Cilazapril
 | |
| Names | |
|---|---|
| IUPAC name
(4S,7S)-7-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-6-oxo-1,2,3,4,7,8,9,10-octahydropyridazino[1,2-a]diazepine-4-carboxylic acid | |
| Identifiers | |
88768-40-5  | |
| ChEMBL | ChEMBL515606 |
| ChemSpider | 50831 |
| DrugBank | DB01340  |
| 6459 | |
| Jmol interactive 3D | Image |
| KEGG | D07699 |
| PubChem | 56330 40467985 (1R,9S)-(2S)-butylamino isomer |
| UNII | 8Q9454114Q |
| |
| |
| Properties | |
| C22H31N3O5 | |
| Molar mass | 417.51 g·mol−1 |
| log P | 2.212 |
| Acidity (pKa) | 2.285 |
| Basicity (pKb) | 11.712 |
| Pharmacology | |
| ATC code | C09 |
| Legal status |
|
| Oral | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| verify (what is ?) | |
| Infobox references | |
Cilazapril is an angiotensin-converting enzyme inhibitor (ACE inhibitor) used for the treatment of hypertension and congestive heart failure.[1][2] It is branded as Inhibace in Canada and other countries, Vascace and Dynorm in a number of European countries, among many other names. None of these is available in the United States as of May 2010.[3]
Of the eight possible stereoisomers, only the all-(S)-form is medically viable.
Synthesis
Cilazapril synthesis[4]
See also
- Cilazapril monograph. Lexi-Comp Online, Lexi-Drugs Online, Lexi-Comp Inc. Hudson, OH. Available at: . Accessed October 5, 2008.
References
- ↑ Szucs, T. (1991). "Cilazapril. A review". Drugs. 41 Suppl 1: 18–24. doi:10.2165/00003495-199100411-00005. PMID 1712267.
- ↑ Jasek, W, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 978-3-85200-181-4.
- ↑ Drugs.com: Cilazapril
- ↑ Attwood, M. R.; Hassall, C. H.; Kröhn, A.; Lawton, G.; Redshaw, S. (1986). "The design and synthesis of the Angiotensin Converting Enzyme inhibitor Cilazapril and related bicyclic compounds". Journal of the Chemical Society, Perkin Transactions 1: 1011. doi:10.1039/P19860001011.
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