Day: October 14, 2022

Synthetic Route of C7H6BrNO2In 2014 ,《Synthesis and Late-Stage Functionalization of Complex Molecules through C-H Fluorination and Nucleophilic Aromatic Substitution》 appeared in Journal of the American Chemical Society. The author of the article were Fier, Patrick S.; Hartwig, John F.. The article conveys some information:

The authors report the late-stage functionalization of multisubstituted pyridines and diazines at the position α to nitrogen. By this process, functional groups and substituents bound to the ring through nitrogen, oxygen, sulfur, or carbon are installed. This functionalization is accomplished by a combination of fluorination and nucleophilic aromatic substitution of the installed fluoride. A diverse array of functionalities can be installed because of the mild reaction conditions revealed for nucleophilic aromatic substitutions (SNAr) of the 2-fluoroheteroarenes. An evaluation of the rates for substitution vs. the rates for competitive processes provides a framework for planning this functionalization sequence. This process is illustrated by the modification of medicinally important compounds, as well as the increase in efficiency of synthesis of several existing pharmaceuticals. After reading the article, we found that the author used Methyl 5-bromopicolinate(cas: 29682-15-3Synthetic Route of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Synthetic Route of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of Pyridin-3-ylboronic acidIn 2022 ,《Synthesis of pyrazolo[1,5-a]pyrimidine ring as a possible bioisosteric replacement of the 5-(1H-pyrrol-1-yl)pyrazole scaffold》 appeared in ARKIVOC (Gainesville, FL, United States). The author of the article were Mugnaini, Claudia; Pasculini, Livia; Pagli, Carlotta; Brizzi, Antonella; Paolino, Marco; Gianibbi, Beatrice; Corelli, Federico. The article conveys some information:

Reaction of 3-amino-1H-pyrazole-4-carbonitrile with 2,4-pentanedione yielded 5,7-dimethylpyrazolo[1,5-a]pyrimidine-3-carbonitrile, which was easily and efficiently transformed into a small library of amido derivatives I (R = 4-bromophenyl, 6-chloropyridin-3-yl, 6-(pyridin-3-yl)pyridin-3-yl, etc.). This procedure opens the way to new compounds potentially endowed with interesting biol. activities. The experimental part of the paper was very detailed, including the reaction process of Pyridin-3-ylboronic acid(cas: 1692-25-7Reference of Pyridin-3-ylboronic acid)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Reference of Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of C6H4BrNOIn 2017 ,《Silver-Catalysed Domino Approach to 1,3-Dicarbo-Substituted Isochromenes》 was published in European Journal of Organic Chemistry. The article was written by Dell’Acqua, Monica; Pirovano, Valentina; Peroni, Stefano; Tseberlidis, Giorgio; Nava, Donatella; Rossi, Elisabetta; Abbiati, Giorgio. The article contains the following contents:

Authors report herein the first example of the silver triflate catalyzed synthesis of 1,3-dicarbo-substituted isochromene derivatives starting from 2-alkynyl(hetero)arylaldehydes and enolizable ketones. The reaction proceeds in a cascade fashion under mild heating with complete regioselectivity and moderate-to-good yields. In some cases, the reaction gives unexpected homodimeric products. Two competitive mechanistic paths for the formation of the desired isochromene derivatives and the homodimeric products are described. In addition to this study using 2-Bromonicotinaldehyde, there are many other studies that have used 2-Bromonicotinaldehyde(cas: 128071-75-0Synthetic Route of C6H4BrNO) was used in this study.

2-Bromonicotinaldehyde(cas: 128071-75-0) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Synthetic Route of C6H4BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Formula: C7H6BrNO2In 2019 ,《Design, biological evaluation and X-ray crystallography of nanomolar multifunctional ligands targeting simultaneously acetylcholinesterase and glycogen synthase kinase-3》 was published in European Journal of Medicinal Chemistry. The article was written by Oukoloff, Killian; Coquelle, Nicolas; Bartolini, Manuela; Naldi, Marina; Le Guevel, Remy; Bach, Stephane; Josselin, Beatrice; Ruchaud, Sandrine; Catto, Marco; Pisani, Leonardo; Denora, Nunzio; Iacobazzi, Rosa Maria; Silman, Israel; Sussman, Joel L.; Buron, Frederic; Colletier, Jacques-Philippe; Jean, Ludovic; Routier, Sylvain; Renard, Pierre-Yves. The article contains the following contents:

