A positive modulator of SK2 and SK3
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CyPPA

Item No. 15614

Technical Information
Formal Name
N-cyclohexyl-2-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methyl-4-pyrimidinamine
CAS Number
73029-73-9
Molecular Formula
C16H23N5
Formula Weight
Purity
≥98%
Formulation
A solid
DMSO: 100 mMEthanol: 100 mM
λmax
245 nm
SMILES
CC1=NC(N2N=C(C)C=C2C)=NC(NC3CCCCC3)=C1
InChi Code
InChI=1S/C16H23N5/c1-11-10-15(18-14-7-5-4-6-8-14)19-16(17-11)21-13(3)9-12(2)20-21/h9-10,14H,4-8H2,1-3H3,(H,17,18,19)
InChi Key
USEMRPYUFJNFQN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    CyPPA is a positive modulator of the small-conductance calcium-activated potassium channels KCa2.2/SK2 and KCa2.3/SK3 (EC50s = 14 and 5.6 µM, respectively).1 It is inactive on both KCa2.1/SK1 and the intermediate conductance calcium-activated potassium channel, KCa3.1/SK4.1,2 At KCa2.3/SK3, CyPPA increases the apparent calcium-sensitivity of channel activation, changing the EC50 value of calcium activation from 429 to 59 nM.1 CyPPA is used to evaluate the roles of KCa2.2/SK2 and KCa2.3/SK3 in such diverse processes as memory encoding, uterine muscle contraction, and dopamine signaling.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hougaard, C., Eriksen, B.L., Jorgensen, S., et alSelective positive modulation of the SK3 and SK2 subtypes of small conductance Ca2+-activated K+ channels. Br. J. Pharmacol. 151(5), 655-665 (2007).

    2. Hougaard, C., Jensen, M.L., Dale, T.J., et alSelective activation of the SK1 subtype of human small-conductance Ca2+-activated K+ channels by 4-(2-methoxyphenylcarbamoyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (GW542573X) is dependent on serine 293 in the S5 segment. Mol. Pharmacol. 76(3), 569-578 (2009).

    3. Vick, K.A.I., Guidi, M., and Stackman, R.W., Jr. In vivo pharmacological manipulation of small conductance Ca2+-activated K+ channels influences motor behavior, object memory and fear conditioning. Neuropharmacology 58(3), 650-659 (2010).

    4. Skarra, D.V., Cornwell, T., Solodushko, V., et alCyPPA, a positive modulator of small-conductance Ca2+-activated K+ channels, inhibits phasic uterine contractions and delays preterm birth in mice. Am. J. Physiol. Cell Physiol. 301(5), C1027-C1035 (2011).

    5. Herrik, K.F., Redrobe, J.P., Holst, D., et alCyPPA, a positive SK3/SK2 modulator, reduces activity of dopaminergic neurons, inhibits dopamine release, and counteracts hyperdopaminergic behaviors induced by methylphenidate. Front. Pharmacol. 3(11), (2012).