An ACE inhibitor
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Active Metabolite(s)
17603Enalaprilat (hydrate)
Labeled Version(s)
25318Enalapril-d5 (maleate)
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Enalapril (maleate)

Item No. 16041

Technical Information
Formal Name
N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-L-proline, 2Z-butenedioate
CAS Number
76095-16-4
Molecular Formula
C20H28N2O5 • C4H4O4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 15 mg/mlDMSO: 25 mg/mlEthanol: 0.25 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C(OCC)[C@@H](N[C@@H](C)C(N1CCC[C@H]1C(O)=O)=O)CCC2=CC=CC=C2.OC(/C=C\C(O)=O)=O
InChi Code
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
InChi Key
OYFJQPXVCSSHAI-OFLUGUATSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Enalapril is an inhibitor of angiotensin-converting enzyme (ACE; IC50 = 1.2 nM in porcine plasma).1 In vivo, enalapril (0.05-1 mg/kg, p.o.) inhibits pressor responses induced by angiotensin I (Item No. 24737) in rats and dogs in a dose-dependent manner. Enalapril reduces heart rate, systolic and diastolic blood pressures, and heart weight/body weight ratio in salt-sensitive and -resistant Dahl rats fed a high-salt or low-salt diet.2 Formulations containing enalapril have been used for the treatment of hypertension, congestive heart failure, myocardial infarction, and diabetic nephropathies.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gross, D.M., Sweet, C.S., Ulm, E.H., et alEffect of N-[(S)-1-carboxy-3-phenylpropyl]-L-Ala-L-Pro and its ethyl ester (MK-421) on angiotensin converting enzyme in vitro and angiotensin I pressor responses in vivo. J. Pharmacol. Exp. Ther. 216(3), 552-557 (1981).

    2. Sharma, J.N., Fernandez, P.G., Kim, B.K., et alCardiac regression and blood pressure control in the Dahl rat treated with either enalapril maleate (MK 421, an angiotensin converting enzyme inhibitor) or hydrochlorothiazide. J. Hypertens. 1(3), 251-256 (1983).

    3. Redelinghuys, P., Nchinda, A.T., and Sturrock, E.D. Development of domain-selective angiotensin I-converting enzyme inhibitors. Ann. N. Y. Acad. Sci. 1056, 160-175 (2005).