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489402-47-3

489402-47-3 structure
489402-47-3 structure
  • Name: ML213
  • Chemical Name: N-(2,4,6-trimethylphenyl)bicyclo[2.2.1]heptane-3-carboxamide
  • CAS Number: 489402-47-3
  • Molecular Formula: C17H23NO
  • Molecular Weight: 257.371
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel Potassium Channel
  • Create Date: 2018-12-03 16:37:29
  • Modify Date: 2024-01-05 18:19:29
  • ML213 is a selective activator of Kv7.2 and Kv7.4 channels, enhances Kv7.2 and Kv7.4 channels with EC50s of 230 and 510 nM, respectively.

Name N-(2,4,6-trimethylphenyl)bicyclo[2.2.1]heptane-3-carboxamide
Synonyms Bicyclo[2.2.1]heptane-2-carboxamide, N-(2,4,6-trimethylphenyl)-
N-Mesitylbicyclo[2.2.1]heptane-2-carboxamide
ML-213
CID-3111211
ML213
Description ML213 is a selective activator of Kv7.2 and Kv7.4 channels, enhances Kv7.2 and Kv7.4 channels with EC50s of 230 and 510 nM, respectively.
Related Catalog
Target

EC50: 230 nM (Kv7.2 channel), 510 nM (Kv7.4 channel)[2][3]

In Vitro ML213 (100 nM-30 µM) increases maximal conductance to a peak at 212% ± 27% of control, with an EC50 of 0.8 ± 0.3 µM. ML213 (10 µM) reduces the deactivation rates of Kv7.4 currents by 4.6-fold in the voltage range from −130 mV to −90 mV. ML213 is a potent and effective activator of homomeric Kv7.5 channels overexpressed in A7r5 cells. ML213 increases maximal conductance of Kv7.5 channels with an EC50 of 0.7 ± 0.2 µM. ML213 (10 µM) also reduces deactivation rates of Kv7.5 currents by 5.9-fold on average. ML213 produces similar effects on heteromeric Kv7.4/7.5 channels: 204% ± 11% maximal increase in conductance with an EC50 of 1.1 ± 0.6 µM and a 34.2 ± 3.3 mV maximal negative shift of the activation curve, with an EC50 of 3.8 ± 1.2 µM[1]. ML213 causes a vasorelaxation in different precontracted rat blood vessels. ML213 (10 μM) also hyperpolarizes mesenteric artery smooth muscle cells[2]. ML213 causes a concentration-dependent shift in the V1/2 for KCNQ2 activation with an EC50 340 ± 70 nM and a maximal shift of 37.4 mV[3].
References

[1]. Brueggemann LI, et al. Differential activation of vascular smooth muscle Kv7.4, Kv7.5, and Kv7.4/7.5 channels by ML213 and ICA-069673. Mol Pharmacol. 2014 Sep;86(3):330-41.

[2]. Jepps TA, et al. Vasorelaxant effects of novel Kv 7.4 channel enhancers ML213 and NS15370. Br J Pharmacol. 2014 Oct;171(19):4413-24.

[3]. Yu H, et al. Discovery, Synthesis, and Structure Activity Relationship of a Series of N-Aryl- bicyclo[2.2.1]heptane-2-carboxamides: Characterization of ML213 as a Novel KCNQ2 and KCNQ4 Potassium Channel Opener. ACS Chem Neurosci. 2011 Oct 19;2(10):572-577.

Density 1.1±0.1 g/cm3
Boiling Point 398.8±11.0 °C at 760 mmHg
Molecular Formula C17H23NO
Molecular Weight 257.371
Flash Point 243.4±4.2 °C
Exact Mass 257.177979
PSA 32.59000
LogP 4.38
Vapour Pressure 0.0±0.9 mmHg at 25°C
Index of Refraction 1.591
Storage condition 2-8℃
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335-H413
Precautionary Statements P261-P305 + P351 + P338
RIDADR NONH for all modes of transport