R-56865

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 528528

CAS#: 104606-13-5

Description: R-56865 is a calcium and sodium channel antagonist potentially for the treatment of arrhythmias and ischaemic heart disorders. R-56865 showed marked cardioprotective properties: in the reperfusion period the agent markedly improved the restoration of left ventricular developed pressure, ATP and phosphocreatine, furthermore contracture development was reduced. On hypoxic cells, R-56865 selectively reduced the amplitude of hypoxia-induced membrane depolarization and partly counteracted the depression of synaptic transmission evoked by Schaffers collateral stimulation.


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R-56865 is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 528528
Name: R-56865
CAS#: 104606-13-5
Chemical Formula: C23H28FN3OS
Exact Mass: 413.1937
Molecular Weight: 413.5554
Elemental Analysis: C, 66.80; H, 6.82; F, 4.59; N, 10.16; O, 3.87; S, 7.75


Synonym: R-56865; R 56865; R56865

IUPAC/Chemical Name: N-(1-(4-(4-fluorophenoxy)butyl)piperidin-4-yl)-N-methylbenzo[d]thiazol-2-amine

InChi Key: PZPXREFPAFDHNG-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H28FN3OS/c1-26(23-25-21-6-2-3-7-22(21)29-23)19-12-15-27(16-13-19)14-4-5-17-28-20-10-8-18(24)9-11-20/h2-3,6-11,19H,4-5,12-17H2,1H3

SMILES Code: CN(C1CCN(CCCCOC2=CC=C(F)C=C2)CC1)C3=NC4=CC=CC=C4S3


Technical Data

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).

Harmonized System Code:
293490


References

1: Wang L, Lopaschuk GD, Clanachan AS. H(2)O(2)-induced left ventricular dysfunction in isolated working rat hearts is independent of calcium accumulation. J Mol Cell Cardiol. 2008 Dec;45(6):787-95. doi: 10.1016/j.yjmcc.2008.08.010. Epub 2008 Sep 6. PubMed PMID: 18817782.

2: Kim YC, Sim JH, Kang TM, Suzuki H, Kim SR, Kwon SC, Xu WX, Lee SJ, Kim KW. Sodium-activated potassium current in guinea pig gastric myocytes. J Korean Med Sci. 2007 Feb;22(1):57-62. PubMed PMID: 17297252; PubMed Central PMCID: PMC2693569.

3: Létienne R, Vié B, Le Grand B. Pharmacological characterisation of sodium channels in sinoatrial node pacemaking in the rat heart. Eur J Pharmacol. 2006 Jan 20;530(3):243-9. Epub 2005 Dec 20. PubMed PMID: 16368090.

4: Hartmann M, Decking UK. R 56865 exerts cardioprotective properties independent of the intracellular Na(+)-overload in the guinea pig heart. Naunyn Schmiedebergs Arch Pharmacol. 2003 Sep;368(3):160-5. Epub 2003 Sep 2. PubMed PMID: 14513202.

5: Li Y, Sato T, Arita M. Bepridil blunts the shortening of action potential duration caused by metabolic inhibition via blockade of ATP-sensitive K(+) channels and Na(+)-activated K(+) channels. J Pharmacol Exp Ther. 1999 Nov;291(2):562-8. PubMed PMID: 10525072.

6: Barbieri M, Nistri A. Electrophysiological actions of N-[1-[4-(4-fluorophenoxy)butyl]-4-piperidinyl]-N-methyl-2-benzothiazola mine (R56865) on CA1 neurons of the rat hippocampal slice during hypoxia. Neurosci Lett. 1999 Aug 6;270(3):161-4. PubMed PMID: 10462119.

7: Lawrence C, Rodrigo GC. A Na+-activated K+ current (IK,Na) is present in guinea-pig but not rat ventricular myocytes. Pflugers Arch. 1999 May;437(6):831-8. PubMed PMID: 10370060.

8: Ravens U, Himmel HM. Drugs preventing Na+ and Ca2+ overload. Pharmacol Res. 1999 Mar;39(3):167-74. Review. PubMed PMID: 10094840.

9: Adachi Y, Suzuki Y, Homma N, Fukazawa M, Tamura K, Nishie I, Kuromaru O. The anti-ischemic effects of CP-060S during pacing-induced ischemia in anesthetized dogs. Eur J Pharmacol. 1999 Feb 19;367(2-3):267-73. PubMed PMID: 10079001.

10: Lu HR, Yang P, Remeysen P, Saels A, Dai DZ, De Clerck F. Ischemia/reperfusion-induced arrhythmias in anaesthetized rats: a role of Na+ and Ca2+ influx. Eur J Pharmacol. 1999 Jan 22;365(2-3):233-9. PubMed PMID: 9988107.

11: Le Grand B, Coulombe A, John GW. Late sodium current inhibition in human isolated cardiomyocytes by R 56865. J Cardiovasc Pharmacol. 1998 May;31(5):800-4. PubMed PMID: 9593082.

12: Koga T, Fukazawa M, Suzuki Y, Akima M, Adachi Y, Tamura K, Kato T, Kuromaru O. The protective effects of CP-060S on ischaemia- and reperfusion- induced arrhythmias in anaesthetized rats. Br J Pharmacol. 1998 Apr;123(7):1409-17. PubMed PMID: 9579737; PubMed Central PMCID: PMC1565298.

13: De la Fuente MT, Maroto R, Esquerro E, Sánchez-García P, García AG. The actions of ouabain and lithium chloride on cytosolic Ca2+ in single chromaffin cells. Eur J Pharmacol. 1996 Jun 13;306(1-3):219-26. PubMed PMID: 8813635.

14: Ishide N. Intracellular calcium modulators for cardiac muscle in pathological conditions. Jpn Heart J. 1996 Jan;37(1):1-17. Review. PubMed PMID: 8632617.

15: Thollon C, Iliou JP, Cambarrat C, Robin F, Vilaine JP. Nature of the cardiomyocyte injury induced by lipid hydroperoxides. Cardiovasc Res. 1995 Nov;30(5):648-55. PubMed PMID: 8595608.

16: Swan GE, Schultz RA, Kellerman TS, Mülders MS, Maartens BP, Van der Walt JJ. In vivo effects of a novel calcium antagonist (R56865) against induced epoxyscillirosidin and tulp poisoning in sheep. Onderstepoort J Vet Res. 1995 Sep;62(3):163-6. PubMed PMID: 8628568.

17: Scheufler E, Mozes A, Guttmann I, Wilffert B. R56865 is antifibrillatory in reperfused ischemic guinea-pig hearts, even when given only during reperfusion. Cardiovasc Drugs Ther. 1995 Aug;9(4):545-53. PubMed PMID: 8547204.

18: Le Grand B, Vie B, Talmant JM, Coraboeuf E, John GW. Alleviation of contractile dysfunction in ischemic hearts by slowly inactivating Na+ current blockers. Am J Physiol. 1995 Aug;269(2 Pt 2):H533-40. PubMed PMID: 7653617.

19: Park SR, Ryu GH, Suh CK. Cardioprotective drugs decrease the Na+ background current. Yonsei Med J. 1995 Jul;36(3):278-86. PubMed PMID: 7660679.

20: Xie Y, Zacharias E, Hoff P, Tegtmeier F. Ion channel involvement in anoxic depolarization induced by cardiac arrest in rat brain. J Cereb Blood Flow Metab. 1995 Jul;15(4):587-94. PubMed PMID: 7540620.