A CaMKII inhibitor
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Alternative(s)
13319KN-93 13864KN-93 (hydrochloride)
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KN-93 (phosphate)

Item No. 21472

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-[[[(2E)-3-(4-chlorophenyl)-2-propen-1-yl]methylamino]methyl]phenyl]-N-(2-hydroxyethyl)-4-methoxy-benzenesulfonamide, monophosphate
CAS Number
1188890-41-6
Molecular Formula
C26H29ClN2O4S • H3PO4
Formula Weight
599.0
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 30 mg/mlEthanol: slightlyPBS (pH 7.2): slightly
λmax
252 nm
SMILES
CN(C/C=C/C1=CC=C(Cl)C=C1)CC2=CC=CC=C2N(S(=O)(C3=CC=C(OC)C=C3)=O)CCO.O=P(OO)=O.[HH]
InChi Code
InChI=1S/C26H29ClN2O4S.HO4P.H2/c1-28(17-5-6-21-9-11-23(27)12-10-21)20-22-7-3-4-8-26(22)29(18-19-30)34(31,32)25-15-13-24(33-2)14-16-25;1-4-5(2)3;/h3-16,30H,17-20H2,1-2H3;1H;1H/b6-5+;;
InChi Key
NKTVVGUNDPPKQD-TXOOBNKBSA-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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    5 mg

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    10 mg

    $203

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    25 mg

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    Product Description

    KN-93 (phosphate) is a potent and selective inhibitor of Ca2+/calmodulin-dependent kinase II (CaMKII) (Ki = 370 nM), inhibiting both the α- and β-subunits of CaMKII.1 It does not have significant effects on cAMP-dependent protein kinase, Ca2+/phospholipid-dependent protein kinase, myosin light chain kinase, or Ca2+ phosphodiesterase activity. It inhibits histamine-induced aminopyrine uptake in parietal cells (IC50 = 300 nM).2 KN-93 can block voltage-gated potassium (Kv) channels when applied extracellularly, independent of its CaMKII action.3 More recently, KN-93 has been used to implicate roles for CaMKII in Ca2+-induced Ca2+ release in cardiac myocytes, constitutive phosphorylation of 5-lipoxygenase in 3T3 cells, and Ca2+-dependent activation of HIF-1α in colon cancer cells.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sumi, M., Kiuchi, K., Ishikawa, T., et al. The newly synthesized selective Ca2+/calmodulin dependent protein kinase II inhibitor KN-93 reduces dopamine contents in PC12h cells. Biophys. Res. Commun. 181(3), 968-975 (1991).

    2. Mamiya, N., Goldenring, J.R., Tsunoda, Y., et al. Inhibition of acid secretion in gastric parietal cells by the Ca2+/calmodulin-dependent protein kinase II inhibitor KN-93. Biophys. Res. Commun. 195(2), 608-615 (1993).

    3. Rezazadeh, S., Claydon, T.W., and Fedida, D. KN-93 (2-[N-(2-hydroxyethyl)]-N-(4-methoxybenzenesulfonyl)]amino-N-(4-chlorocinnamyl)-N-methylbenzylamine), a calcium/calmodulin-dependent protein kinase II inhibitor, is a direct extracellular blocker of voltage-gated potassium channels. J. Pharmacol. Exp. Ther. 317(1), 292-299 (2006).

    4. Oestreich, E.A., Malik, S., Goonasekera, S.A., et al. Epac and phospholipase Cε regulate Ca2+ release in the heart by activation of protein kinase Cε and calcium-calmodulin kinase II. The Journal of Biological Chemisty 284(3), 1514-1522 (2009).

    5. Flamand, N., Luo, M., Peters-Golden, M., et al. Phosphorylation of serine 271 on 5-lipoxygenase and its role in nuclear export. The Journal of Biological Chemisty 284(1), 306-313 (2009).

    6. Riganti, C., Doublier, S., Viarisio, D., et al. Artemisinin induces doxorubicin resistance in human colon cancer cells via calcium-dependent activation of HIF-1α and P-glycoprotein overexpression. Br. J. Pharmacol. 156(7), 1054-1066 (2009).