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DC Field | Value | Language |
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dc.contributor.author | Rotas, G. | en |
dc.contributor.author | Kimbaris, A. | en |
dc.contributor.author | Varvounis, G. | en |
dc.date.accessioned | 2015-11-24T16:49:13Z | - |
dc.date.available | 2015-11-24T16:49:13Z | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | https://olympias.lib.uoi.gr/jspui/handle/123456789/9450 | - |
dc.rights | Default Licence | - |
dc.subject | pyrrole | en |
dc.subject | reduction | en |
dc.subject | desulfurisation | en |
dc.subject | cyclisation | en |
dc.subject | pyrrolobenzodiazepine | en |
dc.subject | v-2 receptor antagonist | en |
dc.subject | vasopressin v-2 | en |
dc.subject | pyrrolobenzodiazepines | en |
dc.subject | anthramycin | en |
dc.subject | opc-41061 | en |
dc.subject | tolvaptan | en |
dc.subject | efficient | en |
dc.subject | potent | en |
dc.subject | agents | en |
dc.title | Synthesis of a novel pyrrolo[1,2-c][1.3]benzodiazepine analogue of VPA-985 | en |
heal.type | journalArticle | - |
heal.type.en | Journal article | en |
heal.type.el | Άρθρο Περιοδικού | el |
heal.identifier.primary | DOI 10.1016/j.tet.2011.07.083 | - |
heal.identifier.secondary | <Go to ISI>://000295393700020 | - |
heal.identifier.secondary | http://ac.els-cdn.com/S0040402011011471/1-s2.0-S0040402011011471-main.pdf?_tid=f0e2d540-34ac-11e3-b383-00000aab0f26&acdnat=1381740493_a71e7811d95acedd41f31cc78a161ae4 | - |
heal.language | en | - |
heal.access | campus | - |
heal.recordProvider | Πανεπιστήμιο Ιωαννίνων. Σχολή Θετικών Επιστημών. Τμήμα Χημείας | el |
heal.publicationDate | 2011 | - |
heal.abstract | The seven-step synthesis of a novel structural isomer of VPA-985, N-[3-chloro-4-(5H-pyrrolo[1,2-c][1.3] benzodiazepin-6(11H)-ylcarbonyl)phenyl]-5-fluoro-2-methylbenzamide, is described. (2-Aminophenyl)(1H-pyrrol-2-yl)methanone was converted with thiophosgene into (2-isothiocyanatophenyl)(1H-pyrrol-2-yl) methanone which was cyclised in the presence of base to 5-thioxo-5,6-dihydro-11H-pyrrolo[1,2-c][1.3]benzodiazepin-11-one. The latter underwent desulfurisation with Raney nickel followed by reduction with lithium aluminium hydride in the presence of aluminium trichloride and the resulting 6,11-dihydro-5H-pyrrolo[1,2-c][13]-benzodiazepine acylated with 2-chloro-4-nitrobenzoyl chloride to afford 6-(2-chloro-4-nitrobenzoyl)-6,11-dihydro-5H-pyrrolo[1,2-c][1.3]benzodiazepine. The nitro group in the latter compound was reduced with zinc and ammonium chloride to give the corresponding aniline derivative which was then acylated with 2-methyl-5-fluorobenzoyl chloride to provide the final product. (C) 2011 Elsevier Ltd. All rights reserved. | en |
heal.publisher | Elsevier | en |
heal.journalName | Tetrahedron | en |
heal.journalType | peer reviewed | - |
heal.fullTextAvailability | TRUE | - |
Appears in Collections: | Άρθρα σε επιστημονικά περιοδικά ( Ανοικτά). ΧΗΜ |
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