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MedKoo Cat#: 562757 | Name: ESI-05
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Description:

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

ESI-05 is an Epac2 selective inhibitor.

Chemical Structure

ESI-05
ESI-05
CAS#5184-64-5

Theoretical Analysis

MedKoo Cat#: 562757

Name: ESI-05

CAS#: 5184-64-5

Chemical Formula: C16H18O2S

Exact Mass: 274.1028

Molecular Weight: 274.37

Elemental Analysis: C, 70.04; H, 6.61; O, 11.66; S, 11.68

Price and Availability

Size Price Availability Quantity
50mg USD 450.00 2 Weeks
100mg USD 850.00 2 Weeks
250mg USD 1,450.00 2 Weeks
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Related CAS #
No Data
Synonym
ESI-05; ESI 05; ESI05; NSC116966; NSC-116966; NSC 116966;
IUPAC/Chemical Name
1,3,5-Trimethyl-2-(4-methylphenyl)sulfonylbenzene
InChi Key
CGPHOZWFSFNOEQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H18O2S/c1-11-5-7-15(8-6-11)19(17,18)16-13(3)9-12(2)10-14(16)4/h5-10H,1-4H3
SMILES Code
O=S(C1=C(C)C=C(C)C=C1C)(C2=CC=C(C)C=C2)=O
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 274.37 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: Zhang L, Zhang L, Liu H, Jiang F, Wang H, Li D, Gao R. Inhibition of Epac2 Attenuates Neural Cell Apoptosis and Improves Neurological Deficits in a Rat Model of Traumatic Brain Injury. Front Neurosci. 2018 Apr 23;12:263. doi: 10.3389/fnins.2018.00263. eCollection 2018. PubMed PMID: 29740274; PubMed Central PMCID: PMC5924794. 2: Hamilton A, Zhang Q, Salehi A, Willems M, Knudsen JG, Ringgaard AK, Chapman CE, Gonzalez-Alvarez A, Surdo NC, Zaccolo M, Basco D, Johnson PRV, Ramracheya R, Rutter GA, Galione A, Rorsman P, Tarasov AI. Adrenaline Stimulates Glucagon Secretion by Tpc2-Dependent Ca(2+) Mobilization from Acidic Stores in Pancreatic α-Cells. Diabetes. 2018 Mar 21. pii: db171102. doi: 10.2337/db17-1102. [Epub ahead of print] PubMed PMID: 29563152. 3: Kaneko K, Xu P, Cordonier EL, Chen SS, Ng A, Xu Y, Morozov A, Fukuda M. Neuronal Rap1 Regulates Energy Balance, Glucose Homeostasis, and Leptin Actions. Cell Rep. 2016 Sep 13;16(11):3003-3015. doi: 10.1016/j.celrep.2016.08.039. PubMed PMID: 27626668; PubMed Central PMCID: PMC5024738. 4: Kumar DP, Asgharpour A, Mirshahi F, Park SH, Liu S, Imai Y, Nadler JL, Grider JR, Murthy KS, Sanyal AJ. Activation of Transmembrane Bile Acid Receptor TGR5 Modulates Pancreatic Islet α Cells to Promote Glucose Homeostasis. J Biol Chem. 2016 Mar 25;291(13):6626-40. doi: 10.1074/jbc.M115.699504. Epub 2016 Jan 12. PubMed PMID: 26757816; PubMed Central PMCID: PMC4807250. 5: Pratt EP, Salyer AE, Guerra ML, Hockerman GH. Ca2+ influx through L-type Ca2+ channels and Ca2+-induced Ca2+ release regulate cAMP accumulation and Epac1-dependent ERK 1/2 activation in INS-1 cells. Mol Cell Endocrinol. 2016 Jan 5;419:60-71. doi: 10.1016/j.mce.2015.09.034. Epub 2015 Oct 3. PubMed PMID: 26435461; PubMed Central PMCID: PMC4684454. 6: Fields DP, Springborn SR, Mitchell GS. Spinal 5-HT7 receptors induce phrenic motor facilitation via EPAC-mTORC1 signaling. J Neurophysiol. 2015 Sep;114(3):2015-22. doi: 10.1152/jn.00374.2015. Epub 2015 Aug 12. PubMed PMID: 26269554; PubMed Central PMCID: PMC4583563. 7: Domínguez-Rodríguez A, Ruiz-Hurtado G, Sabourin J, Gómez AM, Alvarez JL, Benitah JP. Proarrhythmic effect of sustained EPAC activation on TRPC3/4 in rat ventricular cardiomyocytes. J Mol Cell Cardiol. 2015 Oct;87:74-8. doi: 10.1016/j.yjmcc.2015.07.002. Epub 2015 Jul 26. PubMed PMID: 26219954. 8: Mediero A, Perez-Aso M, Cronstein BN. Activation of EPAC1/2 is essential for osteoclast formation by modulating NFκB nuclear translocation and actin cytoskeleton rearrangements. FASEB J. 2014 Nov;28(11):4901-13. doi: 10.1096/fj.14-255703. Epub 2014 Aug 13. PubMed PMID: 25122553; PubMed Central PMCID: PMC4200330. 9: Rehmann H. Epac-inhibitors: facts and artefacts. Sci Rep. 2013 Oct 23;3:3032. doi: 10.1038/srep03032. PubMed PMID: 24149987; PubMed Central PMCID: PMC3805970. 10: Chepurny OG, Bertinetti D, Diskar M, Leech CA, Afshari P, Tsalkova T, Cheng X, Schwede F, Genieser HG, Herberg FW, Holz GG. Stimulation of proglucagon gene expression by human GPR119 in enteroendocrine L-cell line GLUTag. Mol Endocrinol. 2013 Aug;27(8):1267-82. doi: 10.1210/me.2013-1029. Epub 2013 Jun 24. PubMed PMID: 23798572; PubMed Central PMCID: PMC3725342. 11: Chen H, Tsalkova T, Chepurny OG, Mei FC, Holz GG, Cheng X, Zhou J. Identification and characterization of small molecules as potent and specific EPAC2 antagonists. J Med Chem. 2013 Feb 14;56(3):952-62. doi: 10.1021/jm3014162. Epub 2013 Jan 15. PubMed PMID: 23286832; PubMed Central PMCID: PMC3574212. 12: Tsalkova T, Mei FC, Li S, Chepurny OG, Leech CA, Liu T, Holz GG, Woods VL Jr, Cheng X. Isoform-specific antagonists of exchange proteins directly activated by cAMP. Proc Natl Acad Sci U S A. 2012 Nov 6;109(45):18613-8. doi: 10.1073/pnas.1210209109. Epub 2012 Oct 22. PubMed PMID: 23091014; PubMed Central PMCID: PMC3494926.