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Journal articles on the topic 'Cyclopenta[b]pyridine dérivé'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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1

Dyachenko, Ivan V., Vladimir D. Dyachenko, Pavel V. Dorovatovskii, Victor N. Khrustalev, and Valentine G. Nenajdenko. "Novel multicomponent synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine derivatives." Chemistry of Heterocyclic Compounds 56, no. 12 (2020): 1592–98. http://dx.doi.org/10.1007/s10593-020-02854-7.

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2

Ryabov, Alexey N., Vyatcheslav V. Izmer, Anatoly A. Borisenko, et al. "Zirconium complexes of cyclopenta[b]pyridine: synthesis, structure, and olefin polymerization catalysis." Journal of the Chemical Society, Dalton Transactions, no. 15 (2002): 2995. http://dx.doi.org/10.1039/b201829b.

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3

Melnykov, Kostiantyn P., Dmitriy M. Volochnyuk, Sergey V. Ryabukhin, Eduard B. Rusanov, and Oleksandr O. Grygorenko. "A conformationally restricted GABA analogue based on octahydro-1H-cyclopenta[b]pyridine scaffold." Amino Acids 51, no. 2 (2018): 255–61. http://dx.doi.org/10.1007/s00726-018-2660-1.

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4

Gürdere, Meliha Burcu, Burhan Yilmaz, and Yakup Budak. "Synthesis and Characterization of Some Novel Multisubstituted 6,7-Dihydro-5H-cyclopenta[b]pyridine Derivatives." Synthetic Communications 44, no. 7 (2014): 981–86. http://dx.doi.org/10.1080/00397911.2013.840004.

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5

Xia, Hong Ying, and Feng Zhao. "Electronic Structures and Spectral Properties of the Optoelectronic Material Rhenium (I) Tricarbonyl Complexes Containing Spiro[Dipyridine-Fluorene]-Type Ligands." Advanced Materials Research 602-604 (December 2012): 866–69. http://dx.doi.org/10.4028/www.scientific.net/amr.602-604.866.

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A rhenium (I) complex containing the new spriodipyridine-type ligand, spiro[cyclopenta[1,2-b:5,4-b']dipyridine-5,9'-fluorene], was investigated using density functional theory (DFT) and time-dependent density functional theory (TDDFT). The HOMO is  character, while the LUMO is π* orbitals of the pyridine ligands. The lowest lying absorption band of the complexes has the HOMO-2 → LUMO transition configurations resulting in the MLCT/LLCT characters

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6

Ren, Lanhui, Lianyue Wang, Ying Lv, Sensen Shang, Bo Chen, and Shuang Gao. "Synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridin-5-one analogues through manganese-catalyzed oxidation of the CH2 adjacent to pyridine moiety in water." Green Chemistry 17, no. 4 (2015): 2369–72. http://dx.doi.org/10.1039/c4gc02471k.

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7

Javzan, S., D. Selenge, Y. Jamyansan, J. Nadmid, and Yu Ouynbileg. "Alkaloids from cultivated plant of Peganum harmala L." Mongolian Journal of Chemistry 12 (September 24, 2014): 113–16. http://dx.doi.org/10.5564/mjc.v12i0.184.

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Alkaloids such as 1H-cyclopenta(b) quinoline, 2.3.5.6.7.8-hexahydro-9-amino-; Vasicinone(1H-Pyrrоlo[2.1-b]quinazolin-9-one,3-hydroxy-2.3-dihydro) and harmine were isolated from cultivated plant of P. harmala. Four unknown alkaloids were isolated from P. harmala for the first time: 2.2.6.6-Tetramethyl-4-piperidone., Quinoline, 2.3.4-trimethyl-., Pyridine, 2-phenoxy-4- amino- and 4-(3-Propynyloxy)- quinazoline. Their structures were determined by GC-MS.DOI: http://dx.doi.org/10.5564/mjc.v12i0.184 Mongolian Journal of Chemistry Vol.12 2011: 113-116

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8

Nagalakshmi, R. A., J. Suresh, S. Maharani, R. Ranjith Kumar, and P. L. Nilantha Lakshman. "Crystal structure of 2-benzylamino-4-p-tolyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile." Acta Crystallographica Section E Crystallographic Communications 71, no. 2 (2015): 192–94. http://dx.doi.org/10.1107/s2056989015000572.

