Synonym
ML365; ML-365; ML 365;
IUPAC/Chemical Name
2-Methoxy-N-[3-[(3-methylbenzoyl)amino]phenyl]benzamide
InChi Key
UTAJHKSGYJSZBR-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
O=C(NC1=CC=CC(NC(C2=CC=CC(C)=C2)=O)=C1)C3=CC=CC=C3OC
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
ML365 is a selective two-pore domain potassium channel KCNK3/TASK1 inhibitor, with an IC50 of 4 nM.
In vitro activity:
ML365 was identified as a novel selective small molecule inhibitor of the TASK1 or potassium channel, subfamily K, member 9 (KCNK3) two-pore domain potassium channel following a high throughput fluorescent screen of the Molecular Libraries Small Molecule Repository (MLSMR) library and structure activity relationship (SAR) analysis of active compounds. The fluorescent screen measuring thallium influx through TASK1 channels was used to identify the bisamide class of inhibitors. Chemical modification yielded a potent and selective inhibitor, ML365. The compound blocks TASK1 channels in both the thallium influx fluorescent assay (IC50 = 4 nM) and an automated electrophysiology assay (IC50 = 16 nM). Based on potency differences, it possesses more than 60-fold selectivity for inhibition of TASK1 over a closely-related, two-pore domain potassium channel, TASK3. ML365 displays little or no inhibition at 30 μM of more distantly related potassium channels, Kir2.1, potassium voltage-gated channel, KQT-like subfamily, member 2 (KCNQ2), and human ether-a go-go-related gene (hERG). Based on these criteria, ML365 is a best-in-class probe and is a useful pharmacological probe for in vitro studies of TASK1 function and in further studies aimed at developing therapeutic intervention.
Reference: 2013 Apr 15 [updated 2013 Nov 14]. In: Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010–. https://www.ncbi.nlm.nih.gov/books/NBK179826
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMSO |
72.0 |
199.77 |
|
| Ethanol |
18.0 |
49.94 |
|
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
360.41
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
In vitro protocol:
1. Zou B, Flaherty DP, Simpson DS, Maki BE, Miller MR, Shi J, Wu M, McManus OB, Golden JE, Aubé J, Li M. ML365: Development of Bis-Amides as Selective Inhibitors of the KCNK3/TASK1 Two Pore Potassium Channel. 2013 Apr 15 [updated 2013 Nov 14]. In: Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010–. PMID: 24479195.
1: Skarsfeldt MA, Jepps TA, Bomholtz SH, Abildgaard L, Sørensen US, Gregers E,
Svendsen JH, Diness JG, Grunnet M, Schmitt N, Olesen SP, Bentzen BH. pH-dependent
inhibition of K₂P3.1 prolongs atrial refractoriness in whole hearts. Pflugers
Arch. 2016 Apr;468(4):643-54. doi: 10.1007/s00424-015-1779-0. Epub 2016 Jan 5.
PubMed PMID: 26729267.
2: Zou B, Flaherty DP, Simpson DS, Maki BE, Miller MR, Shi J, Wu M, McManus OB,
Golden JE, Aubé J, Li M. ML365: Development of Bis-Amides as Selective Inhibitors
of the KCNK3/TASK1 Two Pore Potassium Channel. 2013 Apr 15 [updated 2013 Nov 14].
Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD):
National Center for Biotechnology Information (US); 2010-. Available from
http://www.ncbi.nlm.nih.gov/books/NBK179826/
PubMed PMID: 24479195.
