All Photos(1)
Synonym(s):
α-[2-(3-Chlorophenyl)hydrazinylidene]-5-(1,1-dimethylethyl)-b-oxo-3-isoxazolepropanenitrile
Empirical Formula (Hill Notation):
C16H15ClN4O2
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
powder
color
, faint yellow to dark orange
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
InChI
1S/C16H15ClN4O2/c1-16(2,3)14-8-12(21-23-14)15(22)13(9-18)20-19-11-6-4-5-10(17)7-11/h4-8,19H,1-3H3/b20-13+
InChI key
DXEATJQGQHDURZ-DEDYPNTBSA-N
Application
ESI-09 has been used as an antagonist for exchange factor directly activated by cAMP (EPAC).
Biochem/physiol Actions
ESI-09 is a potent, specific inhibitor of EPAC (exchange protein directly activated by cAMP). ESI-09 inhibits EPAC1 and EPAC2 with IC50 values of 3.2 and 1.4 μM, respectively, with no activity against PKA at 25 μM. In pancreatic cell lines, the compound blocks phosphorylation of Akt and insulin secretion. ESI-09 inhibits migration of pancreatic cancer cell lines.
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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AKAP-mediated feedback control of cAMP gradients in developing hippocampal neurons.
Gorshkov K, et al.
Nature Chemical Biology, 13(4), 425-425 (2017)
Different cAMP sources are critically involved in G protein?coupled receptor CRHR1 signaling.
Inda C, et al.
The Journal of Cell Biology, 214(2), 181-195 (2016)
Transforming growth factor β2 promotes transcription of COX2 and EP4, leading to a prostaglandin E2-driven autostimulatory loop that enhances virulence of Theileria annulata transformed macrophages.
Haidar M, et al.
Infection and Immunity, 83(5), 1869-1880 (2015)
α-Viniferin Improves Facial Hyperpigmentation via Accelerating Feedback Termination of cAMP/PKA-Signaled Phosphorylation Circuit in Facultative Melanogenesis.
Yun C Y, et al.
Theranostics, 8(7), 2031-2031 (2018)
Wei Liu et al.
The Journal of experimental medicine, 217(4) (2020-01-10)
Progressive loss of retinal ganglion cells (RGCs) leads to irreversible visual deficits in glaucoma. Here, we found that the level of cyclic AMP and the activity and expression of its mediator Epac1 were increased in retinas of two mouse models
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