MedKoo Cat#: 522671 | Name: S0859
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Description:

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

S0859 is a selective, high-affinity generic NBC inhibitor, potentially important for probing the transporter's functional role in heart and other tissues. S0859 reversibly inhibited NBC-mediated pH(i) recovery (K (i)=1.7 microM, full inhibition at approximately 30 microM). In HEPES-buffered superfusates, NHE-mediated pH(i) recovery was unaffected by 30 microM S0859. With CO(2)/HCO(3) (-) buffer, pH(i) recovery from intracellular alkalosis (mediated by Cl(-)/HCO(3) (-) and Cl(-)/OH(-) exchange) was also unaffected. .

Chemical Structure

S0859
S0859
CAS#1019331-10-2

Theoretical Analysis

MedKoo Cat#: 522671

Name: S0859

CAS#: 1019331-10-2

Chemical Formula: C29H24ClN3O3S

Exact Mass: 529.1227

Molecular Weight: 530.04

Elemental Analysis: C, 65.72; H, 4.56; Cl, 6.69; N, 7.93; O, 9.06; S, 6.05

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 450.00 2 Weeks
50mg USD 900.00 2 Weeks
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Related CAS #
No Data
Synonym
S0859; S-0859; S 0859.
IUPAC/Chemical Name
2-chloro-N-((2'-(N-cyanosulfamoyl)-[1,1'-biphenyl]-4-yl)methyl)-N-(4-methylbenzyl)benzamide
InChi Key
ITDBPOSLOROLMT-UHFFFAOYSA-N
InChi Code
InChI=1S/C29H24ClN3O3S/c1-21-10-12-22(13-11-21)18-33(29(34)26-7-2-4-8-27(26)30)19-23-14-16-24(17-15-23)25-6-3-5-9-28(25)37(35,36)32-20-31/h2-17,32H,18-19H2,1H3
SMILES Code
O=C(N(CC1=CC=C(C2=CC=CC=C2S(=O)(NC#N)=O)C=C1)CC3=CC=C(C)C=C3)C4=CC=CC=C4Cl
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
To be determined
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
Product Data
Biological target:
S0859 reversibly inhibited NBC-mediated pH(i) recovery (K (i)=1.7 microM, full inhibition at approximately 30 microM). In HEPES-buffered superfusates, NHE-mediated pH(i) recovery was unaffected by 30 microM S0859. With CO(2)/HCO(3) (-) buffer, pH(i) recovery from intracellular alkalosis (mediated by Cl(-)/HCO(3) (-) and Cl(-)/OH(-) exchange) was also unaffected.
In vitro activity:
This study describes an efficient method to synthesize S0859 and investigated its inhibitory effect on intracellular pH recovery after an acid load was confirmed in human and murine cancer cell lines. S0859 exhibited strong binding to plasma components, rendering it ineffective in isolated murine tissues at concentrations up to 50 μM Reference: ChemMedChem. 2012 Oct;7(10):1808-14. https://pubmed.ncbi.nlm.nih.gov/22927258/
In vivo activity:
This study found that ischemiareperfusion increased Na+ coupled HCO3-transporters’ current, inhibited the excitability of hippocampal CA1 neurons, and led to apoptosis in CA1 neurons. S0859 protected CA1 neurons from ischemiareperfusion induced neuronal cell death, astrocyte accumulation, and spatial memory impairment. These findings indicate that S0859 could be a promising target to protect neuronal functions after ischemiareperfusion. Reference: CNS Neurol Disord Drug Targets. 2023;22(7):1109-1119. https://pubmed.ncbi.nlm.nih.gov/35585807/

