An inhibitor of miR-544 biogenesis
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SID 3712249

Item No. 29723

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,8-diamino-3,6-di-1-pyrrolidinyl-2,7-naphthyridine-4-carbonitrile
CAS Number
522606-67-3
Molecular Formula
C17H21N7
Formula Weight
323.4
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
299 nm
SMILES
NC1=NC(N2CCCC2)=C(C#N)C3=C1C(N)=NC(N4CCCC4)=C3
InChi Code
InChI=1S/C17H21N7/c18-10-12-11-9-13(23-5-1-2-6-23)21-15(19)14(11)16(20)22-17(12)24-7-3-4-8-24/h9H,1-8H2,(H2,19,21)(H2,20,22)
InChi Key
SSWVPYMSHHEYAB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $103

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    10 mg

    $194

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    25 mg

    $454

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    50 mg

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    Cayman Chemical
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    Product Description

    SID 3712249 inhibits the biogenesis of microRNA-544 (miR-544), a silencer of mammalian target of rapamycin (mTOR).1 Under hypoxic conditions, SID 3712249 (20 nM) increases MTOR mRNA expression and decreases the mRNA expression of the genes encoding miR-544, hypoxia-inducible factor-1α (HIF-1α), and ataxia-telangiectasia mutated kinase (ATM) in MDA-MB-231, MCF-7, and MCF-10A cells. It induces apoptosis in MDA-MB-231 cells in a hypoxia- and mTOR-dependent manner when used at a concentration of 20 nM. SID 3712249 (20 nM) enhances the sensitivity of MCF-7 and MDA-MB-231 cells cultured under hypoxic conditions to decreases in cell viability induced by 5-fluorouracil (5-FU; Item No. 14416). It reduces tumor growth in an MDA-MB-231 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Haga, C.L., Velagapudi, S.P., Strivelli, J.R., et al. Small molecule inhibition of miR-544 biogenesis disrupts adaptive responses to hypoxia by modulating ATM-mTOR signaling. ACS Chem. Biol. 10(10), 2267-2276 (2015).