| Weight | 348.399 g/mol |
|---|---|
| Formula | C18H24N2O5 |
| Hydrogen Acceptors | 4 |
| Hydrogen Donors | 3 |
| Aromatic Rings | 1 |
| Rotatable Bonds | 8 |
Enalaprilat (76420-72-9, 84680-54-6)
Vasotec · Enalaprilic Acid · Enalaprilat Anhydrous
Score:
#1228 in Biochemistry
,
#3062 in Biology
,
#3830 in Chemistry
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- Structural Details on the Binding of Antihypertensive Drugs Captopril and Enalaprilat to Human Testicular Angiotensin I-Converting Enzyme (Biochemistry, 2004)
- Differential Effects of Quinaprilat and Enalaprilat on Endothelial Function of Conduit Arteries in Patients With Chronic Heart Failure (Circulation, 1998)
- Enalaprilat augments arterial and cardiopulmonary baroreflex control of sympathetic nerve activity in patients with heart failure (Journal of the American College of Cardiology, 1996)
- Investigation of polymeric nanoparticles as carriers of enalaprilat for oral administration. (International Journal of Pharmaceutics, 2002)
- ACE (I/D) Genotype as a Predictor of the Magnitude and Duration of the Response to an ACE Inhibitor Drug (Enalaprilat) in Humans (Circulation, 1998)
- Direct myocardial and coronary effects of enalaprilat in patients with dilated cardiomyopathy: assessment by a bilateral intracoronary infusion technique. (Circulation, 1988)
-
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- Enalaprilic Acid
- Enalaprilat Anhydrous
- MK-422
- Enalaprilat Dihydrate
- Enalaprilat, (R)-Isomer, Anhydrous
- Xanef
- Anhydrous Enalaprilat Citrate
- MK422
- Pres iv
- MK 422
- MSD Brand of Enalaprilat
-
SMILESCC(C(=O)N1CCCC1C(=O)O)NC(CCC2=CC=CC=C2)C(=O)O
-
InChIKeyLZFZMUMEGBBDTC-UHFFFAOYSA-N
- Pubchem - Enalaprilat
- Wikipedia - enalaprilat anhydrous
Enalaprilat is the active metabolite of enalapril. It is the first dicarboxylate-containing ACE inhibitor and was developed partly to overcome these limitations of captopril. The sulfhydryl-moiety was replaced by a carboxylate-moiety, but additional modifications were required in its structure-based design to achieve a potency similar to captopril.
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Synthesis
Reactant
+
L-proline
(Schotten-Baumann amide from acid)
DL-Homophenylalanine
+
Reactant
(Alkylation of primary amines)
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Enalaprilat
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