Cilazapril

IUPAC ime


(1S,9S)-9-[(2S)-(1-Etoksi-1-okso-4-fenilbutan-2-il)amino]-10-okso-oktahidro-1H-piridazino[1,2-a][1,2]diazepin-1-karboksilna kiselina

Identifikacija

CAS registarski broj

88768-40-5^Y

PubChem^[1]^[2]

56330,
40467985 (1R,9S)-(2S)-butilamino izomer

ChemSpider^[3]

50831^Y

UNII

8Q9454114Q^Y

DrugBank

DB01340

KEGG^[4]

D07699

ChEMBL^[5]

CHEMBL515606^Y

ATC code

C09AA08

Jmol-3D slike

Slika 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)^Y Kod: HHHKFGXWKKUNCY-UHFFFAOYSA-N^Y

Svojstva

Molekulska formula

C₂₂H₃₁N₃O₅

Molarna masa

417.5 g mol⁻¹

log P

2,212

pK_a

2,285

Baznost (pK_b)

11,712

Farmakologija

Načini upotrebe

Oralno

Legalni status

POM(UK)

Y (šta je ovo?) (verifikuj)

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala

Infobox references

Cilazapril je inhibitor angiotenzin konvertujućeg enzima (ACE inhibitor) koji se koristi za tretiranje hipertenzije i zatajenja srca.^[6]^[7] Neka od prodajnih imena ovog leka su: Inhibace, Vascace i Dynorm.^[8]^[9]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	7
Broj donora vodonika	2
Broj rotacionih veza	9
Particioni koeficijent^[10] (ALogP)	-0,7
Rastvorljivost^[11] (logS, log(mol/L))	-3,5
Polarna površina^[12] (PSA, Å²)	99,2

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948594. edit
↑ Szucs, T. (1991). „Cilazapril. A review”. Drugs 41 Suppl 1: 18–24. PMID 1712267.
↑ Jasek, W, ur. (2007) (German). Austria-Codex (2007/2008 izd.). Vienna: Österreichischer Apothekerverlag. ISBN 978-3-85200-181-4.
↑ Drugs.com: Cilazapril
↑ Cilazapril monograph. Lexi-Comp Online, Lexi-Drugs Online, Lexi-Comp Inc. Hudson, OH. Available at: [1] Arhivirano 2004-11-16 na Wayback Machine-u. Accessed October 5, 2008.
↑ Ghose, A.K., Viswanadhan V.N., and Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A 102: 3762-3772. DOI:10.1021/jp980230o.
↑ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488-1493. DOI:10.1021/ci000392t. PMID 11749573. edit
↑ Ertl P., Rohde B., Selzer P. (2000). „Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties”. J. Med. Chem. 43: 3714-3717. DOI:10.1021/jm000942e. PMID 11020286. edit

Literatura

Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th izd.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
Katritzky A.R., Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry. Academic Press. ISBN 0080429882.