Cilazapril

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Cilazapril
Kekulé, stereo, skeletal formula of cilazapril ((1S,9S)-9-[(2S)-2-yl]amin,-1-carbox)
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 N
ChEMBL ChEMBL515606 N
ChemSpider 50831 N
DrugBank DB01340 YesY
6459
Jmol 3D model Interactive image
KEGG D07699 YesY
PubChem 56330
40467985 (1R,9S)-(2S)-butylamino isomer
UNII 8Q9454114Q N
Properties
C22H31N3O5
Molar mass 417.51 g·mol−1
log P 2.212
Acidity (pKa) 2.285
Basicity (pKb) 11.712
Pharmacology
C09AA08 (WHO)
Legal status
  • UK: POM (Prescription only)
Oral
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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 Dynorm, Inhibace, Vascace and many other names in various countries. 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.[citation needed]

References[edit]

  1. ^ Szucs, T. (1991). "Cilazapril. A review". Drugs. 41 Suppl 1: 18–24. doi:10.2165/00003495-199100411-00005. PMID 1712267. 
  2. ^ Jasek, W, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 978-3-85200-181-4. 
  3. ^ "Cilazapril". Drugs.com. Retrieved 28 May 2010.