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SML0129

Sigma-Aldrich

AC-265347

≥98% (HPLC)

Sinónimos:

1-(1,3-benzothiazol-2-yl)-1-(2,4-dimethylphenyl)ethanol, a-(2,4-Dimethylphenyl)-a-methyl-2-benzothiazolemethanol.

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About This Item

Fórmula empírica (notación de Hill):
C17H17NOS
Número de CAS:
1253901-26-6
Peso molecular:
283.39
MDL number:
MFCD20527324
UNSPSC Code:
12352200
PubChem Substance ID:
329825179
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥19 mg/mL

storage temp.

2-8°C

SMILES string

Cc1ccc(c(C)c1)C(C)(O)c2nc3ccccc3s2

InChI

1S/C17H17NOS/c1-11-8-9-13(12(2)10-11)17(3,19)16-18-14-6-4-5-7-15(14)20-16/h4-10,19H,1-3H3

InChI key

IGSZVEPQZANNAB-UHFFFAOYSA-N

Application

AC-265347 may be used in calcium-sensing receptor-mediated signaling.

Biochem/physiol Actions

AC-265347 is a calcimimetic that acts as agonist to calcium-sensing receptor. It reduces serum parathyroid hormone and plasma ionizable calcium.
AC-265347 is a human calcium-sensing receptor (CaSR) allosteric agonist. AC-265347 activates CaSR signaling in cellular proliferation and phosphatidyl inositol (PI) hydrolysis assays.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Jian-Nong Ma et al.
The Journal of pharmacology and experimental therapeutics, 337(1), 275-284 (2011-01-18)
We discovered structurally novel human calcium-sensing receptor (CaSR) allosteric agonists and compared their pharmacology to phenylalkylamine calcimimetics. 1-Benzothiazol-2-yl-1-(2,4-dimethyl-phenyl)-ethanol (AC-265347) activated CaSR signaling in cellular proliferation and phosphatidylinositol (PI) hydrolysis assays with potencies of 30 and 10 nM, respectively. (S)-1-Benzothiazol-2-yl-1-(2,4-dimethyl-phenyl)-ethanol) [(S)-AC-265347]
Pablo A Ureña Torres et al.
Kidney international, 82(1), 19-25 (2012-03-23)
Renal function impairment goes along with a disturbed calcium, phosphate, and vitamin D metabolism, resulting in secondary hyperparathyroidism (sHPT). These mineral metabolism disturbances are associated with soft tissue calcifications, particularly arteries, cardiac valves, and myocardium, ultimately associated with increased risk
Shane D Hellyer et al.
Molecular pharmacology, 93(5), 504-514 (2018-03-09)
Numerous positive and negative allosteric modulators (PAMs and NAMs) of class C G protein-coupled receptors (GPCRs) have been developed as valuable preclinical pharmacologic tools and therapeutic agents. Although many class C GPCR allosteric modulators have undergone subtype selectivity screening, most

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