Chemistry:Cinchonine
From HandWiki
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| Names | |
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| IUPAC name | |
| Systematic IUPAC name
(S)-[(2R,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol | |
| Identifiers | |
3D model (JSmol)
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| 89689 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
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| KEGG | |
PubChem CID
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| UNII | |
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| Properties | |
| C19H22N2O | |
| Molar mass | 294.39 g/mol |
| Melting point | 260-263 |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H302, H317, H332 | |
| P261, P264, P270, P271, P272, P280, P301+312, P302+352, P304+312, P304+340, P312, P321, P330, P333+313, P363, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
 verify (what is   ?)
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| Infobox references | |
Tracking categories (test):
Cinchonine is an alkaloid found in Cinchona officinalis. It is used in asymmetric synthesis in organic chemistry. It is a stereoisomer and pseudo-enantiomer of cinchonidine.
It is structurally similar to quinine, an antimalarial drug.
It is a GLP-1 receptor agonist and therefore has potential as a possible treatment for obesity, type 2 diabetes, and non-alcoholic fatty liver disease.[3]
References
- ↑ "Common Chemistry - Substance Details - 118-10-5 : Cinchonan-9-ol, (9S)-". https://commonchemistry.org/ChemicalDetail.aspx?ref=118-10-5. Retrieved 22 May 2020.
- ↑ IUPAC Chemical Nomenclature and Structure Representation Division (2013). "P-(Appendix 3, p. 1517)". in Favre, Henri A.; Powell, Warren H.. Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. IUPAC–RSC. ISBN 978-0-85404-182-4. https://pubs.rsc.org/en/Content/eBook/978-0-85404-182-4.
- ↑ Xue, Huan; Xing, Hao-Jie; Wang, Bin; Fu, Chao; Zhang, Yu-Shan; Qiao, Xi; Guo, Chao; Zhang, Xiao-Li et al. (11 May 2023). "Cinchonine, a Potential Oral Small-Molecule Glucagon-Like Peptide-1 Receptor Agonist, Lowers Blood Glucose and Ameliorates Non-Alcoholic Steatohepatitis" (in English). Drug Design, Development and Therapy 17: 1417–1432. doi:10.2147/DDDT.S404055. PMC 10184894. https://www.dovepress.com/cinchonine-a-potential-oral-small-molecule-glucagon-like-peptide-1-rec-peer-reviewed-fulltext-article-DDDT.
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