Cilazapril

Cilazapril
IUPAC name (1S,9S)-9-[(2S)-(1-Ethoxy-1-oxo-4-phenylbutan-2-yl)amino]-10-oxo-octahydro-1H-pyridazino[1,2-a][1,2]diazepine-1-carboxylic acid[citation needed]
Identifiers
CAS number	88768-40-5 N
PubChem	56330, 40467985 (1R,9S)-(2S)-butylamino isomer
ChemSpider	50831 N
UNII	8Q9454114Q N
DrugBank	DB01340
KEGG	D07699 Y
ChEMBL	CHEMBL515606 N
ATC code	C09AA08
Jmol-3D images	Image 1
SMILES CCOC(=O)C(CCc1ccccc1)NC1CCCN2CCCC(N2C1=O)C(O)=O
InChI 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
Properties
Molecular formula	C22H31N3O5
Molar mass	417.50 g mol−1
log P	2.212
Acidity (pKa)	2.285
Basicity (pKb)	11.712
Pharmacology
Routes of administration	Oral
Legal status	POM(UK)
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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 are 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

• Cilazapril monograph. Lexi-Comp Online, Lexi-Drugs Online, Lexi-Comp Inc. Hudson, OH. Available at: . Accessed October 5, 2008.