An IRE1α inhibitor
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AMG 18 (hydrochloride)

Item No. 43488

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-chloro-N-[6-methyl-5-[[3-[2-[(3S)-3-piperidinylamino]-4-pyrimidinyl]-2-pyridinyl]oxy]-1-naphthalenyl]-benzenesulfonamide, hydrochloride
Synonyms
  • Kinase-inhibiting RNase Attenuator 8
  • KIRA8
Molecular Formula
C31H29ClN6O3S • XHCl
Formula Weight
601.1
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
CC(C=C1)=C(OC2=C(C3=NC(N[C@@H]4CNCCC4)=NC=C3)C=CC=N2)C5=C1C(NS(C6=C(Cl)C=CC=C6)(=O)=O)=CC=C5.Cl
InChi Code
InChI=1S/C31H29ClN6O3S.ClH/c1-20-13-14-22-23(8-4-11-27(22)38-42(39,40)28-12-3-2-10-25(28)32)29(20)41-30-24(9-6-17-34-30)26-15-18-35-31(37-26)36-21-7-5-16-33-19-21;/h2-4,6,8-15,17-18,21,33,38H,5,7,16,19H2,1H3,(H,35,36,37);1H/t21-;/m0./s1
InChi Key
CNWIPRHGMZTPSB-BOXHHOBZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $76

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    5 mg

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    10 mg

    $418

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    25 mg

    $950

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    AMG 18 is an inhibitor of inositol-requiring enzyme 1α (IRE1α; IC50 = 0.013 µM).1 It is selective for IRE1α over JNK3 (IC50 = 2.5 µM) and a panel of 100 kinases at 1 µM. AMG 18 inhibits the splicing of X-box binding protein 1 (XBP1) induced by thapsigargin (Item No. 10522) in a reporter assay using HT-1080 cells. It sensitizes 9591PPT and 53631PPT mouse pancreatic ductal adenocarcinoma (PDAC) cells to radiation when used at concentrations of 2.5 or 5 µM.2 AMG 18 (10 µM) reverses increases in fibronectin levels in primary human small airway epithelial cells infected with respiratory syncytial virus (RSV).3 In vivo, AMG 18 (50 mg/kg) decreases blood glucose levels, liver triglyceride and cholesterol levels, and plasma alanine transaminase (ALT) and aspartate aminotransferase (AST) levels in a mouse model of non-alcoholic steatohepatitis (NASH) induced by a methionine- and choline-deficient (MCD) diet.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Harrington, P.E., Biswas, K., Malwitz, D., et al. Unfolded protein response in cancer: IRE1α inhibition by selective kinase ligands does not impair tumor cell viability. ACS Med. Chem. Lett. 6(1), 68-72 (2014).

    2. Kern, J., Schilling, D., Schneeweis, C., et al. Identification of the unfolded protein response pathway as target for radiosensitization in pancreatic cancer. Radiother. Oncol. 191:110059, (2024).

    3. Zhao, Y., Qiao, D., Skibba, M., et al. The IRE1α-XBP1s arm of the unfolded protein response activates N-glycosylation to remodel the subepithelial basement membrane in paramyxovirus infection. Int. J. Mol. Sci. 23(16), 9000 (2022).

    4. Zhao, S., Liu, X., Li, L., et al. KIRA8 attenuates non-alcoholic steatohepatitis through inhibition of the IRE1α/XBP1 signalling pathway. Biochem. Biophys. Res. Commun. 632, 158-164 (2022).