WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H341166
CAS#: 104713-75-9 (free base)
Description: Barnidipine is a calcium channel blocker.
Hodoodo Cat#: H341166
Name: Barnidipine
CAS#: 104713-75-9 (free base)
Chemical Formula: C27H29N3O6
Exact Mass: 491.21
Molecular Weight: 491.544
Elemental Analysis: C, 65.98; H, 5.95; N, 8.55; O, 19.53
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 104713-75-9 (free base) 104757-53-1 (HCl) Barnidipine-d5 HCl
Synonym: Barnidipine; YM 09730; YM-09730; YM09730.
IUPAC/Chemical Name: (+)-(3'S,4S)-1-Benzyl-3-pyrrolidinyl methyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate
InChi Key: VXMOONUMYLCFJD-DHLKQENFSA-N
InChi Code: InChI=1S/C27H29N3O6/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/t22-,25-/m0/s1
SMILES Code: COC(=O)C1=C(C)NC(=C([C@H]1c2cccc(c2)[N+](=O)[O-])C(=O)O[C@H]3CCN(Cc4ccccc4)C3)C
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: | |
| In vitro activity: | |
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The following data is based on the product molecular weight 491.54 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: | |
| In vitro protocol: | |
| In vivo protocol: |
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2: Lins R, De Vries C. Barnidipine Real-Life Efficacy and Tolerability in Arterial Hypertension: Results from Younger and Older Patients in the BASIC-HT Study. Open Cardiovasc Med J. 2017 Nov 17;11:120-132. doi: 10.2174/1874192401711010120. eCollection 2017. PubMed PMID: 29290834; PubMed Central PMCID: PMC5721309.
3: Tocci G, Desideri G, Roca E, Calcullo C, Crippa M, De Luca N, Gaudio GV, Lonati LM, Orselli L, Scuteri A, Vulpis V, Acone B, Zaninelli A; THYPERevolution Steering Committee. How to Improve Effectiveness and Adherence to Antihypertensive Drug Therapy: Central Role of Dihydropyridinic Calcium Channel Blockers in Hypertension. High Blood Press Cardiovasc Prev. 2018 Mar;25(1):25-34. doi: 10.1007/s40292-017-0242-z. Epub 2017 Dec 2. Review. PubMed PMID: 29197935; PubMed Central PMCID: PMC5842506.
4: Lins R, Haerden Y, de Vries C. Replacement of Amlodipine and Lercanidipine by Barnidipine: Tolerability and Effectiveness in a Real-Life Study. High Blood Press Cardiovasc Prev. 2017 Mar;24(1):29-36. doi: 10.1007/s40292-016-0177-9. PubMed PMID: 28058623.
5: Derosa G, Mugellini A, Pesce RM, D'Angelo A, Maffioli P. Barnidipine compared to lercanidipine in addition to losartan on endothelial damage and oxidative stress parameters in patients with hypertension and type 2 diabetes mellitus. BMC Cardiovasc Disord. 2016 Apr 12;16:66. doi: 10.1186/s12872-016-0237-z. PubMed PMID: 27068332; PubMed Central PMCID: PMC4828780.
6: Crippa G, Zabzuni D, Cassi A, Bravi E. Effect of bedtime dosing of barnidipine hydrochloride in non-dipper hypertensive patients with obstructive sleep apnoea not treated with continuous positive airway pressure. Eur Rev Med Pharmacol Sci. 2016;20(2):339-44. PubMed PMID: 26875906.
7: Derosa G, Mugellini A, Pesce RM, D'Angelo A, Maffioli P. Perindopril and barnidipine alone or combined with simvastatin on hepatic steatosis and inflammatory parameters in hypertensive patients. Eur J Pharmacol. 2015 Nov 5;766:31-6. doi: 10.1016/j.ejphar.2015.09.030. Epub 2015 Sep 25. PubMed PMID: 26407654.
8: Derosa G, Mugellini A, Querci F, Franzetti I, Pesce RM, D'Angelo A, Maffioli P. Barnidipine or Lercanidipine on Echocardiographic Parameters in Hypertensive, Type 2 Diabetics with Left Ventricular Hypertrophy: A Randomized Clinical Trial. Sci Rep. 2015 Aug 5;5:12603. doi: 10.1038/srep12603. PubMed PMID: 26243165; PubMed Central PMCID: PMC4525144.
9: 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;764:433-42. doi: 10.1016/j.ejphar.2015.07.033. Epub 2015 Jul 14. PubMed PMID: 26187312.
