A brain penetrant EP2 antagonist
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TG4-155

Item No. 17639

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2E)-N-[2-(2-methyl-1H-indol-1-yl)ethyl]-3-(3,4,5-trimethoxyphenyl)-2-propenamide
CAS Number
1164462-05-8
Molecular Formula
C23H26N2O4
Formula Weight
394.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/ml
λmax
225, 292 nm
SMILES
COC1=CC(/C=C/C(NCCN2C(C)=CC3=C2C=CC=C3)=O)=CC(OC)=C1OC
InChi Code
InChI=1S/C23H26N2O4/c1-16-13-18-7-5-6-8-19(18)25(16)12-11-24-22(26)10-9-17-14-20(27-2)23(29-4)21(15-17)28-3/h5-10,13-15H,11-12H2,1-4H3,(H,24,26)/b10-9+
InChi Key
YBHUXHFZLMFETJ-MDZDMXLPSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $69

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    10 mg

    $120

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    25 mg

    $263

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    50 mg

    $493

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    Product Description

    Prostaglandin E2 (PGE2) evokes distinct responses through four different ‘E prostanoid’ (EP) receptors. EP2 is a G protein-coupled receptor that has diverse roles, including those in cancer, inflammation, and neuroprotection.1,2,3 TG4-155 is a brain penetrant EP2 antagonist (KB = 2.4 nM) that is over 1000-fold less effective at EP4 (KB = 11.4 µM) and a panel of other receptors and channels.4,5 It blocks the induced expression of inflammatory markers in microglial cells treated with the selective EP2 agonist butaprost (Item No. 13740) alone or with LPS and IFNγ.4,6 TG4-155 significantly reduces neurodegeneration in a mouse model of status epilepticus, induced by pilocarpine (Item No. 14487).4 It inhibits proliferation, invasion, and inflammatory cytokine expression in cancer cells treated with butaprost.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Majima, M., Amano, H., and Hayashi, I. Prostanoid receptor signaling relevant to tumor growth and angiogenesis. Trends Pharmacol. Sci. 34(10), 524-529 (2003).

    2. Jiang, J., and Dingledine, R. Prostaglandin receptor EP2 in the crosshairs of anti-inflammation, anti-cancer, and neuroprotection. Trends Pharmacol. Sci. 34(7), 413-423 (2013).

    3. Kawahara, K., Hohjoh, H., Inazumi, T., et al. Prostaglandin E2-induced inflammation: Relevance of prostaglandin E receptors. Biochim. Biophys. Acta 1851(4), 414-421 (2015).

    4. Jiang, J., Ganesh, T., Du, Y., et al. Small molecule antagonist reveals seizure-induced mediation of neuronal injury by prostaglandin E2 receptor subtype EP2. Proc. Natl. Acad. Sci. USA 109(8), 3149-3154 (2012).

    5. Jiang, J., and Dingledine, R. Role of prostaglandin receptor EP2 in the regulations of cancer cell proliferation, invasion, and inflammation. J. Pharmacol. Exp. Ther. 344(2), 360-367 (2013).

    6. Quan, Y., Jiang, J., and Dingledine, R. EP2 receptor signaling pathways regulate classical activation of microglia. The Journal of Biological Chemisty 288(13), 9293-9302 (2013).