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SML1157

Sigma-Aldrich

Eact

≥98% (HPLC)

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Synonym(s):
3,4,5-Trimethoxy-N-(2-methoxyethyl)-N-(4-phenyl-2-thiazolyl)-benzamide
Empirical Formula (Hill Notation):
C22H24N2O5S
CAS Number:
Molecular Weight:
428.50
MDL number:
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

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vibrant-m

SML1157

Eact

vibrant-m

SML0981

RXFP1-Agonist-8

vibrant-m

SML0360

TAK-715

vibrant-m

SML1920

ML364

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

color

white to beige

color

white to beige

color

faintly yellow to dark yellow

color

white to beige

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: >15 mg/mL

solubility

DMSO: 20 mg/mL, clear

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


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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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