Tag: 100-200

Safety of 4-CyanopyridineIn 2020 ,《Niacin as a Potent Organocatalyst towards the Synthesis of Quinazolines Using Nitriles as C-N Source》 appeared in European Journal of Organic Chemistry. The author of the article were Gujjarappa, Raghuram; Vodnala, Nagaraju; Reddy, Velma Ganga; Malakar, Chandi C.. The article conveys some information:

An efficient and cost-effective Vitamin-B3-catalyzed protocol towards the synthesis of diversely substituted quinazolines is illustrated using 2-aminobenzylamines and nitriles as substrates. An organocatalytic transformation has been investigated where nitrile plays a role of C-N bond donor. The developed approach is applicable on a wide range of 2-aminobenzylamines and nitriles for the synthesis of substituted quinazolines in high yields with a broad functional group tolerance.4-Cyanopyridine(cas: 100-48-1Safety of 4-Cyanopyridine) was used in this study.

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Safety of 4-Cyanopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Category: pyridine-derivativesIn 2022 ,《Effects of 3-Pyridinylboronic acid in zebrafish enmbryos exposed to neurotoxin,1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine》 appeared in Drug and Chemical Toxicology (1977). The author of the article were Ustundag, Fumet Duygu; Unal, Ismail; Cansiz, Derya; Ustundag, Unsal Veli; Subasat, Hulya Kara; Alturfan, A. Ata; Tiber, Pinar Mega; Emekli-Alturfan, Ebru. The article conveys some information:

1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) is a neurotoxin that damages dopaminergic neurons. Zebrafish has been shown to be a suitable model organism to investigate the mol. pathways in the pathogenesis of Parkinson disease and also for potential therapeutic agent research. Boron has been shown to play an important role in the neural activity of the brain. Boronic acids are used in combinatorial approaches in drug design and discovery. The effect of 3-pyridinylboronic acid which is an important sub-class of heterocyclic boronic acids has not been evaluated in case of MPTP exposure in zebrafish embryos. Accordingly, this study was designed to investigate the effects of 3-pyridinylboronic acid on MPTP exposed zebrafish embryos focusing on the mol. pathways related to neurodegeneration and apoptosis by RT-PCR. Zebrafish embryos were exposed to MPTP (800μM); MPTP + Low Dose 3-Pyridinylboronic acid (50μM) (MPTP + LB) and MPTP + High Dose 3-Pyridinylboronic acid (100μM) (MPTP + HB) in well plates for 72 h post fertilization. Results of our study showed that MPTP induced a P53 dependent and Bax mediated apoptosis in zebrafish embryos and 3-pyridinylboronic acid restored the locomotor activity and gene expressions related to mitochondrial dysfunction and oxidative stress due to the deleterious effects of MPTP, in a dose-dependent manner. The experimental process involved the reaction of Pyridin-3-ylboronic acid(cas: 1692-25-7Category: pyridine-derivatives)

Pyridin-3-ylboronic acid(cas: 1692-25-7) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

SDS of cas: 128071-75-0In 2020 ,《Synthetic Strategy Studies for a Concise Access to Functionalized Pyrano[4,3-b]pyridin-7-ones: An Entry to Semi-Rigid Analogs of Antihistamines》 appeared in European Journal of Organic Chemistry. The author of the article were Beghennou, Anissa; Passador, Kevin; Passador, Anthony; Corce, Vincent; Thorimbert, Serge; Botuha, Candice. The article conveys some information:

We report short and efficient syntheses of polyfunctionalized 5,8-dihydro-7H-pyrano[4,3-b]pyridin-7-ones and 1,4-dihydro-3H-pyrano[4,3-c]pyridin-3-ones which can be considered as new aza analogs of 3-isochromanones and as promising scaffolds for medicinal chem. Depending on the nature of the substituent, three different and complementary synthetic methodologies were used allowing the introduction of significant diversity in the substituent on the lactone ring of the pyranopyridinones. The selective α-arylation of nitrile (SNAr) and tert-Bu ester enolate (Pd catalyzed) followed by an acidic mediated lactonization gives access to original C8-functionalized pyrano[4,3-b]pyridin-7-ones and a seleno-mediated cyclization to C1-functionalized pyrano[4,3-c]pyridin-3-ones. We have also applied the outlined synthetic methodologies to the preparation of potential semi-rigid analogs of antihistamines. In the experiment, the researchers used many compounds, for example, 2-Bromonicotinaldehyde(cas: 128071-75-0SDS of cas: 128071-75-0)

2-Bromonicotinaldehyde(cas: 128071-75-0) 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.SDS of cas: 128071-75-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Computed Properties of C6H4N2In 2019 ,《An unusual werner type clathrate of Mn(II) benzoate involving energetically significant weak C-H···C contacts: A combined experimental and theoretical study》 appeared in Journal of Molecular Structure. The author of the article were Nashre-ul-Islam, Swah Mohd.; Dutta, Debajit; Guha, Ankur K.; Bhattacharyya, Manjit K.. The article conveys some information:

A new Werner type manganese(II) clatharate [Mn(Bz)2(H2O)4]•(4-CNpy)•2H2O (1), where Bz = benzoate and 4-CNpy = 4-cyanopyridine, was synthesized at room temperature and characterized by x-ray crystal structure anal., FTIR, electronic spectrum and TGA. The crystal structure of cocrystal hydrate of 1 involves a discrete host monomer with enclathrated water and 4-CNpy mols. Crystallog. studies on the compound 1 reveal that enclathration of guest water mols. in the Mn(II) host units results in a supramol. tetramer in the crystal structure of 1 involving weak C-H···C contacts. The geometry of the supramol. host tetramer with the guest 4-CNpy mols. was fully optimized using the crystallog. coordinates and the computational results suggest that the observed C-H···C interactions are energetically quite significant. Both electrostatics as well as dispersion interactions are the most dominant contributors towards the stabilization of the C-H···C interaction.4-Cyanopyridine(cas: 100-48-1Computed Properties of C6H4N2) was used in this study.

4-Cyanopyridine(cas: 100-48-1) 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.Computed Properties of C6H4N2

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

《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

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

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

In 2022,Cesari, Andrea; Casulli, Maria Antonietta; Hashimoto, Takeshi; Hayashita, Takashi published an article in International Journal of Molecular Sciences. The title of the article was 《NMR Investigation of the Supramolecular Complex Formed by a Phenylboronic Acid-Ferrocene Electroactive Probe and Native or Derivatized β-Cyclodextrin》.Category: pyridine-derivatives The author mentioned the following in the article:

Specifically designed electrochem. sensors are standing out as alternatives to enzyme-based biosensors for the sensing of metabolites. In our previous works, we developed a new electrochem. assay based on cyclodextrin supramol. complexes. A ferrocene moiety (Fc) was chem. modified by phenylboronic acid (4-Fc-PB) and combined with two different kinds of cyclodextrins (CDs): β-CD and β-CD modified by a dipicolylamine group (dpa-p-HB-β-CDs) for the sensing of fructose and adenosine-triphosphate (ATP), resp. The aim of the present work is to better comprehend the features underlining the aforementioned complex formation. For the first time, a study about inclusion phenomena between the 4-Fc-PB electroactive probe with β-CD and with dpa-p-HB-β-CD was performed by using NMR (NMR) anal. In particular, we focused on providing insights on the interaction involved and on the calculation of the binding constant of 4-Fc-PB/β-CD supramol. complex, and elucidation about a drift in the time observed during the control experiments of the electrochem. measurements for the 4-Fc-PB/dpa-p-HB-β-CD supramol. complex. In this sense, this paper represents a step further in the explanation of the electrochem. results obtained, pointing out the nature of the interactions present both in the formation of the inclusions and in the sensing with the analytes. In the experiment, the researchers used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Category: pyridine-derivatives)

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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Harnying, Wacharee; Sudkaow, Panyapon; Biswas, Animesh; Berkessel, Albrecht published an article in 2021. The article was titled 《N-Heterocyclic Carbene/Carboxylic Acid Co-Catalysis Enables Oxidative Esterification of Demanding Aldehydes/Enals, at Low Catalyst Loading》, and you may find the article in Angewandte Chemie, International Edition.SDS of cas: 103-74-2 The information in the text is summarized as follows:

The discovery that simple carboxylic acids, such as benzoic acid, boost the activity of N-heterocyclic carbene (NHC) catalysts in the oxidative esterification of aldehydes RCHO (R = heptan-3-yl, Ph, 1-[4-(propan-2-yl)phenyl]propan-2-yl, 6-methylhept-5-en-2-yl, etc.) was reported. A simple and efficient protocol for the transformation of a wide range of sterically hindered α- and β-substituted aliphatic aldehydes/enals, catalyzed by a novel and readily accessible N-Mes-/N-2,4,6-trichlorophenyl 1,2,4-triazolium salt, and benzoic acid as co-catalyst, was developed. A whole series of α/β-substituted aliphatic aldehydes/enals hitherto not amenable to NHC-catalyzed esterification could be reacted at typical catalyst loadings of 0.02-1.0 mol%. For benzaldehyde, even 0.005 mol% of NHC catalyst proved sufficient: the lowest value ever achieved in NHC catalysis. Preliminary studies point to carboxylic acid-induced acceleration of acyl transfer from azolium enolate intermediates as the mechanistic basis of the observed effect.2-(2-Hydroxyethyl)pyridine(cas: 103-74-2SDS of cas: 103-74-2) was used in this study.

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem