SML2643
ML365
≥98% (HPLC)
Synonym(s):
2-Methoxy-N-[3-[(3-methylbenzoyl)amino]phenyl]benzamide, ML 365, ML365
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About This Item
Empirical Formula (Hill Notation):
C22H20N2O3
CAS Number:
Molecular Weight:
360.41
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Product Name
ML365, ≥98% (HPLC)
SMILES string
N(c2cc(ccc2)NC(=O)c3cc(ccc3)C)C(=O)c1c(cccc1)OC
InChI
1S/C22H20N2O3/c1-15-7-5-8-16(13-15)21(25)23-17-9-6-10-18(14-17)24-22(26)19-11-3-4-12-20(19)27-2/h3-14H,1-2H3,(H,23,25)(H,24,26)
InChI key
UTAJHKSGYJSZBR-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
Related Categories
Biochem/physiol Actions
Orignially characterized as an mGluR5 negative allosteric modulator (IC50 = 1.35 μM, Emax = 3.82% of Glu Emax; rat mGluR5 HEK293A cells), ML365 is now better known as selective two-pore potassium (K2P) channel TASK1 (K2P3.1; KCNK3) inhibitor with 100- and 62-fold selectivity over TASK3 (K2p9.1; KCNK9), respectively, by thellium flux (rat TASK1/TASK3 CHO cell IC50 = 4/390 nM) and QPatch assay (rat TASK1/TASK3 CHO cell IC50 = 16/990 nM). ML365 is employed in the range from 40 nM to 20 μM. Selective TASK1 blockage is achieved at the lower end of the concentration range, while TASK3 activity can also be inhibited at the high end of the range.
Selective two-pore potassium (K2P) channel TASK1 (K2P3.1; KCNK3) inhibitor with 62- to 100-fold selectivity over TASK3 (K2p9.1; KCNK9).
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Ca2+ handling by the endoplasmic reticulum (ER) serves critical roles in controlling pancreatic β cell function and becomes perturbed during the pathogenesis of diabetes. ER Ca2+ homeostasis is determined by ion movements across the ER membrane, including K+ flux through
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Bioorganic & medicinal chemistry letters, 19(23), 6502-6506 (2009-10-31)
This Letter describes the discovery and SAR of three novel series of mGluR5 non-competitive antagonists/negative allosteric modulators (NAMs) not based on manipulation of an MPEP/MTEP chemotype identified by a functional HTS approach. This work demonstrates fundamentally new mGluR5 NAM chemotypes
Daniel P Flaherty et al.
Bioorganic & medicinal chemistry letters, 24(16), 3968-3973 (2014-07-16)
TASK-1 is a two-pore domain potassium channel that is important to modulating cell excitability, most notably in the context of neuronal pathways. In order to leverage TASK-1 for therapeutic benefit, its physiological role needs better characterization; however, designing selective inhibitors
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