Cilazapril

Cilazapril
IUPAC name 9-[(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 (1S,9S)-9-[(2S)-2-yl]amin,-1-carbox N
PubChem	2751, 40467985 (1R,9S)-9-[(2S)-2-yl]amin,-1-carbox, 56330 (1S,9S)-9-[(2S)-2-yl]amin,-1-carbox
ChemSpider	2649 N, 50831 Y
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	417.5 g mol−1
Exact mass	417.226371117 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, 100 kPa)
Infobox references

Cilazapril is a pyridazine angiotensin-converting enzyme inhibitor (ACE inhibitor) used for the treatment of hypertension and congestive heart failure. It is branded as Inhibace in Canada, Zapril in New Zealand, Vascace and Dynorm in Europe. According to drugs.com (who have a partnership with the US Food & drug Administration) none of these are currently available in the United States as of May 2010.

Several stereo isomers exist of which, only one isomer is medically viable: cilazapril ((1S,9S)-9-[(2S)-2-yl]amin,-1-carbox)

References

• Cilazapril monograph. Lexi-Comp Online, Lexi-Drugs Online, Lexi-Comp Inc. Hudson, OH. Available at: [1]. Accessed October 5th, 2008.