MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 592047 | Name: SN-6
Featured

Description:

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

SN-6 abolishes acetylcholine (ACh)-induced vasodilation.

Chemical Structure

SN-6
SN-6
CAS#415697-08-4

Theoretical Analysis

MedKoo Cat#: 592047

Name: SN-6

CAS#: 415697-08-4

Chemical Formula: C20H22N2O5S

Exact Mass: 402.1249

Molecular Weight: 402.47

Elemental Analysis: C, 59.69; H, 5.51; N, 6.96; O, 19.88; S, 7.97

Price and Availability

Size Price Availability Quantity
5mg USD 300.00 2 weeks
10mg USD 480.00 2 Weeks
25mg USD 700.00 2 weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
SN-6; SN 6; SN6
IUPAC/Chemical Name
Ethyl 2-[[4-[(4-nitrophenyl)methoxy]phenyl]methyl]-1,3-thiazolidine-4-carboxylate
InChi Key
ZVYIJXLMBWCGHP-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H22N2O5S/c1-2-26-20(23)18-13-28-19(21-18)11-14-5-9-17(10-6-14)27-12-15-3-7-16(8-4-15)22(24)25/h3-10,18-19,21H,2,11-13H2,1H3
SMILES Code
O=C(C1NC(CC2=CC=C(OCC3=CC=C([N+]([O-])=O)C=C3)C=C2)SC1)OCC
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).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
SN-6’s IC50 values are 2.9, 16 and 8.6 μM for inhibition of intracellular Na+-dependent 45Ca2+ uptake by cells expressing NCX1, NCX2 and NCX3 respectively. SN-6 has some affinity for mACh receptors (IC50 = 18 μM) but minimal activity against NCKX2 and various receptors and ion channels (IC50 > 30 μM). SN-6 is anti-ischemic and potently protects against hypoxia-induced renal tubular cell damage (IC50 = 0.63 μM).
In vitro activity:
SN-6 has potential as an anti-ischemic drug predominantly under hypoxic conditions. SN-6 effectively protected against hypoxia/reoxygenation-induced cell damage in renal tubular cells overexpressing NCX1. SN-6 preferentially inhibited intracellular Na(+)-dependent Ca(2+) uptake (reverse mode) in NCX1-transfected fibroblasts. SN-6 was more inhibitory to NCX1 than to NCX2 or NCX3. Reference: Mol Pharmacol. 2004 Jul;66(1):45-55. https://pubmed.ncbi.nlm.nih.gov/15213295/
In vivo activity:
SN-6 may not be a selective NCX inhibitor and could impact contractility and Ca²⁺ handling, warranting further research before considering its use in correcting contractile abnormalities in heart failure. In a rat model of heart failure, SN-6 reduced sarcomere shortening amplitude, especially in failing rat cardiomyocytes, and altered the kinetics of contractility. SN-6 affected diastolic Ca²⁺ levels and reduced sarcoplasmic reticulum (SR) Ca²⁺ content. Reference: Cardiovasc Ther. 2013 Dec;31(6):e115-24. https://pubmed.ncbi.nlm.nih.gov/24106913/
Solvent mg/mL mM comments
Solubility
DMSO 40.2 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 402.47 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. Niu CF, Watanabe Y, Iwamoto T, Yamashita K, Satoh H, Urushida T, Hayashi H, Kimura J. Electrophysiological effects of SN-6, a novel Na+/Ca2+ exchange inhibitor on membrane currents in guinea pig ventricular myocytes. Ann N Y Acad Sci. 2007 Mar;1099:534-9. doi: 10.1196/annals.1387.037. PMID: 17446498. 2. Iwamoto T, Inoue Y, Ito K, Sakaue T, Kita S, Katsuragi T. The exchanger inhibitory peptide region-dependent inhibition of Na+/Ca2+ exchange by SN-6 [2-[4-(4-nitrobenzyloxy)benzyl]thiazolidine-4-carboxylic acid ethyl ester], a novel benzyloxyphenyl derivative. Mol Pharmacol. 2004 Jul;66(1):45-55. doi: 10.1124/mol.66.1.45. PMID: 15213295. 3. Gandhi A, Siedlecka U, Shah AP, Navaratnarajah M, Yacoub MH, Terracciano CM. The effect of SN-6, a novel sodium-calcium exchange inhibitor, on contractility and calcium handling in isolated failing rat ventricular myocytes. Cardiovasc Ther. 2013 Dec;31(6):e115-24. doi: 10.1111/1755-5922.12045. PMID: 24106913.
