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Enalapril Maleate (MK-421)

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InvivoChem Cat #: V1788

CAS #: 76095-16-4 Purity ≥98%

Description: Enalapril maleate (formerly MK-421; MK421; Glioten; Vasotec; Baripril; Renitec; Renitek), the maleate salt of enalapril, is a potent nonsulfhydryl angiotensin-converting enzyme (ACE) inhibitor widely used in the treatment of hypertension, diabetic nephropathy, and chronic heart failure. Enalapril Maleate has been used to study diabetic angiopathy in diabetic rats and inhibition of ACE in hog plasma (I50=1.2nM). Enalapril treatment abolishes the deleterious effects of eNOS deficiency on blood pressure (BP), atherosclerosis, and kidney dysfunction in mice.

References: Clin Pharm. 1985;4(1):27-40; J Clin Invest. 2000;105(4):451-8; Pharmacol Res. 2011;64(5):482-92.

Related CAS#: 84680-54-6 (Enalaprilat Dihydrate); 75847-73-3 (Enalapril free base); 149404-21-7 (Enalapril sodium); 349554-02-5 (Enalapril D5 maleate); 690655-41-5 (NCX899, a NO-releasing derivative of enalapril)

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Molecular Weight (MW)	492.52
Formula	C20H28N2O5.C4H4O4
CAS No.	76095-16-4
Storage	-20℃ for 3 years in powder form
Storage	-80℃ for 2 years in solvent
Solubility (In vitro)	DMSO: 99 mg/mL (201.0 mM)
	Water: <1 mg/mL
	Ethanol: 4 mg/mL (8.1 mM)
Other info	Chemical Name: (Z)-but-2-enedioic acid;(2S)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]pyrrolidine-2-carboxylic acid InChi Key: OYFJQPXVCSSHAI-QFPUQLAESA-N 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 SMILES Code: CCOC(=O)[[email protected]](CCC1=CC=CC=C1)N[[email protected]@H](C)C(=O)N2CCC[[email protected]]2C(=O)O.C(=C\C(=O)O)\C(=O)O
Synonyms	MK-421 Maleate; Glioten; Vasotec; Baripril; Maleate, Enalapril; MK 421; MK-421; MK421; Renitec; Renitek;

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In Vitro	In vitro activity: Enalapril is rapidly converted by ester hydrolysis to enalaprilat, a potent ACE inhibitor; Enalapril itself is only a weak ACE inhibitor. Enalapril lowers peripheral vascular resistance without causing an increase in heart rate.
In Vivo	Enalapril treatment abolishes the deleterious effects of eNOS deficiency on blood pressure (BP), atherosclerosis, and kidney dysfunction in nnee mice. Enalapril causes a dose-dependent increase in fore limb strength in the mdx mouse. Enalapril causes a dose-dependent reduction of superoxide anion production in tibialis anterior muscle of the mdx mouse as observed by dihydroethidium staining. Enalapril (5 mg/kg) reduces the area of muscle necrosis in both gastrocnemious muscle and diaphragm, without significant effect on non-muscle area. Enalapril Maleate results in significant increases in kidney weight and in concentrations of urinary albumin, N-acetyl-fl-d-glucosamidase (NAG) and serum ET-1 in streptozotocin (STZ)-induced diabetic (STZ-DM) rats as compared with the non-diabetic rats, and the concentration of ET-1 in the kidneys tended to be increased. Enalapril Maleate results in increased mesangial cell proliferation, matrix expansion and enlarged mesangial area in the kidney of the diabetic rats. Enalapril Maleate reduces increased concentrations of urinary albumin and NAG in the STZ-DM rats to the control values with a slight improvement in the electron microscopic changes.
Animal model	Rats
Formulation & Dosage	oral
References	Clin Pharm. 1985 Jan-Feb;4(1):27-40; J Clin Invest. 2000 Feb;105(4):451-8; Pharmacol Res. 2011 Nov;64(5):482-92.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Purity ≥98%
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