Adverse Drug Reaction Classification System

Pharmaceutical Information
Drug Name Enalaprilat
Drug ID BADD_D00768
Description Enalaprilat is the active metabolite of the orally available pro-drug, [enalapril]. Used in the treatment of hypertension, enalapril is an ACE inhibitor that prevents Angiotensin Converting Enzyme (ACE) from transforming angiotensin I into angiotensin II. As angiotensin II is responsible for vasoconstriction and sodium reabsorption in the proximal tubule of the kidney, down-regulation of this protein results in reduced blood pressure and blood fluid volume. Enalaprilat was originally created to overcome the limitations of the first ACE inhibitor, captopril, which had numerous side effects and left a metallic taste in the mouth. Removal of the problematic thiol group from captopril resulted in enalaprilat, which was then modified further with an ester to create the orally available pro-drug enalapril. Enalaprilat is poorly orally available and is therefore only available as an intravenous injection for the treatment of hypertension when oral therapy is not possible.
Indications and Usage Enalaprilat injection is indicated for the treatment of hypertension when oral therapy is not practical.
Marketing Status Prescription; Discontinued
ATC Code C09AA02
DrugBank ID DB09477
KEGG ID D00621
MeSH ID D015773
PubChem ID 5462501
TTD Drug ID D0N5HJ
NDC Product Code 51662-1477; 0143-9787; 0143-9786
Synonyms Enalaprilat | Enalaprilic Acid | Enalaprilat Dihydrate | Enalaprilat Citrate, Anhydrous | Enalaprilat, (R)-Isomer, Anhydrous | Pres iv | Vasotec | Enalaprilat Anhydrous | Xanef | 1-(N-((S)-1-Carboxy-3-phenylpropyl)-L-alanyl)-L-proline dihydrate | MK-422 | MK 422 | MK422
Chemical Information
Molecular Formula C18H24N2O5
CAS Registry Number 76420-72-9
SMILES CC(C(=O)N1CCCC1C(=O)O)NC(CCC2=CC=CC=C2)C(=O)O
Chemical Structure
ADR Related Proteins Induced by Drug
ADR Term Protein Name UniProt AC TTD Target ID PMID
Not AvailableNot AvailableNot AvailableNot AvailableNot Available
ADRs Induced by Drug
ADR Term ADReCS ID ADR Frequency (FAERS) ADR Severity Grade (FAERS) ADR Severity Grade (CTCAE)
Vasculitis10.02.02.006; 24.05.02.001--
Vertigo17.02.12.002; 04.04.01.003--
Vision blurred06.02.06.007; 17.17.01.010--
Vomiting07.01.07.003--
Red blood cell sedimentation rate increased13.01.03.001--Not Available
Acute coronary syndrome24.04.04.011; 02.02.02.015--Not Available
Musculoskeletal discomfort15.03.04.001--Not Available
Congestive cardiomyopathy02.04.01.003--Not Available
Serositis08.01.05.006--Not Available
Epidermal necrosis23.03.03.035--Not Available
Antinuclear antibody positive13.06.01.003--Not Available
Hepatic enzyme increased13.03.01.019--Not Available
Infarction24.04.02.017--Not Available
Decreased appetite14.03.01.005; 08.01.09.028--
Erectile dysfunction21.03.01.007; 19.08.04.001--
Renal impairment20.01.03.010--Not Available
Bone marrow failure01.03.03.005--
Oropharyngeal discomfort22.02.05.027; 07.05.05.008--Not Available
Oropharyngeal pain22.02.05.022; 07.05.05.004--
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