Enalapril maleateProduct ingredient for Enalapril
- Name
- Enalapril maleate
- Drug Entry
- Enalapril
Enalapril is a prodrug belonging to the angiotensin-converting enzyme (ACE) inhibitor drug class that works on the renin-angiotensin-aldosterone system, which is responsible for the regulation of blood pressure and fluid and electrolyte homeostasis. Enalapril is an orally-active and long-acting nonsulphydryl antihypertensive agent that suppresses the renin-angiotensin-aldosterone system to lower blood pressure. It was developed from a targeted research programmed using molecular modelling.2 Being a prodrug, enalapril is rapidly biotransformed into its active metabolite, enalaprilat, which is responsible for the pharmacological actions of enalapril. The active metabolite of enalapril competitively inhibits the ACE to hinder the production of angiotensin II, a key component of the renin-angiotensin-aldosterone system that promotes vasoconstriction and renal reabsorption of sodium ions in the kidneys. Ultimately, enalaprilat works to reduce blood pressure and blood fluid volume.
Commonly marketed under the trade name Vasotec, enalapril was first approved by the FDA in 1985 for the management of hypertension, heart failure, and asymptomatic left ventricular dysfunction. It is also found in a combination product containing hydrochlorothiazide that is used for the management of hypertension. The active metabolite enalaprilat is also available in oral tablets and intravenous formulations for injection.
- Accession Number
- DBSALT001036
- Structure
Structure for Enalapril maleate (DBSALT001036)
- Synonyms
- Not Available
- UNII
- 9O25354EPJ
- CAS Number
- 76095-16-4
- Weight
- Average: 492.525
Monoisotopic: 492.210780618 - Chemical Formula
- C24H32N2O9
- InChI Key
- OYFJQPXVCSSHAI-QFPUQLAESA-N
- InChI
- InChI=1S/C20H28N2O5.C4H4O4/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25;5-3(6)1-2-4(7)8/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,16-,17-;/m0./s1
- IUPAC Name
- (2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; (2Z)-but-2-enedioic acid
- SMILES
- OC(=O)\C=C/C(O)=O.CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N1CCC[C@H]1C(O)=O
- External Links
- ChemSpider
- 4534997
- ChEBI
- 4785
- ChEMBL
- CHEMBL1200659
- Wikipedia
- Enalapril
- Predicted Properties
Property Value Source Water Solubility 0.213 mg/mL ALOGPS logP 0.19 ALOGPS logP 0.59 Chemaxon logS -3.2 ALOGPS pKa (Strongest Acidic) 3.67 Chemaxon pKa (Strongest Basic) 5.2 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 95.94 Å2 Chemaxon Rotatable Bond Count 12 Chemaxon Refractivity 99.57 m3·mol-1 Chemaxon Polarizability 40.22 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon