Tag: 100-200

《Millimeter-wave spectrum of 4-cyanopyridine in its ground state and lowest-energy vibrationally excited states, ν20 and ν30》 was published in Journal of Molecular Spectroscopy in 2020. These research results belong to Dorman, P. Matisha; Esselman, Brian J.; Park, Jieun E.; Woods, R. Claude; McMahon, Robert J.. Category: pyridine-derivatives The article mentions the following:

The rotational spectrum of 4-cyanopyridine (μa = 1.96 D) was recorded from 130 to 360 GHz, and the anal. of the ground state and two lowest-energy excited vibrational states was completed. Over 3900 new rotational transitions were measured for the ground state, allowing the determination of spectroscopic constants for a partial octic, distorted-rotor Hamiltonian. Over 5600 new transitions were measured for the Coriolis-coupled dyad, ν20 and ν30. A coupled-state least-squares fit of the dyad was obtained, which resulted in the precise determination of several parameters addressing the Coriolis coupling between the two states: Ga, GJa, Fbc, and FKbc. With inclusion of these terms, numerous resonance transitions associated with selection rules ΔKa = 2 or ΔKa = 4 between vibrational states were assigned and fit to low error (σfit < 50 kHz). The precise energy difference between ν20 and ν30 was determined, ΔE = 18.806554 (11) cm-1, along with the Coriolis coupling coefficient ζa20,30 = 0.8432 (8). Determination of the spectroscopic and perturbation parameters for the vibrational states permits comparison to other arenes bearing -CN or -NC substituents and sharing a similar Coriolis-coupled dyad ∼150 cm-1 above the ground state. This new data provides the foundation for an astrochem. search for 4-cyanopyridine in the interstellar medium. After reading the article, we found that the author used 4-Cyanopyridine(cas: 100-48-1Category: pyridine-derivatives)

4-Cyanopyridine(cas: 100-48-1) 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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Convenient Continuous Flow Synthesis of N-Methyl Secondary Amines from Alkyl Mesylates and Epoxides》 was published in Organic Process Research & Development in 2020. These research results belong to Mathieu, Gary; Patel, Heena; Lebel, Helene. Related Products of 103-74-2 The article mentions the following:

The first continuous flow process was developed to synthesize N-Me secondary amines from alkyl mesylates and epoxides via a nucleophilic substitution using aqueous methylamine. A variety of N-Me secondary amines were produced in good to excellent yields, including a number of bioactive compounds, or their precursors. Up to 10.6 g (88% yield) of a N-Me secondary amine was produced in 140 min process time. The amination procedure included an in-line workup, and the starting mesylate material was also produced in continuous flow from the corresponding alc. Finally, an in-line process combining the mesylate synthesis and nucleophilic substitution was developed. The experimental process involved the reaction of 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Related Products of 103-74-2)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Related Products of 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Streamlined Synthesis of Diaminopyridines by Pd-Catalyzed Ammonia Coupling with Deactivated Amino-Chloropyridines》 were Bourriquen, Florian; Bruneau-Voisine, Antoine; Jeandin, Alienor; Stihle, Etienne; Fantasia, Serena. And the article was published in Chemistry – A European Journal in 2019. Recommanded Product: 5-Bromo-2-chloropyridine The author mentioned the following in the article:

An efficient and cost-effective two-step synthesis of diaminopyridines, fundamental building blocks of biol. active compounds, is reported. The advantages over previously reported routes include cost and wider availability of the bromo-chloropyridine starting materials and the straightforward accessibility to an extended array of diaminopyridine regioisomers. The key enabler of this synthetic strategy is the development of an unprecedented palladium-catalyzed coupling reaction of ammonia with chloropyridines deactivated by the presence of an alkylamino substituent. The coupling reaction was accomplished with very low catalyst loadings under remarkably mild reaction conditions, making the system particularly suitable for both academic and industrial applications. The utility of this methodol. is exemplified by the application to the synthesis of highly relevant scaffolds, including the synthetic intermediates of the marketed drugs Ribociclib and Palbociclib. After reading the article, we found that the author used 5-Bromo-2-chloropyridine(cas: 53939-30-3Recommanded Product: 5-Bromo-2-chloropyridine)

5-Bromo-2-chloropyridine(cas: 53939-30-3) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.Recommanded Product: 5-Bromo-2-chloropyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Excited-State Quenching of Porphyrins by Hydrogen-Bonded Phenol-Pyridine Pair: Evidence of Proton-Coupled Electron Transfer》 were Venkatesan, Munisamy; Mandal, Haraprasad; Chakali, Madhu; Bangal, Prakriti Ranjan. And the article was published in Journal of Physical Chemistry C in 2019. Synthetic Route of C6H4N2 The author mentioned the following in the article:

A series of porphyrins containing methoxy-substituted phenols were treated with different pyridine bases. Besides hydrogen bonding (H-bonding), the pyridine bases have imparted oxidation to the phenol rings resulting in coupled electron and proton movement. It has been shown that reduction of an excited substrate/porphyrin macrocycle by phenols with adjacent methoxy groups is facilitated by the movement or transfer of the phenolic proton toward H-bonded bases. Rates of electron transfer are accomplished by associated proton displacements within the redox reaction complex. Demonstrated fluorescence quenching of meso-(4-hydroxyphenyl derivatives)-substituted porphyrins in aprotic solvents is attributed to electron transfer from the phenol moiety by added bases (different pyridine derivatives), and rates of quenching are found to be correlated with Brönsted base strength rather than H-bonding equilibrium The rate of quenching is observed to be a function of the extent of hydroxy and methoxy substitutions to the phenyls and the solvent polarities. Replacement of 4-hydroxy by 4-methoxy completely eliminated the quenching indicating the disappearance of reduction in the porphyrin macrocycle. The dependence of the extent of fluorescence quenching of studied porphyrins on pyridine concentration led to phenol-pyridine H-bonding equilibrium constants, and these values closely resemble the values obtained directly from the corresponding absorption spectra. The quenching agent is thus revealed to be H-bonded phenol. Further, pos. deuterium isotope effects on quenching upon deuteration of the hydroxyl confirm that the electron transfer is coupled to the proton movement. In the experiment, the researchers used many compounds, for example, 4-Cyanopyridine(cas: 100-48-1Synthetic Route of C6H4N2)

4-Cyanopyridine(cas: 100-48-1) 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. Synthetic Route of C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,ACS Medicinal Chemistry Letters included an article by Harrison, Tyler J.; Bauer, Daniel; Berdichevsky, Alina; Chen, Xin; Duvadie, Rohit; Hoogheem, Benjamin; Hatsis, Panos; Liu, Qian; Mao, Justin; Miduturu, Vasumathy; Rocheford, Erik; Zecri, Frederic; Zessis, Richard; Zheng, Rui; Zhu, Qingming; Streeper, Ryan; Patel, Sejal J.. Application of 13534-97-9. The article was titled 《Successful Strategies for Mitigation of a Preclinical Signal for Phototoxicity in a DGAT1 Inhibitor》. The information in the text is summarized as follows:

Diacylglycerol O-acyltransferase 1 (DGAT1) inhibitor Pradigastat (1) was shown to be effective at decreasing postprandial triglyceride levels in a patient population with familial chylomicronemia syndrome (FCS). Although pradigastat does not cause photosensitization in humans at the high clin. dose of 40 mg, a pos. signal was observed in preclin. models of phototoxicity. Herein, we describe a preclin. phototoxicity mitigation strategy for diarylamine containing mols. utilizing the introduction of an amide or suitable heterocyclic function. This strategy led to the development of two second-generation compounds with low risk of phototoxicity, disparate exposure profiles, and comparable efficacy to 1 in a rodent lipid bolus model for post-prandial plasma triglycerides. After reading the article, we found that the author used 6-Bromopyridin-3-amine(cas: 13534-97-9Application of 13534-97-9)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).Application of 13534-97-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of Heterocyclic Chemistry included an article by Heppell, Jacob T.; Islam, Amirul Md.; McAlpine, Shelli R.; Al-Rawi, Jasim M. A.. Synthetic Route of C5H6BNO2. The article was titled 《Functionalization of Quinazolin-4-ones Part 3: Synthesis, Structures Elucidation, DNA-PK, PI3K, and Cytotoxicity of Novel 8-Aryl-2-morpholino-quinazolin-4-ones》. The information in the text is summarized as follows:

