A TRPV1 antagonist
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AMG 517

Item No. 26191

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[4-[[6-[4-(trifluoromethyl)phenyl]-4-pyrimidinyl]oxy]-2-benzothiazolyl]-acetamide
CAS Number
659730-32-2
Molecular Formula
C20H13F3N4O2S
Formula Weight
430.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 112.5 mg/mlDMSO: 14.3 mg/mlEthanol: 3.3 mg/ml
λmax
247, 272 nm
SMILES
O=C(C)NC1=NC2=C(S1)C=CC=C2OC3=NC=NC(C4=CC=C(C(F)(F)F)C=C4)=C3
InChi Code
InChI=1S/C20H13F3N4O2S/c1-11(28)26-19-27-18-15(3-2-4-16(18)30-19)29-17-9-14(24-10-25-17)12-5-7-13(8-6-12)20(21,22)23/h2-10H,1H3,(H,26,27,28)
InChi Key
YUTIXVXZQIQWGY-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $295

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    50 mg

    $516

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    Product Description

    AMG 517 is an antagonist of transient receptor potential vanilloid 1 (TRPV1; IC50 = 0.9 nM).1 It inhibits mechanical and thermal allodynia in a rat model of burn injury when administered intrathecally at a dose of 165 µg.2 AMG 517 (150 and 300 µg/kg) also reverses increases in the level of calcitonin gene-related peptide (CGRP) and increases expression of GFAP and GAP-43 in the dorsal horn of the spinal cord, as well as enhances axonal regeneration in a rat model of sciatic nerve transection injury.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Blum, C.A., Caldwell, T., Zheng, X., et al. Discovery of novel 6,6-heterocycles as transient receptor potential vanilloid (TRPV1) antagonists. J. Med. Chem. 53(8), 3330-3348 (2010).

    2. Green, D.P., Ruparel, S., Gao, X., et al. Central activation of TRPV1 and TRPA1 by novel endogenous agonists contributes to mechanical allodynia and thermal hyperalgesia after burn injury. Mol. Pain 12, (2016).

    3. Bai, J., Liu, F., Wu, L.-F., et al. Attenuation of TRPV1 by AMG-517 after nerve injury promotes peripheral axonal regeneration in rats. Mol. Pain 14, 1-10 (2018).