10: Derosa G, Querci F, Franzetti I, Dario Ragonesi P, D'Angelo A, Maffioli P. Comparison of the effects of barnidipine+losartan compared with telmisartan+hydrochlorothiazide on several parameters of insulin sensitivity in patients with hypertension and type 2 diabetes mellitus. Hypertens Res. 2015 Oct;38(10):690-4. doi: 10.1038/hr.2015.57. Epub 2015 May 21. PubMed PMID: 25994603.
11: Lins R, Marckx P, Vandebeek R, Vanhoutvinck C, Neuville O. Barnidipine real-life tolerability in arterial hypertension: results from the BASIC-HT study. Acta Clin Belg. 2015 Aug;70(4):244-50. doi: 10.1179/2295333715Y.0000000012. Epub 2015 Mar 27. PubMed PMID: 25816195.
12: Magrini N, Formoso G, Capelli O, Maestri E, Nonino F, Paltrinieri B, Del Giovane C, Voci C, Magnano L, Daya L, Marata AM; INDRA-NET study group. Long term effectiveness on prescribing of two multifaceted educational interventions: results of two large scale randomized cluster trials. PLoS One. 2014 Oct 17;9(10):e109915. doi: 10.1371/journal.pone.0109915. eCollection 2014. PubMed PMID: 25329386; PubMed Central PMCID: PMC4201458.
13: Cheng ZG, Dai XY, Li LW, Wan Q, Ma X, Xiang GY. Synthesis and characterization of impurities of barnidipine hydrochloride, an antihypertensive drug substance. Molecules. 2014 Jan 21;19(1):1344-52. doi: 10.3390/molecules19011344. PubMed PMID: 24451253.
14: 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. PubMed PMID: 24358946.
15: Uesawa Y, Mohri K. Quantitative structure-interaction relationship analysis of 1,4-dihydropyridine drugs in concomitant administration with grapefruit juice. Pharmazie. 2012 Mar;67(3):195-201. PubMed PMID: 22530299.
16: Muiesan ML, Salvetti M, Belotti E, Paini A, Rosei CA, Aggiusti C, Scotti A, de Ciuceis C, Rizzoni D, Rosei EA. Effects of barnidipine in comparison with hydrochlorothiazide on endothelial function, as assessed by flow mediated vasodilatation in hypertensive patients. Blood Press. 2011 Aug;20(4):244-51. doi: 10.3109/08037051.2011.561072. Epub 2011 Feb 21. PubMed PMID: 21332412.
17: de Ciuceis C, Pilu A, Rizzoni D, Porteri E, Muiesan ML, Salvetti M, Paini A, Belotti E, Zani F, Boari GE, Rosei CA, Rosei EA. Effect of antihypertensive treatment on circulating endothelial progenitor cells in patients with mild essential hypertension. Blood Press. 2011 Apr;20(2):77-83. doi: 10.3109/08037051.2010.535973. Epub 2010 Nov 29. PubMed PMID: 21114380.
18: Parati G, Giglio A, Lonati L, Destro M, Ricci AR, Cagnoni F, Pini C, Venco A, Maresca AM, Monza M, Grandi AM, Omboni S. Effectiveness of barnidipine 10 or 20 mg plus losartan 50-mg combination versus losartan 100-mg monotherapy in patients with essential hypertension not controlled by losartan 50-mg monotherapy: A 12-week, multicenter, randomized, open-label, parallel-group study. Clin Ther. 2010 Jul;32(7):1270-84. doi: 10.1016/j.clinthera.2010.06.021. PubMed PMID: 20678675.
19: Güvenç TS, Gürkan U, Güzelburç O, Ilhan E, Altay S. Barnidipine intoxication causing acute myocardial infarction. Am J Emerg Med. 2010 May;28(4):541.e1-3. doi: 10.1016/j.ajem.2009.08.017. Epub 2010 Mar 26. PubMed PMID: 20466265.
20: Harmsze AM, Robijns K, van Werkum JW, Breet NJ, Hackeng CM, Ten Berg JM, Ruven HJ, Klungel OH, de Boer A, Deneer VH. The use of amlodipine, but not of P-glycoprotein inhibiting calcium channel blockers is associated with clopidogrel poor-response. Thromb Haemost. 2010 May;103(5):920-5. doi: 10.1160/TH09-08-0516. Epub 2010 Mar 29. PubMed PMID: 20352154.
