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E6888

Sigma-Aldrich

Enalapril maleate salt

powder, ≥98% (TLC)

Synonym(s):

(S)-N-[1-(Ethoxycarbonyl)-3-phenylpropyl]-Ala-Pro maleate salt

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About This Item

Empirical Formula (Hill Notation):
C20H28N2O5 · C4H4O4
CAS Number:
Molecular Weight:
492.52
EC Number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

≥98% (TLC)

form

powder

color

white to off-white

solubility

methanol: ≥50 mg/mL, clear, colorless to yellow

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

SMILES string

C[C@@H](C(N1[C@H](C(O)=O)CCC1)=O)N[C@H](CC(OCC)=O)CCC2=CC=CC=C2.O=C(OO)/C=C\C(O)=O

InChI

1S/C21H30N2O5.C4H4O5/c1-3-28-19(24)14-17(12-11-16-8-5-4-6-9-16)22-15(2)20(25)23-13-7-10-18(23)21(26)27;5-3(6)1-2-4(7)9-8/h4-6,8-9,15,17-18,22H,3,7,10-14H2,1-2H3,(H,26,27);1-2,8H,(H,5,6)/b;2-1-/t15-,17-,18-;/m0./s1

InChI key

UQKQUZOIQFOJOI-KJHLASMFSA-N

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General description

Enalapril is an angiotensin-converting enzyme inhibitor. It is used to treat heart failure and high blood pressure.

Application

Enalapril maleate salt has been used:
  • to reduce albumin excretion rate (AER) and glomerular lesions
  • to examine the effects of enalapril pre-treatment on myocardial injury
  • to investigate its efficacious doses and schedules for mitigation of radiation lung injury

Biochem/physiol Actions

A long-acting angiotensin-converting enzyme inhibitor.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Health hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chor Ho Jo et al.
Electrolyte & blood pressure : E & BP, 18(2), 31-39 (2021-01-08)
Puromycin aminonucleoside (PA) can induce nephrotic syndrome in rats, and proteinuria is an important mediator of tubulointerstitial injury in glomerulopathy. We assumed that glomerular proteinuria may affect tubular function, such as urinary concentration, and investigated whether a urinary concentration defect
Enalapril
Todd PA and Heel RC
Drugs, 31(3), 198-248 (1986)
Urinary peptidomics provides a noninvasive humanized readout of diabetic nephropathy in mice
Klein J, et al.
Kidney International, 90(5), 1045-1055 (2016)
Jacob T Gafranek et al.
Nature communications, 14(1), 5509-5509 (2023-09-08)
How two-chambered hearts in basal vertebrates have evolved from single-chamber hearts found in ancestral chordates remains unclear. Here, we show that the teleost sinus venosus (SV) is a chamber-like vessel comprised of an outer layer of smooth muscle cells. We
Isabele G Giori et al.
Journal of cellular physiology, 236(2), 900-910 (2020-07-04)
This study investigated whether regulation of the renin-angiotensin system (RAS) by enalapril and/or aerobic exercise training (AET) causes browning of the subcutaneous white adipose tissue (sWAT). C57BL/6 mice were fed either a standard chow or a high-fat (HF) diet for

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