In vitro protocol:
1. Niu CF, Watanabe Y, Iwamoto T, Yamashita K, Satoh H, Urushida T, Hayashi H, Kimura J. Electrophysiological effects of SN-6, a novel Na+/Ca2+ exchange inhibitor on membrane currents in guinea pig ventricular myocytes. Ann N Y Acad Sci. 2007 Mar;1099:534-9. doi: 10.1196/annals.1387.037. PMID: 17446498. 2. Iwamoto T, Inoue Y, Ito K, Sakaue T, Kita S, Katsuragi T. The exchanger inhibitory peptide region-dependent inhibition of Na+/Ca2+ exchange by SN-6 [2-[4-(4-nitrobenzyloxy)benzyl]thiazolidine-4-carboxylic acid ethyl ester], a novel benzyloxyphenyl derivative. Mol Pharmacol. 2004 Jul;66(1):45-55. doi: 10.1124/mol.66.1.45. PMID: 15213295.
In vivo protocol:
1. Gandhi A, Siedlecka U, Shah AP, Navaratnarajah M, Yacoub MH, Terracciano CM. The effect of SN-6, a novel sodium-calcium exchange inhibitor, on contractility and calcium handling in isolated failing rat ventricular myocytes. Cardiovasc Ther. 2013 Dec;31(6):e115-24. doi: 10.1111/1755-5922.12045. PMID: 24106913.
1: Timofeev I, Kosheleva N, Kasimov N. Contamination of soils by potentially toxic elements in the impact zone of tungsten molybdenum ore mine in the Baikal region: A survey and risk assessment. Sci Total Environ. 2018 Jun 9;642:63-76. doi: 10.1016/j.scitotenv.2018.06.042. [Epub ahead of print] PubMed PMID: 29894883. 2: Lillo MA, Gaete PS, Puebla M, Ardiles NM, Poblete I, Becerra A, Simon F, Figueroa XF. Critical contribution of Na(+)-Ca(2+) exchanger to the Ca(2+)-mediated vasodilation activated in endothelial cells of resistance arteries. FASEB J. 2018 Apr;32(4):2137-2147. doi: 10.1096/fj.201700365RR. Epub 2018 Jan 5. PubMed PMID: 29217667. 3: Sharma P, Das S, Vatsa RK. Tailoring Ion Charge State Distribution in Tetramethyltin Clusters under Influence of Moderate Intensity Picosecond Laser Pulse: Role of Laser Wavelength and Rate of Energy Deposition. J Am Soc Mass Spectrom. 2017 Nov;28(11):2361-2370. doi: 10.1007/s13361-017-1755-3. Epub 2017 Jul 21. PubMed PMID: 28733969. 4: Sherkhane P, Kapfhammer JP. Chronic pharmacological blockade of the Na(+) /Ca(2+) exchanger modulates the growth and development of the Purkinje cell dendritic arbor in mouse cerebellar slice cultures. Eur J Neurosci. 2017 Sep;46(5):2108-2120. doi: 10.1111/ejn.13649. Epub 2017 Aug 21. PubMed PMID: 28715135. 5: Shan YL, Leong BX, Xi HW, Ganguly R, Li Y, Lim KH, So CW. Reactivity of an amidinato silylene and germylene toward germanium(ii), tin(ii) and lead(ii) halides. Dalton Trans. 2017 Mar 14;46(11):3642-3648. doi: 10.1039/c7dt00051k. PubMed PMID: 28251210. 6: Lopez-Santiago LF, Yuan Y, Wagnon JL, Hull JM, Frasier CR, O'Malley HA, Meisler MH, Isom LL. Neuronal hyperexcitability in a mouse model of SCN8A epileptic encephalopathy. Proc Natl Acad Sci U S A. 2017 Feb 28;114(9):2383-2388. doi: 10.1073/pnas.1616821114. Epub 2017 Feb 13. PubMed PMID: 28193882; PubMed Central PMCID: PMC5338511. 7: Yilmaz R, Gräber S, Roeben B, Suenkel U, von Thaler AK, Heinzel S, Metzger FG, Eschweiler GW, Maetzler W, Berg D, Liepelt-Scarfone I. Cognitive Performance Patterns in Healthy Individuals with Substantia Nigra Hyperechogenicity and Early Parkinson's Disease. Front Aging Neurosci. 2016 Nov 15;8:271. eCollection 2016. PubMed PMID: 27895578; PubMed Central PMCID: PMC5108760. 8: Castaldo P, Macrì ML, Lariccia V, Matteucci A, Maiolino M, Gratteri S, Amoroso S, Magi S. Na(+)/Ca(2+) exchanger 1 inhibition abolishes ischemic tolerance induced by ischemic preconditioning in different cardiac models. Eur J Pharmacol. 2017 Jan 5;794:246-256. doi: 10.1016/j.ejphar.2016.11.045. Epub 2016 Nov 25. PubMed PMID: 27894810. 9: Wen J, Pang Y, Zhou T, Qi X, Zhao M, Xuan B, Meng X, Guo Y, Liu Q, Liang H, Li Y, Dong H, Wang Y. Essential role of Na+/Ca2+ exchanger 1 in smoking-induced growth and migration of esophageal squamous cell carcinoma. Oncotarget. 2016 Sep 27;7(39):63816-63828. doi: 10.18632/oncotarget.11695. PubMed PMID: 27588478; PubMed Central PMCID: PMC5325406. 10: Yamashita K, Watanabe Y, Kita S, Iwamoto T, Kimura J. Inhibitory effect of YM-244769, a novel Na(+)/Ca(2+) exchanger inhibitor on Na(+)/Ca(2+) exchange current in guinea pig cardiac ventricular myocytes. Naunyn Schmiedebergs Arch Pharmacol. 2016 Nov;389(11):1205-1214. Epub 2016 Aug 1. PubMed PMID: 27480939. 11: Takei GL, Fujinoki M. Regulation of hamster sperm hyperactivation by extracellular Na. Reproduction. 2016 Jun;151(6):589-603. doi: 10.1530/REP-15-0367. Epub 2016 Mar 7. PubMed PMID: 26952096. 12: Novák M, Dostál L, Turek J, Alonso M, De Proft F, Růžička A, Jambor R. Spontaneous Double Hydrometallation Induced by N→M Coordination in Organometallic Hydrides of Group 14 Elements. Chemistry. 2016 Apr 11;22(16):5620-8. doi: 10.1002/chem.201504947. Epub 2016 Mar 2. PubMed PMID: 26934563. 13: Choi SW, Lee HA, Moon SH, Park SJ, Kim HJ, Kim KS, Zhang YH, Youm JB, Kim SJ. Spontaneous inward currents reflecting oscillatory activation of Na⁺/Ca²⁺ exchangers in human embryonic stem cell-derived cardiomyocytes. Pflugers Arch. 2016 Apr;468(4):609-22. doi: 10.1007/s00424-015-1769-2. Epub 2015 Dec 21. Erratum in: Pflugers Arch. 2016 Jul;468(7):1295. PubMed PMID: 26687128. 14: van der Hagen EA, van Loon EP, Verkaart S, Latta F, Bindels RJ, Hoenderop JG. The Na+/Ca2+ Exchanger 1 (NCX1) Variant 3 as the Major Extrusion System in Renal Distal Tubular Transcellular Ca2+-Transport. Nephron. 2015;131(2):145-52. doi: 10.1159/000440655. Epub 2015 Sep 30. PubMed PMID: 26418956. 15: Conklin DJ, Guo Y, Jagatheesan G, Kilfoil PJ, Haberzettl P, Hill BG, Baba SP, Guo L, Wetzelberger K, Obal D, Rokosh DG, Prough RA, Prabhu SD, Velayutham M, Zweier JL, Hoetker JD, Riggs DW, Srivastava S, Bolli R, Bhatnagar A. Genetic Deficiency of Glutathione S-Transferase P Increases Myocardial Sensitivity to Ischemia-Reperfusion Injury. Circ Res. 2015 Aug 14;117(5):437-49. doi: 10.1161/CIRCRESAHA.114.305518. Epub 2015 Jul 13. PubMed PMID: 26169370; PubMed Central PMCID: PMC4854443. 16: Novák M, Bouška M, Dostál L, Růžička A, Hoffmann A, Herres-Pawlis S, Jambor R. Less is more: three-coordinate c,n-chelated distannynes and digermynes. Chemistry. 2015 May 18;21(21):7820-9. doi: 10.1002/chem.201500695. Epub 2015 Apr 15. PubMed PMID: 25877759. 17: Manoharan C, Pavithra G, Dhanapandian S, Dhamodaran P, Shanthi B. Properties of spray pyrolised ZnO:Sn thin films and their antibacterial activity. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Apr 15;141:292-9. doi: 10.1016/j.saa.2015.01.051. Epub 2015 Jan 30. PubMed PMID: 25686860. 18: Wang Y, Chen L, Li M, Cha H, Iwamoto T, Zhang J. Conditional knockout of smooth muscle sodium calcium exchanger type-1 lowers blood pressure and attenuates Angiotensin II-salt hypertension. Physiol Rep. 2015 Jan 27;3(1). pii: e12273. doi: 10.14814/phy2.12273. Print 2015 Jan 1. PubMed PMID: 25626872; PubMed Central PMCID: PMC4387742. 19: Mandal A, Shahidullah M, Delamere NA. Calcium entry via connexin hemichannels in lens epithelium. Exp Eye Res. 2015 Mar;132:52-8. doi: 10.1016/j.exer.2015.01.012. Epub 2015 Jan 15. PubMed PMID: 25597520; PubMed Central PMCID: PMC4352408. 20: Nadella R, Voutilainen MH, Saarma M, Gonzalez-Barrios JA, Leon-Chavez BA, Jiménez JM, Jiménez SH, Escobedo L, Martinez-Fong D. Transient transfection of human CDNF gene reduces the 6-hydroxydopamine-induced neuroinflammation in the rat substantia nigra. J Neuroinflammation. 2014 Dec 16;11:209. doi: 10.1186/s12974-014-0209-0. PubMed PMID: 25511018; PubMed Central PMCID: PMC4275959.