An inhibitory gating modifier of KCa2/SK channels
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NS 8593 (hydrochloride)

Item No. 29774

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-1H-benzimidazol-2-amine, monohydrochloride
CAS Number
875755-24-1
Molecular Formula
C17H17N3 • HCl
Formula Weight
299.8
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 100 mMEthanol: 20 mM
SMILES
C1(C=CC=C2)=C2CCC[C@H]1NC3=NC4=C(C=CC=C4)N3.Cl
InChi Code
InChI=1S/C17H17N3.ClH/c1-2-8-13-12(6-1)7-5-11-14(13)18-17-19-15-9-3-4-10-16(15)20-17;/h1-4,6,8-10,14H,5,7,11H2,(H2,18,19,20);1H/t14-;/m1./s1
InChi Key
VWEKCDTXUUPBNA-PFEQFJNWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $32

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    5 mg

    $103

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    10 mg

    $190

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    25 mg

    $433

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    Product Description

    NS 8593 is an inhibitory gating modifier of small-conductance calcium-activated potassium (KCa2/SK) channels (Kds = 0.42, 0.6, and 0.73 μM for KCa2.1/SK1, KCa2.2/SK2, and KCa2.3/SK3, respectively, in the presence of calcium) that decreases the calcium sensitivity of SK channels.1 It is selective for KCa2/SK channels over intermediate- (KCa3.1/IKCa1) and large-conductance (BK) potassium channels at 10 μM. NS 8593 induces relaxation of potassium- or acetylcholine chloride-precontracted isolated tracheal rings from wild-type mice (IC50s = 8.9 and 39.8 μM, respectively) or from mice in an ovalbumin-induced model of allergic asthma (IC50s = 16.4 and 32.2 μM, respectively).2 It inhibits aerosolized acetylcholine chloride-induced increases in respiratory system resistance in mice when administered as an aerosol at a dose of 500 μM. NS 8593 (5 mg/kg) decreases the duration of burst-pacing-induced atrial fibrillation in normotensive and spontaneously hypertensive rats.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Strøbaek, D., Hougaard, C., Johansen, T.H., et al. Inhibitory gating modulation of small conductance Ca2+-activated K+ channels by the synthetic compound (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphtylamine (NS8593) reduces afterhyperpolarizing current in hippocampal CA1 neurons. Mol. Pharmacol. 70(5), 1771-1782 (2006).

    2. Liu, B.-B., Peng, Y.-B., Zhang, W.-J., et al. NS8593 inhibits Ca2+ permeant channels reversing mouse airway smooth muscle contraction. Life Sci. 238, 116953 (2019).

    3. Diness, J.G., Skibsbye, L., Jespersen, T., et al. Effects on atrial fibrillation in aged hypertensive rats by Ca2+-activated K+ channel inhibition. Hypertension 57(6), 1129-1135 (2011).