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N2538

Sigma-Aldrich

NS8593 hydrochloride

≥98% (HPLC), powder

Synonyme(s) :

: N-[(1R)-1,2,3,4-tetrahydro-1-naphthalenyl]-1H-Benzimidazol-2-amine hydrochloride

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About This Item

Formule empirique (notation de Hill):
C17H17N3 · HCl
Numéro CAS:
Poids moléculaire :
299.80
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Activité optique

[α]/D +54 to +62°, c = 0.5 in methanol

Solubilité

DMSO: >10 mg/mL
H2O: insoluble

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

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).

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Mentions de danger

Classification des risques

Aquatic Chronic 4

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Knockdown of the small conductance Ca2+-activated K+ channels is potently cytotoxic in breast cancer cell lines
Abdulkareem ZA, et al.
British Journal of Pharmacology, 173(1), 177-190 (2016)
Michiko Tashiro et al.
The journal of physiological sciences : JPS, 69(1), 97-102 (2018-06-18)
To examine whether TRPM7, a member of the melastatin family of transient receptor potential channels, is a physiological pathway for Mg2+ entry in mammalian cells, we studied the effect of TRPM7 regulators on cytoplasmic free Mg2+ concentration ([Mg2+]i) of rat
Alayna Mellott et al.
Pflugers Archiv : European journal of physiology, 472(11), 1589-1606 (2020-09-24)
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
Francesca Luongo et al.
Nutrients, 10(6) (2018-06-19)
Intestinal magnesium (Mg) uptake is essential for systemic Mg homeostasis. Colon cells express the two highly homologous transient receptor potential melastatin type (TRPM) 6 and 7 Mg2+ channels, but their precise function and the consequences of their mutual interaction are
Goli Ardestani et al.
Cell calcium, 87, 102181-102181 (2020-02-26)
Prior to maturation, mouse oocytes are arrested at the germinal vesicle (GV) stage during which they experience constitutive calcium (Ca2+) influx and spontaneous Ca2+ oscillations. The oscillations cease during maturation but Ca2+ influx continues, as the oocytes' internal stores attain

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