database is CAplus and MEDLINE.

In this article, design, synthesis and biol. evaluation of indole derivatives as viral infectivity factor (Vif) inhibitors is reported. Fragment-based virtual screening (FBVS) was conducted and a series of fragments was obtained, among which, 5-(pyridin-2-yl)-1H-indole can form H-bonds with Tyr148 and Ile155 and based on this fragment other indole derivatives were synthesized. Through the immune-fluorescence staining and Western blot assays, 3-(1H-indol-5-yl)pyridin-6-amine (I) shows potent activity in inhibiting Vif-mediated A3G degradation Further docking experiment shows that compound I form H-bond interactions with residues His139, Tyr148 and Ile155. Therefore, I is a promising lead compound against Vif that can be used to treat AIDS.

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, Application of 2-Bromopyridin-3-amine.

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

Scarry, Sarah M. published the artcileSynthesis of Kappa Opioid Antagonists Based On Pyrrolo[1,2-α]quinoxalinones Using an N-Arylation/Condensation/Oxidation Reaction Sequence, Application of 2-Bromopyridin-3-amine, the publication is Journal of Organic Chemistry (2016), 81(21), 10538-10550, database is CAplus and MEDLINE.

The quinoxaline and quinoxalinone family of N heterocycles is present in mols. of therapeutic relevance for diverse applications ranging from infectious diseases to neuroscience targets. Here, the authors describe a general synthetic sequence to afford pyrrolo[1,2-α]pyrazinones from com. available starting materials and their use in preparing potential kappa opioid receptor antagonists. The biol. data obtained from the latter set of compounds is briefly presented and discussed.

Journal of Organic Chemistry 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, Application of 2-Bromopyridin-3-amine.

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

Xu, Lei published the artcileThe amine-catalysed Suzuki-Miyaura-type coupling of aryl halides and arylboronic acids, Application of 2-Bromopyridin-3-amine, the publication is Nature Catalysis (2021), 4(1), 71-78, database is CAplus.

A robust and chemoselective organocatalytic Suzuki-Miyaura-type coupling of aryl halides viz. Me 2-(4-bromophenyl)propanoate, Me 2-(4-chlorophenyl)propanoate, 5-bromopyrimidine, etc. with arylboronic acids viz. phenylboronic acid, naphthalen-2-ylboronic acid, furan-3-ylboronic acid, etc. catalyzed by amines, e.g. 2-methyl-N1,N3-di-o-tolylbenzene-1,3-diamine was reported. The utility and scope of this reaction were demonstrated by the synthesis of several com. relevant small mols. viz. Me 2-([1,1′-biphenyl]-4-yl)propanoate, Me 2-(4-(naphthalen-2-yl) phenyl)propanoate, 5-(furan-3-yl)pyrimidine, etc. and a selection of derivatives of pharmaceutical drugs e.g., Boscalid.

Nature Catalysis 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 C7H9BO3S, Application of 2-Bromopyridin-3-amine.

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

Kopf, Sara published the artcileBase-Mediated Remote Deuteration of N-Heteroarenes – Broad Scope and Mechanism, Application In Synthesis of 39856-58-1, the publication is European Journal of Organic Chemistry (2022), 2022(19), e202200204, database is CAplus.

Using KOtBu as base and DMSO-d₆ as deuterium source, a general and applicable method was presented for the selective deuteration of a set of nitrogen-containing heterocycles (pyridines, azines and bioactive mols.). Exptl. and DFT mechanistic studies indicated that this reaction proceeded via deprotonation of the substrates by the dimsyl anion. The relative thermodn. stability of the heterocycle anions determines the distribution and degree of deuteration.

European Journal of Organic Chemistry 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, Application In Synthesis of 39856-58-1.

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

Guan, Aiying published the artcileN-Phenyl heteroarylamine analogues of fluazinam using the intermediate derivatization methods approach, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Journal of Chemical Sciences (Bangalore, India) (2014), 126(4), 1107-1114, database is CAplus.

Twenty-one N-Ph heteroarylamine analogs of fluazinam were prepared via nucleophilic substitution reaction of 2,6-dichloro-3,5-dinitrotoluene with heteroarylamines using the intermediate derivatization method. 2,6-Dichloro-3,5-dinitrotoluene, the key intermediate, was synthesized by nitration of 2,6-dichlorotoluene. Preliminary bioassays indicated that most of the compounds showed good fungicidal activity against rice blast. The activity of I was equal to that of fluazinam. The relationship between mol. structure and biol. activity suggested that introduction of electron-withdrawing groups in the pyridine ring was important for optimizing fungicidal activity against rice blast.

Journal of Chemical Sciences (Bangalore, India) 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