Two scaffolds, targeting AChE (tacrine) and GSK-3α/β (valmerin) simultaneously, were assembled, using copper(I)-catalyzed azide alkyne cycloaddition (CuAAC), to generate a new series of multifunctional ligands. A series of eight multi-target directed ligands (MTDLs) was synthesized and evaluated in-vitro and in cell cultures. Mol. docking studies, together with the crystal structures of three MTDL/TcAChE complexes, with three tacrine-valmerin hybrids allowed designing an appropriate linker containing a 1,2,3-triazole moiety whose incorporation preserved and even increased, the original inhibitory potencies of the two selected pharmacophores toward the two targets. Most of the new derivatives exhibited nanomolar affinity for both targets and the most potent compound of the series displayed inhibitory potencies of 9.5 nM for human acetylcholinesterase (hAChE) and 7 nM for GSK-3α/β. These novel dual MTDLs was served as suitable leads for further development, since, in the micromolar range, they exhibited low cytotoxicity on a panel of representative human cell lines including the human neuroblastoma cell line SH-SY5Y. Moreover, these tacrine-valmerin hybrids displayed a good ability to penetrate the blood-brain barrier (BBB) without interacting with efflux pumps such as P-gp. In the experimental materials used by the author, we found Methyl 5-bromopicolinate(cas: 29682-15-3Formula: C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridines, quinolines, and isoquinolines have found a function in almost all aspects of organic chemistry. Pyridine has found use as a solvent, base, ligand, functional group, and molecular scaffold. As structural elements, these moieties are potent electron-deficient groups, metal-directing functionalities, fluorophores, and medicinally important pharmacophores. Formula: C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Discovery, design and synthesis of novel potent and selective sphingosine-1-phosphate 4 receptor (S1P4-R) agonists》 was published in Bioorganic & Medicinal Chemistry Letters in 2012. These research results belong to Guerrero, Miguel; Urbano, Mariangela; Zhao, Jian; Crisp, Melissa; Chase, Peter; Hodder, Peter; Schaeffer, Marie-Therese; Brown, Steven; Rosen, Hugh; Roberts, Edward. Reference of Methyl 3-hydroxy-6-methylpicolinate The article mentions the following:

High affinity and selective small mol. agonists of the S1P4 receptor (S1P4-R) may have significant therapeutic utility in diverse disease areas including autoimmune diseases, viral infections and thrombocytopenia. A high-throughput screening (HTS) of the Mol. Libraries-Small Mol. Repository library identified 3-(2-(2,4-dichlorophenoxy)ethoxy)-6-methyl-2-nitropyridine (I) as a moderately potent and selective S1P4-R hit agonist. Design, synthesis and systematic structure-activity relationships study of the HTS-derived hit led to the development of novel potent S1P4-R agonists exquisitely selective over the remaining S1P1-3,5-Rs family members. Remarkably, the mols. herein reported provide novel pharmacol. tools to decipher the biol. function and assess the therapeutic utility of the S1P4-R. In the part of experimental materials, we found many familiar compounds, such as Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5Reference of Methyl 3-hydroxy-6-methylpicolinate)

Methyl 3-hydroxy-6-methylpicolinate(cas: 61548-52-5) 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.Reference of Methyl 3-hydroxy-6-methylpicolinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Optically active amines. XIV. Circular dichroism of 1-(2-, 3-, and 4-pyridyl)ethylamine and some related compounds》 was published in Journal of the American Chemical Society in 1973. These research results belong to Smith, Howard E.; Schaad, L. J.; Banks, R. Bruce; Wiant, Christopher J.; Jordan, Charles F.. Application of 40154-84-5 The article mentions the following:

Resolution with tartaric acid gave (S)-(-)-1-(2-, 3-, and 4-pyridyl)ethylamine and (R)-(+)-1-(3-pyridyl)ethylamine (I). The uv (isotropic absorption) and CD spectra of (S)-(+)-N-salicylidene-1-(2-pyridyl)ethylamine and (S)-(+)-N-(5-bromosalicylidene)-1-(4-pyridyl)ethylamine were examined These are similar to those of (S)-(+)-N-salicylidene-α-phenylethylamine, indicating that the CD spectra of such Schiff base derivatives may also be used for the establishment of the absolute configurations of chiral pyridyl-substituted alkylamines. 1-(4-Pyridyl)ethylamine on storage forms N-[1-(4-pyridyl)ethylidene]-1-(4-pyridyl)ethylamine by light-catalyzed oxidative process. For this reason, the racemic and optically active amines were converted to their resp. dihydrochlorides. The uv spectrum of each amine in 0.1M KOHMeOH shows an absorption maximum near 260 nm flanked by shoulders near 255 and 265 nm. These extrema are assigned to the π → π* (1Lb) transition of the pyridyl chromophore. Corresponding to each of these uv extrema, a pos. maximum is found in the CD spectra of (S)-(-)-1-(2-pyridyl)ethylamine (II) and I. For (S)-(-)-1-(3-pyridyl)ethylamine (III), the corresponding CD maximum are neg. No CD maximum was found in the spectrum of (S)-(-)-1-(4-pyridyl)ethylamine (IV) from 240 to 300 nm. In each CD spectrum there is a maximum near 240 nm, neg. for I, II, and IV and pos. for III. No corresponding absorption maximum near 240 nm was detected in any of the uv spectra. A first-order perturbation treatment of the CD spectra indicates that the 2B2 state at 180 nm makes a significant contribution to the rotational strength of the longer wavelength transitions. The CD maximum at 260 nm is due to the 1B2 ← 1A1 (π → π*) transition; the 240 nm maximum to the elec. dipole forbidden 1A2 ← 1A1 (n → π*) transition; and the rotational strength of the allowed 1B1 ← 1A1 (n → π*) transition near 288 nm is too weak to give an observable CD maximum All CD maximum disappear when the pyridine N lone pair is protonated in strong acid. After reading the article, we found that the author used (S)-1-(Pyridin-3-yl)ethanamine dihydrochloride(cas: 40154-84-5Application of 40154-84-5)