Preparing Stock Solutions

The following data is based on the product molecular weight 530.04 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
Formulation protocol:
1. Orlowski A, Vargas LA, Aiello EA, Álvarez BV. Elevated carbon dioxide upregulates NBCn1 Na+/HCO3(-) cotransporter in human embryonic kidney cells. Am J Physiol Renal Physiol. 2013 Dec 15;305(12):F1765-74. doi: 10.1152/ajprenal.00096.2013. Epub 2013 Sep 4. PMID: 24005470. 2. Larsen AM, Krogsgaard-Larsen N, Lauritzen G, Olesen CW, Honoré Hansen S, Boedtkjer E, Pedersen SF, Bunch L. Gram-scale solution-phase synthesis of selective sodium bicarbonate co-transport inhibitor S0859: in vitro efficacy studies in breast cancer cells. ChemMedChem. 2012 Oct;7(10):1808-14. doi: 10.1002/cmdc.201200335. Epub 2012 Aug 27. PMID: 22927258. 3. Jia M, Zhang Q, Guo X, Liu R, Liu S, Chen N, Wang Y, Wang Q, Wu J, Campbell SL. Na+/HCO3- Co-transporters Inhibitor S0859 Attenuates Global Cerebral Ischemia-reperfusion Injury of the CA1 Neurons in the Gerbil's Hippocampus. CNS Neurol Disord Drug Targets. 2023;22(7):1109-1119. doi: 10.2174/1871527321666220517121135. PMID: 35585807. 4. Ji M, Ryu HJ, Baek HM, Shin DM, Hong JH. Dynamic synovial fibroblasts are modulated by NBCn1 as a potential target in rheumatoid arthritis. Exp Mol Med. 2022 Apr;54(4):503-517. doi: 10.1038/s12276-022-00756-6. Epub 2022 Apr 12. PMID: 35414711; PMCID: PMC9076869.
In vitro protocol:
1. Orlowski A, Vargas LA, Aiello EA, Álvarez BV. Elevated carbon dioxide upregulates NBCn1 Na+/HCO3(-) cotransporter in human embryonic kidney cells. Am J Physiol Renal Physiol. 2013 Dec 15;305(12):F1765-74. doi: 10.1152/ajprenal.00096.2013. Epub 2013 Sep 4. PMID: 24005470. 2. Larsen AM, Krogsgaard-Larsen N, Lauritzen G, Olesen CW, Honoré Hansen S, Boedtkjer E, Pedersen SF, Bunch L. Gram-scale solution-phase synthesis of selective sodium bicarbonate co-transport inhibitor S0859: in vitro efficacy studies in breast cancer cells. ChemMedChem. 2012 Oct;7(10):1808-14. doi: 10.1002/cmdc.201200335. Epub 2012 Aug 27. PMID: 22927258.
In vivo protocol:
1. Jia M, Zhang Q, Guo X, Liu R, Liu S, Chen N, Wang Y, Wang Q, Wu J, Campbell SL. Na+/HCO3- Co-transporters Inhibitor S0859 Attenuates Global Cerebral Ischemia-reperfusion Injury of the CA1 Neurons in the Gerbil's Hippocampus. CNS Neurol Disord Drug Targets. 2023;22(7):1109-1119. doi: 10.2174/1871527321666220517121135. PMID: 35585807. 2. Ji M, Ryu HJ, Baek HM, Shin DM, Hong JH. Dynamic synovial fibroblasts are modulated by NBCn1 as a potential target in rheumatoid arthritis. Exp Mol Med. 2022 Apr;54(4):503-517. doi: 10.1038/s12276-022-00756-6. Epub 2022 Apr 12. PMID: 35414711; PMCID: PMC9076869.
1: Okamoto S, Yasuda M, Kawaguchi K, Yasuoka K, Kikukawa Y, Asano S, Tsujii T, Inoue S, Amagase K, Inui TA, Hirano S, Inui T, Marunaka Y, Nakahari T. Ciliary Motility Decreased by a CO2/HCO3--Free Solution in Ciliated Human Nasal Epithelial Cells Having a pH Elevated by Carbonic Anhydrase IV. Int J Mol Sci. 2024 Aug 21;25(16):9069. doi: 10.3390/ijms25169069. PMID: 39201753; PMCID: PMC11354224. 2: Peng T, Li B, Bi L, Zhang F. Iguratimod inhibits protein citrullination and inflammation by downregulating NBCe2 in patients with rheumatoid arthritis. Biomed Pharmacother. 2024 May;174:116551. doi: 10.1016/j.biopha.2024.116551. Epub 2024 Apr 18. PMID: 38636399. 3: Pethe A, Hamze M, Giannaki M, Heimrich B, Medina I, Hartmann AM, Roussa E. K+/Cl- cotransporter 2 (KCC2) and Na+/HCO3- cotransporter 1 (NBCe1) interaction modulates profile of KCC2 phosphorylation. Front Cell Neurosci. 2023 Oct 10;17:1253424. doi: 10.3389/fncel.2023.1253424. PMID: 37881493; PMCID: PMC10595033. 4: Shin S, Awuah Boadi E, Bandyopadhyay BC. Ablation of TRPC3 compromises bicarbonate and phosphate transporter activity in mice proximal tubular cells. Clin Exp Pharmacol Physiol. 2023 Mar;50(3):247-255. doi: 10.1111/1440-1681.13741. Epub 2022 Dec 18. PMID: 36433745; PMCID: PMC10258833. 5: Hammers DE, Donahue DL, Tucker ZD, Ashfeld BL, Ploplis VA, Castellino FJ, Lee SW. Streptolysin S targets the sodium-bicarbonate cotransporter NBCn1 to induce inflammation and cytotoxicity in human keratinocytes during Group A Streptococcal infection. Front Cell Infect Microbiol. 2022 Nov 1;12:1002230. doi: 10.3389/fcimb.2022.1002230. PMID: 36389147; PMCID: PMC9663810. 6: Li Q, Ju Y, Jin C, Liu L, Zhao S. NBCe1 Regulates Odontogenic Differentiation of Human Dental Pulp Stem Cells via NF-κB. Int J Stem Cells. 2022 Nov 30;15(4):384-394. doi: 10.15283/ijsc21240. Epub 2022 Jun 30. PMID: 35769055; PMCID: PMC9705152. 7: Jia M, Zhang Q, Guo X, Liu R, Liu S, Chen N, Wang Y, Wang Q, Wu J, Campbell SL. Na+/HCO3- Co-transporters Inhibitor S0859 Attenuates Global Cerebral Ischemia-reperfusion Injury of the CA1 Neurons in the Gerbil's Hippocampus. CNS Neurol Disord Drug Targets. 2023;22(7):1109-1119. doi: 10.2174/1871527321666220517121135. PMID: 35585807. 8: Ji M, Ryu HJ, Baek HM, Shin DM, Hong JH. Dynamic synovial fibroblasts are modulated by NBCn1 as a potential target in rheumatoid arthritis. Exp Mol Med. 2022 Apr;54(4):503-517. doi: 10.1038/s12276-022-00756-6. Epub 2022 Apr 12. PMID: 35414711; PMCID: PMC9076869. 9: Carroll CP, Bolland H, Vancauwenberghe E, Collier P, Ritchie AA, Clarke PA, Grabowska AM, Harris AL, McIntyre A. Targeting hypoxia regulated sodium driven bicarbonate transporters reduces triple negative breast cancer metastasis. Neoplasia. 2022 Mar;25:41-52. doi: 10.1016/j.neo.2022.01.003. Epub 2022 Feb 9. PMID: 35150959; PMCID: PMC8844412. 10: Li JM, Lee S, Zafar R, Shin E, Choi I. Sodium bicarbonate transporter NBCe1 regulates proliferation and viability of human prostate cancer cells LNCaP and PC3. Oncol Rep. 2021 Jul;46(1):129. doi: 10.3892/or.2021.8080. Epub 2021 May 20. PMID: 34013380; PMCID: PMC8144930. 11: Zhao W, Zhang L, Ermilov LG, Colmenares Aguilar MG, Linden DR, Eisenman ST, Romero MF, Farrugia G, Sha L, Gibbons SJ. Bicarbonate ion transport by the electrogenic Na+ /HCO3- cotransporter, NBCe1, is required for normal electrical slow-wave activity in mouse small intestine. Neurogastroenterol Motil. 2021 Sep;33(9):e14149. doi: 10.1111/nmo.14149. Epub 2021 Apr 10. PMID: 33837991; PMCID: PMC8485339. 12: Hwang S, Shin DM, Hong JH. Protective Role of IRBIT on Sodium Bicarbonate Cotransporter-n1 for Migratory Cancer Cells. Pharmaceutics. 2020 Aug 27;12(9):816. doi: 10.3390/pharmaceutics12090816. PMID: 32867284; PMCID: PMC7558343. 13: Chen Z, Chen L, Chen K, Lin H, Shen M, Chen L, Zhu H, Zhu Y, Wang Q, Xi F, Huang X, Wang Y, Liao W, Bin J, Asakura M, Liu J, Kitakaze M, Liao Y. Overexpression of Na+-HCO3- cotransporter contributes to the exacerbation of cardiac remodeling in mice with myocardial infarction by increasing intracellular calcium overload. Biochim Biophys Acta Mol Basis Dis. 2020 Mar 1;1866(3):165623. doi: 10.1016/j.bbadis.2019.165623. Epub 2019 Nov 26. PMID: 31778748. 14: Espejo MS, Orlowski A, Ibañez AM, Di Mattía RA, Velásquez FC, Rossetti NS, Ciancio MC, De Giusti VC, Aiello EA. The functional association between the sodium/bicarbonate cotransporter (NBC) and the soluble adenylyl cyclase (sAC) modulates cardiac contractility. Pflugers Arch. 2020 Jan;472(1):103-115. doi: 10.1007/s00424-019-02331-x. Epub 2019 Nov 22. PMID: 31754830. 15: Nordström T, Zhenyu G, Andersson LC, Åkerman KEO. Tannic acid inhibits electrogenic Na+/HCO3- co-transporter activity in embryonic neural stem cell- derived radial glial-like cells. Neuroreport. 2020 Jan 8;31(1):57-63. doi: 10.1097/WNR.0000000000001372. PMID: 31714480; PMCID: PMC6903378. 16: Jiang S, Wang X, Wei J, Zhang G, Zhang J, Xie P, Xu L, Wang L, Zhao L, Li L, Wilcox CS, Chen J, Lai EY, Liu R. NaHCO3 Dilates Mouse Afferent Arteriole Via Na+/HCO3- Cotransporters NBCs. Hypertension. 2019 Nov;74(5):1104-1112. doi: 10.1161/HYPERTENSIONAHA.119.13235. Epub 2019 Sep 16. PMID: 31522618; PMCID: PMC6785401. 17: Nordström T, Andersson LC, Åkerman KEO. Regulation of intracellular pH by electrogenic Na+/HCO3- co-transporters in embryonic neural stem cell-derived radial glia-like cells. Biochim Biophys Acta Biomembr. 2019 Jun 1;1861(6):1037-1048. doi: 10.1016/j.bbamem.2019.03.007. Epub 2019 Mar 16. PMID: 30890468. 18: Yang NY, Mukaibo T, Kurtz I, Melvin JE. The apical Na+ -HCO3- cotransporter Slc4a7 (NBCn1) does not contribute to bicarbonate transport by mouse salivary gland ducts. J Cell Physiol. 2019 Sep;234(9):16376-16388. doi: 10.1002/jcp.28306. Epub 2019 Feb 14. PMID: 30767201; PMCID: PMC6694005. 19: Luo H, Gauthier M, Tan X, Landry C, Poupon J, Dehouck MP, Gosselet F, Perrière N, Bellivier F, Cisternino S, Declèves X. Sodium Transporters Are Involved in Lithium Influx in Brain Endothelial Cells. Mol Pharm. 2018 Jul 2;15(7):2528-2538. doi: 10.1021/acs.molpharmaceut.8b00018. Epub 2018 Jun 14. PMID: 29874916. 20: Kreitzer MA, Swygart D, Osborn M, Skinner B, Heer C, Kaufman R, Williams B, Shepherd L, Caringal H, Gongwer M, Tchernookova BK, Malchow RP. Extracellular H+ fluxes from tiger salamander Müller (glial) cells measured using self-referencing H+-selective microelectrodes. J Neurophysiol. 2017 Dec 1;118(6):3132-3143. doi: 10.1152/jn.00409.2017. Epub 2017 Aug 30. PMID: 28855292.