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5,6-Dimethyl-2-Benzothiazolamine

$58

  • Brand : BIOFRON

  • Catalogue Number : BN-O1061

  • Specification : 98%(HPLC)

  • CAS number : 29927-08-0

  • Formula : C9H10N2S

  • Molecular Weight : 178.26

  • PUBCHEM ID : 34757

  • Volume : 5mg

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Catalogue Number

BN-O1061

Analysis Method

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

178.26

Appearance

Botanical Source

Structure Type

Category

SMILES

CC1=CC2=C(C=C1C)SC(=N2)N

Synonyms

5,6-Dimethyl-2-aminobenzothiazole/5,6-Dimethylbenzothiazol-2-ylamine/2-Benzothiazolamine,5,6-dimethyl/2-Amino-5,6-dimethylbenzothiazole/5,6-Dimethylbenzo[d]thiazol-2-amine/5,6-dimethylbenzothiazole-2-ylamine/2-amino-5,6-dimethylbenzthiazole

IUPAC Name

5,6-dimethyl-1,3-benzothiazol-2-amine

Density

1.263g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

160.7ºC

Boiling Point

342.1ºC at 760 mmHg

Melting Point

185-189 °C(lit.)

InChl

InChl Key

IODWHFFPQHUDAG-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:29927-08-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

18955585

Abstract

Small-conductance (KCa2.1-2.3) and intermediate-conductance (KCa3.1) calcium-activated K+ channels are critically involved in modulating calcium-signaling cascades and membrane potential in both excitable and nonexcitable cells. Activators of these channels constitute useful pharmacological tools and potential new drugs for the treatment of ataxia, epilepsy, and hypertension. Here, we used the neuroprotectant riluzole as a template for the design of KCa2/3 channel activators that are potent enough for in vivo studies. Of a library of 41 benzothiazoles, we identified 2 compounds, anthra[2,1-d]thiazol-2-ylamine (SKA-20) and naphtho[1,2-d]thiazol-2-ylamine (SKA-31), which are 10 to 20 times more potent than riluzole and activate KCa2.1 with EC50 values of 430 nM and 2.9 μM, KCa2.2 with an EC50 value of 1.9 μM, KCa2.3 with EC50 values of 1.2 and 2.9 μM, and KCa3.1 with EC50 values of 115 and 260 nM. Likewise, SKA-20 and SKA-31 activated native KCa2.3 and KCa3.1 channels in murine endothelial cells, and the more “drug-like” SKA-31 (half-life of 12 h) potentiated endothelium-derived hyperpolarizing factor-mediated dilations of carotid arteries from KCa3.1(+/+) mice but not from KCa3.1(-/-) mice. Administration of 10 and 30 mg/kg SKA-31 lowered mean arterial blood pressure by 4 and 6 mm Hg in normotensive mice and by 12 mm Hg in angiotensin-II-induced hypertension. These effects were absent in KCa3.1-deficient mice. In conclusion, with SKA-31, we have designed a new pharmacological tool to define the functional role of the KCa2/3 channel activation in vivo. The blood pressure-lowering effect of SKA-31 suggests KCa3.1 channel activation as a new therapeutic principle for the treatment of hypertension.

Title

Naphtho[1,2-d]thiazol-2-ylamine (SKA-31), a New Activator of KCa2 and KCa3.1 Potassium Channels, Potentiates the Endothelium-Derived Hyperpolarizing Factor Response and Lowers Blood PressureS⃞

Author

Ananthakrishnan Sankaranarayanan, Girija Raman, Christoph Busch, Tim Schultz, Pavel I. Zimin, Joachim Hoyer, Ralf Kohler, and Heike Wulff

Publish date

2009 Feb;


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