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Pharmaceutical salt of tetrahydroberberine with sulfamic acid prepared via CAHBs.
- Source :
-
Journal of Molecular Structure . Dec2020, Vol. 1221, pN.PAG-N.PAG. 1p. - Publication Year :
- 2020
-
Abstract
- In order to further explore the role of Charge-assisted hydrogen bonds (CAHBs) recognition in the formation of tetrahydroberberine (THB) pharmaceutical salt/cocrystal, based on the analysis of the molecular interactions in forming unit pharmaceutical salts/cocrystal of THB and sulfophenyl acids, we speculate that hydroxyl group of sulfamic acid (SA) may cocrystallize with N atom on the quinoline ring of THB via CAHBs. Consequently, an unreported pharmaceutical salt (C 20 H 22 NO 4 ·NH 2 SO 3 , THB-SA) of the THB was designed and synthesized. The THB-SA was characterized by single crystal X-ray diffraction, XRPD and TG methods. As expected, structure analysis of the THB-SA revealed that the THB molecule binds to the SA molecule precisely through CAHBs (N+-H···O−) between the N atom on the quinoline ring and sulfonic acid group of SA in asymmetric unit of THB-SA. This successfully implemented work implies that in the preparation of THB pharmaceutical salts/cocrystals, cocrystal formers (CCFs) that can form CAHBs with THB should be selected, which will provide a facilitate way to prepare THB pharmaceutical salts/cocrystals. Image 1 • The successful preparation of THB-SA pharmaceutical salt has been verified that the formation mechanism of CAHBs in tetrahydroberberine and sulfamic acid is basically consistent with the formation mechanism of CAHBs in tetrahydroberberine and organic acids. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00222860
- Volume :
- 1221
- Database :
- Academic Search Index
- Journal :
- Journal of Molecular Structure
- Publication Type :
- Academic Journal
- Accession number :
- 147182275
- Full Text :
- https://doi.org/10.1016/j.molstruc.2020.128816