Cilazapril
Antihypertensive drug of the ACE inhibitor class
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
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard
100.168.764
KEGG
UNII
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
C 22 H 31 N 3 O 5
Molar mass
417.506 g·mol−1
log P
2.212
Acidity (pK a )
2.285
Basicity (pK b )
11.712
Pharmacology
C09AA08 (WHO )
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).
Chemical compound
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
ACE inhibitors ("-pril")
Sulfhydryl-containing : Captopril
Rentiapril
Zofenopril (+nebivolol )
Dicarboxylate-containing : Enalapril # (+lercanidipine , +nitrendipine )
Benazepril (+amlodipine , +pimobendan )
Cilazapril
Delapril (+manidipine )
Imidapril
Lisinopril (+amlodipine , +HCT )
Moexipril
Perindopril (+amlodipine , +bisoprolol , +indapamide , +amlodipine and indapamide , +bisoprolol and amlodipine , +bisoprolol, amlodipine, and indapamide )
Quinapril (+HCT )
Ramipril (+amlodipine , +amlodipine and HCT , +bisoprolol , +felodipine )
Spirapril
Temocapril
Trandolapril (+verapamil )
Phosphonate-containing : Ceronapril
Fosinopril (+HCT )
Other/ungrouped: Alacepril
AIIRAs ("-sartan")
Azilsartan
Candesartan (+amlodipine , +amlodipine and HCT )
Eprosartan
Fimasartan
Irbesartan (+amlodipine , +amlodipine and HCT , +HCT )
Losartan (+amlodipine , +HCT )
Olmesartan (+amlodipine , +amlodipine and HCT , +HCT )
Tasosartan §
Telmisartan (+amlodipine , +amlodipine and HCT , +HCT )
Valsartan (+aliskiren , +amlodipine , +amlodipine and HCT , +HCT , +lercanidipine , +nebivolol , +sacubitril )
Renin inhibitors ("-kiren")Dual ACE /NEP inhibitors Neprilysin inhibitorsOther
ATR Tooltip Angiotensin receptor Combinations: