Day: October 19, 2022

《The first structurally characterized sulfonamide derivatized Zn(II)-dipicolylamine complexes with eight membered chelate rings. Synthetic and structural studies》 was written by Darshani, Taniya; Weldeghiorghis, Thomas K.; Fronczek, Frank R.; Perera, Theshini. COA of Formula: C12H13N3This research focused onzinc dipicolylamine naphthalenesulfonyl eight membered preparation crystal mol structure. The article conveys some information:

Di(2-picolyl)amine has attracted a great deal of attention as the most popular chelating group in synthesizing biol. sensors to detect zinc(II) ions. This study reveals the first structurally characterized zinc complexes of the sulfonamide derivatized di(2-picolyl)amine (dpa) moiety with a rare eight membered chelate ring. The novel synthesized zinc(II) complexes; Zn(N(SO2R1)dpa)Cl2 (C1), Zn(N(SO2R2)dpa)Cl2 (C2), Zn(N(SO2R3)dpa)Cl2 (C3), where R1 = 1-naphthalene, R2 = 2-naphthalene, R3 = 5-(dimethylamino)naphthalene were characterized using single crystal x-ray diffraction anal., 1H NMR, FTIR, UV-Visible and fluorescence spectroscopy. Structural anal. showed that the complexes possess distorted tetrahedron geometry around the zinc center and that the zinc metal center is bound to the two pyridyl nitrogens of the dpa group in a bidentate fashion creating a large eight membered chelate ring. The signal attributed to the methylene group (CH2) in the free ligand spectra remains a singlet in the 1H NMR spectra of the zinc complexes but has shifted more downfield. Spectral studies of the complexes revealed that the complexes are fluorescent at concentrations of 0.1 mM with intense fluorescence peaks (C1: 335 nm, C2: 343 nm and C3: 528-551 nm) and, thus, can be further investigated on their potential to be used as imaging agents or biol. sensors. In the part of experimental materials, we found many familiar compounds, such as Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0COA of Formula: C12H13N3)

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. The compound is a tridentate ligand in coordination chemistry and commonly used to produce Zn-based chemosensors/probes, such as Zinpry.COA of Formula: C12H13N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Visible-Light-Induced Radical Di- and Trifluoromethylation of β, γ-Unsaturated Oximes: Synthesis of Di- and Trifluoromethylated Isoxazolines》 was written by Zhu, Mei; Fun, Weijun; Guo, Wenbo; Tian, Yunfei; Wang, Zhiqiang; Xu, Chen; Ji, Baoming. Synthetic Route of C33H24IrN3This research focused ontrifluoromethylated isoxazoline preparation unsaturated oxime trifluoromethylation difluoromethylation. The article conveys some information:

The visible-light-promoted difluoromethylation and trifluoromethylation/cyclization of β, γ-unsaturated oximes was successfully accomplished with fluorinated sulfones as the difluoromethylation and trifluoromethylation reagents. The reaction is proposed to proceed through a sequence comprising CF2X-radical generation, fluoromethyl radical addition, single electron oxidation, and intramol. cyclization to afford the corresponding di and trifluoromethylated isoxazoline derivatives in an overall redox-neutral process. In the part of experimental materials, we found many familiar compounds, such as fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6Synthetic Route of C33H24IrN3)

fac-Tris(2-phenylpyridine)iridium(cas: 94928-86-6) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Synthetic Route of C33H24IrN3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2011,Advanced Synthesis & Catalysis included an article by Ohara, Mutsuyo; Nakamura, Shuichi; Shibata, Norio. Name: 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine. The article was titled 《Direct Enantioselective Three-Component Kabachnik-Fields Reaction Catalyzed by Chiral Bis(imidazoline)-Zinc(II) Catalysts》. The information in the text is summarized as follows:

A direct three-component reaction of aldehydes, amines and diaryl phosphites was catalyzed by a zinc(II) complex of 1,3-bis(imidazolin-2-yl)pyridine (pybim) giving the corresponding α-aminophosphonates in good yield with good enantioselectivity. The reaction was applied to a wide variety of aromatic aldehydes to give products with excellent yields (up to 99%) and enantiomeric excesses (up to 93% ee). The experimental process involved the reaction of 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7Name: 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine)

