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    Amlodipine Besylate (Norvasc)
    Amlodipine Besylate (Norvasc)

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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 #: V0349
    CAS #: 111470-99-6Purity ≥98%

    Description: Amlodipine (formerly UK-48340; Norvasc; used as as besylate, mesylate or maleate salts) is a selective and long-acting CCB-calcium channel blocker that belongs to the dihydropyridine (DHP) class.  It is a anti-hypertensive medication used to lower blood pressure and prevent chest pain. Amlodipine causes a dose-dependent increase in nitrite production. Amlodipine also increases nitrite production in large coronary arteries and in aorta. Amlodipine is attributed to distinct membrane physico-chemical interactions. 

    References: J Mol Cell Cardiol. 1999 Jan;31(1):275-81; J Hypertens. 1998 Apr;16(4):457-66.

    Related CAS #: 88150-42-9 (free base); 111470-99-6 (besylate); 246852-09-5 (HBr); 246852-07-3 (HCl); 246852-12-0 (mesylate); 440358-84-9 (mesylate hydrate); 88150-47-4 (maleate);     

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    Molecular Weight (MW)567.05
    FormulaC20H25ClN2O5.C6H6O3S 
    CAS No.111470-99-6
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: 113 mg/mL (199.3 mM)
    Water: < 1 mg/mL
    Ethanol: 14 mg/mL (24.7 mM)  
    Other info

    Chemical Name: 3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, (+-)-, monobenzenesulfonate

    InChi Key: ZPBWCRDSRKPIDG-UHFFFAOYSA-N

    InChi Code: InChI=1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)

    SMILES Code: O=C(C1=C(COCCN)NC(C)=C(C(OC)=O)C1C2=CC=CC=C2Cl)OCC.O=S(C3=CC=CC=C3)(O)=O

    Synonyms

    UK 48340; Cordarene; UK-48340; UK48340; Amlodipine besylate; Cardiorex; 


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    In Vitro

    In vitro activity: Amlodipine causes a dose-dependent increase in nitrite production. Amlodipine also increases nitrite production in large coronary arteries and in aorta. Amlodipine is attributed to distinct membrane physico-chemical interactions. Amlodipine contributes to distinct membrane biophysical interactions that lead to potent lipid antioxidant effects, independent of calcium channel modulation. Amlodipine increases plaque smooth muscle cell content (P<0.05), whereas atenolol decreases plaque inflammation. Amlodipine attenuates intracellular neuronal Ca2+ increases elicited by KCl depolarization but does not affect Ca2+ changes triggered by N-methyl-D-aspartate receptor activation. Amlodipine also inhibits free radical-induced damage to lipid constituents of the membrane in a dose-dependent manner, independent of Ca2+ channel modulation


    Cell Assay: Amlodipine is a dihydropyridine calcium antagonist (calcium ion antagonist or slow-channel blocker) that inhibits the movement of calcium ions into vascular smooth muscle cells and cardiac muscle cells. Experimental data suggest amlodipine binds to both dihydropyridine and nondihydropyridine binding sites. The contractile processes of cardiac muscle and vascular smooth muscle are dependent upon the movement of extracellular calcium ions into these cells through specific ion channels. Amlodipine inhibits calcium ion influx across cell membranes selectively, with a greater effect on vascular smooth muscle cells than on cardiac muscle cells. 

    In VivoAmlodipine results in regression of cardiovascular hypertrophy and amelioration of endothelial dysfunction in spontaneously hypertensive rats. Amlodipine significantly reduces aortic hypertrophy, endothelial dysfunction, LOX-1 expression, aortic O(2)(-) and ONOO(-) production, and plasma free 8-F(2)alpha-isoprostane levels in Ang II-infused rats. Amlodipine has antihypertensive and antioxidant activity in vivo, which effectively inhibits many of the oxidative stress-dependent mechanisms involved in Ang II-mediated cardiovascular injury. 
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    References

    J Mol Cell Cardiol. 1999 Jan;31(1):275-81; J Hypertens. 1998 Apr;16(4):457-66 


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

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