Cilazapril

Cilazapril
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	88768-40-5 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:3698;
ChEMBL	ChEMBL515606 ;
ChemSpider	50831 ;
DrugBank	DB01340 ;
ECHA InfoCard	100.168.764
IUPHAR/BPS	6459;
KEGG	D07699 ;
PubChem CID	56330; 40467985 (1R,9S)-(2S)-butylamino isomer;
UNII	8Q9454114Q ;
CompTox Dashboard (EPA)	DTXSID1048629 ;
	show InChI
	show SMILES
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).
	(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 was patented in 1982 and approved for medical use in 1990.^[3]

Chemistry[]

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

Brand names[]

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[]

^ 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.
^ Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 469. ISBN 9783527607495.
^ "Cilazapril". Drugs.com. Retrieved 28 May 2010.

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[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.

[Fis2006-3] Fischer, Jnos; Ganellin, C. Robin (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 469. ISBN 9783527607495.

[4] "Cilazapril". Drugs.com. Retrieved 28 May 2010.

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show v t Antihypertensive drugs acting on the renin–angiotensin system (C09)
ACE inhibitors ("-pril")	Sulfhydryl-containing: Captopril Rentiapril Zofenopril Dicarboxylate-containing: Enalapril^# Benazepril Cilazapril Delapril Imidapril Lisinopril (+amlodipine, +HCT) Moexipril Perindopril (+indapamide) Quinapril (+HCT) Ramipril Spirapril Temocapril Trandolapril Phosphonate-containing: Ceronapril Fosinopril (+HCT) Other/ungrouped: Alacepril
AIIRAs ("-sartan")	Azilsartan Candesartan Eprosartan Fimasartan Irbesartan (+HCT) Losartan (+HCT) Olmesartan (+amlodipine, +amlodipine and HCT) Tasosartan^§ Telmisartan (+amlodipine, +HCT) Valsartan (+amlodipine, +amlodipine and HCT, +HCT)
Renin inhibitors ("-kiren")	Aliskiren (+amlodipine, +HCT, +amlodipine and HCT) Remikiren^§
Dual ACE/NEP inhibitors	Gemopatrilat Omapatrilat
Neprilysin inhibitors	Sacubitril (+valsartan)
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III