A0355
AC-7954
≥98% (HPLC), solid
Synonym(s):
(±)-3-(4-Chlorophenyl)-3-(2-(dimethylamino)ethyl)isochroman-1-one hydrochloride
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About This Item
Empirical Formula (Hill Notation):
C19H20ClNO2 · HCl
CAS Number:
Molecular Weight:
366.28
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
InChI key
AJPGLOWFIBOGMH-UHFFFAOYSA-N
SMILES string
Cl.CN(C)CCC1(Cc2ccccc2C(=O)O1)c3ccc(Cl)cc3
InChI
1S/C19H20ClNO2.ClH/c1-21(2)12-11-19(15-7-9-16(20)10-8-15)13-14-5-3-4-6-17(14)18(22)23-19;/h3-10H,11-13H2,1-2H3;1H
assay
≥98% (HPLC)
form
solid
color
white
solubility
H2O: ~28 mg/mL
Gene Information
human ... UTS2R(2837)
Biochem/physiol Actions
Nonpeptide GPR14 / urotensin-UII (UII) receptor agonist that has an EC50 of 300 nM at the human UII receptor (h-UTR). AC-7954 has been shown to exist in two conformations, A and B; both conformations have a pharmacophoric distance within 0.5 Å of P5U, a potent peptidic UII agonist.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Glenn E Croston et al.
Journal of medicinal chemistry, 45(23), 4950-4953 (2002-11-01)
A functional cell-based screen identified 3-(4-chlorophenyl)-3-(2-(dimethylamino)ethyl)isochroman-1-one hydrochloride (AC-7954, 1) as a nonpeptidic agonist of the urotensin-II receptor. Racemic 1 had an EC50 of 300 nM at the human UII receptor and was highly selective. Testing of the enantiopure (+)- and
Alfonso Carotenuto et al.
Journal of medicinal chemistry, 47(7), 1652-1661 (2004-03-19)
Urotensin II (U-II) is a disulfide-bridged undecapeptide recently identified as the ligand of an orphan G-protein-coupled receptor. Human U-II (H-Glu-Thr-Pro-Asp-cyclo[Cys-Phe-Trp-Lys-Tyr-Cys]-Val-OH) has been described as the most potent vasoconstrictor compound identified to date. With the aim of elucidating the active conformation
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