An inhibitor of SUMO-activating enzyme
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TAK-981

Item No. 32741

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[(1R,2S,4R)-4-[[5-[[4-[(1R)-7-chloro-1,2,3,4-tetrahydro-1-isoquinolinyl]-5-methyl-2-thienyl]carbonyl]-4-pyrimidinyl]amino]-2-hydroxycyclopentyl]sulfamic acid, methyl ester
CAS Number
1858276-04-6
Molecular Formula
C25H28ClN5O5S2
Formula Weight
578.1
Purity
≥95% (mixture of isomers)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
CC1=C(C=C(C(C2=CN=CN=C2N[C@@H]3C[C@H](COS(N)(=O)=O)[C@@H](O)C3)=O)S1)[C@@]4([H])C5=CC(Cl)=CC=C5CCN4
InChi Code
InChI=1S/C25H28ClN5O5S2/c1-13-18(23-19-7-16(26)3-2-14(19)4-5-29-23)9-22(37-13)24(33)20-10-28-12-30-25(20)31-17-6-15(21(32)8-17)11-36-38(27,34)35/h2-3,7,9-10,12,15,17,21,23,29,32H,4-6,8,11H2,1H3,(H2,27,34,35)(H,28,30,31)/t15-,17-,21+,23+/m1/s1
InChi Key
LXRZVMYMQHNYJB-UNXOBOICSA-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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    10 mg

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    25 mg

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    Cayman Chemical
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    Product Description

    TAK-981 is an inhibitor of SUMO-activating enzyme (SAE; IC50 = <10 nM).1 It increases macrophage phagocytosis and natural killer (NK) cell-mediated cytotoxicity of cancer cells in vitro.2 TAK-981 upregulates the expression of IFN-regulated genes in the blood and tumor tissue in an A20 syngeneic lymphoma mouse model.3 It also decreases intratumor levels of SUMOlyated proteins and reduces tumor growth in the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Duffey, M.O., England, D., Freeze, S., et al. Heteroaryl compounds useful as inhibitors of sumo activating enzyme. WO2016/004136 Al, (2016).

    2. Nakamura, A., Grossman, S., Song, K., et al. Abstract 1523: Inhibition of SUMOylation by TAK-981 induces antitumor innate immune responses by modulating macrophage and NK cell function through Type I IFN pathway activation. Cancer Res. 79(13), 1523 (2019).

    3. Berger, A.J., Friedlander, S., Ghasemi, O., et al. Abstract 3079: Pharmacodynamic evaluation of the novel SUMOylation inhibitor TAK-981 in a mouse tumor model. Cancer Res. 79(13), 3079 (2019).