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Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate
The title compound, C(20)H(24)N(2)O(4), is the product of a ring-expansion reaction from a seven-membered hexahydroazepine to a nine-membered azonine. The azonine ring of the molecule adopts a chair–boat conformation. In the crystal, molecules are linked by bifurcated N—H⋯(O,O) hydrogen bonds, g...
| Autores principales: | , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2017
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347048/ https://www.ncbi.nlm.nih.gov/pubmed/28316803 http://dx.doi.org/10.1107/S205698901700161X |
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| author | Nguyen, Van Tuyen Sorokina, Elena A. Listratova, Anna V. Voskressensky, Leonid G. Lobanov, Nikolai N. Dorovatovskii, Pavel V. Zubavichus, Yan V. Khrustalev, Victor N. |
| author_facet | Nguyen, Van Tuyen Sorokina, Elena A. Listratova, Anna V. Voskressensky, Leonid G. Lobanov, Nikolai N. Dorovatovskii, Pavel V. Zubavichus, Yan V. Khrustalev, Victor N. |
| author_sort | Nguyen, Van Tuyen |
| collection | PubMed |
| description | The title compound, C(20)H(24)N(2)O(4), is the product of a ring-expansion reaction from a seven-membered hexahydroazepine to a nine-membered azonine. The azonine ring of the molecule adopts a chair–boat conformation. In the crystal, molecules are linked by bifurcated N—H⋯(O,O) hydrogen bonds, generating [010] zigzag chains. The title compound shows inhibitory activity against acetylcholinesterase and butyrylcholinesterase, and might be considered as a candidate for the design of new types of anti-Alzheimer’s drugs. |
| format | Online Article Text |
| id | pubmed-5347048 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2017 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-53470482017-03-17 Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate Nguyen, Van Tuyen Sorokina, Elena A. Listratova, Anna V. Voskressensky, Leonid G. Lobanov, Nikolai N. Dorovatovskii, Pavel V. Zubavichus, Yan V. Khrustalev, Victor N. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(20)H(24)N(2)O(4), is the product of a ring-expansion reaction from a seven-membered hexahydroazepine to a nine-membered azonine. The azonine ring of the molecule adopts a chair–boat conformation. In the crystal, molecules are linked by bifurcated N—H⋯(O,O) hydrogen bonds, generating [010] zigzag chains. The title compound shows inhibitory activity against acetylcholinesterase and butyrylcholinesterase, and might be considered as a candidate for the design of new types of anti-Alzheimer’s drugs. International Union of Crystallography 2017-02-07 /pmc/articles/PMC5347048/ /pubmed/28316803 http://dx.doi.org/10.1107/S205698901700161X Text en © Nguyen et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
| spellingShingle | Research Communications Nguyen, Van Tuyen Sorokina, Elena A. Listratova, Anna V. Voskressensky, Leonid G. Lobanov, Nikolai N. Dorovatovskii, Pavel V. Zubavichus, Yan V. Khrustalev, Victor N. Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title | Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title_full | Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title_fullStr | Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title_full_unstemmed | Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title_short | Ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| title_sort | ring-expansion synthesis and crystal structure of dimethyl 4-ethyl-1,4,5,6,7,8-hexahydroazonino[5,6-b]indole-2,3-dicarboxylate |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5347048/ https://www.ncbi.nlm.nih.gov/pubmed/28316803 http://dx.doi.org/10.1107/S205698901700161X |
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