Invariom based electron density studies on the C/Si analogues haloperidol/sila-haloperidol and venlafaxine/sila-venlafaxine
The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol ( 1a / 1b ) and venlafaxine/sila-venlafaxine ( 2a / 2b ). The parent carbon compounds 1a (an antipsychotic agent) and 2a (an antidepressant) are both in clinical use. For...
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| Published in | Organic & biomolecular chemistry Vol. 13; no. 34; pp. 9093 - 9106 |
|---|---|
| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
England
14.09.2015
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| Subjects | |
| Online Access | Get full text |
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| Abstract | The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (
1a
/
1b
) and venlafaxine/sila-venlafaxine (
2a
/
2b
). The parent carbon compounds
1a
(an antipsychotic agent) and
2a
(an antidepressant) are both in clinical use. For haloperidol/sila-haloperidol, three published structures were studied in more detail: the structures of haloperidol hydrochloride (
1a
·HCl), haloperidol hydropicrate (
1a
·HPic) and sila-haloperidol hydrochloride (
1b
·HCl). For venlafaxine/sila-venlafaxine, the published structures of venlafaxine (
2a
), venlafaxine hydrochloride (
2a
·HCl; as orthorhombic (
2a
·HCl-ortho) and monoclinic polymorph (
2a
·HCl-mono)) and sila-venlafaxine hydrochloride (
2b
·HCl) were investigated. Based on these structures, the molecular electron densities were reconstructed by using the invariom formalism. They were further analysed in terms of Bader's quantum theory of atoms in molecules, electrostatic potentials mapped onto electron density isosurfaces and Hirshfeld surfaces. These studies were performed with a special emphasis on the comparison of the corresponding carbon/silicon analogues. |
|---|---|
| AbstractList | The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (
1a
/
1b
) and venlafaxine/sila-venlafaxine (
2a
/
2b
). The parent carbon compounds
1a
(an antipsychotic agent) and
2a
(an antidepressant) are both in clinical use. For haloperidol/sila-haloperidol, three published structures were studied in more detail: the structures of haloperidol hydrochloride (
1a
·HCl), haloperidol hydropicrate (
1a
·HPic) and sila-haloperidol hydrochloride (
1b
·HCl). For venlafaxine/sila-venlafaxine, the published structures of venlafaxine (
2a
), venlafaxine hydrochloride (
2a
·HCl; as orthorhombic (
2a
·HCl-ortho) and monoclinic polymorph (
2a
·HCl-mono)) and sila-venlafaxine hydrochloride (
2b
·HCl) were investigated. Based on these structures, the molecular electron densities were reconstructed by using the invariom formalism. They were further analysed in terms of Bader's quantum theory of atoms in molecules, electrostatic potentials mapped onto electron density isosurfaces and Hirshfeld surfaces. These studies were performed with a special emphasis on the comparison of the corresponding carbon/silicon analogues. The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (1a/1b) and venlafaxine/sila-venlafaxine (2a/2b). The parent carbon compounds 1a (an antipsychotic agent) and 2a (an antidepressant) are both in clinical use. For haloperidol/sila-haloperidol, three published structures were studied in more detail: the structures of haloperidol hydrochloride (1a·HCl), haloperidol hydropicrate (1a·HPic) and sila-haloperidol hydrochloride (1b·HCl). For venlafaxine/sila-venlafaxine, the published structures of venlafaxine (2a), venlafaxine hydrochloride (2a·HCl; as orthorhombic (2a·HCl-ortho) and monoclinic polymorph (2a·HCl-mono)) and sila-venlafaxine hydrochloride (2b·HCl) were investigated. Based on these structures, the molecular electron densities were reconstructed by using the invariom formalism. They were further analysed in terms of Bader's quantum theory of atoms in molecules, electrostatic potentials mapped onto electron density isosurfaces and Hirshfeld surfaces. These studies were performed with a special emphasis on the comparison of the corresponding carbon/silicon analogues.The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (1a/1b) and venlafaxine/sila-venlafaxine (2a/2b). The parent carbon compounds 1a (an antipsychotic agent) and 2a (an antidepressant) are both in clinical use. For haloperidol/sila-haloperidol, three published structures were studied in more detail: the structures of haloperidol hydrochloride (1a·HCl), haloperidol hydropicrate (1a·HPic) and sila-haloperidol hydrochloride (1b·HCl). For venlafaxine/sila-venlafaxine, the published structures of venlafaxine (2a), venlafaxine hydrochloride (2a·HCl; as orthorhombic (2a·HCl-ortho) and monoclinic polymorph (2a·HCl-mono)) and sila-venlafaxine hydrochloride (2b·HCl) were investigated. Based on these structures, the molecular electron densities were reconstructed by using the invariom formalism. They were further analysed in terms of Bader's quantum theory of atoms in molecules, electrostatic potentials mapped onto electron density isosurfaces and Hirshfeld surfaces. These studies were performed with a special emphasis on the comparison of the corresponding carbon/silicon analogues. The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (1a/1b) and venlafaxine/sila-venlafaxine (2a/2b). The parent carbon compounds 1a (an antipsychotic agent) and 2a (an antidepressant) are both in clinical use. For haloperidol/sila-haloperidol, three published structures were studied in more detail: the structures of haloperidol hydrochloride (1a·HCl), haloperidol hydropicrate (1a·HPic) and sila-haloperidol hydrochloride (1b·HCl). For venlafaxine/sila-venlafaxine, the published structures of venlafaxine (2a), venlafaxine hydrochloride (2a·HCl; as orthorhombic (2a·HCl-ortho) and monoclinic polymorph (2a·HCl-mono)) and sila-venlafaxine hydrochloride (2b·HCl) were investigated. Based on these structures, the molecular electron densities were reconstructed by using the invariom formalism. They were further analysed in terms of Bader's quantum theory of atoms in molecules, electrostatic potentials mapped onto electron density isosurfaces and Hirshfeld surfaces. These studies were performed with a special emphasis on the comparison of the corresponding carbon/silicon analogues. |
| Author | Luger, Peter Tacke, Reinhold Dittrich, Birger |
| Author_xml | – sequence: 1 givenname: Peter surname: Luger fullname: Luger, Peter organization: Institut für Chemie und Biochemie – Anorganische Chemie, Freie Universität Berlin, D-14195 Berlin, Germany – sequence: 2 givenname: Birger surname: Dittrich fullname: Dittrich, Birger organization: Institut für Angewandte und Anorganische Chemie, Universität Hamburg, D-20146 Hamburg, Germany – sequence: 3 givenname: Reinhold surname: Tacke fullname: Tacke, Reinhold organization: Institut für Anorganische Chemie, Universität Würzburg, D-97074 Würzburg, Germany |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/26222713$$D View this record in MEDLINE/PubMed |
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) and... The subjects of this study are the structures and electron densities of the carbon/silicon analogues haloperidol/sila-haloperidol (1a/1b) and... |
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| SubjectTerms | Carbon - chemistry Electrons Haloperidol - analogs & derivatives Haloperidol - chemistry Models, Molecular Molecular Structure Organosilicon Compounds - chemistry Quantum Theory Silicon - chemistry Stereoisomerism Venlafaxine Hydrochloride - chemistry |
| Title | Invariom based electron density studies on the C/Si analogues haloperidol/sila-haloperidol and venlafaxine/sila-venlafaxine |
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