Catalog Number
ACM104757531-1
Product Name
Barnidipine HCl
Description
Barnidipine Hydrochloride is a long-acting calcium channel blocker.
Synonyms
Y198561; Y-198561; Y 198561; YM09730-5; YM09730; YM-09730; YM 09730; YM730; YM-730; YM 730; Barnidipine Hydrochloride; Barnidipine HCl; Mepirodipine HCl
IUPAC Name
3-((S)-1-benzylpyrrolidin-3-yl) 5-methyl (S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
Molecular Formula
C27H30ClN3O6
Canonical SMILES
O=C(C1=C(C)NC(C)=C(C(OC)=O)[C@@H]1C2=CC=CC([N+]([O-])=O)=C2)O[C@@H]3CN(CC4=CC=CC=C4)CC3.[H]Cl
InChI
InChI=1S/C27H29N3O6.ClH/c1-17-23(26(31)35-3)25(20-10-7-11-21(14-20)30(33)34)24(18(2)28-17)27(32)36-22-12-13-29(16-22)15-19-8-5-4-6-9-19;/h4-11,14,22,25,28H,12-13,15-16H2,1-3H3;1H/t22-,25-;/m0./s1
InChI Key
XEMPUKIZUCIZEY-YSCHMLPRSA-N
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Alternative CAS
104713-75-9 (free base); 104757-53-1 (HCl)
Biological Target
Barnidipine hydrochloride is an L-type calcium antagonist (CaA) with high affinity for [3H] initrendipine binding sites (Ki=0.21 nmol/l).
Drug Formulation
This drug may be formulated in DMSO
Elemental Analysis
C, 61.42; H, 5.73; Cl, 6.71; N, 7.96; O, 18.18
HS Tariff Code
2934.99.9001
In Vitro Activity
The effects of mepirodipine (barnidipine) on the membrane potentials were examined on spontaneously beating rabbit sino-atrial (SA) node cells and on the membrane currents under voltage-clamped conditions. Mepirodipine 3 x 10(-9) M significantly decreased the action potential amplitude and the maximum rate of depolarization. The action potential duration and the cycle length were prolonged. Sinus arrest occurred at 10(-8) M in all of five preparations. In voltage-clamped SA node cells, mepirodipine in concentrations higher than 3 x 10(-9) M decreased the slow inward current. It did not affect the steady state outward current and the hyperpolarization-activated inward current. These results suggest that mepirodipine is a potent inhibitor of spontaneous calcium-dependent SA node impulse generation.
Reference: Eur J Pharmacol. 1991 Jan 25;193(1):9-13. https://www.sciencedirect.com/science/article/abs/pii/001429999190193T?via%3Dihub
In Vivo Activity
The influence of Barnidipine treatment on early stage hypertension was investigated by determining the function and morphology of the mesenteric and renal arteries as well as the kidney in N(ω)-Nitro-L-Arginine Methyl Ester (L-NAME)-induced hypertensive rats. The systolic blood pressure (SBP) of rats was determined to decrease significantly in Barnidipine treated hypertensive group when compared to that of rats received L-NAME alone. Myograph studies demonstrated that the contractile reactivity to noradrenaline were significantly reduced in both of the resistance arteries while endothelium-dependent relaxations to acethylcholine were significantly diminished particularly in the mesenteric arteries of L-NAME-induced hypertensive rats. The impaired contractile and endothelial responses were completely restored by concomitant treatment of Barnidipine with L-NAME. Histopathological examinations verified structural alterations in the arteries as well as the kidney. In conclusion, besides to its efficacy in reducing the elevated SBP, amelioration of vascular function, modulation of arterial and renal eNOS expressions as well as reduction of the plasma levels of oxidative and inflammatory biomarkers are possible supportive mechanisms mediating the favorable implications of Barnidipine in L-NAME-induced.
Reference: Eur J Pharmacol. 2015 Oct 5;764:433-442. https://www.sciencedirect.com/science/article/abs/pii/S0014299915301618?via%3Dihub
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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