(S)-1-(Pyridin-3-yl)ethanamine dihydrochloride(cas: 40154-84-5) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Application of 40154-84-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Progressive structural modification to a zinc-actuated photoinduced electron transfer (PeT) switch in the context of intracellular zinc imaging》 was written by Macias-Contreras, Miguel; Daykin, Kirsten L.; Simmons, J. Tyler; Allen, John R.; Hooper, Zachary S.; Davidson, Michael W.; Zhu, Lei. Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromideThis research focused onzinc actuated photoinduced electron transfer switch intracellular imaging. The article conveys some information:

Photoinduced electron transfer (PeT)-type fluorescent mol. switches are often applied in ion-selective sensors. Zinc-targeting sensors that contain an anilino-based electron donor (aka, the PeT ‘switch’) have multiple advantages over those with an aliphatic amino switch. In addition to the lower pKa value of an aniline than that of a comparably substituted aliphatic amine, which reduces the interference of pH on the spectral properties of the attached fluorophore, the oxidation potentials of anilino groups are lower than those of aliphatic amino counterparts, which make them better electron donors in PeT. The effectiveness of anilino as a PeT switch is evaluated in a series of zinc-sensitive sensors that contain different fluorophores, zinc-binding ligands, and alkyl linkers between ligand and fluorophore. The abilities of these compounds to distinguish high and low intracellular zinc concentrations in living cells are demonstrated. In addition to this study using 2-(Bromomethyl)pyridine hydrobromide, there are many other studies that have used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide) was used in this study.

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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.Application In Synthesis of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Zinc(II) Complexes of N,N-Di(2-picolyl)hydrazones》 was written by Barsoum, David N.; Kyeremeh-Mensah, Lawrence; Meisner, Quinton J.; Clark, Ronald J.; Masson, Eric; Zhu, Lei. Quality Control of 2-(Bromomethyl)pyridine hydrobromideThis research focused onzinc dipicolylhydrazone complex preparation NMR spectra crystal structure. The article conveys some information:

The authors report on N,N-di(2-picolyl)hydrazone (DPH) ligands that are capable of binding metal ions in two isomeric forms depending on the nature of the hydrazone substituent. When the hydrazone substituent is not coordinating, the metal ion prefers the N,N-di(2-picolyl)amino (DPA) site, which is a known tridentate ligand that anchors on the sp3-hybridized amino nitrogen atom. When the hydrazone substituent is coordinating, the metal ion instead anchors on the sp2-hybridized imino nitrogen atom to afford a different structural isomer. Zinc(II) was used as a representative transition-metal ion for characterizing the coordination chem. of DPH in both solution and solid states, to form [Zn(L)Cl2], [Zn(L)2](ClO4)2 and [Zn(L)](ClO4)2. The experimental part of the paper was very detailed, including the reaction process of 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Quality Control of 2-(Bromomethyl)pyridine hydrobromide)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) 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.Quality Control of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

COA of Formula: C7H4F3NO3On November 30, 2010 ,《A General Approach to (Trifluoromethoxy)pyridines: first X-ray Structure Determinations and Quantum Chemistry Studies》 appeared in European Journal of Organic Chemistry. The author of the article were Manteau, Baptiste; Genix, Pierre; Brelot, Lydia; Vors, Jean-Pierre; Pazenok, Sergiy; Giornal, Florence; Leuenberger, Charlotte; Leroux, Frederic R.. The article conveys some information:

The previously unknown 2-, 3-, and 4-(trifluoromethoxy)pyridines have now become readily accessible by means of an efficient and straightforward large-scale synthesis. Their regioselective functionalization by organometallic methods has been studied and has afforded new and highly important building blocks for life-sciences-oriented research. In addition, the first X-ray crystallog. structure determinations of (trifluoromethoxy)pyridines have been performed. Lowest-energy conformations of (trifluoromethoxy)pyridines and (trifluoromethoxy)pyridinium cations were determined by in silico studies.3-(Trifluoromethoxy)picolinic acid(cas: 1221171-81-8COA of Formula: C7H4F3NO3) was used in this study.

3-(Trifluoromethoxy)picolinic acid(cas: 1221171-81-8) 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.COA of Formula: C7H4F3NO3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem