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    Lisinopril (MK-521)
    Lisinopril (MK-521)

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V1786
    CAS #: 76547-98-3 Purity ≥98%

    Description: Lisinopril (MK-521; MK521; Zestril; Linopril; Lisipril) is a potent angiotensin-converting enzyme (ACE) inhibitor approved for use in treatment of hypertension, congestive heart failure, and heart attacks, and also in preventing renal and retinal complications of diabetes. Lisinopril significantly reduces left ventricular (LV) end-diastolic pressure (EDP), pulmonary capillary wedge pressure (PCWP) and end-diastolic stress, addition of atenolol to Lisinopril further reduces EDP and PCWP. Lisinopril is a structural homologue of enalaprilat, differing only in the second amino acid side chain. 

    References: J Am Coll Cardiol. 2002 Jul 3;40(1):149-54; Biochim Biophys Acta. 1995 May 24;1236(1):31-8.

    Related CAS#: 83915-83-7 (hydrate); 219677-82-4 (Lisinopril R,S,S-diketopiperazine);  130007-47-5 (Lisinopril, epsilon-biotinamidocaproyl-; BL-11; BL 11); 76547-98-3 (free)

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    Molecular Weight (MW) 405.49
    Formula C21H31N3O5 
    CAS No. 76547-98-3 (free); 
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: N/A
    Water:  N/A
    Ethanol: N/A
    Other InfoChemical Name: (2S)-1-[(2S)-6-amino-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]hexanoyl]pyrrolidine-2-carboxylic acid
    InChi Key: RLAWWYSOJDYHDC-BZSNNMDCSA-N
    InChi Code: InChI=1S/C21H31N3O5/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29)/t16-,17-,18-/m0/s1
    SMILES Code: C1CC(N(C1)C(=O)C(CCCCN)NC(CCC2=CC=CC=C2)C(=O)O)C(=O)O
    SynonymsLisinopril; MK-521; MK 521; Zestril; Linopril; Lisipril; Lysinopril; MK521; Lisinopril Sulfate (1:2);  Prinivil 


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    In Vitro

    In vitro activity: Lisinopril significantly reduces left ventricular (LV) end-diastolic pressure (EDP), pulmonary capillary wedge pressure (PCWP) and end-diastolic stress, addition of atenolol to Lisinopril further reduces EDP and PCWP. Lisinopril is a structural homologue of enalaprilat, differing only in the second amino acid side chain. Lisinopril inhibits Angiotensin-converting enzyme (ACE) in vitro, as well as after parenteral and oral administration to humans; its oral bioavailability is only 25-29%, but it has a longer duration of action than enalapril.

    In VivoLisinopril treated SHR rats has significantly raised total cholesterol levels compared to untreated spontaneously hypertensive rats (SHR) rats (+27%), but not compared to lisinopril treated Wistar Kyoto rats (WKY) rats. Lisinopril is a long-acting angiotensin-converting enzyme inhibitor which blocks the renin-angiotensin system (RAS) and reduces systemic blood pressure in rats. Lisinopril reduces the hydroxyproline level and inhibits accumulation of collagens in the pulmonary tissue of the treatment group (paraquat + lisinopril) and per-treatment group (lisinopril + paraquat) in rats. Lisinopril results in preserved ultrafiltration volume (UF), glucose reabsorption (D 1 /D 0 glucose) and peritoneal thickness in rats. Lisinopril (0.2 mg/kg twice a day for 10 days) protects the cell membrane integrity and lessens free radical-induced oxidant stress in guinea pig hearts.    
    Animal modelRats
    Formulation & Dosage0.2 mg/kg
    ReferencesJ Am Coll Cardiol. 2002 Jul 3;40(1):149-54; Biochim Biophys Acta. 1995 May 24;1236(1):31-8; Clin Chim Acta. 2000 Sep;299(1-2):1-10. 


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

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