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

MedKoo CAT#: 330211

CAS#: 187870-78-6

Description: Rimeporide, alaso known as EMD87580, is a potent, selective sodium hydrogen exchanger NHE1 inhibitor, show promise as potential therapeutic agents for the treatment of heart failure..


Price and Availability

Size
Price

1g
USD 3250
Size
Price

2g
USD 5650
Size
Price

5g
USD 7650

Rimeporide free base, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 330211
Name: Rimeporide free base
CAS#: 187870-78-6
Chemical Formula: C11H15N3O5S2
Exact Mass: 333.0453
Molecular Weight: 333.377
Elemental Analysis: C, 39.63; H, 4.54; N, 12.60; O, 24.00; S, 19.23


Synonym: Rimeporide free base; EMD87580; EMD-87580; EMD 87580;

IUPAC/Chemical Name: N-(diaminomethylidene)-2-methyl-4,5-bis(methylsulfonyl)benzamide

InChi Key: GROMEQPXDKRRIE-UHFFFAOYSA-N

InChi Code: InChI=1S/C11H15N3O5S2/c1-6-4-8(20(2,16)17)9(21(3,18)19)5-7(6)10(15)14-11(12)13/h4-5H,1-3H3,(H4,12,13,14,15)

SMILES Code: O=C(/N=C(N)\N)C1=CC(S(=O)(C)=O)=C(S(=O)(C)=O)C=C1C


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:
>3 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:
2934.99.90.01


References

1: Kingma JG. Inhibition of Na(+)/H(+) Exchanger With EMD 87580 does not Confer Greater Cardioprotection Beyond Preconditioning on Ischemia-Reperfusion Injury in Normal Dogs. J Cardiovasc Pharmacol Ther. 2018 May;23(3):254-269. doi: 10.1177/1074248418755120. Epub 2018 Mar 21. PubMed PMID: 29562750.

2: Amith SR, Wilkinson JM, Fliegel L. KR-33028, a potent inhibitor of the Na(+)/H(+) exchanger NHE1, suppresses metastatic potential of triple-negative breast cancer cells. Biochem Pharmacol. 2016 Oct 15;118:31-39. doi: 10.1016/j.bcp.2016.08.010. Epub 2016 Aug 10. PubMed PMID: 27521504.

3: Amith SR, Wilkinson JM, Fliegel L. Assessing Na(+)/H(+) exchange and cell effector functionality in metastatic breast cancer. Biochim Open. 2016 Jan 27;2:16-23. doi: 10.1016/j.biopen.2016.01.001. eCollection 2016 Jun. Review. PubMed PMID: 29632834; PubMed Central PMCID: PMC5889484.

4: Bkaily G, Chahine M, Al-Khoury J, Avedanian L, Beier N, Scholz W, Jacques D. Na(+)-H(+) exchanger inhibitor prevents early death in hereditary cardiomyopathy. Can J Physiol Pharmacol. 2015 Nov;93(11):923-34. doi: 10.1139/cjpp-2015-0107. Epub 2015 Apr 24. PubMed PMID: 26291649.

5: Fantinelli J, González Arbeláez LF, Mosca SM. Cardioprotective efficacy against reperfusion injury of EMD-87580: Comparison to ischemic postconditioning. Eur J Pharmacol. 2014 Aug 15;737:125-32. doi: 10.1016/j.ejphar.2014.05.010. Epub 2014 May 22. PubMed PMID: 24858370.

6: Odunewu A, Fliegel L. Acidosis-mediated regulation of the NHE1 isoform of the Na⁺/H⁺ exchanger in renal cells. Am J Physiol Renal Physiol. 2013 Aug 1;305(3):F370-81. doi: 10.1152/ajprenal.00598.2012. Epub 2013 May 15. PubMed PMID: 23678047.

7: Javadov S, Rajapurohitam V, Kilić A, Hunter JC, Zeidan A, Said Faruq N, Escobales N, Karmazyn M. Expression of mitochondrial fusion-fission proteins during post-infarction remodeling: the effect of NHE-1 inhibition. Basic Res Cardiol. 2011 Jan;106(1):99-109. doi: 10.1007/s00395-010-0122-3. Epub 2010 Oct 1. PubMed PMID: 20886221.

8: Karki P, Fliegel L. Overexpression of the NHE1 isoform of the Na(+)/H (+) exchanger causes elevated apoptosis in isolated cardiomyocytes after hypoxia/reoxygenation challenge. Mol Cell Biochem. 2010 May;338(1-2):47-57. doi: 10.1007/s11010-009-0337-5. Epub 2009 Dec 1. PubMed PMID: 19949839.

9: Lei L, Dou L, Yan L, Dou Z, Wang H. [Effect of NHE1 on stem cell differentiation into cardiomyocytes]. Sheng Wu Gong Cheng Xue Bao. 2008 Oct;24(10):1790-5. Chinese. PubMed PMID: 19149193.

10: Li X, Karki P, Lei L, Wang H, Fliegel L. Na+/H+ exchanger isoform 1 facilitates cardiomyocyte embryonic stem cell differentiation. Am J Physiol Heart Circ Physiol. 2009 Jan;296(1):H159-70. doi: 10.1152/ajpheart.00375.2008. Epub 2008 Nov 14. PubMed PMID: 19011045.

11: Stanbouly S, Kirshenbaum LA, Jones DL, Karmazyn M. Sodium hydrogen exchange 1 (NHE-1) regulates connexin 43 expression in cardiomyocytes via reverse mode sodium calcium exchange and c-Jun NH2-terminal kinase-dependent pathways. J Pharmacol Exp Ther. 2008 Oct;327(1):105-13. doi: 10.1124/jpet.108.140228. Epub 2008 Jul 23. PubMed PMID: 18650245.

12: Ding J, Rainey JK, Xu C, Sykes BD, Fliegel L. Structural and functional characterization of transmembrane segment VII of the Na+/H+ exchanger isoform 1. J Biol Chem. 2006 Oct 6;281(40):29817-29. Epub 2006 Jul 21. PubMed PMID: 16861220.

13: Javadov S, Purdham DM, Zeidan A, Karmazyn M. NHE-1 inhibition improves cardiac mitochondrial function through regulation of mitochondrial biogenesis during postinfarction remodeling. Am J Physiol Heart Circ Physiol. 2006 Oct;291(4):H1722-30. Epub 2006 May 5. PubMed PMID: 16679399.

14: Javadov S, Baetz D, Rajapurohitam V, Zeidan A, Kirshenbaum LA, Karmazyn M. Antihypertrophic effect of Na+/H+ exchanger isoform 1 inhibition is mediated by reduced mitogen-activated protein kinase activation secondary to improved mitochondrial integrity and decreased generation of mitochondrial-derived reactive oxygen species. J Pharmacol Exp Ther. 2006 Jun;317(3):1036-43. Epub 2006 Mar 2. PubMed PMID: 16513848.

15: Smilde TD, Linssen GC, Gallemann D, Kuhn T, Machnig T, Mol PG, Hillege HL, Van Wijk LM, Van Dijk RB, Van Veldhuisen DJ. Influence of renal dysfunction on the pharmacokinetics of the selective Na+/H+ exchange inhibitor EMD 87 580 in patients with chronic heart failure. Int J Clin Pharmacol Ther. 2005 Nov;43(11):507-16. PubMed PMID: 16300166.

16: Chahine M, Bkaily G, Nader M, Al-Khoury J, Jacques D, Beier N, Scholz W. NHE-1-dependent intracellular sodium overload in hypertrophic hereditary cardiomyopathy: prevention by NHE-1 inhibitor. J Mol Cell Cardiol. 2005 Apr;38(4):571-82. PubMed PMID: 15808834.

17: Javadov S, Huang C, Kirshenbaum L, Karmazyn M. NHE-1 inhibition improves impaired mitochondrial permeability transition and respiratory function during postinfarction remodelling in the rat. J Mol Cell Cardiol. 2005 Jan;38(1):135-43. Epub 2004 Dec 8. PubMed PMID: 15623430.

18: Blaauw Y, Beier N, van der Voort P, van Hunnik A, Schotten U, Allessie MA. Inhibitors of the Na+/H+ exchanger cannot prevent atrial electrical remodeling in the goat. J Cardiovasc Electrophysiol. 2004 Apr;15(4):440-6. PubMed PMID: 15089994.

19: Chen L, Chen CX, Gan XT, Beier N, Scholz W, Karmazyn M. Inhibition and reversal of myocardial infarction-induced hypertrophy and heart failure by NHE-1 inhibition. Am J Physiol Heart Circ Physiol. 2004 Jan;286(1):H381-7. PubMed PMID: 14684366.

20: Karmazyn M, Liu Q, Gan XT, Brix BJ, Fliegel L. Aldosterone increases NHE-1 expression and induces NHE-1-dependent hypertrophy in neonatal rat ventricular myocytes. Hypertension. 2003 Dec;42(6):1171-6. Epub 2003 Nov 10. PubMed PMID: 14610099.