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Key Documents

SML1157

Sigma-Aldrich

Eact

≥98% (HPLC)

Synonym(s):

3,4,5-Trimethoxy-N-(2-methoxyethyl)-N-(4-phenyl-2-thiazolyl)-benzamide

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O5S
CAS Number:
Molecular Weight:
428.50
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O=C(C1=CC(OC)=C(OC)C(OC)=C1)N(CCOC)C2=NC(C3=CC=CC=C3)=CS2

InChI

1S/C22H24N2O5S/c1-26-11-10-24(22-23-17(14-30-22)15-8-6-5-7-9-15)21(25)16-12-18(27-2)20(29-4)19(13-16)28-3/h5-9,12-14H,10-11H2,1-4H3

InChI key

ZUXNHFFVQWADJL-UHFFFAOYSA-N

Biochem/physiol Actions

Eact activates the Calcium-activated Chloride channel (CaCC) TMEM16A CaCC. Eact stimulates CaCC conductance in salivary gland cells and submucosal airway epithelial cells. The compound Eact also stimulates submucosal gland secretion in human bronchial tissue and smooth muscle contraction in mouse intestine.
In rat arterial myocytes, Eact [3,4,5-trimethoxy-N-(2-methoxyethyl)-N-(4-phenyl-2-thiazolyl)benzamide] helps to activate chloride current and prevents estradiol synthesis in cultured mouse granulosa cells. It is a small molecule activator of TMEM16A (transmembrane member 16A), that activates TRPV1 (transient receptor potential cation channel subfamily V member 1) and generates pain and itch related symptoms. Eact also initiates endogenous TRPV1 expressed by DRG (dorsal root ganglion) neurons.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Eact, a small molecule activator of TMEM16A, activates TRPV1 and elicits pain?and itch?related behaviours.
Liu S, et al.
British Journal of Pharmacology, 173(7), 1208-1218 (2016)

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