A selective, orally bioavailable JNK inhibitor
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Bentamapimod

Item No. 21482

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
α-[2-[[4-(4-morpholinylmethyl)phenyl]methoxy]-4-pyrimidinyl]-2-benzothiazoleacetonitrile
CAS Number
848344-36-5
Synonyms
  • AS-602801
Molecular Formula
C25H23N5O2S
Formula Weight
457.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/ml
λmax
217, 261, 387 nm
SMILES
N#CC(C1=NC2=C(C=CC=C2)S1)C3=NC(OCC4=CC=C(CN5CCOCC5)C=C4)=NC=C3
InChi Code
InChI=1S/C25H23N5O2S/c26-15-20(24-28-22-3-1-2-4-23(22)33-24)21-9-10-27-25(29-21)32-17-19-7-5-18(6-8-19)16-30-11-13-31-14-12-30/h1-10,20H,11-14,16-17H2
InChi Key
XCPPIJCBCWUBNT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Bentamapimod is an orally bioavailable inhibitor of Jun kinases (JNKs), with IC50 values for JNK1, JNK2, and JNK3 of 80, 90, and 230 nM, respectively.1,2 It is selective for JNKs over a panel of 25 related kinases.1 Bentamapimod induces regression of endometriotic lesions without suppressing estrogen action in animal models of endometriosis.3,4 It blocks proliferation and induces apoptosis of T cells in vitro and inhibits cancer stem cell survival, self-renewal, and tumor-initiating capacity in vitro and in mice.2,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Halazy, S. Designing heterocyclic selective kinase inhibitors: From concept to new drug candidates. ARKIVOC ICHC-20(7), 496-508 (2006).

    2. Ferrandi, C., Richard, F., Tavano, P., et al. Characterization of immune cell subsets during the active phase of multiple sclerosis reveals disease and c-Jun N-terminal kinase pathway biomarkers. Mult. Scler. 17(1), 46-56 (2011).

    3. Hussein, M., Chair, D.C., Kyama, C.M., et al. c-Jun NH2-terminal kinase inhibitor bentamapimod reduces induced endometriosis in baboons: An assessor-blind placebo-controlled randomized study. Fertil. Steril. 105(3), 518-824 (2016).

    4. Palmer, S.S., Altan, M., Denis, D., et al. Bentamapimod (JNK Inhibitor AS602801) induces regression of endometriotic lesions in animal models. Reprod. Sci. 23(1), 11-23 (2016).

    5. Okada, M., Kuramoto, K., Takeda, H., et al. The novel JNK inhibitor AS602801 inhibits cancer stem cells in vitro and in vivo. Oncotarget 7(19), 27021-27032 (2016).