Tag: 200-300

Discovery of GSK251: A Highly Potent, Highly Selective, Orally Bioavailable Inhibitor of PI3Kδ with a Novel Binding Mode was written by Down, Kenneth;Amour, Augustin;Anderson, Niall A.;Barton, Nick;Campos, Sebastien;Cannons, Edward P.;Clissold, Cole;Convery, Maire A.;Coward, John J.;Doyle, Kevin;Duempelfeld, Birgit;Edwards, Christopher D.;Goldsmith, Michael D.;Krause, Jana;Mallett, David N.;McGonagle, Grant A.;Patel, Vipulkumar K.;Rowedder, James;Rowland, Paul;Sharpe, Andrew;Sriskantharajah, Srividya;Thomas, Daniel A.;Thomson, Douglas W.;Uddin, Sorif;Hamblin, J. Nicole;Hessel, Edith M.. And the article was included in Journal of Medicinal Chemistry in 2021.Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde This article mentions the following:

Optimization of a previously reported lead series of PI3Kδ inhibitors with a novel binding mode led to the identification of a clin. candidate compound 31 (GSK251)(I). Removal of an embedded Ames-pos. heteroaromatic amine by reversing a sulfonamide followed by locating an interaction with Trp760 led to a highly selective compound 9 (II). Further optimization to avoid glutathione trapping, to enhance potency and selectivity, and to optimize an oral pharmacokinetic profile led to the discovery of compound 31 (GSK251) that had a low predicted daily dose (45 mg, b.i.d) and a rat toxicity profile suitable for further development. In the experiment, the researchers used many compounds, for example, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde (cas: 1073354-14-9Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde).

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde (cas: 1073354-14-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of âˆ?8.7 × 10âˆ? cm3·molâˆ?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·molâˆ? in the liquid phase and 140.4 kJ·molâˆ? in the gas phase. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)picolinaldehyde

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and characterization of anti-[2.2](1,6)azulenophane was written by Rudolf, Klaus;Koenig, T.. And the article was included in Tetrahedron Letters in 1985.Safety of 1-Butyl-4-methylpyridin-1-ium bromide This article mentions the following:

Two synthetic pathways afforded anti-[2.2](1,6)azulenophane (I) via fluoride induced 1,8-elimination from trimethylsilyl-tetraalkylammonium salts II (R = Me₃SiCH₂, R¹ = Me₃N⁺CH₂.I^–; R = Et₂MeN⁺CH₂.I^–, R¹ = Me₃SiCH₂). Spectral data for the title compound are also reported. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Safety of 1-Butyl-4-methylpyridin-1-ium bromide).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Safety of 1-Butyl-4-methylpyridin-1-ium bromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Pd-Catalyzed Asymmetric Dearomatization of Indoles via Decarbonylative Heck-Type Reaction of Thioesters was written by Han, Ming-Liang;Huang, Wei;Liu, Yu-Wen;Liu, Min;Xu, Hui;Xiong, Hai;Dai, Hui-Xiong. And the article was included in Organic Letters in 2021.Product Details of 257937-08-9 This article mentions the following:

We report herein a palladium-catalyzed ligand-promoted asym. dearomatization of indoles via the decarbonylation of thioesters and the subsequent reductive Heck reaction. This protocol provides a facile and efficient way to construct an aza-quaternary stereocenter at the C2 position of indolines. A variety of functional groups and substitutions could be well tolerated, affording the substituted indolines with high enantioselectivities. In the experiment, the researchers used many compounds, for example, tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9Product Details of 257937-08-9).

tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Product Details of 257937-08-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis was written by Wang, Jian;Li, Yan-Hui;Pan, Song-Cheng;Li, Ming-Fang;Du, Wenting;Yin, Hong;Li, Jing-Hua. And the article was included in Organic Process Research & Development in 2020.Recommanded Product: 3,5-Dibromo-2-hydroxypyridine This article mentions the following:

The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl₂ has been effectively performed by refluxing with 5 weight % 4-(dimethylamino)pyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6Recommanded Product: 3,5-Dibromo-2-hydroxypyridine).

3,5-Dibromo-2-hydroxypyridine (cas: 13472-81-6) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Recommanded Product: 3,5-Dibromo-2-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Radical Hydroarylation of Functionalized Olefins and Mechanistic Investigation of Photocatalytic Pyridyl Radical Reactions was written by Seath, Ciaran P.;Vogt, David B.;Xu, Zihao;Boyington, Allyson J.;Jui, Nathan T.. And the article was included in Journal of the American Chemical Society in 2018.Reference of 257937-08-9 This article mentions the following:

We report the photoredox alkylation of halopyridines using functionalized alkene and alkyne building blocks. Selective single-electron reduction of the halogenated pyridines provides the corresponding heteroaryl radicals, which undergo anti-Markovnikov addition to the alkene substrates. The system is shown to be mild and tolerant of a variety of alkene and alkyne subtypes. A combination of computational and exptl. studies support a mechanism involving proton-coupled electron transfer followed by medium-dependent alkene addition and rapid hydrogen atom transfer mediated by a polarity-reversal catalyst. In the experiment, the researchers used many compounds, for example, tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9Reference of 257937-08-9).

tert-Butyl (3-bromopyridin-4-yl)carbamate (cas: 257937-08-9) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 257937-08-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and biological screening of some new 2,5-disubstituted 1,3,4-oxadiazoles was written by Hemavathi, S. N.;Vishu Kumar, B. K.;Lokanatha Rai, K. M.. And the article was included in International Journal of Pharmacy and Pharmaceutical Sciences in 2011.Computed Properties of C12H8N4O This article mentions the following:

The emergence of bactericide resistance and fungicide resistance towards existing antimicrobial agents is one of the major motives for research and development of new mols. to defend them. Substituted 1,3,4-oxadiazoles are of considerable pharmaceutical and material interest, which is documented by a steadily increasing number of publications and patents. 1,3,4-Oxadiazoles show various biol. activities and have been synthesized from different compounds Research on 1,3,4-oxadiazole and their synthetic analogs have revealed a variety of pharmacol. activities including anti-microbial, anti-tubercular and insecticidal agents. Some of these compounds also display activity as analgesics, antiinflammatory agents, anticancer agents, anti-HIV agents, anti-Parkinson agents and anti-proliferate agents. The authors report novel derivatives of the title compounds and their evaluation as antibacterial agents and antifungal agents. Several 2,5-disubstituted 1,3,4-oxadiazole derivatives were prepared which contain pyridine or piperidine rings. The structure of synthesized compounds were confirmed by spectroscopic data, elemental anal. and the target compounds thus formed included 2-[5-(3-piperidinyl)-1,3,4-oxadiazol-2-yl]-1H-indole, 2-(3-piperidinyl)-5-(4-pyridinyl)-1,3,4-oxadiazole, 2-methoxy-4-[5-(4-pyridinyl)-1,3,4-oxadiazol-2-yl]phenol, etc. All compounds were screened for their antimicrobial activity. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Computed Properties of C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Computed Properties of C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Photo-Ni-Dual-Catalytic C(sp²)-C(sp³) Cross-Coupling Reactions with Mesoporous Graphitic Carbon Nitride as a Heterogeneous Organic Semiconductor Photocatalyst was written by Khamrai, Jagadish;Ghosh, Indrajit;Savateev, Aleksandr;Antonietti, Markus;Koenig, Burkhard. And the article was included in ACS Catalysis in 2020.Electric Literature of C6H3BrF3N This article mentions the following:

The synergistic combination of a heterogeneous organic semiconductor mesoporous graphitic carbon nitride (mpg-CN) and a homogeneous nickel catalyst with visible-light irradiation at room temperature affords the C(sp²)-C(sp³) cross-coupling of aryl halides and potassium alkyl trifluoroborates by single electron transmetallation. Like the homogeneously catalyzed protocol, the reaction is compatible with a variety of functional groups including electron-donating and electron-withdrawing aryl and heteroaryl moieties. Moreover, this protocol allows the installation of allyl groups onto (hetero)arenes, enlarging the scope of the method. The heterogeneous mpg-CN photocatalyst is easily recovered from the reaction mixture and reused several times, paving the way for larger-scale industrial applications of this type of photocatalytic bond-forming reactions. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Electric Literature of C6H3BrF3N).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Electric Literature of C6H3BrF3N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of 3-aminopiperidines as potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitors was written by Cox, Jason M.;Harper, Bart;Mastracchio, Anthony;Leiting, Barbara;Roy, Ranabir Sinha;Patel, Reshma A.;Wu, Joseph K.;Lyons, Kathryn A.;He, Huaibing;Xu, Shiyao;Zhu, Bing;Thornberry, Nancy A.;Weber, Ann E.;Edmondson, Scott D.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Name: 2-Bromo-3-(trifluoromethyl)pyridine This article mentions the following:

