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Journal articles on the topic '2-a]pyridine analogues'

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Published: 4 June 2021

Last updated: 5 February 2022

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1

Schmitt, Martine, Jean-Jacques Bourguignon, Gordon B. Barlin, and Les P. Davies. "Imidazo[1,2-b]pyridazines. XXIII Some 5-Deaza Analogues. Syntheses of Some 2-Aryl-6-(chloro, methoxy or unsubstituted)-3- (variously substituted)imidazo[1,2-a]pyridines and Their Affinity for Central and Mitochondrial Benzodiazepine Receptor." Australian Journal of Chemistry 50, no. 7 (1997): 719. http://dx.doi.org/10.1071/c97004.

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The syntheses of ethyl {2′-aryl-6′-(chloro, methoxy and unsubstituted)imidazo[1,2-a]pyridin-3′-yl}-2- (acylamino, acetoxy and hydroxy)acetates, 3-benzamidomethyl-2-benzoyl-6-(chloro and methoxy)imidazo-[1,2-a]pyridines, 3-amino-6-chloro-2-phenylimidazo[1,2-a]pyridine and ethyl 2-(2′-phenylimidazo[1,2-a]pyridin-3′-yl)acetate are reported. The ability of these compounds to displace [3H]diazepam from central and mitochondrial (peripheral-type) benzodiazepine receptors has been examined. Ethyl 2-benzamido-2-{6′-chloro-2′-(4′′-chlorophenyl)imidazo[1,2-a]pyridin-3′-yl} acetate (21) was selective for

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2

Maskey, Rajendra P., Felix Huth, Iris Grün-Wollny, and Hartmut Laatsch. "2-Alkyl-3,4-dihydroxy-5-hydroxymethylpyridine Derivatives: New Natural Vitamin B6 Analogues from a Terrestrial Streptomyces sp." Zeitschrift für Naturforschung B 60, no. 1 (2005): 63–66. http://dx.doi.org/10.1515/znb-2005-0110.

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The ethyl acetate extract of the strain Streptomyces sp. GW23/1540 has yielded four new 2-alkyl-5-(hydroxymethyl)pyridine-3,4-diols, 5-hydroxymethyl-2-isopropyl-pyridine-3,4-diol (1a), 5-hydroxymethyl-2-propyl-pyridine-3,4-diol (1b), 2-sec-butyl-5-hydroxymethyl-pyridine-3,4-diol (1c), and 5-hydroxymethyl-2-isobutyl-pyridine-3,4-diol (1d). Similarly, the strain Streptomyces sp. GW63/1571 afforded 2-sec-butyl-5-hydroxymethyl-pyridine-3,4-diol (1c) and another new natural product, (3aS, 7aR)-3a-hydroxy-3a,4,7,7a-tetrahydro-1-benzofuran-2(3H)-on e (3), together with anthranilic acid, anthranilamid

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3

Shilin, S., Z. Voitenko, and M. Nechai. "SYNTHETIC PYRIDINE SUBSTITUTED AMINO ACIDS AND THEIR DERIVATIVES." Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, no. 1(56) (2019): 22–25. http://dx.doi.org/10.17721/1728-2209.2019.1(56).5.

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This paper reports on the synthesis of new derivatives of ε-aminocaproic and γ-aminobutyric acid modified with a pyridin-2-yl substituent at the ω-position of the main chain. The hemostatic activity of both ε-aminocaproic acid itself and its various synthetic analogues is widely known. Likewise, numerous γ-aminobutyric acid derivatives are strong neurotransmitters extensively used in the treatment of the nervous system disorders. No less popular are biologically active substances containing a pyridine or piperidine fragment; among which there are antibiotics, antimalarial, anti-sclerotic and a

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4

Majamaa, K., T. M. Turpeenniemi-Hujanen, P. Latipää, et al. "Differences between collagen hydroxylases and 2-oxoglutarate dehydrogenase in their inhibition by structural analogues of 2-oxoglutarate." Biochemical Journal 229, no. 1 (1985): 127–33. http://dx.doi.org/10.1042/bj2290127.

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Inhibition of lysyl hydroxylase and prolyl 3-hydroxylase was studied with 23 selected aromatic and aliphatic structural analogues of 2-oxoglutarate and the results were compared with those previously reported for prolyl 4-hydroxylase. All the compounds inhibited the hydroxylases competitively with respect to 2-oxoglutarate and noncompetitively with respect to Fe2+ and the peptide substrate. The inhibition patterns for the three collagen hydroxylases were basically similar, but certain differences in detail emerged. One systematic difference was that lysyl hydroxylase had a higher Ki for almost

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5

Patel, Navin, Sabir Pathan, and Hetal I. Soni. "3,4-Dihydropyrimidin-2(1H)-One Analogues: Microwave irradiated Synthesis with Antimicrobial and Antituberculosis Study." Current Microwave Chemistry 6, no. 1 (2019): 61–70. http://dx.doi.org/10.2174/2213335606666190724093305.

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Background: For rapid and sustainable synthesis, microwave irradiation method is serviceable. This present study deals with the preparation of oxadiazole and pyridine bearing 1,2,3,4- tetrahydro pyrimidine derivatives by microwave irradiation. Objective: The present study aims to carry out rapid synthesis of chloro-acetamides of oxadiazoles of Biginelli product and amino cyano derivative of pyridine by microwave-assisted heating. Our efforts are focused on the introduction of chemical diversity in the molecular framework in order to synthesize pharmacologically interesting compounds. Methods::

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6

SLEATH, P. R., A. L. HANDLON, and N. J. OPPENHEIMER. "ChemInform Abstract: Pyridine Coenzyme Analogues. Part 3. Synthesis of Three NAD+ Analogues Containing a 2′-Deoxy-2′-Substituted Nicotinamide Arabinofuranosyl Moiety." ChemInform 22, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199141250.

