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Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast
In the title hydrated salt, C(4)H(12)NO(3) (+)·C(22)H(25)O(4) (−)·H(2)O, seratrodast [systematic name: 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid] crystallized with trometamol [systematic name: 2-amino-2-(hydroxyméthyl)propane-1,3-diol] to form a monohydrated sal...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257156/ https://www.ncbi.nlm.nih.gov/pubmed/25484659 http://dx.doi.org/10.1107/S1600536814020625 |
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author | Lou, Benyong |
author_facet | Lou, Benyong |
author_sort | Lou, Benyong |
collection | PubMed |
description | In the title hydrated salt, C(4)H(12)NO(3) (+)·C(22)H(25)O(4) (−)·H(2)O, seratrodast [systematic name: 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid] crystallized with trometamol [systematic name: 2-amino-2-(hydroxyméthyl)propane-1,3-diol] to form a monohydrated salt form of seratrodast. The carboxylic acid group of seratrodast has transferred its proton to the amino N atom of trometamol. In the crystal, the trometamol cations are linked to the water molecules and to each other by N—H⋯O and O—H⋯O hydrogen bonds forming sheets parallel to (100). The seratrodast anions are linked to both sides of these sheets by O—H⋯O and C—H⋯O hydrogen bonds, forming a three-layer two-dimensional structure. After forming the title salt, the solubility of seratrodast was found to be greatly improved. |
format | Online Article Text |
id | pubmed-4257156 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42571562014-12-05 Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast Lou, Benyong Acta Crystallogr Sect E Struct Rep Online Research Communications In the title hydrated salt, C(4)H(12)NO(3) (+)·C(22)H(25)O(4) (−)·H(2)O, seratrodast [systematic name: 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoic acid] crystallized with trometamol [systematic name: 2-amino-2-(hydroxyméthyl)propane-1,3-diol] to form a monohydrated salt form of seratrodast. The carboxylic acid group of seratrodast has transferred its proton to the amino N atom of trometamol. In the crystal, the trometamol cations are linked to the water molecules and to each other by N—H⋯O and O—H⋯O hydrogen bonds forming sheets parallel to (100). The seratrodast anions are linked to both sides of these sheets by O—H⋯O and C—H⋯O hydrogen bonds, forming a three-layer two-dimensional structure. After forming the title salt, the solubility of seratrodast was found to be greatly improved. International Union of Crystallography 2014-09-20 /pmc/articles/PMC4257156/ /pubmed/25484659 http://dx.doi.org/10.1107/S1600536814020625 Text en © Benyong Lou 2014 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Lou, Benyong Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title | Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title_full | Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title_fullStr | Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title_full_unstemmed | Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title_short | Crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
title_sort | crystal structure of 7-phenyl-7-(2,4,5-trimethyl-3,6-dioxocyclohexa-1,4-dien-1-yl)heptanoate 1,3-dihydroxy-2-(hydroxymethyl)propan-2-aminium monohydrate: a new solid form of seratrodast |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257156/ https://www.ncbi.nlm.nih.gov/pubmed/25484659 http://dx.doi.org/10.1107/S1600536814020625 |
work_keys_str_mv | AT loubenyong crystalstructureof7phenyl7245trimethyl36dioxocyclohexa14dien1ylheptanoate13dihydroxy2hydroxymethylpropan2aminiummonohydrateanewsolidformofseratrodast |