A series of novel 8-aryl-2-morpholino quinazolines I (X = H, Cl; Ar = C6H5, 4-ClC6H4, 3-pyridyl, etc.) and II (X = H, Cl; R1 = Me, Bn; Ar = C6H5, 4-MeOC6H4, 3-H2NC6H4, etc.) were synthesized from the precursor 2-thioxo quinazolin-4-one. The compounds I and II were assayed for DNA-dependent protein kinase (DNA-PK) and phosphatidylinositol 3-kinase (PI3K). All compounds showed low DNA-PK % inhibition activity at 10 μM compound concertation, and the compound I (X = H; Ar = dibenzo[b,d]thiophen-4-yl) was most active with 38% inhibition. Similar pattern of PI3K α, β, γ, and δ isoforms inhibition activity at 10 μM were observed and the most active isoform was PI3K δ of 41% inhibition for compound I (X = Cl; Ar = dibenzo[b,d]thiophen-4-yl). Most compounds were less active than expected in spite of the strong structural resemblance to known inhibitors. Loss of activity could be attributed to the tautomerization to the aromatic enol (4-OH), which could specify that the carbonyl (C=O) group is important functional group for the activity. Selected compounds displayed appreciable cytotoxicity and compound I (X = Cl; Ar = dibenzo[b,d]thiophen-4-yl) exhibiting the greatest activity with an IC50 of 9.95 μM, therefore, the mechanism of the cytotoxicity of this compd, were not through DNA-PK or PI3K inhibition activity. The experimental part of the paper was very detailed, including the reaction process of Pyridin-3-ylboronic acid(cas: 1692-25-7Synthetic Route of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Synthetic Route of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Name: Pyridin-3-ylboronic acidIn 2020 ,《Novel, Potent, and Druglike Tetrahydroquinazoline Inhibitor That Is Highly Selective for Human Topoisomerase II α over β》 was published in Journal of Medicinal Chemistry. The article was written by Ortega, Jose Antonio; Arencibia, Jose M.; Minniti, Elirosa; Byl, Jo Ann W.; Franco-Ulloa, Sebastian; Borgogno, Marco; Genna, Vito; Summa, Maria; Bertozzi, Sine Mandrup; Bertorelli, Rosalia; Armirotti, Andrea; Minarini, Anna; Sissi, Claudia; Osheroff, Neil; De Vivo, Marco. The article contains the following contents:

We disclose a novel class of 6-amino-tetrahydroquinazoline derivatives that inhibit human topoisomerase II (topoII), a validated target of anticancer drugs. In contrast to topoII-targeted drugs currently in clin. use, these compounds do not act as topoII poisons that enhance enzyme-mediated DNA cleavage, a mechanism that is linked to the development of secondary leukemias. Instead, these tetrahydroquinazolines block the topoII function with no evidence of DNA intercalation. We identified a potent lead compound [compound I (ARN-21934) IC50 = 2μM for inhibition of DNA relaxation, as compared to an IC50 = 120μM for the anticancer drug etoposide] with excellent metabolic stability and solubility This new compound also shows ∼100-fold selectivity for topoIIα over topoβ, a broad antiproliferative activity toward cultured human cancer cells, a favorable in vivo pharmacokinetic profile, and the ability to penetrate the blood-brain barrier. Thus, ARN-21934 is a highly promising lead for the development of novel and potentially safer topoII-targeted anticancer drugs. The experimental part of the paper was very detailed, including the reaction process of Pyridin-3-ylboronic acid(cas: 1692-25-7Name: Pyridin-3-ylboronic acid)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Name: Pyridin-3-ylboronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Name: 2-(2-Hydroxyethyl)pyridineIn 2018 ,《Anion-Radical Salts of 7,7,8,8-Tetracyanoquinodimethane with Cations in the Basis of Alkylolpyridines》 was published in Russian Journal of General Chemistry. The article was written by Starodub, T. N.. The article contains the following contents:

Anion-radical salts of 7,7,8,8-tetracyanoquinodimethane with cations on the basis of methylol- and ethylolpyridines, N-methyl- and N-Et alkylolpyridines, were synthesized. Their composition is determined by the method of electronic spectroscopy, and the thermal stability is studied. The nature of the salts is investigated by the method of IR spectroscopy: it is shown that the conducting properties depend both on the nature of the alkyl group and on the position of the alkylol substituent. The presence of hydroxy groups in the conducting anion-radical salts allow their application as electronic organic materials for the design of conducting film coatings. The experimental part of the paper was very detailed, including the reaction process of 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2Name: 2-(2-Hydroxyethyl)pyridine)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) 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. Name: 2-(2-Hydroxyethyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of C5H6BNO2In 2020 ,《Organoboron-Functionalization Enables the Hierarchical Assembly of Giant Polyoxometalate Nanocapsules》 was published in Angewandte Chemie, International Edition. The article was written by Li, Shujun; Zhou, Yanfang; Ma, Nana; Zhang, Jie; Zheng, Zhiping; Streb, Carsten; Chen, Xuenian. The article contains the following contents:

The aggregation of mol. metal oxides into larger superstructures can bridge the gap between mol. compounds and solid-state materials. Here, we report that functionalization of polyoxotungstates with organo-boron substituents leads to giant polyoxometalate-based nanocapsules with dimensions of up to 4 nm. A “”lock and key”” mechanism enables the site-specific anchoring of aromatic organo-boronic acids to metal-functionalized Dawson anions [M3P2W15O62]9- (M = TaV or NbV), resulting in unique nanocapsules containing up to twelve POM units. Exptl. and theor. studies provide initial insights into the role of the organo-boron moieties and the metal-functionalized POMs for the assembly of the giant aggregates. The study therefore lays the foundations for the design of organo-POM-based functional nanostructures. In the experiment, the researchers used Pyridin-3-ylboronic acid(cas: 1692-25-7Electric Literature of C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Electric Literature of C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application In Synthesis of Bis(pyridin-2-ylmethyl)amineIn 2021 ,《Electrochemical Sensing of Adenosin Triphosphate by Specific Binding to Dipicolylamine Group in Cyclodextrin Supramolecular Complex》 was published in ACS Applied Bio Materials. The article was written by Casulli, Maria Antonietta; Taurino, Irene; Hashimoto, Takeshi; Carrara, Sandro; Hayashita, Takashi. The article contains the following contents:

Electrochem. detection based on cyclodextrin supramol. complexes is founded on the competitive binding between electroactive probes and target mols. This limits their versatility to be used for sensing a broad range of metabolites. In this work, we demonstrate the significant role of zinc ions as well as of β-cyclodextrins modified with dipicolylamine and of a phenylboronic acid-modified ferrocene probe to address a selective electrochem. detection of ATP (ATP). Our findings will definitively have an impact in oncol. point-of-care systems, since a high level of extracellular ATP reveals the inflammatory response due to chemotherapeutic treatments. The experimental part of the paper was very detailed, including the reaction process of Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Application In Synthesis of Bis(pyridin-2-ylmethyl)amine)

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.Application In Synthesis of Bis(pyridin-2-ylmethyl)amine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem