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Cilazapril





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Cilazapril is an angiotensin-converting enzyme inhibitor (ACE inhibitor) used for the treatment of hypertension and congestive heart failure.[1][2]

Cilazapril
Kekulé, stereo, skeletal formula of cilazapril ((1S,9S)-9-[(2S)-2-yl]amin,-1-carbox)
Names
Preferred IUPAC name

(1S,9S)-9-{[(2S)-1-Ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-10-oxooctahydro-6H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid

Identifiers

CAS Number

3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.168.764 Edit this at Wikidata

IUPHAR/BPS
KEGG

PubChem CID
  • 40467985 (1R,9S)-(2S)-butylamino isomer
    • UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C22H31N3O5/c1-2-30-22(29)18(13-12-16-8-4-3-5-9-16)23-17-10-6-14-24-15-7-11-19(21(27)28)25(24)20(17)26/h3-5,8-9,17-19,23H,2,6-7,10-15H2,1H3,(H,27,28) ☒N

      Key: HHHKFGXWKKUNCY-UHFFFAOYSA-N ☒N

    • CCOC(=O)C(CCc1ccccc1)NC1CCCN2CCCC(N2C1=O)C(O)=O

    Properties

    Chemical formula

    		 C22H31N3O5
    Molar mass 417.506 g·mol−1
    log P 2.212
    Acidity (pKa) 2.285
    Basicity (pKb) 11.712
    Pharmacology

    ATC code

    		 C09AA08 (WHO)

    Routes of
    administration

    		 Oral
    Legal status
    • UK: POM (Prescription only)

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    ☒N verify (what is checkY☒N ?)

    Infobox references

    It was patented in 1982 and approved for medical use in 1990.[3]

    Chemistry

    edit

    Of the eight possible stereoisomers, only the all-(S)-form is medically viable.[citation needed]

    Brand names

    edit

    It is branded as Dynorm, Inhibace, Vascace and many other names in various countries. None of these are available in the United States as of May 2010.[4]

    References

    edit
    1. ^ Szucs, T. (1991). "Cilazapril. A review". Drugs. 41 (Suppl 1): 18–24. doi:10.2165/00003495-199100411-00005. PMID 1712267. S2CID 261123720.
  • ^ Jasek, W, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 978-3-85200-181-4.
  • ^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 469. ISBN 9783527607495.
  • ^ "Cilazapril". Drugs.com. Retrieved 28 May 2010.
    •  

    This drug article relating to the cardiovascular system is a stub. You can help Wikipedia by expanding it.

  • t
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    • Retrieved from "https://en.wikipedia.org/w/index.php?title=Cilazapril&oldid=1195315583"
      



    Last edited on 13 January 2024, at 10:06  





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    ●This page was last edited on 13 January 2024, at 10:06 (UTC).
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