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7

Kutniewska, Sylwia E., Katarzyna N. Jarzembska, Radosław Kamiński, Anton J. Stasyuk, Daniel T. Gryko, and Michał K. Cyrański. "Structural, energetic and spectroscopic studies of new luminescent complexes based on 2-(2′-hydroxyphenyl)imidazo[1,2-a]pyridines and 1,2-phenylenediboronic acid." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 74, no. 6 (2018): 725–37. http://dx.doi.org/10.1107/s2052520618015469.

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Three new blue-luminescent complexes of selected imidazo[1,2-a]pyridine derivatives and 1,2-phenylenediboronic acid have been synthesized and structurally characterized using single-crystal X-ray diffraction. Additionally, the crystal structures of two of the (N,O)-donor compounds have been evaluated for the first time. The crystal packing and molecular motifs observed in the studied crystals have been thoroughly analysed, including computational studies, and are also discussed within the context of analogous systems reported in the literature. It appears that the new compounds form different

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8

Lin, Nan-Horng, Yihong Li, Yun He, et al. "Synthesis and structure–activity relationships of 5-substituted pyridine analogues of 3-[2-((S)-pyrrolidinyl)methoxy]pyridine, A-84543." Bioorganic & Medicinal Chemistry Letters 11, no. 5 (2001): 631–33. http://dx.doi.org/10.1016/s0960-894x(01)00030-0.

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9

Ginocchietti, Gabriella, Ugo Mazzucato, and Anna Spalletti. "Protonation effect on the excited state behaviour of some aza-analogues ofEE-distyrylbenzene." International Journal of Photoenergy 6, no. 4 (2004): 241–50. http://dx.doi.org/10.1155/s1110662x04000315.

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The photobehaviour of four aza-analogues ofEE-distyrylbenzene bearing the heteroatom in the two side rings [1,4-di-(2-pyridylethenyl)benzene] or in the central ring [2,5-di-(phenylethenyl)pyridine, 2,6-di(phenylethenyl)pyridine and the corresponding diene, 2,6-di(phenylbutadienyl)pyridine] has been investigated in aqueous solutions at pH 2 and 9, where the molecules are in mono-protonated and neutral forms, respectively. The type of conjugation, linear for the first two compounds and crossed for the others, is particularly important in determining the spectral and photochemical properties. The

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10

Boyode, B. P., M. Sinet, A. Farese, et al. "Synthesis and Antiviral Evaluation of Fluorinated Dipyridodiazepinones and Dipyridodiazepines (Nevirapine Derivatives)." Antiviral Chemistry and Chemotherapy 6, no. 3 (1995): 162–68. http://dx.doi.org/10.1177/095632029500600305.

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The synthesis of trifluoromethyldipyridodiazepinones, which are analogues of nevirapine, one of the non-nucleoside inhibitors of the HIV-1 RT enzyme, is described. The condensation of 3-amino-2-chloro-4-tri-fluoromethyl pyridine with 2-chloronicotinoyl chloride followed by a cyclization with cyclopropylamine provided the corresponding trifluoromethylated dipyridodiazepinone. Similarly, the dipyridodiazepine analogues were synthesized by condensation of 3-amino-2-chloro-4-trifluoromethylpyridine with the O-mesyl derivative of 2-chloro-3-pyridincarbinol followed by reaction with cyclopropylamine

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11

Zhang, Jinjin, Baohua Huang, Yujing Lu, et al. "Synthesis and Biological Evaluation of Isofebrifugine Analogues." Letters in Organic Chemistry 16, no. 12 (2019): 1004–10. http://dx.doi.org/10.2174/1570178616666190417115639.

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: Isofebrifugine, as a kind of natural quinazolinone alkaloid with important physiological activities and good pharmacological effects, was isolated from a Chinese medicinal plant, Chang Shan (Dichroa febrifuga). In this paper, the synthesis of a series of novel isofebrifugine analogues was accomplished by employing the N-alkylation of 4(3H)-quinazolinones with benzyl (3aR,7aR)-rel-2- (bromomethyl)hexahydrofuro[3,2-b]pyridine-4(2H)carboxylates and the subsequent N-deprotection. These analogues were characterized by 1H NMR, 13C NMR and HRMS spectra. The MTT assay was used to examine the inhibit

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12

Richmond, Craig J., and Antoni Llobet. "Incorporation of a ruthenium–bis(pyridine)pyrazolate (Ru–bpp) water oxidation catalyst in a hexametallic macrocycle." Catalysis Science & Technology 6, no. 17 (2016): 6697–704. http://dx.doi.org/10.1039/c6cy01077f.

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New terpyridine-functionalised analogues of the in,in-[{Ru<sup>II</sup>(trpy)}<sub>2</sub>(μ-bpp)(H<sub>2</sub>O)<sub>2</sub>]<sup>3+</sup> water oxidation catalyst (bpp = bis-(2-pyridyl)pyrazolate) have been synthesised and used to create a hexametallic {Fe<sub>2</sub>Ru<sub>4</sub>} macrocycle.

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13

An, Weiteng, Wei Wang, Ting Yu, et al. "Discovery of novel 2-phenyl-imidazo[1,2-a]pyridine analogues targeting tubulin polymerization as antiproliferative agents." European Journal of Medicinal Chemistry 112 (April 2016): 367–72. http://dx.doi.org/10.1016/j.ejmech.2016.02.004.

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14

Gauvreau, D., I. E. Swift, and M. J. Waring. "Studies on antibiotic biosynthesis by protoplasts and resting cells of Streptomyces echinatus. Part II. Effect of chromophore precursors." Canadian Journal of Microbiology 32, no. 5 (1986): 363–72. http://dx.doi.org/10.1139/m86-071.

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Washed cell and protoplast suspensions from Streptomyces echinatus A8331, which produces the quinoxaline antibiotic echinomycin, have been used to study the effects of analogues of the natural chromophore upon antibiotic biosynthesis. Addition of quinoline-2-carboxylic acid caused a decrease in the labelling of echinomycin from L-[methyl-14C]methionine and an increase in labelled chloroform-extractable material. Quinoxaline-2-carboxylic acid increased the incorporation of radioactivity into both fractions. Thieno[3,2-b]pyridine-5-carboxylic acid, 6-methylquinoline-2-carboxylic acid, and quinol

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15

Hakimi, Mohammad, Fereshteh Sadeghi, Nourollah Feizi, Keyvan Moeini, Monika Kučeráková, and Michal Dušek. "Investigation of the effect of the N-oxidation process on the interaction of selected pyridine compounds with biomacromolecules: structural, spectral, theoretical and docking studies." Acta Crystallographica Section C Structural Chemistry 75, no. 6 (2019): 750–57. http://dx.doi.org/10.1107/s2053229619006375.

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Two new N-oxide compounds, namely glycinium 2-carboxy-1-(λ1-oxidaneyl)-1λ4-pyridine-6-carboxylate–glycine–water (1/1/1), C2H6NO2 +·C7H4NO5 −·C2H5NO2·H2O or [(2,6-HpydcO)(HGLY)(GLY)(H2O)], 1, and methyl 6-carboxy-1-(λ1-oxidaneyl)-1λ4-pyridine-2-carboxylate, C8H7NO5 or 2,6-HMepydcO, 2, were prepared and identified by elemental analysis, FT–IR, Raman spectroscopy and single-crystal X-ray diffraction. The X-ray analysis of 1 revealed an ionic compound containing a 2,6-HpydcO− anion, a glycinium cation, a neutral glycine molecule and a water molecule. Compound 2 is a neutral compound with two indep

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16

Xia, Liang, Yan Zhang, Jingbo Zhang, et al. "Identification of Novel Thiazolo[5,4-b]Pyridine Derivatives as Potent Phosphoinositide 3-Kinase Inhibitors." Molecules 25, no. 20 (2020): 4630. http://dx.doi.org/10.3390/molecules25204630.

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A series of novel 2-pyridyl, 4-morpholinyl substituted thiazolo[5,4-b]pyridine analogues have been designed and synthesized in this paper. These thiazolo[5,4-b]pyridines were efficiently prepared in seven steps from commercially available substances in moderate to good yields. All of these N-heterocyclic compounds were characterized by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS) analysis and tested for phosphoinositide 3-kinase (PI3K) enzymatic assay. The results indicated that these N-heterocyclic compounds showed potent PI3K inhibitory activity, and the IC50

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17

Sonawane, R. S., Mrunal Shirsat, S. R. Patil, J. C. Hundiwale, and A. V. P. atil. "Design and Synthesis of Novel Imidazopyridine Analogues and Evaluation as H+/K+-ATPase Antagonist." Asian Journal of Chemistry 32, no. 11 (2020): 2685–92. http://dx.doi.org/10.14233/ajchem.2020.22697.

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CID data base were explored considering AZD0865 as standard and docked in proton pump ATPase pocket (PDB ID: 4ux2) to find out novel imidazopyridine derivatives as proton pump inhibitors. A number of compounds showed good proton pump ATPase inhibitory activity as per the molecular docking study as compared to standard compound AZD0865. The compound AZD0865showed a docking score of -7.11 and revealed the interactions with amino acids Asn 138 and Asp 137. A series of novel imidazopyridine derivatives as proton pump inhibitors were docked, synthesized and characterized by IR, NMR, CHN and MS spec

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18

Abo-Salem, Heba M., Hayam A. Abd El Salam, Anhar M. Abdel-Aziem, Mohamed S. Abdel-Aziz, and Eslam Reda El-Sawy. "Synthesis, Molecular Docking, and Biofilm Formation Inhibitory Activity of Bis(Indolyl)Pyridines Analogues of the Marine Alkaloid Nortopsentin." Molecules 26, no. 14 (2021): 4112. http://dx.doi.org/10.3390/molecules26144112.

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An efficient and simple protocol for the synthesis of a new class of diverse bis(indolyl)pyridines analogues of the marine alkaloid nortopsentin has been reported. A one-pot four-component condensation of 3-cyanocarbomethylindole, various aldehyde, 3-acetylindole, and ammonium acetate in glacial acetic acid led to the formation of 2,6-bis(1H-indol-3-yl)-4-(substituted-phenyl)pyridine-5-carbonitriles. Additionally, 2,6-bis(1H-indol-3-yl)-4-(benzofuran) pyridine-5-carbonitriles were prepared via a one-pot four-component condensation of 3-cyanocarbomethylindole, various N-substituted-indole-3-ald

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19

Su, Yunfang, Zijuan Zhang, Hao Li, et al. "A GLP-2 Analogue Protects SH-SY5Y and Neuro-2a Cells Against Mitochondrial Damage, Autophagy Impairments and Apoptosis in a Parkinson Model." Drug Research 71, no. 01 (2020): 43–50. http://dx.doi.org/10.1055/a-1266-3263.

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AbstractGlucagon-like peptide-2 (GLP-2) is a peptide hormone that belongs to the glucagon-derived peptide family. We have previously shown that analogues of the sister hormone Glucagon-like peptide-1 (GLP-1) showed neuroprotective effects. Here we investigated the effect of a GLP-2 agonist in a cell model of Parkinsonʼs disease (PD) created by treating SH-SY5Y or Neuro-2a cells with 1-Methyl-4-phenyl-pyridine ion (MPP+). Cell viability and cell cytotoxicity was detected by MTT and LDH assays, respectively. The protein expression levels of mitochondrial, autophagy and apoptotic biomarkers inclu

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20

Krebs, Christoph, Inke Jess та Christian Näther. "Synthesis, crystal structure and thermal properties of poly[bis[μ-3-(aminomethyl)pyridine-κ2 N:N′]bis(thiocyanato-κN)manganese(II)]". Acta Crystallographica Section E Crystallographic Communications 77, № 8 (2021): 765–69. http://dx.doi.org/10.1107/s2056989021006733.

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The reaction of Mn(NCS)2 with a stoichiometric amount of 3-(aminomethyl)pyridine in ethanol led to the formation of the title compound, [Mn(NCS)2(C6H8N2)2] n , which is isotypic to its Zn, Co and Cd analogues. The manganese cation is located on a centre of inversion and is octahedrally coordinated in an all-trans configuration by two terminal N-bonded thiocyanate anions as well as four 3-(aminomethyl)pyridine co-ligands, of which two coordinate with the pyridine N atom and two with the amino N atom. The 3-(aminomethyl)pyridine co-ligands connect the MnII cations into layers extending parallel

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21

Holman, Michelle A., Natalie M. Williamson, and A. David Ward. "Preparation and Cyclization of Some N-(2,2-Dimethylpropargyl) Homo- and Heteroaromatic Amines and the Synthesis of Some Pyrido[2,3-d]pyrimidines." Australian Journal of Chemistry 58, no. 5 (2005): 368. http://dx.doi.org/10.1071/ch04260.

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The Cu(i) catalyzed cyclization of o-substituted N-(2,2-dimethylpropargyl)anilines yields 8-substituted 2,2-dimethyl-1,2-dihydroquinolines, while m-substituted analogues provide a mixture of 5- and 7-substituted dihydroquinoline systems. This reaction can be extended to 2-amino-N-(2,2-dimethylpropargyl)anthracene, yielding a dihydronaphtho[2,3-f]quinoline product, and to aminoquinoline derivatives, which yield substituted phenanthroline products. Pyridine analogues did not cyclize, apparently because of complexation with the copper reagent. An alternative synthetic approach to these cyclized p

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22

Rychlewska, Urszula, Beata Warżajtis, Roman Joachimiak, and Zdzisław Paryzek. "Synthesis and structural characteristics of lithocholate triads: steroid-type channels occupied by spacer fragments." Acta Crystallographica Section B Structural Science 64, no. 3 (2008): 383–92. http://dx.doi.org/10.1107/s0108768108006514.

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Reported in this paper are the syntheses and X-ray investigations of C 2 symmetrical molecular A—B—A triads consisting of two steroid units (lithocholic acid or its methyl ester) joined together by linkers derived from bifunctional molecules such as terephthalic acid or N,N′-dicarboxypiperazine. Unlike their monomeric analogues, some of these compounds form inclusion complexes. All steroidal triads form crystals that are highly pseudo-centrosymmetric, in which the constituting molecules are held together either exclusively by van der Waals forces or form lattice inclusion complexes, with guest

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23

Zeid, Ibrahim F., and Adel A. H. Abdel-Rahman. "Synthesis of 2-O-Ethyl Analogues of 5′-Azido- and 5′-Amino-2’,5′-dideoxyuridines as New Antiviral Agents." Journal of Chemical Research 23, no. 3 (1999): 192–93. http://dx.doi.org/10.1177/174751989902300311.

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2- O-Ethyluracil derivatives 3a-d have been silylated with HMDS and condensed in the presence of TMS-triflate with a 5-azido sugar to give the corresponding β-nucleosides 5a-d and their α-anomers 6a-d; deprotection afforded 7 and 8, and the 5′-amino derivatives 9a,b could be obtained by treatment of the corresponding 5′-azido nucleosides with triphenylphosphine in pyridine.

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LIN, N. H., and ET AL ET AL. "ChemInform Abstract: Synthesis and Structure-Activity Relationships of Pyridine-Modified Analogues of 3-[2-((S)-Pyrrolidinyl)methoxy]pyridine, A-84543, a Potent Nicotinic Acetylcholine Receptor Agonist." ChemInform 29, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199825164.

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25

Yen, Swee Kuan, Lip Lin Koh, Han Vinh Huynh, and T. S. Andy Hor. "Structures and Suzuki-Coupling of N-Heterocyclic Carbene Complexes of PdII with Coordinated Solvent and PPh3." Australian Journal of Chemistry 62, no. 9 (2009): 1047. http://dx.doi.org/10.1071/ch09196.

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A series of mononuclear N,N-heterocyclic carbene (NNHC) complexes of PdII with mixed ligands of 1,3-dibenzylbenzimidazoly-2-ylidene and solvate (dimethyl sulfoxide, CH3CN, N,N-dimethylformamide, and pyridine) or PPh3 were prepared and characterized by X-ray single-crystal diffraction analysis. They are more active in the Suzuki–Miyaura coupling of selected aryl bromides than their N,S-heterocyclic carbene (NSHC) analogues.

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Papadakis, Georgios, Maria Gerasi, Robert Snoeck, et al. "Synthesis of New Imidazopyridine Nucleoside Derivatives Designed as Maribavir Analogues." Molecules 25, no. 19 (2020): 4531. http://dx.doi.org/10.3390/molecules25194531.

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The strong inhibition of Human Cytomegalovirus (HCMV) replication by benzimidazole nucleosides, like Triciribine and Maribavir, has prompted us to expand the structure–activity relationships of the benzimidazole series, using as a central core the imidazo[4,5-b]pyridine scaffold. We have thus synthesized a number of novel amino substituted imidazopyridine nucleoside derivatives, which can be considered as 4-(or 7)-aza-d-isosters of Maribavir and have evaluated their potential antiviral activity. The target compounds were synthesized upon glycosylation of suitably substituted 2-aminoimidazopyri

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Hashmi, Imran Ali, Holger Feist, Manfred Michalik, Helmut Reinke та Klaus Peseke. "Dimethylaminomethylene-α-D-xylo-hept-5-ulofuranurononitrile as Building Block in the Synthesis of ‘Reversed’ C-Nucleoside Analogues". Zeitschrift für Naturforschung B 61, № 3 (2006): 292–300. http://dx.doi.org/10.1515/znb-2006-0309.

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Abstract 3-O-Benzyl-6-deoxy-1,2-O-isopropylidene-6-(dimethylaminomethylene)-α-D-xylo-hept-5-ulofuranurononitrile (1) was reacted with amidinium salts, S-methylisothiouronium sulfate, and guanidinium chloride, respectively, in the presence of bases to furnish the 4-(3-O-benzyl-1,2-O-isopropylidene- α-D-xylo-tetrofuranos-4-yl)pyrimidine-5-carbonitriles 2 and the 4-(1,2-O-isopropylidene- α-D-glycero-tetr-3-enofuranos-4-yl)pyrimidine-5-carbonitriles 3, respectively. Treatment of 1 with ethyl 5-aminopyrazole-4-carboxylates yielded the ethyl 7-(3-O-benzyl-1,2-O-isopropylidene- α-D-xylo-tetrofuranos-

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Astakhova, Irina V., T. Santhosh Kumar та Jesper Wengel. "Fluorescent oligonucleotides containing a novel perylene 2′-amino-α-L-LNA monomer: Synthesis and analytical potential". Collection of Czechoslovak Chemical Communications 76, № 11 (2011): 1347–60. http://dx.doi.org/10.1135/cccc2011096.

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Herein, a novel fluorescent nucleotide analogue, perylene-2′-amino-α-L-LNA, has been prepared and studied within synthetic oligonucleotides of different sequences. The phosphoramidite reagent was synthesized in 85% overall yield starting from 2′-amino-α-L-LNA nucleoside. Incorporation efficiency of the resulting perylene-2′-amino-α-L-LNA monomer (T*) into synthetic oligonucleotides was significantly improved by replacement of the typically used 1H-tetrazole activator with pyridine hydrochloride. Generally, oligonucleotides containing monomerT* showed high binding affinity towards complementary

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29

Chen, Lin, Yakun Guo, Gan Ren, and Ge Sang. "Crystal structure of [Cu(tmpen)](BF4)2{tmpen isN,N,N′,N′-tetrakis[(6-methylpyridin-2-yl)methyl]ethane-1,2-diamine}." Acta Crystallographica Section E Crystallographic Communications 73, no. 4 (2017): 640–43. http://dx.doi.org/10.1107/s2056989017004492.

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The mononuclear copper title complex {N,N,N′,N′-tetrakis[(6-methylpyridin-2-yl)methyl]ethane-1,2-diamine-κ6N}copper(II) bis(tetrafluoridoborate), [Cu(C30H36N6)](BF4)2, is conveniently prepared from the reaction of Cu(BF4)2·6H2O withN,N,N′,N′-tetrakis[(6-methylpyridin-2-yl)methyl]ethane-1,2-diamine (tmpen) in acetonitrile at room temperature in air. The complex shows a distorted octahedral environment around the CuIIcation (site symmetry 2) and adopts the centrosymmetric space groupC2/c. The presence of the 6-methyl substituent hinders the approach of the pyridine group to the CuIIcore. The bon

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Arshad, Jahanzaib, Kelvin K. H. Tong, Sanam Movassaghi, et al. "Impact of the Metal Center and Leaving Group on the Anticancer Activity of Organometallic Complexes of Pyridine-2-carbothioamide." Molecules 26, no. 4 (2021): 833. http://dx.doi.org/10.3390/molecules26040833.

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RuII(cym)Cl (cym = η6-p-cymene) complexes of pyridinecarbothioamides have shown potential for development as orally active anticancer metallodrugs, underlined by their high selectivity towards plectin as the molecular target. In order to investigate the impact of the metal center on the anticancer activity and their physicochemical properties, the Os(cym), Rh- and Ir(Cp*) (Cp* = pentamethylcyclopentadienyl) analogues of the most promising and orally active compound plecstatin 2 were prepared and characterized by spectroscopic techniques and X-ray diffraction analysis. Dissolution in aqueous me

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Twaróg, Kamil, Małgorzata Hołyńska, and Andrzej Kochel. "A new photoluminescent coordination polymer constructed with an N-donor ligand having extended coordination capabilities derived from quinoline and pyridine." Acta Crystallographica Section C Structural Chemistry 76, no. 5 (2020): 500–506. http://dx.doi.org/10.1107/s2053229620004593.

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Employment of the organic 2-(pyridin-4-yl)quinoline-4-carboxylic acid ligand with extended coordination capabilities leads to the formation of the one-dimensional copper(II) coordination polymer catena-poly[[diaquacopper(II)]-bis[μ-2-(pyridin-4-yl)quinoline-4-carboxylato]-κ2 N 2:O;κ2 O:N], {[Cu(C15H9N2O2)2(H2O)2]·2H2O} n , under hydrothermal conditions. The ligand, isolated as its hydrochloride salt, namely, 4-(4-carboxyquinolin-2-yl)pyridinium chloride monohydrate, C15H11N2O2 +·Cl−·H2O, reveals a pseudosymmetry element (translation a/2) in its crystal structure. The additional pyridyl N atom,

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32

Savitha, Bhaskaran, Ayyiliath M. Sajith, M. Nibin Joy, et al. "Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues." Australian Journal of Chemistry 69, no. 6 (2016): 618. http://dx.doi.org/10.1071/ch15420.

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In this paper, we report the use of potassium organotrifluoroborate salts as nucleophilic organoboron reagents in the Suzuki cross-coupling reactions of 2-halo deazapurines. Regio-isomeric C-2-substituted imidazo[4,5-b]pyridine analogues were synthesized by employing this protocol in good to excellent yields. Whereas aryl and heteroaryl trifluoroborates reacted readily to give the coupled products in high yields, alkyltrifluoroborates were found to be less reactive. The utilization of tetrabutylammonium acetate was found to play a substantial role in enhancing the reaction rates of the cross-c

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33

Nasr, Magda, Magdy Gineinaha, and Azza Maarouf. "Synthesis and Anticonvulsant Activity of Novel 2- and 3-14-(Trisubstituted Pyridy1)-phenylaminol- and 2-[3- and 4-(Trisubstituted Pyridy1)-phenoxylquinoxaline Derivatives." Scientia Pharmaceutica 71, no. 1 (2003): 9–18. http://dx.doi.org/10.3797/scipharm.aut-03-02.

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A series of novel quinoxaline derivatives linked to a pyridine moiety through phenylamino or phenoxy residue was synthesized and evaluated as candidate anticonvulsants. The synthesis was achieved through reaction of 2,3-dichloroquinoxaline (1) with an equimolar amount of 4-aminoacetophenone to give compound 2 which is considered as an important synthon for the construction of a pyridine ring via several synthetic routs. Some compounds were synthesized through formation of the intermediate α,β-unsaturated compounds which, in turn, were allowed to react with malononitrile to give the correspondi

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34

Krinochkin, Alexey P., Dmitry S. Kopchuk, Albert F. Khasanov, et al. "Unsymmetrically functionalized 5,5″-diaryl- and 5,6,5″-triaryl-2,2′:6′,2″-terpyridines: an efficient synthetic route and photophysical properties." Canadian Journal of Chemistry 95, no. 8 (2017): 851–57. http://dx.doi.org/10.1139/cjc-2017-0195.

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An efficient approach for the synthesis of 5,5″- or 5,6,5″-aryl substituted 2,2′:6′,2″-terpyridines, bearing an anneleted cyclopentene unit in one of the side-chain pyridine rings for the improved solubility in organic solvents, via their 1,2,4-triazine analogues has been developed. By using this approach, various aromatic substituents were introduced in the 2,2′:6′,2″-terpyridine core. Depending on the nature of the aromatic substituents, the obtained terpyridines exhibited an intense emission in a range of ca. 344–394 nm in acetonitrile solutions. For the most representative compounds, prono

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35

Carreras, J., A. Avenoza, J. H. Busto, and J. M. Peregrina. "Synthesis of Azabicyclo[2.2.n]alkane Systems as Analogues of 3-[1-Methyl-2-(S)-pyrrolidinyl- methoxy]pyridine (A-84543)." Journal of Organic Chemistry 72, no. 8 (2007): 3112–15. http://dx.doi.org/10.1021/jo0700732.

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36

Omidyan, Reza, and Maryam Iravani. "Excited State Proton Transfer and Deactivation Mechanism of 2-(4′-Amino-2′-hydroxyphenyl)-1H-imidazo-[4,5-c]pyridine and Its Analogues: A Theoretical Study." Journal of Physical Chemistry A 120, no. 7 (2016): 1012–19. http://dx.doi.org/10.1021/acs.jpca.5b12122.

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37

Rochon, Fernande D., and Christian Tessier. "Multinuclear magnetic resonance studies of the aqueous products of the complexes cis- and trans-Pt(Ypy)2(NO3)2 where Ypy = pyridine derivative." Canadian Journal of Chemistry 80, no. 4 (2002): 379–87. http://dx.doi.org/10.1139/v02-043.

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The hydrolyis or the aquation reactions of compounds of the types cis- and trans-Pt(Ypy)2(NO3)2 (Ypy = pyridine derivative) were studied in D2O and characterized by multinuclear (195Pt, 13C, and 1H) NMR spectroscopy. In acidic pD, the product of the cis complexes is cis-[Pt(Ypy)2(D2O)2]2+, whereas in basic medium cis-Pt(Ypy)2(OD)2 is formed. The 195Pt NMR resonances of the products containing ligands with an ortho substituent were observed at lower fields than the other complexes. The average coupling constant (3J(195Pt1H) and 3J(195Pt13C)) is 44 Hz for the diaqua species and 42 Hz for the d

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38

Engelhardt, LM, PC Healy, JD Kildea та AH White. "Lewis-Base Adducts of Group 11 Metal(I) Compounds. LIII. Synthesis and Structural Characterization of Binuclear μ,μ'-Dichloro-, Dibromo and Diiodo-bis[(pyridine)(triphenylphosphine)copper(I)] Complexes, and Their Pyridine-4-carbonitrile Analogues". Australian Journal of Chemistry 42, № 6 (1989): 913. http://dx.doi.org/10.1071/ch9890913.

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Mixed base pyridine (py)/triphenylphosphine adducts of the copper(1) halides, CuX, have been synthesized for 1 : 1 : 1 stoichiometry for X = chloride and iodide; single-crystal X-ray structure determinations of these show them to be isomorphous and isostructural with that of the bromide recorded elsewhere, being �,�′- dihalo-bridged dimers , [(PPh3)( py )CuX2Cu( py )(PPh3)], monoclinic, C2/c, a ≈ 26.2, b ≈ 14.3, c ≈ 11 .2 � , β ≈ 95, Z = 4 dimers. The bromide has been isolated as a new monoclinic C 2/m polymorph, a 11 .279(8), b 14.268(6), c 13.858(4) �, β 109.33(6)�, Z=4 dimers, and details o

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39

Gündüz, Miyase Gözde, Gaetano Ragno, Rahime Şimşek, et al. "Synthesis and photodegradation studies of analogues of muscle relaxant 1,4-dihydropyridine compounds." Acta Pharmaceutica 67, no. 3 (2017): 341–55. http://dx.doi.org/10.1515/acph-2017-0026.

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Abstract This paper describes the synthesis of 1,4-dihydropyridine compounds (DHPs) endowed with good muscle relaxant activity and stability to light. Six new condensed DHPs were synthesized by the microwave irradiation method. A long-chain ester moiety [2-(methacryloyloxy)ethyl] and various substituents on the phenyl ring were demonstrated to affect the muscle relaxant activity occurring in isolated rabbit gastric fundus smooth muscle strips. Forced photodegradation conditions were applied to the molecules according to the ICH rules. The degradation profile of the drugs was monitored by spect

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Lévai, Albert, Artur M. S. Silva, José A. S. Cavaleiro, José Elguero, Ibon Alkorta, and József Jekő. "Synthesis of 4-Aryl-3(5)-(2-hydroxyphenyl)pyrazoles by Reaction of Isoflavones and their 4-Thio Analogues with Hydrazine Derivatives." Australian Journal of Chemistry 60, no. 12 (2007): 905. http://dx.doi.org/10.1071/ch07268.

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4-Aryl-3(5)-2-(hydroxyphenyl)pyrazoles have been prepared by the reaction of isoflavones and their 4-thio analogues with hydrazine hydrate and phenylhydrazine in hot pyridine. The reaction mechanism for the formation of these pyrazoles is discussed. All the new compounds have been fully characterized by NMR spectroscopy. In [D6]DMSO, a 1H NMR study allows observation of the presence of both pyrazole annular tautomers, due to the presence of intramolecular hydrogen bonds in each tautomer (OH···N and NH···O). Theoretical calculations have been carried out on tautomers and conformers of compounds

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Vejdělek, Zdeněk, Václav Bártl, Emil Svátek, and Miroslav Protiva. "Synthesis of several compounds related to 1-(4-methylsulfonylphenacyl)-4-phenylpiperazine and their pharmacological screening." Collection of Czechoslovak Chemical Communications 50, no. 7 (1985): 1498–506. http://dx.doi.org/10.1135/cccc19851498.

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The title compound I was transformed to its oxime II, hydrazone III and semicarbazone IV. 1-(4-Methylsulfonylphenyl)-2-(4-phenylpiperazino)ethanol (V) was esterified by the corresponding acid chlorides in pyridine to give the acetate VI, propionate VII, benzoate VIII, and 4-nitrobenzoate IX. Reactions of 4-(methylsulfonyl)phenacyl bromide, its 4-(ethylsulfonyl), and 4-(2-methylpropylsulfonyl)analogues with diethanolamine afforded instead of the expected substitution products X the hemiacetals XI-XIII, i.e. 2-hydroxy-4-(2-hydroxyethyl)-2-(4-alkylsulfonylphenyl)morpholines. The products were sub

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42

Norman, Rebecca E., Michael V. Perkins, Andris J. Liepa, and Craig L. Francis. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part X. The First Pyrazolo[1,5-b][1,2,4,6]thiatriazine Derivatives and their Unusual Reactions with Acylating Agents." Australian Journal of Chemistry 66, no. 11 (2013): 1323. http://dx.doi.org/10.1071/ch13282.

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N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 underwent a regioselective reaction with 3-aminopyrazoles 2 to produce pyrazolo[1,5-b][1,2,4,6]thiatriazines 3, representatives of a new ring system. Attempted N-acylation of compounds 3 with acetic anhydride (or chloride) and benzoyl chloride in pyridine, only afforded 5-(pyridin-4-yl)-pyrazolo[1,5-b][1,2,4,6]thiatriazine derivatives 11. The analogous reaction with pyridazine led to the corresponding pyridazin-4-yl derivative.

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43

Giannouli, Vassiliki, Nikolaos Lougiakis, Ioannis K. Kostakis, et al. "Design and Synthesis of New Substituted Pyrazolopyridines with Potent Antiproliferative Activity." Medicinal Chemistry 16, no. 2 (2020): 176–91. http://dx.doi.org/10.2174/1573406415666190222130225.

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Background: Purine isosteres are often endowed with interesting pharmacological properties, due to their involvement in cellular processes replacing the natural purines. Among these compounds, pyrazolopyridines are under active investigation for potential anticancer properties. Objective: Based on previously discovered substituted pyrazolopyridines with promising antiproliferative activity, we designed and synthesized new, suitably substituted analogues aiming to investigate their potential activity and contribute to SAR studies of this class of bioactive compounds. Methods: The new compounds

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44

Alsayari, Abdulrhman, Abdullatif Bin Muhsinah, Yahya I. Asiri, et al. "Arylhydrazono/Aryldiazenyl Pyrazoles: Green One-Pot Solvent-Free Synthesis and Anticancer Evaluation." Letters in Organic Chemistry 17, no. 10 (2020): 772–78. http://dx.doi.org/10.2174/1570178617666200320104923.

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The aim of this study was to synthesize and evaluate the biological activity of pyrazole derivatives, in particular, to perform a “greener” one-pot synthesis using a solvent-free method as an alternative strategy for synthesizing hydrazono/diazenyl-pyridine-pyrazole hybrid molecules with potential anticancer activity. Effective treatment for all types of cancers is still a long way in the future due to the severe adverse drug reactions and drug resistance associated with current drugs. Therefore, there is a pressing need to develop safer and more effective anticancer agents. In this context, s

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45

Abeysekera, Amila M., Abhijeet S. Sinha, and Christer B. Aakeroy. "The Impact of Halogen Substituents on the Synthesis and Structure of Co-Crystals of Pyridine Amides." Molecules 26, no. 4 (2021): 1147. http://dx.doi.org/10.3390/molecules26041147.

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Strategies for co-crystal synthesis tend to employ either hydrogen- or halogen-bonds between different molecules. However, when both interactions are present, the structural influence that they may exert on the resulting assembly is difficult to predict a priori. To shed some light on this supramolecular challenge, we attempted to co-crystallize ten aliphatic dicarboxylic acids (co-formers) with three groups of target molecules; N-(pyridin-2-yl)picolinamides (2Pyr-X), N-(pyridin-2-yl)nicotinamides (3Pyr-X), N-(pyridin-2-yl)isonicotinamides (4Pyr-X); X=Cl/ Br/ I. The structural outcomes were co

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Choy, Jonathan W., Clifford Bryant, Claudia M. Calvet, et al. "Chemical–biological characterization of a cruzain inhibitor reveals a second target and a mammalian off-target." Beilstein Journal of Organic Chemistry 9 (January 4, 2013): 15–25. http://dx.doi.org/10.3762/bjoc.9.3.

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Inhibition of the Trypanosoma cruzi cysteine protease cruzain has been proposed as a therapeutic approach for the treatment of Chagas’ disease. Among the best-studied cruzain inhibitors to date is the vinylsulfone K777 (1), which has proven effective in animal models of Chagas’ disease. Recent structure–activity studies aimed at addressing potential liabilities of 1 have now produced analogues such as N-[(2S)-1-[[(E,3S)-1-(benzenesulfonyl)-5-phenylpent-1-en-3-yl]amino]-3-(4-methylphenyl)-1-oxopropan-2-yl]pyridine-4-carboxamide (4), which is trypanocidal at ten-fold lower concentrations than fo

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47

Rostek, Charles J., Horng-Jau Lin, David J. Sikora, Alan R. Katritzky, Wojciech Kuzmierkiewicz, and Navayath Shobana. "Novel Sulfur Vulcanization Accelerators Based on Mercapto-Pyridine, -Pyrazine, and -Pyrimidine." Rubber Chemistry and Technology 69, no. 2 (1996): 180–202. http://dx.doi.org/10.5254/1.3538364.

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Abstract Sulfur vulcanization accelerators derived from 2-mercaptobenzothiazole (MBT) have been a staple for the rubber processing industry for over 65 years. Most noteworthy are the sulfenamide derivatives, which provide various combinations of scorch delay and cure rate, depending upon the basicity and steric nature of the sulfenamide N-substituent(s). While the effect of the amine moiety on benzothiazole sulfenamide accelerator performance has been well documented, the effect of the S-linked heterocyclic moiety of the sulfenamide has been investigated to a much lesser extent. Thus, to gain

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48

Chitti, Surendar, SrinivasaRao Singireddi, Pochana Santosh Kumar Reddy, et al. "Design, synthesis and biological evaluation of 2-(3,4-dimethoxyphenyl)-6 (1,2,3,6-tetrahydropyridin-4-yl)imidazo[1,2-a]pyridine analogues as antiproliferative agents." Bioorganic & Medicinal Chemistry Letters 29, no. 18 (2019): 2551–58. http://dx.doi.org/10.1016/j.bmcl.2019.08.013.

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49

Ward, Christopher P., Pui Ee Wong, Richard J. Burchmore, Harry P. de Koning, and Michael P. Barrett. "Trypanocidal Furamidine Analogues: Influence of Pyridine Nitrogens on Trypanocidal Activity, Transport Kinetics, and Resistance Patterns." Antimicrobial Agents and Chemotherapy 55, no. 5 (2011): 2352–61. http://dx.doi.org/10.1128/aac.01551-10.

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ABSTRACTCurrent therapies for human African trypanosomiasis (HAT) are unsatisfactory and under threat from emerging drug resistance linked to the loss of transporters, e.g., the P2 aminopurine transporter (TbAT1). Here we compare the uptake and trypanocidal properties of furamidine (DB75), recently evaluated in clinical trials against stage 1 (haemolymphatic) HAT, and two aza analogues, DB820 and CPD0801 (DB829), which are candidate compounds for treatment of stage 2 (neurological) disease. Values of 50% inhibitory concentrations (IC50s) determinedin vitroagainst both wild-type and transporter

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50

Bates, MRM, TJ Cardwell, RW Cattrall, LW Deady, and K. Murphy. "Studies on Cation Selectivities of Some Pyridine-Based Ionophores for Use in Polymer Membrane Chemical Sensors." Australian Journal of Chemistry 44, no. 11 (1991): 1603. http://dx.doi.org/10.1071/ch9911603.

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The synthesis of some macrocyclic compounds based on 4-octyloxypyridine-2,6-dicarboxylic acid, containing sulfur and/or oxygen atoms in the 2 to 6-bridging unit, along with some non-cyclic analogues is reported. These were tested for cation selectivity in poly(vinyl chloride)-based membrane electrodes. Little selectivity was found for any ion with the oxygen-containing compounds, and none approached the selectivity for potassium reported previously for a related compound. High bonding affinities for class b acceptors, particularly Ag+ and Hg2+, were found for sulfur-containing compounds. The c

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