A Syk inhibitor
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BAY 61-3606 (hydrochloride)

Item No. 11423

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidin-5-yl]amino]-3-pyridinecarboxamide, monohydrochloride
CAS Number
1615197-10-8
Molecular Formula
C20H18N6O3 • HCl
Formula Weight
426.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mg/ml
λmax
331 nm
SMILES
NC(C1=C(NC2=NC(C3=CC(OC)=C(OC)C=C3)=CC4=NC=CN24)N=CC=C1)=O.Cl
InChi Code
InChI=1S/C20H18N6O3.ClH/c1-28-15-6-5-12(10-16(15)29-2)14-11-17-22-8-9-26(17)20(24-14)25-19-13(18(21)27)4-3-7-23-19;/h3-11H,1-2H3,(H2,21,27)(H,23,24,25);1H
InChi Key
HLYFDKZWVIBYKL-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $63

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    5 mg

    $186

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    10 mg

    $341

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    25 mg

    $618

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    Product Description

    BAY 61-3606 is an inhibitor of spleen tyrosine kinase (Syk; Ki = 7.5 nM).1 It is selective for Syk over Lyn, Fyn, Src, Itk, and BTK (Kis = >4.7 µM for all). BAY 61-3606 inhibits anti-IgE-induced histamine release in isolated human mast cells sensitized with IgE (IC50 = 5.1 nM), as well as reduces anti-IgM-induced proliferation of isolated mouse splenic B cells (IC50 = 58 nM). It sensitizes MCF-7 human breast cancer cells to apoptosis induced by TNF-related apoptosis-inducing ligand (TRAIL) when used at concentrations ranging from 0.31 to 2.5 µM.2 BAY 61-3606 inhibits passive cutaneous anaphylaxis in rats (ED50 = 8 mg/kg).1 It reduces tumor growth in an MCF-7 mouse xenograft model when administered at a dose of 50 mg/kg alone or in combination with TRAIL.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamoto, N., Takeshita, K., Shichijo, M., et al. The orally available spleen tyrosine kinase inhibitor 2-[7-(3,4-dimethoxyphenyl)-imidazo[1,2-c]pyrimidin-5-ylamino]nicotinamide dihydrochloride (BAY 61-3606) blocks antigen-induced airway inflammation in rodents. J. Pharmacol. Exp. Ther. 306(3), 1174-1181 (2003).

    2. Kim, S.Y., Park, S.E., Shim, S.M., et al. Bay 61-3606 sensitizes TRAIL-induced apoptosis by downregulating Mcl-1 in breast cancer cells. PLoS One 10(12), (2016).