An internal standard for the quantification of manidipine
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Unlabeled Version(s)
23614Manidipine
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Manidipine-d4

Item No. 30768

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid, 3-[2-[4-(diphenylmethyl)-1-piperazinyl]ethyl-d4] 5-methyl ester
CAS Number
1189656-59-4
Synonyms
  • Franidipine-d4
  • (±)-Manidipine-d4
Molecular Formula
C35H34D4N4O6
Formula Weight
614.7
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
O=C(OC)C1=C(C)NC(C)=C(C(OC([2H])([2H])C([2H])([2H])N2CCN(C(C3=CC=CC=C3)C4=CC=CC=C4)CC2)=O)C1C5=CC([N+]([O-])=O)=CC=C5
InChi Code
InChI=1S/C35H38N4O6/c1-24-30(34(40)44-3)32(28-15-10-16-29(23-28)39(42)43)31(25(2)36-24)35(41)45-22-21-37-17-19-38(20-18-37)33(26-11-6-4-7-12-26)27-13-8-5-9-14-27/h4-16,23,32-33,36H,17-22H2,1-3H3/i21D2,22D2
InChi Key
ANEBWFXPVPTEET-KFESLDSXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Manidipine-d4 is intended for use as an internal standard for the quantification of manidipine (Item No. 23614) by GC- or LC-MS. Manidipine is a dihydropyridine L- and T-type calcium channel blocker.1,2,3 It inhibits recombinant rabbit L-type (α1Cα2/δβ1a) and human T-type (α1H) calcium channels expressed in Xenopus oocytes and native L-type channels in dissociated guinea pig cardiac ventricular cells (IC50 = 2.6 nM). Manidipine inhibits intracellular calcium increases induced by endothelin-1 (ET-1; Item No. 24127) in A7r5 rat vascular smooth muscle cells (ED50 = 1 nM) and potassium-induced contraction of isolated dog femoral and portal veins (IC50s = 24 and 2.1 nM, respectively).4,5 In vivo, it lowers blood pressure in spontaneously hypertensive rats (SHRs) when administered at a dose of 10 mg/kg and inhibits left ventricular hypertrophy in rats induced by isoproterenol (Item No. 15592) when administered at a dose of 3 mg/kg.6,7 Formulations containing manidipine 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. Furukawa, T., Nukada, T., Miura, R., et al. Differential blocking action of dihydropyridine Ca2+ antagonists on a T-type Ca2+ channel (α1G) expressed in Xenopus oocytes. J. Cardiovasc. Pharmacol. 45(3), 241-246 (2005).

    2. Furukawa, T., Nukada, T., Namiki, Y., et al. Five different profiles of dihydropyridines in blocking T-type Ca2+ channel subtypes (Cav3.1 (α1G), Cav3.2 (α1H), and Cav3.3 (α1I)) expressed in Xenopus oocytes. Eur. J. Pharmacol. 613(1-3), 100-107 (2009).

    3. Tohse, N., Takeda, Y., and Kanno, M. Voltage-dependent modulation of L-type Ca2+ current by manidipine in guinea-pig heart cells. Eur. J. Pharmacol. 249(2), 231-233 (1993).

    4. Huang, S., Simonson, M.S., and Dunn, M.J. Manidipine inhibits endothelin-1-induced [Ca2+]i signaling but potentiates endothelin’s effect on c-fos and c-jun induction in vascular smooth muscle and glomerular mesangial cells. Am. Heart J. 125(2 Pt 2), 589-597 (1993).

    5. Shibouta, Y., Kitayoshi, T., Kitoh, G., et al. Calcium channel blocking action of franidipine hydrochloride (CV-4093·2HCl) in vitro and in vivo. Jpn. J. Pharmacol. 48(4), 463-472 (1988).

    6. Meguro, K., Aizawa, M., Sohda, T., et al. New 1,4-dihydropyridine derivatives with potent and long-lasting hypotensive effect. Chem. Pharm. Bull. (Tokyo) 33(9), 3787-3797 (1985).

    7. Yoshiyama, M., Takeuchi, K., Kim, S., et al. Effect of manidipine hydrochloride, a calcium antagonist, on isoproterenol-induced left ventricular hypertrophy. Jpn. Circ. J. 62(1), 47-52 (1998).