2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine(cas: 410092-98-7) belongs to pyridine derivatives. 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: 2,6-Bis((4S,5S)-4,5-diphenyl-4,5-dihydrooxazol-2-yl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Luo, Guanglin; Chen, Ling; Easton, Amy; Newton, Amy; Bourin, Clotilde; Shields, Eric; Mosure, Kathy; Soars, Matthew G.; Knox, Ronald J.; Matchett, Michele; Pieschl, Rick L.; Post-Munson, Debra J.; Wang, Shuya; Herrington, James; Graef, John; Newberry, Kimberly; Sivarao, Digavalli V.; Senapati, Arun; Bristow, Linda J.; Meanwell, Nicholas A.; Thompson, Lorin A.; Dzierba, Carolyn published an article on February 28 ,2019. The article was titled 《Correction to Discovery of Indole- and Indazole-acylsulfonamides as Potent and Selective NaV1.7 Inhibitors for the Treatment of Pain [Erratum to document cited in CA172:289998]》, and you may find the article in Journal of Medicinal Chemistry.Safety of 5-Bromo-3-chloro-2-isobutoxypyridine The information in the text is summarized as follows:

In Table 2, line 1, column 8 should be “”μM”” instead of “”nM””. In the experimental materials used by the author, we found 5-Bromo-3-chloro-2-isobutoxypyridine(cas: 1289093-31-7Safety of 5-Bromo-3-chloro-2-isobutoxypyridine)

5-Bromo-3-chloro-2-isobutoxypyridine(cas: 1289093-31-7) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Safety of 5-Bromo-3-chloro-2-isobutoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Carbonation of 3-pyridinols》 were Mutterer, F.; Weis, C. D.. And the article was published in Journal of Heterocyclic Chemistry in 1976. Application of 61548-52-5 The author mentioned the following in the article:

Heating I and II (R = H) with CO2 at 220° and 60 atms. gave the carboxylic acids I and II (R = CO2H). Heating I (R = CO2H) in NH3(l) gave III. In the experiment, the researchers used many compounds, for example, Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5Application of 61548-52-5)

Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Application of 61548-52-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Kumar, K. Anil; Kannaboina, Prakash; Rao, D. Nageswar; Das, Parthasarathi published 《Nickel-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of 2-aminobenzimidazoles》.Organic & Biomolecular Chemistry published the findings.Application In Synthesis of 5-Bromo-2-chloropyridine The information in the text is summarized as follows:

A complementary set of Ni- and Cu-based catalyst systems for the selective N-arylation of 2-aminobenzimidazoles e.g., I and II were developed. Selective N-arylation of the primary amine (C-NH2) group was achieved by Ni-catalyzed, boronic acid promoted cross-coupling reactions in air, whereas, selective N-arylation of the azole nitrogen was achieved with Cu-catalysis and aryl halides. These protocols are general and give rapid access to an array of both the N-arylated isomers of 2-aminobenzimidazoles. The experimental part of the paper was very detailed, including the reaction process of 5-Bromo-2-chloropyridine(cas: 53939-30-3Application In Synthesis of 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application In Synthesis of 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Cross, Jason B.; Zhang, Jing; Yang, Qingyi; Mesleh, Michael F.; Romero, Jan Antoinette C.; Wang, Bin; Bevan, Doug; Poutsiaka, Katherine M.; Epie, Felix; Moy, Terence; Daniel, Anu; Shotwell, Joseph; Chamberlain, Brian; Carter, Nicole; Andersen, Ole; Barker, John; Ryan, M. Dominic; Metcalf, Chester A. III; Silverman, Jared; Nguyen, Kien; Lippa, Blaise; Dolle, Roland E. published 《Discovery of Pyrazolopyridones as a Novel Class of Gyrase B Inhibitors Using Structure Guided Design》.ACS Medicinal Chemistry Letters published the findings.SDS of cas: 29682-15-3 The information in the text is summarized as follows:

The ATPase subunit of DNA gyrase B is an attractive antibacterial target due to high conservation across bacteria and the essential role it plays in DNA replication. A novel class of pyrazolopyridone inhibitors was discovered by optimizing a fragment screening hit scaffold using structure guided design. These inhibitors show potent Gram-pos. antibacterial activity and low resistance incidence against clin. important pathogens. After reading the article, we found that the author used Methyl 5-bromopicolinate(cas: 29682-15-3SDS of cas: 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. SDS of cas: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2016,Li, Ben; Zhang, Zhiqiang published 《POPd/TBAB co-catalyzed Suzuki cross-coupling reaction of heteroaryl chlorides/bromides with 4-fluorophenylboronic acid in water》.Journal of the Iranian Chemical Society published the findings.Category: pyridine-derivatives The information in the text is summarized as follows:

An organic solvent free and efficient heterogeneous synthesis for bridging heteroaryl halides and 4-fluorophenylboronic acid was studied in aqueous media according to the Suzuki cross-coupling protocol. High yields of heteroaryl-aryl fluorides were successfully obtained with chloro-/bromo-substituted pyridine, thiophene, indole, and indazole in neat water using palladium phosphinous acid complexes (POPd)/tetrabutylammonium bromide (TBAB) as co-catalysts. A possible mechanism for the heterogeneous coupling reaction was proposed and discussed according to the function of the TBAB interphases. The notable properties of the reported method were highly co-catalytic activity, hetero-atom tolerance, simple separating procedure and little environmental disposal impact. The results came from multiple reactions, including the reaction of 6-Bromopyridin-3-amine(cas: 13534-97-9Category: pyridine-derivatives)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Vijaya, Bhasker G.; Laxminarayana, E.; Latha, A.; Thirumala, Chary M. published 《Synthesis and antibacterial activity of 2-((3/4-(1,8-naphthyridin-2-yl)phenoxy)methyl)-N-phenylbenzamide derivatives》.Rasayan Journal of Chemistry published the findings.COA of Formula: C5H5BrN2 The information in the text is summarized as follows:

The synthesis of Quinoxalines with Naphthyridines has been intensively studied in the times of yore, particularly because of the unlike biol. activities attributed to many representatives of these class of compounds As a result, a large array of synthetic methods for the synthesis of title compounds has been reported in the literature. A series of novel 2-((4-(1,8-naphthyridin-2-yl)phenoxy)methyl)-N-phenylbenzamide derivatives (10a-10h) was synthesized. The compounds were characterized by 1H NMR, 13C NMR, Mass, and IR spectral anal. Further these compounds were evaluated for their antibacterial activity. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9COA of Formula: C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.COA of Formula: C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2018,Gealageas, Ronan; Devineau, Alice; So, Pauline P. L.; Kim, Catrina M. J.; Surendradoss, Jayakumar; Buchwalder, Christian; Heller, Markus; Goebeler, Verena; Dullaghan, Edith M.; Grierson, David S.; Putnins, Edward E. published 《Development of Novel Monoamine Oxidase-B (MAO-B) Inhibitors with Reduced Blood-Brain Barrier Permeability for the Potential Management of Noncentral Nervous System (CNS) Diseases》.Journal of Medicinal Chemistry published the findings.Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide The information in the text is summarized as follows:

Studies indicate that MAO-B is induced in peripheral inflammatory diseases. To target peripheral tissues using MAO-B inhibitors that do not permeate the blood-brain barrier (BBB) the MAO-B-selective inhibitor deprenyl was remodeled by replacing the terminal acetylene with a CO2H function, and incorporating a para-OCH2Ar motif (compounds 10a-s). Further, in compound 32 ((S)-N-[1-cyano-3-[4-[(3,4-dichlorobenzyl)oxy]phenyl]propan-2-yl]-N-methylglycine hydrochloride) the C-2 side chain corresponded to CH2CN. In vitro, 10c (N-[(R)-[1-[4-(3-chlorobenzyloxy)phenyl]propan-2-yl](methyl)]glycine hydrochloride), 10j, 10k, and 32 were identified as potent reversible MAO-B inhibitors, and all four compounds were more stable than deprenyl in plasma, liver microsomal, and hepatocyte stability assays. In vivo, they demonstrated greater plasma bioavailability. Assessment of in vitro BBB permeability showed that compound 10k is a P-glycoprotein (P-gp) substrate and 10j displayed mild interaction. Importantly, compounds 10c, 10j, 10k, and 32 displayed significantly reduced BBB permeability after i.v., s.c., and oral administration. These polar MAO-B inhibitors are pertinent leads for evaluation of efficacy in noncentral nervous system (CNS) inflammatory disease models. The results came from multiple reactions, including the reaction of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem