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Wikipedia

Cilazapril

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

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
  • 88768-40-5 N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:3698
ChEMBL
  • ChEMBL515606 N
ChemSpider
  • 50831 N
DrugBank
  • DB01340 Y
ECHA InfoCard 100.168.764
  • 6459
KEGG
  • D07699 Y
  • 56330
  • 40467985 (1R,9S)-(2S)-butylamino isomer
UNII
  • 8Q9454114Q N
  • DTXSID1048629
  • 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
C22H31N3O5
Molar mass 417.506 g·mol−1
log P 2.212
Acidity (pKa) 2.285
Basicity (pKb) 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).
N verify (what is YN ?)

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.
  2. ^ Jasek, W, ed. (2007). Austria-Codex (in German) (2007/2008 ed.). Vienna: Österreichischer Apothekerverlag. ISBN 978-3-85200-181-4.
  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.

cilazapril, angiotensin, converting, enzyme, inhibitor, inhibitor, used, treatment, hypertension, congestive, heart, failure, names, preferred, iupac, name, ethoxy, phenylbutan, amino, oxooctahydro, pyridazino, diazepine, carboxylic, acid, identifiers, number,. Cilazapril is an angiotensin converting enzyme inhibitor ACE inhibitor used for the treatment of hypertension and congestive heart failure 1 2 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 N 3D model JSmol Interactive image ChEBI CHEBI 3698 ChEMBL ChEMBL515606 N ChemSpider 50831 N DrugBank DB01340 Y ECHA InfoCard 100 168 764 IUPHAR BPS 6459 KEGG D07699 Y PubChem CID 5633040467985 1R 9S 2S butylamino isomer UNII 8Q9454114Q N CompTox Dashboard EPA DTXSID1048629 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 NKey HHHKFGXWKKUNCY UHFFFAOYSA N N SMILES CCOC O C CCc1ccccc1 NC1CCCN2CCCC N2C1 O C O O Properties Chemical formula C 22H 31N 3O 5 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 ofadministration 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 Y N Infobox references It was patented in 1982 and approved for medical use in 1990 3 Chemistry editOf the eight possible stereoisomers only the all S form is medically viable citation needed Brand names editIt 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 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 Osterreichischer Apothekerverlag ISBN 978 3 85200 181 4 Fischer Jnos Ganellin C Robin 2006 Analogue based Drug Discovery John Wiley amp Sons p 469 ISBN 9783527607495 Cilazapril Drugs com Retrieved 28 May 2010 nbsp This drug article relating to the cardiovascular system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Cilazapril amp oldid 1195315583, wikipedia, wiki, book, books, library,

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