SML0129
AC-265347
≥98% (HPLC)
Synonym(s):
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
Empirical Formula (Hill Notation):
C17H17NOS
CAS Number:
Molecular Weight:
283.39
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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
SMILES string
Cc1ccc(c(C)c1)C(C)(O)c2nc3ccccc3s2
InChI key
IGSZVEPQZANNAB-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to tan
solubility
DMSO: ≥19 mg/mL
storage temp.
2-8°C
Quality Level
Related Categories
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.
AC-265347 is a human calcium-sensing receptor (CaSR) allosteric agonist; calcimimetic
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
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]
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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