WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H561701
CAS#: 104757-53-1 (HCl)
Description: Barnidipine Hydrochloride is a dihydropyridine calcium channel blocker that has an IC50 value of 0.35 nM in potassium-induced tonic contraction of pig coronary artery. It demonstrates antihypertensive activity by reducing peripheral vascular resistance. It decreases blood pressure in spontaneously hypertensive rats when administered orally at 1 and 3 mg/kg per day. Formulations containing barnidipine have been used in the treatment of hypertension.
Hodoodo Cat#: H561701
Name: Barnidipine HCl
CAS#: 104757-53-1 (HCl)
Chemical Formula: C27H30ClN3O6
Exact Mass: 0.00
Molecular Weight: 528.000
Elemental Analysis: C, 61.42; H, 5.73; Cl, 6.71; N, 7.96; O, 18.18
Related CAS #: 104713-75-9 (free base) 104757-53-1 (HCl) Barnidipine-d5 HCl
Synonym: Y198561; Y-198561; Y 198561; YM09730-5; YM09730; YM-09730; YM 09730; YM730; YM-730; YM 730; Barnidipine Hydrochloride; Barnidipine HCl; Mepirodipine HCl;
IUPAC/Chemical Name: 3-((S)-1-benzylpyrrolidin-3-yl) 5-methyl (S)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
InChi Key: XEMPUKIZUCIZEY-YSCHMLPRSA-N
InChi Code: 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
SMILES Code: 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
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: 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.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >2 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | Barnidipine hydrochloride is an L-type calcium antagonist (CaA) with high affinity for [3H] initrendipine binding sites (Ki=0.21 nmol/l). |
| 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 |
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 140.0 | 265.15 | |
| DMF | 30.0 | 56.82 | |
| Ethanol | 10.0 | 18.94 |
The following data is based on the product molecular weight 528.00 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | 1. Satoh H, Hashimoto K. Comparative effects of a new calcium channel antagonist, mepirodipine, on rabbit spontaneously beating sino-atrial node cells. Eur J Pharmacol. 1991 Jan 25;193(1):9-13. doi: 10.1016/0014-2999(91)90193-t. PMID: 1646731. 2. Alp Yildirim FI, Eker Kizilay D, Ergin B, Balci Ekmekçi Ö, Topal G, Kucur M, Demirci Tansel C, Uydeş Doğan BS. Barnidipine ameliorates the vascular and renal injury in L-NAME-induced hypertensive rats. Eur J Pharmacol. 2015 Oct 5;764:433-442. doi: 10.1016/j.ejphar.2015.07.033. Epub 2015 Jul 14. PMID: 26187312. |
| In vitro protocol: | 1. Satoh H, Hashimoto K. Comparative effects of a new calcium channel antagonist, mepirodipine, on rabbit spontaneously beating sino-atrial node cells. Eur J Pharmacol. 1991 Jan 25;193(1):9-13. doi: 10.1016/0014-2999(91)90193-t. PMID: 1646731. |
| In vivo protocol: | 1. Alp Yildirim FI, Eker Kizilay D, Ergin B, Balci Ekmekçi Ö, Topal G, Kucur M, Demirci Tansel C, Uydeş Doğan BS. Barnidipine ameliorates the vascular and renal injury in L-NAME-induced hypertensive rats. Eur J Pharmacol. 2015 Oct 5;764:433-442. doi: 10.1016/j.ejphar.2015.07.033. Epub 2015 Jul 14. PMID: 26187312. |
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2: Mulder-Wildemors LGM, Heringa M, Floor-Schreudering A, Jansen PAF, Bouvy ML. Reducing Inappropriate Drug Use in Older Patients by Use of Clinical Decision Support in Community Pharmacy: A Mixed-Methods Evaluation. Drugs Aging. 2020 Feb;37(2):115-123. doi: 10.1007/s40266-019-00728-y. PMID: 31782128.
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20: Ioele G, De Luca M, Ragno G. Photostability of barnidipine in combined cyclodextrin-in-liposome matrices. Future Med Chem. 2014 Jan;6(1):35-43. doi: 10.4155/fmc.13.187. PMID: 24358946.
