N2538
NS8593 hydrochloride
≥98% (HPLC), powder
Synonym(s):
N-[(1R)-1,2,3,4-Tetrahydro-1-naphthalenyl]-1H-Benzimidazol-2-amine hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C17H17N3 · HCl
CAS Number:
Molecular Weight:
299.80
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
assay
≥98% (HPLC)
form
powder
optical activity
[α]/D +54 to +62°, c = 0.5 in methanol
solubility
DMSO: >10 mg/mL, H2O: insoluble
storage temp.
2-8°C
SMILES string
Cl[H].C1C[C@@H](Nc2nc3ccccc3[nH]2)c4ccccc4C1
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
Application
NS8593 hydrochloride has been used to study its effect on the growth of MDA-MB-231 cells (M.D. Anderson and metastasis breast cancer cells).
Biochem/physiol Actions
NS8593 hydrochloride inhibits small conductance calcium-activated potassium (SKCa) channels.
The compound (R)-N-(benzimidazol-2-yl)-1,2,3,4-tetrahydro-1-naphtylamine (NS8593) reversibly inhibited recombinant SK3-mediated currents (human and rat SK3) with potencies around 100 nM. NS8593 did not inhibit 125I-apamin binding. NS8593 decreased the calcium sensitivity by shifting the activation curve for Ca2+ to the right, only slightly affecting the maximal Ca2+-activated SK current. NS8593 inhibited all the SK1-3 subtypes Ca2+-dependently (Kd = 0.42, 0.60, and 0.73 μM, respectively, at 0.5 μM Ca2+. NS8593 did not affect the calcium-activated potassium channels of intermediate and large conductance (hIK and hBK channels, respectively). NS8593-mediated inhibition was prevented in the presence of a high concentration of the positive modulator NS309.
Features and Benefits
This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
hcodes
Hazard Classifications
Aquatic Chronic 4
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
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Abdulkareem ZA, et al.
British Journal of Pharmacology, 173(1), 177-190 (2016)
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TRPM7 is a cation channel-protein kinase highly expressed in T lymphocytes and other immune cells. It has been proposed to constitute a cellular entry pathway for Mg2+ and divalent metal cations such as Ca2+, Zn2+, Cd2+, Mn2+, and Ni2+. TRPM7