An internal standard for the quantification of amlodipine
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Unlabeled Version(s)
14886Amlodipine (besylate)
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Amlodipine-d4 (maleate)

Item No. 25035

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(2-aminoethoxy-1,1,2,2-d4)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid, 3-ethyl 5-methyl ester, 2-butenedioate
CAS Number
1185246-15-4
Molecular Formula
C20H21ClD4N2O5 • C4H4O4
Formula Weight
529.0
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 30 mg/ml
SMILES
CC1=C(C(OC)=O)C(C2=C(Cl)C=CC=C2)C(C(OCC)=O)=C(COC([2H])([2H])C([2H])([2H])N)N1.OC(/C=C\C(O)=O)=O
InChi Code
InChI=1S/C20H25ClN2O5.C4H4O4/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;5-3(6)1-2-4(7)8/h5-8,17,23H,4,9-11,22H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/i9D2,10D2;
InChi Key
TZNOWAJJWCGILX-IBTKSTAFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $75

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    5 mg

    $295

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    Product Description

    Amlodipine-d4 is intended for use as an internal standard for the quantification of amlodipine (Item No. 14838) by GC- or LC-MS. Amlodipine is a dihydropyridine L-type calcium channel blocker that selectively inhibits calcium influx in cardiac and vascular smooth muscle.1 Acting as a vasodilator, amlodipine reduces blood pressure by relaxing the smooth muscle in the arterial wall, decreasing total peripheral resistance. It inhibits calcium-induced contractions in depolarized rat aorta with an IC50 value of 1.9 nM, displaying a slow rate of association and dissociation in isolated vascular and cardiac tissues.1 Amlodipine also demonstrates actions independent of L-type calcium channel blockade by regulating membrane fluidity and cholesterol deposition, stimulating nitric oxide production, acting as an antioxidant, and regulating matrix deposition in vitro and in vivo.2 Formulations containing amlodipine have been used in the treatment of hypertension.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Burges, R.A., Gardiner, D.G., Gwilt, M., et al. Calcium channel blocking properties of amlodipine in vascular smooth muscle and cardiac muscle in vitro: Evidence for voltage modulation of vascular dihydropyridine receptors. J. Cardiovasc. Pharmacol. 9(1), 110-119 (1987).

    2. Mason, R.P., Marche, P., and Hintze, T.H. Novel vascular biology of third-generation L-type calcium channel antagonists: Ancillary actions of amlodipine. Arterioscler. Thromb. Vasc. Biol. 23(12), 2155-2163 (2003).