Substituted 3-aminopiperidines were evaluated as DPP-4 inhibitors. The inhibitors showed good DPP-4 potency with superb selectivity over other peptidases (QPP, DPP8, and DPP9). Selected DPP-4 inhibitors were further evaluated for their hERG potassium channel, calcium channel, Cyp2D6, and pharmacokinetic profiles. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Name: 2-Bromo-3-(trifluoromethyl)pyridine).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Name: 2-Bromo-3-(trifluoromethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and biological activity of thiazolidine piperidine nicotinamide compounds was written by Ding, Chengrong;Pan, Yayun;Yin, Xu;Tan, Chengxia. And the article was included in Youji Huaxue in 2019.Name: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate This article mentions the following:

The structure of thiazolidine piperidine could affect the metabolic activities of cholesterol compounds in vivo, and it is the key pharmacophore of oxythiazolidine to inhibit the oxygen cholesterol-binding protein (OSBP) of pathogenic bacteria. 14 Novel thiazolidine piperidine nicotinamide derivatives were designed and synthesized in search of new bioactive compounds containing thiazolidine piperidine structure. The structures of target compounds were characterized by ¹H NMR, ¹³C NMR and HRMS spectra. The preliminary bioassay showed that the target compounds generally had antibacterial activities. At the concentration of 100μg/mL, the antibacterial activity of one compound against Fusarium graminearum was 60%, the antibacterial activities of three compounds against Botrytis cinerea were 60%, the bacteriostatical activities of six compounds against Diplocarpon mali were 70%, and the antibacterial activity of(4-(5-(2,3-dichlorophenyl)-4-methylthiazol-2-yl)piperidin-1-yl)(5,6-dichloropyridin-3-yl)methanone (6k) against Phytophthora infestans (Mont.) de Bary was 75%. Therefore it was worth for further research about structural optimization. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Name: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Name: tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

2,5-bis(n-pyridyl)-1,3,4-oxadiazoles as corrosion inhibitors for mild steel in acidic media was written by Bentiss, F.;Lagrenee, M.;Traisnel, M.. And the article was included in Corrosion (Houston) in 2000.COA of Formula: C12H8N4O This article mentions the following:

The effect of new corrosion inhibitors-namely, 2,5-bis(n-pyridyl)-1,3,4-oxadiazoles (n-POX)-on the corrosion of mild steel in 1 M hydrochloric acid (HCl) and 0.5 M sulfuric acid (H₂SO₄) was investigated using weight loss measurements and electrochem. techniques such as polarization curves and electrochem. impedance spectroscopy. Results obtained revealed that these compounds were good inhibitors and behaved better in 1 M HCl than in 0.5 M H₂SO₄. Potentiodynamic polarization studies showed that n-POX are mixed-type inhibitors in 1 M HCl and anodic-type inhibitors in 0.5 M H₂SO₄. N-POX acted on the cathodic reaction without changing the mechanism of the hydrogen evolution reaction. The ability of the n-POX to inhibit the corrosion of mild steel was dependent on the position of the nitrogen atom on the pyridyl substituent. Surface anal. also were carried out to establish the mechanism of corrosion inhibition of mild steel in acidic solutions The adsorption of n-POX on the mild steel surface in both acidic media followed a Langmuir adsorption isotherm. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7COA of Formula: C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of âˆ?8.7 × 10âˆ? cm3·molâˆ?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·molâˆ? in the liquid phase and 140.4 kJ·molâˆ? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.COA of Formula: C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem