Perindopril

Structural formula
General
Surname	Perindopril
other names	(2 S , 3a S , 7a S ) -1 - [(2 S ) -2 - {[(1 S ) -1- (ethoxycarbonyl) butyl] amino} -1-oxopropyl] octahydro-1 H -indole-2 -carboxylic acid
Molecular formula	C 19 H 32 N 2 O 5
Brief description	white solid (erbumin)
External identifiers / databases
CAS number 82834-16-0 107133-36-8 (erbumin) 612548-45-5 (arginine) EC number 617-394-0 ECHA InfoCard 100.120.843 PubChem 107807 ChemSpider 96956 DrugBank DB00790 Wikidata Q277785
Drug information
ATC code	C09 AA04
properties
Molar mass	368.47 g mol −1
Physical state	firmly
solubility	soluble in water
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS hazard labeling erbumin no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
Toxicological data	323 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Perindopril is a chemical compound that is structurally related to the compound enalapril and, like it, is an ACE inhibitor .

Extraction and presentation

Perindopril can be produced by the coupling of (2 S , 3a S , 7a S ) -Octahydroindole-2-carboxylic acid benzyl ester with N - [( S ) -1-carboxybutyl] - ( S ) -alanine ethyl ester, followed by the deprotection of the carboxy group of the heterocycle by catalytic hydrogenation can be obtained.

Pharmacodynamics

Like ramipril , captopril , enalapril , lisinopril and zofenopril, perindopril belongs to the class of ACE inhibitors. ACE is an enzyme that catalyzes the conversion of angiotensin I to angiotensin II . Angiotensin II has a direct and indirect vasoconstricting effect by releasing catecholamines from the adrenal medulla, by facilitating the release of norepinephrine and by increasing the sympathetic tone. These factors all contribute to an increase in blood pressure. In addition, angiotensin II causes the release of aldosterone , also known as the “thirst hormone”, which is why ACE inhibition also has a weak diuretic effect. The compound is a prodrug ester of perindoprilat .

use

Perindopril is an active ingredient that is used to treat arterial hypertension (high blood pressure), cardiac insufficiency (heart muscle weakness) and for the prophylaxis of cardiological diseases. The patent on the drug expired in 2003.

Individual evidence

1. ↑ Franz v. Bruchhausen, Gerd Dannhardt, Siegfried Ebel, August-Wilhelm Frahm, Eberhard Hackenthal, Ulrike Holzgrabe: Hager's handbook of pharmaceutical practice . Springer-Verlag, 2013, ISBN 978-3-642-57880-9 , pp. 90 ( limited preview in Google Book search).
2. ↑ ^{a b c d e} data sheet Perindopril erbumine at Sigma-Aldrich , accessed on September 2, 2018 ( PDF ).
3. ^ ^{A b} William H. Frishman, Angela Cheng-Lai, Julie Chen: Current Cardiovascular Drugs . Springer Science & Business Media, 2013, ISBN 978-1-4615-6767-7 , pp. 35 ( limited preview in Google Book search). .
4. ↑ Google Patents: US6835843B2 - Method for synthesis of perindopril and its pharmaceutically acceptable salts - Google Patents , accessed September 2, 2018.
5. ↑ ^{a b} Yellow list: active ingredient perindopril - preparations | Yellow List , accessed September 2, 2018.
6. ↑ Kansak Bejrananda: The antitrust assessment of corporate strategies against the market entry of competing drugs . LIT Verlag Münster, 2016, ISBN 978-3-643-90835-3 , p. 120 ( limited preview in Google Book search).
7. ↑ Peter Berlit: Therapielexikon Neurologie . Springer-Verlag, 2006, ISBN 978-3-540-26367-8 , pp. 994 ( limited preview in Google Book Search).