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MedKoo Cat#: 584216 | Name: Sabiporide

Description:

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

Sabiporide, also known as BIIB 722CL, is a NHE-1 inhibitor and a cardioprotective agent.

Chemical Structure

Sabiporide
Sabiporide
CAS#324758-66-9

Theoretical Analysis

MedKoo Cat#: 584216

Name: Sabiporide

CAS#: 324758-66-9

Chemical Formula: C18H19F3N6O2

Exact Mass: 408.1522

Molecular Weight: 408.39

Elemental Analysis: C, 52.94; H, 4.69; F, 13.96; N, 20.58; O, 7.84

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Sabiporide; BIIB 722CL
IUPAC/Chemical Name
N-Carbamimidoyl-4-(4-(1H-pyrrol-2-ylcarbonyl)piperazin-1-yl)-3-(trifluoromethyl)benzamide
InChi Key
SRRHGTUDJFMQIV-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H19F3N6O2/c19-18(20,21)12-10-11(15(28)25-17(22)23)3-4-14(12)26-6-8-27(9-7-26)16(29)13-2-1-5-24-13/h1-5,10,24H,6-9H2,(H4,22,23,25,28)
SMILES Code
O=C(NC(N)=N)C1=CC=C(N2CCN(C(C3=CC=CN3)=O)CC2)C(C(F)(F)F)=C1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 408.39 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.

Recalculate based on batch purity %
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
1: Doods H, Wu D. Sabiporide reduces ischemia-induced arrhythmias and myocardial infarction and attenuates ERK phosphorylation and iNOS induction in rats. Biomed Res Int. 2013;2013:504320. doi: 10.1155/2013/504320. Epub 2012 Dec 30. PubMed PMID: 23484128; PubMed Central PMCID: PMC3591136. 2: Lin X, Kraut JA, Wu D. Coadministration of a Na+-H+ exchange inhibitor and sodium bicarbonate for the treatment of asphyxia-induced cardiac arrest in piglets. Pediatr Res. 2014 Aug;76(2):118-26. doi: 10.1038/pr.2014.65. Epub 2014 May 5. PubMed PMID: 24796369. 3: Park SL, Lee DH, Yoo SE, Jung YS. The effect of Na(+)/H(+) exchanger-1 inhibition by sabiporide on blood-brain barrier dysfunction after ischemia/hypoxia in vivo and in vitro. Brain Res. 2010 Dec 17;1366:189-96. doi: 10.1016/j.brainres.2010.09.077. Epub 2010 Sep 29. PubMed PMID: 20883671. 4: Lin X, Lee D, Wu D. Sabiporide improves cardiovascular function and attenuates organ injury from severe sepsis. J Surg Res. 2014 May 1;188(1):231-7. doi: 10.1016/j.jss.2013.12.001. Epub 2013 Dec 12. PubMed PMID: 24411641. 5: Park HS, Lee BK, Park S, Kim SU, Lee SH, Baik EJ, Lee S, Yi KY, Yoo SE, Moon CH, Jung YS. Effects of sabiporide, a specific Na+/H+ exchanger inhibitor, on neuronal cell death and brain ischemia. Brain Res. 2005 Nov 2;1061(1):67-71. Epub 2005 Oct 12. PubMed PMID: 16225853. 6: Lin X, Lee D, Wu D. Protective effects of NHE1 inhibition with sabiporide in an experimental model of asphyxia-induced cardiac arrest in piglets. Resuscitation. 2013 Apr;84(4):520-5. doi: 10.1016/j.resuscitation.2012.08.334. Epub 2012 Sep 16. PubMed PMID: 22989728. 7: Wu D, Kraut JA, Abraham WM. Sabiporide improves cardiovascular function, decreases the inflammatory response and reduces mortality in acute metabolic acidosis in pigs. PLoS One. 2013;8(1):e53932. doi: 10.1371/journal.pone.0053932. Epub 2013 Jan 10. PubMed PMID: 23326542; PubMed Central PMCID: PMC3542271. 8: Lin X, More AS, Kraut JA, Wu D. Interaction of sodium bicarbonate and Na+/H+ exchanger inhibition in the treatment of acute metabolic acidosis in pigs. Crit Care Med. 2015 Jun;43(6):e160-9. doi: 10.1097/CCM.0000000000000962. PubMed PMID: 25785519. 9: Touret N, Tanneur V, Godart H, Seidler R, Taki N, Bürger E, Dämmgen J, Counillon L. Characterization of sabiporide, a new specific NHE-1 inhibitor exhibiting slow dissociation kinetics and cardioprotective effects. Eur J Pharmacol. 2003 Jan 17;459(2-3):151-8. PubMed PMID: 12524140. 10: Leineweber K, Aker S, Beilfuss A, Rekasi H, Konietzka I, Martin C, Heusch G, Schulz R. Inhibition of Na+/H+-exchanger with sabiporide attenuates the downregulation and uncoupling of the myocardial beta-adrenoceptor system in failing rabbit hearts. Br J Pharmacol. 2006 May;148(2):137-46. PubMed PMID: 16520740; PubMed Central PMCID: PMC1617059. 11: Kim J, Jung YS, Han W, Kim MY, Namkung W, Lee BH, Yi KY, Yoo SE, Lee MG, Kim KH. Pharmacodynamic characteristics and cardioprotective effects of new NHE1 inhibitors. Eur J Pharmacol. 2007 Jul 12;567(1-2):131-8. Epub 2007 Apr 14. PubMed PMID: 17482160. 12: Huber JD, Bentzien J, Boyer SJ, Burke J, De Lombaert S, Eickmeier C, Guo X, Haist JV, Hickey ER, Kaplita P, Karmazyn M, Kemper R, Kennedy CA, Kirrane T, Madwed JB, Mainolfi E, Nagaraja N, Soleymanzadeh F, Swinamer A, Eldrup AB. Identification of a potent sodium hydrogen exchanger isoform 1 (NHE1) inhibitor with a suitable profile for chronic dosing and demonstrated cardioprotective effects in a preclinical model of myocardial infarction in the rat. J Med Chem. 2012 Aug 23;55(16):7114-40. doi: 10.1021/jm300601d. Epub 2012 Aug 6. PubMed PMID: 22803959. 13: Wu D, Doods H, Stassen JM. Inhibition of human pulmonary artery smooth muscle cell proliferation and migration by sabiporide, a new specific NHE-1 inhibitor. J Cardiovasc Pharmacol. 2006 Aug;48(2):34-40. PubMed PMID: 16954819. 14: Pisarenko OI, Studneva IM, Serebriakova LI, Tskitishvili OV, Timoshin AA. [Protection of rat heart myocardium with a selective Na(+)/H(+) exchange inhibitor and ischemic preconditioning]. Kardiologiia. 2005;45(2):37-44. Russian. PubMed PMID: 15798704. 15: Aker S, Snabaitis AK, Konietzka I, Van De Sand A, Böngler K, Avkiran M, Heusch G, Schulz R. Inhibition of the Na+/H+ exchanger attenuates the deterioration of ventricular function during pacing-induced heart failure in rabbits. Cardiovasc Res. 2004 Aug 1;63(2):273-82. PubMed PMID: 15249185.