Category: 90778-25-9

Oebbeke, Matthias published the artcileFragment Binding to Kinase Hinge: If Charge Distribution and Local pK_a Shifts Mislead Popular Bioisosterism Concepts, Related Products of pyridine-derivatives, the publication is Angewandte Chemie, International Edition (2021), 60(1), 252-258, database is CAplus and MEDLINE.

Medicinal-chem. optimization follows strategies replacing functional groups and attaching larger substituents at a promising lead scaffold. Well-established bioisosterism rules are considered, however, it is difficult to estimate whether the introduced modifications really match the required properties at a binding site. The electron d. distribution and pK_a values are modulated influencing protonation states and bioavailability. Considering the adjacent H-bond donor/acceptor pattern of the hinge binding motif in a kinase, the authors studied by crystallog. a set of fragments to map the required interaction pattern. Unexpectedly, benzoic acid and benzamidine, decorated with the correct substituents, are totally bioisosteric just as carboxamide and phenolic OH. A mono-dentate pyridine nitrogen out-performs bi-dentate functionalities. The importance of correctly designing pK_a values of attached functional groups by addnl. substituents at the parent scaffold is rendered prominent.

Angewandte Chemie, International Edition published new progress about 90778-25-9. 90778-25-9 belongs to pyridine-derivatives, auxiliary class Trifluoromethyl,Pyridine,Fluoride,Amine,Alcohol, name is 3-Amino-5-(trifluoromethyl)pyridin-2-ol, and the molecular formula is C6H5F3N2O, Related Products of pyridine-derivatives.

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

Wang, Peng published the artcileLigand-Promoted meta-C-H Amination and Alkynylation, Application of 3-Amino-5-(trifluoromethyl)pyridin-2-ol, the publication is Journal of the American Chemical Society (2016), 138(42), 14092-14099, database is CAplus and MEDLINE.

Using a modified norbornene (Me bicyclo[2.2.1]hept-2-ene-2-carboxylate) as a transient mediator, meta-C-H amination and meta-C-H alkynylation of aniline and phenol substrates have been developed for the first time. Both the identification of a monoprotected 3-amino-2-hydroxypyridine/pyridone-type ligand and the use of a modified norbornene as a mediator are crucial for the realization of these two unprecedented meta-C-H transformations. A variety of substrates are compatible with both meta-C-H amination and meta-C-H alkynylation. Amination and alkynylation of heterocyclic substrates including indole, indoline, and indazole afford the desired products in moderate to high yields.

Journal of the American Chemical Society published new progress about 90778-25-9. 90778-25-9 belongs to pyridine-derivatives, auxiliary class Trifluoromethyl,Pyridine,Fluoride,Amine,Alcohol, name is 3-Amino-5-(trifluoromethyl)pyridin-2-ol, and the molecular formula is C6H8O4, Application of 3-Amino-5-(trifluoromethyl)pyridin-2-ol.

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

Wang, Peng published the artcileLigand-Promoted Meta-C-H Arylation of Anilines, Phenols, and Heterocycles, Quality Control of 90778-25-9, the publication is Journal of the American Chemical Society (2016), 138(29), 9269-9276, database is CAplus and MEDLINE.

The authors report the development of a versatile 3-acetylamino-2-hydroxypyridine class of ligands that promote meta-C-H arylation of anilines, heterocyclic aromatic amines, phenols, and 2-benzyl heterocycles using norbornene as a transient mediator. More than 120 examples are presented, demonstrating this ligand scaffold enables a wide substrate and coupling partner scope. Meta-C-H arylation with heterocyclic aryl iodides as coupling partners is also realized for the first time using this ligand. The utility for this transformation for drug discovery is showcased by allowing the meta-C-H arylation of a lenalidomide derivative The first steps toward a silver-free protocol for this reaction are also demonstrated.

Journal of the American Chemical Society published new progress about 90778-25-9. 90778-25-9 belongs to pyridine-derivatives, auxiliary class Trifluoromethyl,Pyridine,Fluoride,Amine,Alcohol, name is 3-Amino-5-(trifluoromethyl)pyridin-2-ol, and the molecular formula is C17H14N2O2, Quality Control of 90778-25-9.

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