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Journal articles on the topic 'Azepine derive'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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1

Streef, J. W., H. C. van der Plas, N. Nieman, and C. H. Stam. "The reactivity of azepinyl anions, derived from 2-(diethylamino)-5-phenyl-3H-azepines, towards alkylating agents." Recueil des Travaux Chimiques des Pays-Bas 104, no. 6 (2010): 166–70. http://dx.doi.org/10.1002/recl.19851040603.

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2

Zhao, Wen-Bo, Shinpei Nakagawa, Atsushi Kato, et al. "General Synthesis of Sugar-Derived Azepane Nitrones: Precursors of Azepane Iminosugars." Journal of Organic Chemistry 78, no. 7 (2013): 3208–21. http://dx.doi.org/10.1021/jo400130p.

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3

Mikláš, R., N. Miklášová, M. Bukovský, and F. Devínsky. "Synthesis and antimicrobial properties of binaphthyl derived quaternary ammonium bromides." Acta Facultatis Pharmaceuticae Universitatis Comenianae 59, no. 1 (2012): 39–47. http://dx.doi.org/10.2478/v10219-012-0017-5.

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Synthesis and antimicrobial properties of binaphthyl derived quaternary ammonium bromides(S)-N-(2-(4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepin-1-yl)ethyl)-N, N-dimethyl-N-dodecyl ammonium bromide (S)-1a and (S)-N-(2-(4,5-dihydro-3H-dinaphtho[2,1-c:1',2'-e]azepin-1-yl)ethyl)-N, N-dimethyl-N-tetradecylammonium bromide (S)-1b have been synthesized as optically active quaternary ammonium salts starting from 1,1'-binaphthyl-2,2'-diol. Their antimicrobial activity expressed as minimal inhibition concentration (MIC) was tested against Gram-positive human pathogenic bacteria S. Aureus, Gram-negative

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4

Gregory, Brian, Eric Bullock, and Teng-Song Chen. "Intramolecular Michael-type additions. IV. Synthesis of 2-azabicyclo[3.2.1]oct-3-enes from 4-chloroalkyl-1,4-dihydropyridines." Canadian Journal of Chemistry 63, no. 4 (1985): 843–48. http://dx.doi.org/10.1139/v85-140.

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2-Azabicyclo[3.2.1]oct-3-enes, including examples having a spiro centre at C(8), may be obtained by the reaction of anions derived from 1,3-diketones or cyclopentadiene with 4-chloroalkyl-1,4-dihydropyridines or with azepines. Intermediate 4,5-dihydro-1H-azepines have been isolated under milder conditions. The structures of the bicyclic compounds were established using infrared, ultraviolet, nuclear magnetic resonance, and mass spectrometry. Pharmacological examination of selected compounds revealed low antimicrobial and hypotensive activity.

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5

Yu, Chu-Yi, and et al et al. "ChemInform Abstract: General Synthesis of Sugar-Derived Azepane Nitrones: Precursors of Azepane Iminosugars." ChemInform 44, no. 33 (2013): no. http://dx.doi.org/10.1002/chin.201333191.

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6

Pang, Yadong, Guoduan Liang, Fukai Xie, et al. "N-Fluorobenzenesulfonimide as a highly effective Ag(i)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization." Organic & Biomolecular Chemistry 17, no. 8 (2019): 2247–57. http://dx.doi.org/10.1039/c9ob00059c.

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7

Ulfa, Siti Mariyah, Hideki Okamoto, and Kyosuke Satake. "Synthesis of 2-Methoxy-3H-Azepine Derived Compounds Through the Thermal Reaction between Alkylnitrobenzene and Tributylphosphine." Natural B 3, no. 1 (2015): 17–23. http://dx.doi.org/10.21776/ub.natural-b.2015.003.01.3.

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8

Macías, M. A., J. A. Henao, Lina María Acosta, and Alirio Palma. "Synthesis and X-ray powder diffraction data of 7-fluoro-2-exo-(2-methylpropen-1-yl)-2,3,4,5-tetrahydro-1,4-epoxybenzo[b]azepine." Powder Diffraction 28, no. 1 (2013): 49–52. http://dx.doi.org/10.1017/s0885715612000966.

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The stereoselective synthesis of 7-fluoro-2-exo-(2-methylpropen-1-yl)-2,3,4,5-tetrahydro-1,4-epoxybenzo[b]azepine was developed by intramolecular 1,3-dipolar cycloaddition of the nitrone derived from the corresponding 2-allyl-4-fluoro-N-(3-methylbut-2-enyl)aniline. The X-ray powder diffraction (XRPD) pattern for the new compound was analyzed and found to crystallize in a monoclinic system with space group P21/m (No. 11) and refined unit-cell parameters a = 11.655(5) Å, b = 5.850(2) Å, c = 18.314(4) Å, β = 104.27(3) and V = 1210.1 (6) Å3.

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9

Katritzky, Alan R., Stanislaw Rachwal, and Jing Wu. "A versatile method for the N, N-dialkylation of aromatic amines via Grignard reactions on N,N-bis(benzotriazolylmethyl)arylamines." Canadian Journal of Chemistry 68, no. 3 (1990): 456–63. http://dx.doi.org/10.1139/v90-069.

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Grignard reactions of N,N-bis(benzotriazolylmethyl)arylamines afford the corresponding N,N-dialkylarylamines in high yields. Electron-releasing substituents on the aryl ring facilitate the reaction. Arylamines are N,N-dialkylated with two different alkyl groups by a stepwise procedure: N-benzotriazolylmethylation of an amine followed by a Grignard reaction to introduce the first alkyl group, and repetition of the same procedure to introduce the second alkyl group. Grignard reagents derived from 1,4-dihalobutane, upon reaction with N,N-bis(benzotriazolylmethyl)arylamines, give the corresponding

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10

Patel, Rahul V., Bhupendra M. Mistry, Riyaz Syed, Nikhil M. Parekh, and Han-Seung Shin. "Pyrrolo[1,2-a]azepines Coupled with Benzothiazole and Fluorinated Aryl Thiourea Scaffolds as Promising Antioxidant and Anticancer Agents." Anti-Cancer Agents in Medicinal Chemistry 19, no. 15 (2019): 1855–62. http://dx.doi.org/10.2174/1871520619666190820151043.

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Background: Cancer remains a major health concern throughout history and is responsible for huge numbers of deaths globally. The sensitivity of cancer cells to anticancer drugs is a crucial factor for developing effective treatments. Methods: Pyrrolo[1,2-a]azepines coupled with benzothiazole and fluorinated aryl thiourea scaffolds have been synthesized, and their potential as cytotoxic agents was investigated against different cancer cell lines such as human ovarian cancer (SK-OV-3), cervical cancer (HeLa), colon adenocarcinoma (HT-29) and non-small-cell lung carcinoma (A549). Cytotoxicity of

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11

Pan, Xuan, Lulu Tao, Ming Ji, Xiaoguang Chen, and Zhanzhu Liu. "Synthesis and cytotoxicity of novel imidazo[4,5- d ]azepine compounds derived from marine natural product ceratamine A." Bioorganic & Medicinal Chemistry Letters 28, no. 5 (2018): 866–68. http://dx.doi.org/10.1016/j.bmcl.2018.02.004.

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12

Dhavale, Dilip D., Shankar D. Markad, Narayan S. Karanjule та J. PrakashaReddy. "Asymmetric Dihydroxylation ofd-Glucose Derived α,β-Unsaturated Ester: Synthesis of Azepane and Nojirimycin Analogues". Journal of Organic Chemistry 69, № 14 (2004): 4760–66. http://dx.doi.org/10.1021/jo049509t.

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13

Oña, Noe, Antonio Romero-Carrasco, and M. Soledad Pino-González. "Regioselective epoxide opening of epoxyamides derived from d-glucose. Cyclization approaches to azepanes." Tetrahedron: Asymmetry 24, no. 2-3 (2013): 156–63. http://dx.doi.org/10.1016/j.tetasy.2012.12.005.

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14

Chong, Hyun-Soon, Kayhan Garmestani, L. Henry Bryant,, and Martin W. Brechbiel. "Synthesis of DTPA Analogues Derived from Piperidine and Azepane: Potential Contrast Enhancement Agents for Magnetic Resonance Imaging." Journal of Organic Chemistry 66, no. 23 (2001): 7745–50. http://dx.doi.org/10.1021/jo0106344.

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15

Elsayed, Yasmin, John Refaat, Usama R. Abdelmohsen, Safwat Ahmed, and Mostafa A. Fouad. "RETRACTED ARTICLE: Rhodozepinone, a new antitrypanosomal azepino-diindole alkaloid from the marine sponge-derived bacterium Rhodococcus sp. UA13." Medicinal Chemistry Research 26, no. 11 (2017): 2751–60. http://dx.doi.org/10.1007/s00044-017-1974-y.

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16

Elsayed, Yasmin, John Refaat, Usama R. Abdelmohsen, Safwat Ahmed, and Mostafa A. Fouad. "Retraction Note to: Rhodozepinone, a new antitrypanosomal azepino-diindole alkaloid from the marine sponge-derived bacterium Rhodococcus sp. UA13." Medicinal Chemistry Research 28, no. 1 (2018): 105. http://dx.doi.org/10.1007/s00044-018-2263-0.

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17

Takahashi, Motohiro, Hiroki Moriwaki, Toshio Miwa, Brittanie Hoang, Peng Wang, and Vadim A. Soloshonok. "Large Scale Synthesis of Chiral (3Z,5Z)-2,7-Dihydro-1H-azepine-Derived Hamari Ligand for General Asymmetric Synthesis of Tailor-Made Amino Acids." Organic Process Research & Development 23, no. 4 (2019): 619–28. http://dx.doi.org/10.1021/acs.oprd.8b00406.

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18

Boeglin, Damien, Dominique Bonnet, and Marcel Hibert. "Solid-Phase Preparation of a Pilot Library Derived from the 2,3,4,5-Tetrahydro-1H-benzo[b]azepin-5-amine Scaffold." Journal of Combinatorial Chemistry 9, no. 3 (2007): 487–500. http://dx.doi.org/10.1021/cc060164x.

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19

Bhowmik, Subhendu, Soumya Bhattacharyya, and Sanjay Batra. "An alternate route to substituted 6,7-dihydro 5H-dibenz[c,e]azepines from allylbenzamides derived from the Morita–Baylis–Hillman adducts." Tetrahedron 70, no. 26 (2014): 4031–37. http://dx.doi.org/10.1016/j.tet.2014.04.055.

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20

He, Wenyu, Jinhui Wei, Ting Huang, and Enren Zhang. "Enhanced electricity production in single-chamber MFCs with air cathodes decorated by Fe–N–C catalysts derived from 5H-dibenz [b,f] azepine-5-carboxamide (Carbamazepine)." International Journal of Hydrogen Energy 45, no. 35 (2020): 17525–32. http://dx.doi.org/10.1016/j.ijhydene.2020.04.281.

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21

Potikha, L. M., A. R. Turelik, and V. A. Kovtunenko. "Features of reactions of quaternary salts derived from (4Z)-5-(bromomethyl)-2,2,6,6-tetra-methylhept-4-en-3-one. Synthesis of azolo[a]azepine and indolizine derivatives." Chemistry of Heterocyclic Compounds 48, no. 2 (2012): 334–42. http://dx.doi.org/10.1007/s10593-012-0994-2.

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22

Potikha, L. M., A. R. Turelik, and V. A. Kovtunenko. "ChemInform Abstract: Features of Reactions of Quaternary Salts Derived from (4Z)-5-(Bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one. Synthesis of Azolo[a]azepine and Indolizine Derivatives." ChemInform 43, no. 44 (2012): no. http://dx.doi.org/10.1002/chin.201244119.

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23

Bhowmik, Subhendu, Soumya Bhattacharyya, and Sanjay Batra. "ChemInform Abstract: An Alternate Route to Substituted 6,7-Dihydro 5H-Dibenz[c,e]azepines from Allylbenzamides Derived from the Morita-Baylis-Hillman Adducts." ChemInform 45, no. 45 (2014): no. http://dx.doi.org/10.1002/chin.201445197.

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24

Jadhav, Vrushali H., Omprakash P. Bande, Vedavati G. Puranik, and Dilip D. Dhavale. "Synthesis of azepane and nojirimycin iminosugars: the Sharpless asymmetric epoxidation of d-glucose-derived allyl alcohol and highly regioselective epoxide ring opening using sodium azide." Tetrahedron: Asymmetry 21, no. 2 (2010): 163–70. http://dx.doi.org/10.1016/j.tetasy.2010.01.007.

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25

Afonso, Adriano, Stuart B. Rosenblum, Mohindar S. Puar, and Andrew T. McPhail. "Beta-lactams derived from the reaction of phenanthridines and 11H-dibenzo[b,e]azepin-11-one with phenylvaleryl chloride. Synthesis of fused analogs of the cholesterol absorption inhibitor Sch 48461." Tetrahedron Letters 39, no. 41 (1998): 7431–34. http://dx.doi.org/10.1016/s0040-4039(98)01648-7.

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26

Faust, Rüdiger, Peter J. Garratt, Rob Jones, et al. "Mapping the Melatonin Receptor. 6. Melatonin Agonists and Antagonists Derived from 6H-Isoindolo[2,1-a]indoles, 5,6-Dihydroindolo[2,1-a]isoquinolines, and 6,7-Dihydro-5H-benzo[c]azepino[2,1-a]indoles." Journal of Medicinal Chemistry 43, no. 6 (2000): 1050–61. http://dx.doi.org/10.1021/jm980684+.

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27

KONDO, S., H. SUZUKI, T. HATTORI, T. IDO, and K. SAITO. "ChemInform Abstract: Electrochemistry of 7-Carboethoxycycloheptatriene and Its Aza-Analogues: Ring Construction of Azepine Derivatives to Aniline Derivatives by Oxidation and N-N Bond Rupture of Diazepine Derivatives to 1-Amino-4-cyano-1,3-butadiene Deriv." ChemInform 29, no. 38 (2010): no. http://dx.doi.org/10.1002/chin.199838035.

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28

AFONSO, A., S. B. ROSENBLUM, M. S. PUAR, and A. T. MCPHAIL. "ChemInform Abstract: Beta-Lactams Derived from the Reaction of Phenanthridines and 11H-Dibenzo[b,e]azepin-11-one with Phenylvaleryl Chloride. Synthesis of Fused Analogues of the Cholesterol Absorption Inhibitor Sch 48461." ChemInform 29, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199851282.

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29

Walsh, James G., Patrick J. Furlong, and Declan G. Gilheany. "Easy access to medium rings by entropy/strain reduction. Part 2. The ready availability of cis,cis-2,4-diene-1,6-diols and derived dibromides allows a simple and mild route to substituted 2,7-dihydro-1H-azepines." Journal of the Chemical Society, Perkin Transactions 1, no. 24 (1999): 3657–65. http://dx.doi.org/10.1039/a905387e.

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30

Walsh, James G., Patrick J. Furlong, and Declan G. Gilheany. "ChemInform Abstract: Easy Access to Medium Rings by Entropy/Strain Reduction. Part 2. The Ready Availability of cis,cis-2,4-Diene-1,6-diols and Derived Dibromides Allows a Simple and Mild Route to Substituted 2,7-Dihydro-1H-azepines." ChemInform 31, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.200016153.

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31

STREEF, J. W., H. C. VAN DER PLAS, H. NIEMAN, and C. H. STAM. "ChemInform Abstract: AZEPINES. PART 3. THE REACTIVITY OF AZEPINYL ANIONS, DERIVED FROM 2-(DIETHYLAMINO)-5-PHENYL-3H-AZEPINES, TOWARDS ALKYLATING AGENTS." Chemischer Informationsdienst 16, no. 43 (1985). http://dx.doi.org/10.1002/chin.198543255.

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32

Kiss, Loránd, Melinda Nonn, Dominika Kara, Lamiaa Ouchakour, Enikő Forró та Matti Haukka. "Diversity-Oriented Stereocontrolled Synthesis of Some Piperidine- and Azepane-Based Fluorine-Containing β-Amino Acid Derivatives". Synthesis, 14 грудня 2020. http://dx.doi.org/10.1055/s-0040-1706637.

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AbstractStructural diversity-oriented synthesis of some azaheterocyclic β-amino acid derivatives has been accomplished by selective functionalization of readily available cyclodienes. The stereocontrolled synthetic concept was based on the oxidative ring cleavage of unsaturated cyclic β-amino acids derived from cycloalkadiene, followed by ring closing with double reductive amination, which furnished some conformationally restricted β-amino acid derivatives with a piperidine or azepane core.

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33

Vyas, Kapil. "ANTIBACTERIAL SCREENING OF NEWLY SYNTHESIZED MANNICH BASES DERIVED FROM 5H-DIBENZO[B,F]AZEPINE-5-CORBOXAMIDE AGAINST GRAM POSITIVE AND GRAM NEGATIVE PATHOGENS." World Journal of Pharmaceutical Research, September 1, 2017, 912–23. http://dx.doi.org/10.20959/wjpr20179-9286.

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