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The title compound, C23H21N3, comprises a 2-amino-3-cyanopyridine ring fused with a cyclopentane ring. The later adopts an envelope conformation with the central methylene C atom as the flap. The benzyl and andp-tolyl rings are inclined to one another by 56.18 (15)°, and to the pyridine ring by 81.87 (14) and 47.60 (11)°, respectively. In the crystal, molecules are linked by pairs of N—H...Nnitrilehydrogen bonds, forming inversion dimers with anR22(12) ring motif. The dimers are linked by C—H...π and π–π interactions [centroid–centroid distance = 3.7211 (12) Å], forming a three-dimensional fra

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9

Nagalakshmi, R. A., J. Suresh, S. Maharani, R. Ranjith Kumar, and P. L. Nilantha Lakshman. "Crystal structure of 2-benzylamino-4-(4-bromophenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile." Acta Crystallographica Section E Crystallographic Communications 71, no. 3 (2015): 296–98. http://dx.doi.org/10.1107/s2056989015002820.

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In the title compound C22H18BrN3, the cyclopentane ring adopts an envelope conformation with the central methylene C atom as the flap. The dihedral angles between the central pyridine ring and the pendant benzyl and and bromobenzene rings are 82.65 (1) and 47.23 (1)°, respectively. In the crystal, inversion dimers linked by pairs of N—H...Nn(n = nitrile) hydrogen bonds generateR22(12) loops. These dimers are linked by weak π–π interactions [centroid–centroid distance = 3.7713 (14) Å] into a layered structure.

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10

Guerdere, Meliha Burcu, Burhan Yilmaz, and Yakup Budak. "ChemInform Abstract: Synthesis and Characterization of Some Novel Multisubstituted 6,7-Dihydro-5H-cyclopenta[b]pyridine Derivatives." ChemInform 45, no. 33 (2014): no. http://dx.doi.org/10.1002/chin.201433171.

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11

Zhou, Jin Hua, Hai Li Gao, Han Zhou Sun, and Yu Xiong Wu. "A New Approach for the Synthesis of 6,7-Dihydro-5H-Cyclopenta[b]pyridine." Advanced Materials Research 634-638 (January 2013): 1211–14. http://dx.doi.org/10.4028/www.scientific.net/amr.634-638.1211.

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A new practical and efficient route was developed for the synthesis of 6,7-dihydro-5H-cyclopenta[b]pyridine, which is a key intermediate of cefpirome. Leading to the formation of the corresponding product, nucleophilic addition, acetylization, Vilsmeier cyclization reaction and dechlorination were employed under mild reaction conditions by using commercially available cyclopentanone and benzylamine as raw materials. The total yield of this newly developed synthetic route for the target product was 43.15% with 99.7% of purity (HPLC). The structure of target molecular was confirmed by LC-MS and

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12

Ullrich, Thomas, Michael Pyerin, and Kurt Mereiter. "(3aR,8bR)-(+)-1-Methyl-1,2,3,3a,4,8b-hexahydropyrrolo[2′,3′:3,4]cyclopenta[1,2-b]pyridine-1,5-diium dichloride monohydrate." Acta Crystallographica Section E Structure Reports Online 62, no. 7 (2006): o2958—o2960. http://dx.doi.org/10.1107/s1600536806022367.

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The title compound, C11H16N2 2+·2Cl−·H2O, is a novel conformationally constrained tricyclic analogue of nicotine, in which the pyridine and pyrrolidine rings of the latter are bridged by a CH2 group. As result of this bridge, these two rings are no longer approximately perpendicular as in various salts of nicotine.

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13

Zhang, Li-Juan, and Chao-Guo Yan. "One-pot domino reactions for synthesis of heterocyclic[3.3.3]propellanes and spiro[cyclopenta[b]pyridine-4,2′-indenes]." Tetrahedron 69, no. 24 (2013): 4915–21. http://dx.doi.org/10.1016/j.tet.2013.04.048.

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14

Nong, Xu-Hua, Xiao-Yong Zhang, Xin-Ya Xu, Yun-Lin Sun, and Shu-Hua Qi. "Alkaloids from Xylariaceae sp., a Marine-derived Fungus." Natural Product Communications 9, no. 4 (2014): 1934578X1400900. http://dx.doi.org/10.1177/1934578x1400900407.

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A new pyridine derivative, 5-(2′-hydroxypropyl)pyridin-3-ol (1), with seven known alkaloids, 3-hydroxy-5-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one (2), penicillenol A1 (3), penicillenol A2 (4), a mixture of quinolactacin A1 (5a) and quinolactacin A2 (5b), and a mixture of quinolactacin C1 (6a) and quinolactacin C2 (6b), were isolated from the culture broth of a marine-derived fungus Xylariaceae sp. SCSGAF0086. Their structures were elucidated by spectroscopic methods. Compound 2 showed weak antimicrobial activity against Bacillus subtilis, and a mixture of 6a and 6b exhibited strong ant

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15

Yu, Shasha, Renhong Sun, Haoyi Chen, Xin Xie, and Yuanhong Liu. "Zirconium-Mediated Multicomponent Reactions of 1,3-Butadiynes with Ylidenemalononitriles to Form Functionalized 1,8-Naphthyridine and Cyclopenta[b]pyridine Derivatives." Chemistry - A European Journal 21, no. 4 (2014): 1420–24. http://dx.doi.org/10.1002/chem.201405899.

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16

Zhang, Li-Juan, and Chao-Guo Yan. "ChemInform Abstract: One-Pot Domino Reactions for Synthesis of Heterocyclic[3.3.3]propellanes and Spiro[cyclopenta[b]pyridine-4,2′-indenes]." ChemInform 44, no. 43 (2013): no. http://dx.doi.org/10.1002/chin.201343110.

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17

Sirakanyan, Samvel N., Domenico Spinelli, Athina Geronikaki, and Anush A. Hovakimyan. "New Methods for the Synthesis of 3-Amino-6,7-Dihydro-5H-Cyclopenta[c]Pyridine-4-Carbonitriles and Cyclopenta[d]Pyrazolo[3,4-b]Pyridines via a Smiles-type Rearrangement." Journal of Heterocyclic Chemistry 54, no. 2 (2016): 1199–209. http://dx.doi.org/10.1002/jhet.2693.

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18

Albratty, Mohammed, Karam Ahmed El-Sharkawy, and Shamsher Alam. "Synthesis and antitumor activity of some novel thiophene, pyrimidine, coumarin, pyrazole and pyridine derivatives." Acta Pharmaceutica 67, no. 1 (2017): 15–33. http://dx.doi.org/10.1515/acph-2017-0004.

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Abstract 2-Cyano-N-(thiazol-2-yl) acetamide (2a) and 2-cyano-N-(oxazol- 2-yl) acetamide (2b) were obtained via the reaction of ethyl cyanoacetate with either 2-aminothiazole (1a) or 2-aminooxazole (1b). The formed products were directed toward the reaction with cyclopentanone and elemental sulfur in the presence of triethylamine to give cyclopenta[b]thiophene derivatives (3a,b). The latter products were reacted with either ethyl cyanoacetate or malononitrile to form compounds 4a,b and 5a,b, respectively. Compounds 4a,b were aimed at synthesizing some heterocyclic compounds; thus internal cycli

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19

Ghorab, Mostafa M., Mansour S. Alsaid, Mohammed S. Al-Dosari, Fatma A. Ragab, Abdullah A. Al-Mishari, and Abdulaziz N. Almoqbil. "Novel quinolines carrying pyridine, thienopyridine, isoquinoline, thiazolidine, thiazole and thiophene moieties as potential anticancer agents." Acta Pharmaceutica 66, no. 2 (2016): 155–71. http://dx.doi.org/10.1515/acph-2016-0016.

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Abstract As a part of ongoing studies in developing new anticancer agents, novel 1,2-dihydropyridine 4, thienopyridine 5, isoquinolines 6–20, acrylamide 21, thiazolidine 22, thiazoles 23–29 and thiophenes 33–35 bearing a biologically active quinoline nucleus were synthesized. The structure of newly synthesized compounds was confirmed on the basis of elemental analyses and spectral data. All the newly synthesized compounds were evaluated for their cytotoxic activity against the breast cancer cell line MCF7. 2,3-Dihydrothiazole-5-carboxamides 27, 25, 4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxa

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20

Park, Yoonkyung, Jin Won Jung, Hungu Kang, Jhumur Seth, Youngjong Kang, and Myung Mo Sung. "Single-Crystal Poly[4-(4,4-dihexadecyl-4H-cyclopenta[1,2-b:5,4-b′]dithiophen-2-yl)-alt-[1,2,5]thiadiazolo[3,4-c]pyridine] Nanowires with Ultrahigh Mobility." Nano Letters 19, no. 2 (2019): 1028–32. http://dx.doi.org/10.1021/acs.nanolett.8b04302.

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21

Hoashi, Yasutaka, Takafumi Takai, Tatsuki Koike, and Osamu Uchikawa. "Synthesis of a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine derivative, the 5-aza analog of ramelteon." Tetrahedron Letters 55, no. 29 (2014): 4014–16. http://dx.doi.org/10.1016/j.tetlet.2014.05.036.

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22

Yu, Shasha, Renhong Sun, Haoyi Chen, Xin Xie, and Yuanhong Liu. "ChemInform Abstract: Zirconium-Mediated Multicomponent Reactions of 1,3-Butadiynes with Ylidenemalononitriles to Form Functionalized 1,8-Naphthyridine and Cyclopenta[b]pyridine Derivatives." ChemInform 46, no. 24 (2015): no. http://dx.doi.org/10.1002/chin.201524061.

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23

Klemm, L. H., Jun Wang, and Sandip K. Sur. "Chemistry of thienopyridines.XXXVII. Syntheses in the cyclopenta, cyclohexa-, and cycloheptathieno[2,3-b]pyridine series. Three analogs of 9-amino-1,2,3,4-tetrahydroacridine." Journal of Heterocyclic Chemistry 27, no. 6 (1990): 1537–41. http://dx.doi.org/10.1002/jhet.5570270603.

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24

Remon M. Zaki, Adel M. Kamal El-Dean, Shaban M. Radwan, and Mahmoud A. Ammar. "Synthesis, Reactions, and Antimicrobial Activity of Novel Heterocyclic Compounds Containing Cyclopenta[d]thieno[2,3-b]pyridine Moiety and Related Fused Heterocycles." Russian Journal of Bioorganic Chemistry 46, no. 1 (2020): 85–96. http://dx.doi.org/10.1134/s1068162020010148.

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25

Mazina, O. S., V. B. Rybakov, S. I. Troyanov, E. V. Babaev, and L. A. Aslanov. "X-ray mapping in heterocyclic design: XV. Tricyclic heterocycles based on 2-oxo-2,5,6,7-tetrahydro-1H-cyclopenta[b]pyridine-3-carbonitrile." Crystallography Reports 50, no. 1 (2005): 61–71. http://dx.doi.org/10.1134/1.1857247.

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26

Hoashi, Yasutaka, Takafumi Takai, Tatsuki Koike, and Osamu Uchikawa. "ChemInform Abstract: Synthesis of a Novel Tricyclic 1,6,7,8-Tetrahydro-2H-cyclopenta[b]furo[3,2-d]pyridine Derivative, the 5-Aza Analogue of Ramelteon." ChemInform 45, no. 52 (2014): no. http://dx.doi.org/10.1002/chin.201452156.

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27

Zaki, Remon M., Adel M. Kamal El-Dean, Shaban M. Radwan, and Mahmoud A. Ammar. "Erratum to: Synthesis, Reactions, and Antimicrobial Activity of Novel Heterocyclic Compounds Containing Cyclopenta[d]thieno[2,3-b]pyridine Moiety and Related Fused Heterocycles." Russian Journal of Bioorganic Chemistry 46, no. 6 (2020): 1293. http://dx.doi.org/10.1134/s1068162020060060.

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28

Koike, Tatsuki, Yasutaka Hoashi, Takafumi Takai, and Osamu Uchikawa. "Synthesis of 4-aza analog of ramelteon: a novel tricyclic 1,6,7,8-tetrahydro-2H-cyclopenta[d]furo[2,3-b]pyridine derivative as melatonin receptor ligand." Tetrahedron Letters 52, no. 23 (2011): 3009–11. http://dx.doi.org/10.1016/j.tetlet.2011.03.147.

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29

El-Hashash, Maher A., Eman A. El-Bordany, Magda I. Marzouk, Abeer M. El-Naggar, Tarek M. S. Nawar, and Wael M. El-Sayed. "Novel Nicotinonitrile Derivatives Bearing Imino Moieties Enhance Apoptosis and Inhibit Tyrosine Kinase." Anti-Cancer Agents in Medicinal Chemistry 18, no. 11 (2019): 1589–98. http://dx.doi.org/10.2174/1871520618666180510112614.

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Background: Fused heterocyclic containing pyrazolopyridine systems have several medicinal activities including cytotoxic and carcinostatic activities. Objective: To investigate the antiproliferative activity and associated mechanism(s) of a novel series of nicotinonitrile derivatives. Method: The series has been synthesized by the reaction of hydrazonoyl chlorides with each of 4-(4- methoxyphenyl)-3-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile and 2-amino-4-(4- methoxyphenyl)-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile in dioxane in basic medium. The assigned stru

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30

KLEMM, L. H., J. WANG, and S. K. SUR. "ChemInform Abstract: Chemistry of Thienopyridines. Part 37. Syntheses in the Cyclopenta-, Cyclohexa-, and Cycloheptathieno(2,3-b)pyridine Series. Three Analogs of 9-Amino-1,2,3,4-tetrahydroacridine." ChemInform 22, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199111199.

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31

Ren, Lanhui, Lianyue Wang, Ying Lv, Sensen Shang, Bo Chen, and Shuang Gao. "ChemInform Abstract: Synthesis of 6,7-Dihydro-5H-cyclopenta[b]pyridin-5-one Analogues Through Manganese-Catalyzed Oxidation of the CH2Adjacent to Pyridine Moiety in Water." ChemInform 46, no. 33 (2015): no. http://dx.doi.org/10.1002/chin.201533048.

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32

Wu, Ho-Cheng, Yih-Fung Chen, Ming-Jen Cheng, Ming-Der Wu, Yen-Lin Chen, and Hsun-Shuo Chang. "Investigations into Chemical Components from Monascus purpureus with Photoprotective and Anti-Melanogenic Activities." Journal of Fungi 7, no. 8 (2021): 619. http://dx.doi.org/10.3390/jof7080619.

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Monascus species are asexually or sexually reproduced homothallic fungi that can produce a red colorant, specifically the so-called red yeast rice or Anka, which is used as a food ingredient in Asia. Traditional experiences of using Monascus for treating indigestion, enhancing blood circulation, and health remedies motivate us to investigate and repurpose Monascus-fermented products. Here, two new 5H-cyclopenta[c]pyridine type azaphilones, 5S,6S-monaspurpyridine A (1) and 5R,6R-monaspurpyridine A (2), two new xanthonoids, monasxanthones A and B (3 and 4), one new naphthalenone, monasnaphthalen

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33

Claps, Michele, Nunziatina Parrinello, Carlos Saá, Jesús A. Varela, Salvatore Caccamese, and Carlo Rosini. "Assignment of the absolute configuration of (+)-5,5′,6,6′-tetrahydro-7,7′-spiro[7H-cyclopenta[b]pyridine], a new inherently chiral spiropyridine, by a nonempirical analysis of its circular dichroism spectrum." Tetrahedron: Asymmetry 17, no. 9 (2006): 1387–93. http://dx.doi.org/10.1016/j.tetasy.2006.04.034.

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34

Rao, H. Surya Prakash, S. P. Senthilkumar, and K. Jeyalakshmi. "SYNTHESIS AND CHARACTERIZATION OF 2-PHENYL-4- BENZO YL-6,7-DIHYDRO-5H-CYCLOPENTA[b]PYRIDINE AND ITS DERIVATIVES." Heterocyclic Communications 9, no. 1 (2003). http://dx.doi.org/10.1515/hc.2003.9.1.65.

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35

"SYNTHESIS, CHARACTERIZATION AND THERMAL STUDIES ON SOME TRANSITION METAL COMPLEXES OF TETRAHYDRO-2-THIOXO-1H—CYCLOPENTA[b] PYRIDINE-3-CARBONITRILE." Al-Azhar Bulletin of Science 23, Issue 1-A (2012): 107–25. http://dx.doi.org/10.21608/absb.2011.7192.

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36

Abdel-aziz, Hassan M., Sobhi M. Gomha, Abdelaziz A. El-Sayed, Yahia Nasser Mabkhot, Abdulrhman Alsayari, and Abdullatif Bin Muhsinah. "Facile synthesis and antiproliferative activity of new 3-cyanopyridines." BMC Chemistry 13, no. 1 (2019). http://dx.doi.org/10.1186/s13065-019-0652-1.

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Abstract Background Pyridines have been reported to possess various pharmacological activities. Results Sodium 3-oxo-3-(2-oxo-2H-chromen-3-yl)prop-1-en-1-olate (2) and sodium 3-oxo-3-(3-oxo-3H-benzo[f]chromen-2-yl)prop-1-en-1-olate (7) were prepared and reacted with 2-cyano-N’-(1-aryl(heteryl)ethylidene)acetohydrazides 3a–d to produce 2-oxo-1,2-dihydropyridine-3-carbonitrile derivatives 5a–d and 9a–d, respectively, in good yields. Also, 3a–d reacted with sodium (2-oxocyclopentylidene)methanolate (11a) or sodium (2-oxocyclohexylidene) methanolate (11b) to yield 2-oxo-tetrahydro-1H-cyclopenta[b]

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37

Khan, Nausheen, Abdul Qadir, Musarrat Husain Warsi, Amena Ali, Abu Tahir, and Abuzer Ali. "Identification of the Phytoconstituents in Methanolic Extract of Adhatoda vasica L. Leaves by GC-MS Analysis and its Antioxidant Activity." Journal of AOAC INTERNATIONAL, August 30, 2021. http://dx.doi.org/10.1093/jaoacint/qsab113.

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Abstract Background Adhatoda vasica L. is a medicinal plant, also known as Malabar nut in English, belongs to family Acanthaceae. It has been used traditionally to treat respiratory disorders like severe cough, cold, chronic bronchitis, asthma, tuberculosis, and other illnesses. The multifunctional range of bioactives found in it has piqued the interest of pharmaceutical companies, who are looking for more evidence-based ways to develop new formulations. Method Methanolic extract of Adhatoda vasica L. leaves (MEAV) was analysed by hyphenated gas chromatography-mass spectroscopy for identificat

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