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)
Haemolytic anaemia01.06.03.002--Not Available
Headache17.14.01.001--
Hepatic failure09.01.03.002--
Hepatitis09.01.07.004--Not Available
Herpes zoster23.09.03.002; 11.05.02.003--
Hyperhidrosis08.01.03.028; 23.02.03.004--
Hyperkalaemia14.05.03.001--
Hypertension24.08.02.001--
Hyponatraemia14.05.04.002--
Hypotension24.06.03.002--
Ileus07.13.01.001--
Insomnia19.02.01.002; 17.15.03.002--
Jaundice cholestatic09.01.01.005--Not Available
Lacrimation increased06.08.02.004--
Laryngeal oedema23.04.01.005; 22.04.02.001; 10.01.05.003--
Leukocytosis01.02.01.002--
Loss of consciousness17.02.04.004--Not Available
Lung infiltration22.01.02.004--Not Available
Melaena24.07.02.013; 07.12.02.004--Not Available
Muscle spasms15.05.03.004--
Myalgia15.05.02.001--
Myocardial infarction24.04.04.009; 02.02.02.007--
Myositis15.05.01.001--
Nasopharyngitis22.07.03.002; 11.01.13.002--Not Available
Nausea07.01.07.001--
Nervousness19.06.02.003--Not Available
Neuropathy peripheral17.09.03.003--Not Available
Neutropenia01.02.03.004--Not Available
Oliguria20.01.03.004--Not Available
Orthostatic hypotension24.06.03.004; 17.05.01.020--Not Available
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