Day: February 13, 2023

Microwave-assisted synthesis of furo[3,2-c]-1,8-naphthyridines was written by Gullu, Mustafa;Yigit, Deniz. And the article was included in Synthetic Communications in 2011.Product Details of 1075-62-3 This article mentions the following:

Microwave-assisted ring-conversion reactions of some pyrido[1,2-a]pyrimidine derivatives to 1,8-naphthyridines were investigated. Novel furo[3,2-c]-1,8-naphthyridine compounds were synthesized in good yields under thermal reaction conditions. Both microwave and classical heating methods have been found to be satisfactory for the synthesis of new 1,8-naphthyridines. In the experiment, the researchers used many compounds, for example, N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3Product Details of 1075-62-3).

N-(6-Aminopyridin-2-yl)acetamide (cas: 1075-62-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Product Details of 1075-62-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Design, synthesis, and characterization of bis(娓?oxo)dimanganese(III,III) complexes. Steric and electronic control of redox potentials was written by Goodson, Patricia A.;Oki, Aderemi R.;Glerup, Joergen;Hodgson, Derek J.. And the article was included in Journal of the American Chemical Society in 1990.Computed Properties of C7H6N2 This article mentions the following:

The new ligands N,N-bis((6-methylpyrid-2-yl)methyl)-N-2-pyridylmethylamine (L), N,N’-bis((4-methylpyrid-2-yl)methyl)ethane-1,2-diamine (L¹) and N,N‘-bis(2-methylpyrazyl)ethane-1,2-diamine (L²) were prepared and reacted with Mn salts to give [L³MnO₂]₂²⁺ salts (L³ = L, L¹, L²). [L⁴MnO]₂(ClO₄)₂璺疕₂O (I; L⁴ = N,N‘-bis((6-methylpyrid-2-yl)methyl)ethane-1,2-diamine) crystallized in the triclinic space group P1铏? Z = Z, R = 0.0759. [LMnO]₂(NO₃)₂璺?H₂O (II) crystallized in the monoclinic space group C2/c with Z = 4, R = 0.0683. [L²MnO]₂(ClO₄)₂璺?H₂O (III) crystallized in the monoclinic space group C2, Z = 4, R = 0.0515. The complexes are all found to contain the isomer in which the substituted pyridine (or the pyrazine) groups are trans axially disposed around the metal relative to the bridging oxo groups. I and II display very long axial Mn-N bonds which can be attributed to the presence of the 6-Me groups on the pyridine rings, and this steric constraint has been demonstrated to be the cause of the stabilization of the Mn(III,III) form in these complexes. In III, the stabilization of the III/III form is an electronic consequence of the change from pyridine (pK_a = 5.20) to pyrazine (pK_a = 0.65). Cyclic voltammograms of I and II show that the 2 redox waves are shifted by approx. 0.4 V, in each case, relative to L⁴ and tris(2-pyridylmethyl)amine complexes. The fully oxidized form of complex I acted as a 2-electron electrocatalytic oxidant, selectively oxidizing PhCH₂OH to BzH. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Computed Properties of C7H6N2).

4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C閳ユ弻 in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Computed Properties of C7H6N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rh(III)-catalyzed diastereoselective C-H bond addition/cyclization cascade of enone tethered aldehydes was written by Boerth, Jeffrey A.;Ellman, Jonathan A.. And the article was included in Chemical Science in 2016.Product Details of 4373-61-9 This article mentions the following:

The Rh(III)-catalyzed cascade addition of a C-H bond across alkene and carbonyl 锜?bonds is reported. The reaction proceeds under mild reaction conditions with low catalyst loading. A range of directing groups were shown to be effective as was the functionalization of alkenyl in addition to aromatic C(sp²)-H bonds. When the enone and aldehyde electrophile were tethered together, cyclic 灏?hydroxy ketones with three contiguous stereocenters were obtained with high diastereoselectivity. The intermol. three-component cascade reaction was demonstrated for both aldehyde and imine electrophiles. Moreover, the first X-ray structure of a cationic Cp*Rh(III) enolate with interat. distances consistent with an 鐣?sup>3-bound enolate is reported. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Product Details of 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. 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. Product Details of 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Metal-free oxidative cyclization of acetophenones with diamines: a facile access to phenylpyridines was written by Sharma, Rohit;Patel, Neha;Vishwakarma, Ram A.;Bharatam, Prasad V.;Bharate, Sandip B.. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Electric Literature of C12H11N This article mentions the following:

An efficient metal-free access to 2- and 3-phenylpyridines via oxidative coupling of acetophenones or phenylacetones with 1,3-diaminopropane has been described. The reaction involves shorter reaction time, excellent yields and a broad substrate scope. The reaction proceeds via the formation of imine, which further undergoes oxidative C-N bond cleavage, C-C bond formation and oxidation to give a pyridine skeleton. The quantum chem. calculations identified the transition state for the reaction and helped in tracing the reaction mechanism. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Electric Literature of C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. 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.Electric Literature of C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Thermodynamic study on carbon dioxide and methane permeability in polyvinylchloride/ionic liquid blends was written by Noorani, Narmin;Mehrdad, Abbas;Chakhmaghi, Farnoosh. And the article was included in Journal of Chemical Thermodynamics in 2020.Category: pyridine-derivatives This article mentions the following:

In the present study, to improve separation proficiency of polyvinyl chloride (PVC) membrane, polyvinyl chloride is combined with 1-butyl-4-methylpyridinium ionic liquids ([B4MPyr][X]) with different anions bromide, [Br]^–, chloride, [Cl]^–, thiocyanate, [SCN]^–, and tetrafluoroborate, [BF₄]. The prepared PVC/[B4MPyr][X] blend membranes were characterized by differential scanning calorimetry (DSC) analyses. The prepared membrane morphol. was investigated by Scanning Electron Microscope (SEM). The effects of feed pressure, temperature and, different of anions on the performance of blend membrane were surveyed. The results reveal that the permeability of methane and carbon dioxide gases in the PVC/[B4MPyr][X] blevapornd membranes were reduced with an increase in feed pressure while the ideal selectivity of CO₂/CH₄ was increased with an increase in feed pressure. Moreover, the permeability of CH₄ and CO₂ gases in the PVC/[B4MPyr][X] blend membranes are increased with an increase in temperatures while the ideal selectivity of CO₂/CH₄ was decreased with increasing temperatures Also, the PVC/[B4MPyr][SCN] membrane has a higher performance for the separation of CO₂ and CH₄ gases in comparing with others membranes. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6Category: pyridine-derivatives).

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 锜?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 锜?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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Stereocontrolled Synthesis of Halovinylbenziodoxoles by Hydro- and Iodochlorination of Ethynylbenziodoxoles was written by Wu, Junliang;Deng, Xiaozhou;Yoshikai, Naohiko. And the article was included in Chemistry – A European Journal in 2019.Safety of Pyridinehydrochloride This article mentions the following:

Herein, the synthesis of highly substituted and stereochem. well-defined vinylbenziodoxole (VBX) derivatives I [R = 2-thienyl, Ph, 2-FC₆H₄, etc.; R¹ = H, I; stereo = E or Z] through hydrochlorination and iodochlorination of ethynylbenziodoxoles was reported. The hydrochlorination was achieved using pyridine hydrochloride as an HCl source in an anti-fashion under mild, open-air conditions to afford a 2-chlorinated VBX products I [R¹ = H; stereo = Z], which served as a useful building block for the stereoselective synthesis of trisubstituted alkenes. Meanwhile, iodochlorination with iodine monochloride proceeded in an unusual syn-pathway, stereoselectively affording a tetrasubstituted VBX derivatives I [R¹ = I; stereo = Z]. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Safety of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) 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. 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.Safety of Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Relation of chemical constitution of some N-heterocyclic compounds to toxicity as fumigants was written by King, H. L.;Frear, D. E. H.. And the article was included in Journal of Economic Entomology in 1944.Product Details of 27876-24-0 This article mentions the following:

The following compounds were tested as fumigants in the laboratory against the confused flour beetle (Tribolium confusum): pyridine and these pyridine derivs: 2-Me-, 2-Et-, 2-Pr-, 2-iso-Pr-, 2-Bu-, 2-Am-, 2-hexyl- and isomers, 2-heptyl-, 2-octyl-, 2-(1-ethylhexyl)-, 2-(2-methyloctyl)-, 2-(1-amylhexyl)-, other 2-hendecyl isomers, 3-Me-, 4-Et-, 4-Pr-, 4-iso-Pr-, 4-Bu-, 4-Am-, 4-(3-pentyl)-, 4-hexyl- and isomers, 2,4-di-Me, 2,5-di-Me, 2,6-di-Me, 2-Et-6-Me-, 2-Bu-6-Me-, 2-Am-6-Me-, 2-hexyl-6-Me-, and 2-(hydroxyethyl)-. 2-Hexylpiperidine, 4-amylpiperidine and quinoline were included. The non-N compounds tested were CS₂, Me acetate, Et acetate, bis-2-chloroethyl ether, ethylene dichloride and CCl₄. Some of these compounds were also tested against the large milkweed bug (Oncopeltus fasciatus) and the red spider (Tetranychus telarius). Results: A pronounced peak of toxicity occurred in the 2-alkylpyridine series at the Pr or Bu derivatives Alkylpyridines with side chains in the 4-position were more toxic than 2-substituted isomers; compounds with normal side chains were usually more toxic than branched-chain isomers. The 2-alkylpiperidines tested were more toxic than the 2-alkylpyridines. The relative toxicities of the compounds tested on the red spider showed a strong correlation with their action on the 2 species of insects used in this investigation. In the experiment, the researchers used many compounds, for example, 4-Hexylpyridine (cas: 27876-24-0Product Details of 27876-24-0).

4-Hexylpyridine (cas: 27876-24-0) 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. 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. Product Details of 27876-24-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

3,5-Dialkoxypyridine analogues of bedaquiline are potent antituberculosis agents with minimal inhibition of the hERG channel was written by Sutherland, Hamish S.;Tong, Amy S. T.;Choi, Peter J.;Blaser, Adrian;Conole, Daniel;Franzblau, Scott G.;Lotlikar, Manisha U.;Cooper, Christopher B.;Upton, Anna M.;Denny, William A.;Palmer, Brian D.. And the article was included in Bioorganic & Medicinal Chemistry in 2019.Electric Literature of C6H7NO2 This article mentions the following:

Bedaquiline is a new drug of the diarylquinoline class that has proven to be clin. effective against drug-resistant tuberculosis, but has a cardiac liability (prolongation of the QT interval) due to its potent inhibition of the cardiac potassium channel protein hERG. Bedaquiline is highly lipophilic and has an extremely long terminal half-life, so has the potential for more-than-desired accumulation in tissues during the relatively long treatment durations required to cure TB. The present work is part of a program that seeks to identify a diarylquinoline that is as potent as bedaquiline against Mycobacterium tuberculosis, with lower lipophilicity, higher clearance, and lower risk for QT prolongation. Previous work led to the identification of compounds with greatly-reduced lipophilicity compounds that retain good anti-tubercular activity in vitro and in mouse models of TB, but has not addressed the hERG blockade. We now present compounds where the C-unit naphthalene is replaced by a 3,5-dialkoxy-4-pyridyl, demonstrate more potent in vitro and in vivo anti-tubercular activity, with greatly attenuated hERG blockade. Two examples of this series are in preclin. development. In the experiment, the researchers used many compounds, for example, 5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0Electric Literature of C6H7NO2).

5-Hydroxy-2-methoxylpyridine (cas: 51834-97-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). 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. Electric Literature of C6H7NO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem