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Sigma-Aldrich

BMS 204352

≥98% (HPLC)

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Synonym(s):
(3S)-(+)-(5-Chloro-2-methoxyphenyl)-1,3-dihydro-3-fluoro-6-(trifluoromethyl)-2H-indole-2-one
Empirical Formula (Hill Notation):
C16H10ClF4NO2
CAS Number:
187523-35-9
Molecular Weight:
359.70
MDL number:
MFCD09475617
UNSPSC Code:
12352200
PubChem Substance ID:
329825778
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C1NC2=CC(C(F)(F)F)=CC=C2[C@@]1(C3=CC(Cl)=CC=C3OC)F

InChI

1S/C16H10ClF4NO2/c1-24-13-5-3-9(17)7-11(13)15(18)10-4-2-8(16(19,20)21)6-12(10)22-14(15)23/h2-7H,1H3,(H,22,23)/t15-/m0/s1

InChI key

ULYONBAOIMCNEH-HNNXBMFYSA-N

Gene Information

human ... KCNMA1(3778) , KCNQ2(3785) , KCNQ3(3786) , KCNQ4(9132) , KCNQ5(56479)

Application

BMS 204352 has been used in drug administration.

Biochem/physiol Actions

BMS 204352 (MaxiPost [(3S)-(+)-(5-chloro-2-methoxyphenyl)-1,3-dihydro-3-fluoro-6-(trifluoromethyl)-2H-indole-2-one)] is used to treat ischemic stroke. It also acts as an activator of KNCQ4 (KQT-like subfamily, member 4) and KCNQ5 (KQT-like subfamily, member 5) with equal potency.
BMS 204352 is a potassium channel modulator. Originally developed as a potent opener of large-conductance, calcium-activated (Maxi-K, KCa1.1, BK) potassium channels, BMS 204352 also acts as a positive modulator at Kv7 (KCNQ) channels.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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A small molecule activator of KCNQ2 and KCNQ4 channels.
Probe Reports from the NIH Molecular Libraries Program (2013)
Mohammad Al-Mahdi Al-Karagholi et al.
Cephalalgia : an international journal of headache, 40(11), 1145-1154 (2020-08-28)
Preclinical data implicate large conductance calcium-activated potassium (BKCa) channels in the pathogenesis of headache and migraine, but the exact role of these channels is still unknown. Here, we investigated whether opening of BKCa channels would cause headache and vascular effects
CRL4 antagonizes SCFFbxo7-mediated turnover of cereblon and BK channel to regulate learning and memory.
Song T, et al.
PLoS Genetics, 14(1), e1007165-e1007165 (2018)
METABOLISM, PHARMACOKINETICS, AND PROTEIN COVALENT BINDING OF RADIOLABELED MAXIPOST IN HUMANS.
Zhang D, et al.
Drug Metabolism and Disposition, 33(1), 83-93 (2004)
Mohamed Kreir et al.
European journal of pharmacology, 858, 172474-172474 (2019-06-27)
The Kv7 family of voltage-dependent non-inactivating potassium channels is composed of five members, of which four are expressed in the CNS. Kv7.2, 7.3 and 7.5 are responsible for the M-current, which plays a critical role in the regulation of neuronal
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