Cocrystal of Codeine and Cyclopentobarbital
The two-component compound formed by codeine and cyclopentobarbital was produced using grinding techniques and through evaporation from alcoholic solutions. The cocrystal nature of this phase was established unequivocally through single crystal X-ray structure determination. The asymmetric unit cont...
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MDPI AG
2023-09-01
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| Series: | Molbank |
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| Online Access: | https://www.mdpi.com/1422-8599/2023/3/M1722 |
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| author | Thomas Gelbrich Jascha Schinke Ulrich J. Griesser |
| author_facet | Thomas Gelbrich Jascha Schinke Ulrich J. Griesser |
| author_sort | Thomas Gelbrich |
| collection | DOAJ |
| description | The two-component compound formed by codeine and cyclopentobarbital was produced using grinding techniques and through evaporation from alcoholic solutions. The cocrystal nature of this phase was established unequivocally through single crystal X-ray structure determination. The asymmetric unit contains one formula unit. In the cyclopentobarbital molecule, the cyclopentenyl ring is disordered over two positions related by a rotation of approximately 180° about its C—C bond to the pyrimidine ring. The two NH groups of the cyclopentobarbital molecule form N—H⋯N and N—H⋯O bonds to piperidine and hydroxyl groups, respectively, belonging to different codeine molecules. In addition, the hydroxyl and methoxy groups of neighboring codeine molecules are linked by O—H⋯O interactions, resulting in a H-bonded framework structure of codeine and cyclopentobarbital molecules. The cocrystal was also characterized using thermal analysis, X-ray powder diffraction and IR spectroscopy. |
| first_indexed | 2024-03-10T22:25:55Z |
| format | Article |
| id | doaj.art-4103857be4bc45de92fa3fb78b78834c |
| institution | Directory Open Access Journal |
| issn | 1422-8599 |
| language | English |
| last_indexed | 2024-03-10T22:25:55Z |
| publishDate | 2023-09-01 |
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| spelling | doaj.art-4103857be4bc45de92fa3fb78b78834c2023-11-19T12:07:10ZengMDPI AGMolbank1422-85992023-09-0120233M172210.3390/M1722Cocrystal of Codeine and CyclopentobarbitalThomas Gelbrich0Jascha Schinke1Ulrich J. Griesser2Institute of Pharmacy, University of Innsbruck, Innrain 52c, A-6020 Innsbruck, AustriaInstitute of Pharmacy, University of Innsbruck, Innrain 52c, A-6020 Innsbruck, AustriaInstitute of Pharmacy, University of Innsbruck, Innrain 52c, A-6020 Innsbruck, AustriaThe two-component compound formed by codeine and cyclopentobarbital was produced using grinding techniques and through evaporation from alcoholic solutions. The cocrystal nature of this phase was established unequivocally through single crystal X-ray structure determination. The asymmetric unit contains one formula unit. In the cyclopentobarbital molecule, the cyclopentenyl ring is disordered over two positions related by a rotation of approximately 180° about its C—C bond to the pyrimidine ring. The two NH groups of the cyclopentobarbital molecule form N—H⋯N and N—H⋯O bonds to piperidine and hydroxyl groups, respectively, belonging to different codeine molecules. In addition, the hydroxyl and methoxy groups of neighboring codeine molecules are linked by O—H⋯O interactions, resulting in a H-bonded framework structure of codeine and cyclopentobarbital molecules. The cocrystal was also characterized using thermal analysis, X-ray powder diffraction and IR spectroscopy.https://www.mdpi.com/1422-8599/2023/3/M1722barbiturateco-crystalcrystal structurehydrogen bondingopiatepharmaceuticals |
| spellingShingle | Thomas Gelbrich Jascha Schinke Ulrich J. Griesser Cocrystal of Codeine and Cyclopentobarbital Molbank barbiturate co-crystal crystal structure hydrogen bonding opiate pharmaceuticals |
| title | Cocrystal of Codeine and Cyclopentobarbital |
| title_full | Cocrystal of Codeine and Cyclopentobarbital |
| title_fullStr | Cocrystal of Codeine and Cyclopentobarbital |
| title_full_unstemmed | Cocrystal of Codeine and Cyclopentobarbital |
| title_short | Cocrystal of Codeine and Cyclopentobarbital |
| title_sort | cocrystal of codeine and cyclopentobarbital |
| topic | barbiturate co-crystal crystal structure hydrogen bonding opiate pharmaceuticals |
| url | https://www.mdpi.com/1422-8599/2023/3/M1722 |
| work_keys_str_mv | AT thomasgelbrich cocrystalofcodeineandcyclopentobarbital AT jaschaschinke cocrystalofcodeineandcyclopentobarbital AT ulrichjgriesser cocrystalofcodeineandcyclopentobarbital |