325457-89-4

325457-89-4 structure

Name: ICA-027243
Chemical Name: N-(6-chloropyridin-3-yl)-3,4-difluorobenzamide
CAS Number: 325457-89-4
Molecular Formula: C₁₂H₇ClF₂N₂O
Molecular Weight: 268.64700
Catalog: Signaling Pathways Membrane Transporter/Ion Channel Potassium Channel
Create Date: 2017-07-08 13:36:25
Modify Date: 2025-08-25 12:46:30
ICA-27243 is a selective, potent and orally active KCNQ2/Q3 potassium channel opener with an EC50 of 0.38 μM. ICA-27243 is less effective at activating KCNQ4 and KCNQ3/Q5. ICA-27243 has antiepileptic and anticonvulsant effects[1][2].

Name	N-(6-chloropyridin-3-yl)-3,4-difluorobenzamide
Synonyms	Benzamide,N-(6-chloro-3-pyridinyl)-3,4-difluoro ZTZ233 UNII-VU7278D853

Description	ICA-27243 is a selective, potent and orally active KCNQ2/Q3 potassium channel opener with an EC50 of 0.38 μM. ICA-27243 is less effective at activating KCNQ4 and KCNQ3/Q5. ICA-27243 has antiepileptic and anticonvulsant effects[1][2].
Related Catalog	Research Areas >> Neurological Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel
Target	EC50: 0.38 μM (KCNQ2/Q3 potassium channel)[2]
In Vitro	In SH-SY5Y human neuroblastoma cells, ICA-27243 produces membrane potential hyperpolarization that could be prevented by coadministration with the M-current inhibitors XE-991 and Linopirdine. ICA-27243 enhances both 86Rb+ efflux (EC50 = 0.2 μM) and whole-cell currents in Chinese hamster ovary cells stably expressing heteromultimeric KCNQ2/Q3 channels (EC50 = 0.4 μM). Activation of KCNQ2/Q3 channels is associated with a hyperpolarizing shift of the voltage dependence of channel activation (V1/2 shift of -19 mV at 10 μM)[1].
In Vivo	ICA-27243 (1-100 mg/kg; oral administration; male CD-1 mice) has anticonvulsant activity (ED50 of 8.4 mg/kg) in the mouse maximal electroshock epilepsy model[1]. Animal Model: Male CD-1 mice with electroshock assay[1] Dosage: 1-100 mg/kg Administration: Oral administration Result: Produced a dose-dependent increase in the latency to hind limb extension, exhibiting an ED50 value of 8.4 mg/kg.
References	[1]. Wickenden AD, et al. N-(6-chloro-pyridin-3-yl)-3,4-difluoro-benzamide (ICA-27243): a novel, selective KCNQ2/Q3 potassium channel activator. Mol Pharmacol. 2008 Mar;73(3):977-86. [2]. Amato G, et al. N-Pyridyl and Pyrimidine Benzamides as KCNQ2/Q3 Potassium Channel Openers for the Treatment of Epilepsy. ACS Med Chem Lett. 2011 Mar 31;2(6):481-4.

Molecular Formula	C₁₂H₇ClF₂N₂O
Molecular Weight	268.64700
Exact Mass	268.02100
PSA	45.48000
LogP	3.64950

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