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Key Documents

SML1313

Sigma-Aldrich

BMS 204352

≥98% (HPLC)

Synonym(s):

(3S)-(+)-(5-Chloro-2-methoxyphenyl)-1,3-dihydro-3-fluoro-6-(trifluoromethyl)-2H-indole-2-one

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About This Item

Empirical Formula (Hill Notation):
C16H10ClF4NO2
CAS Number:
Molecular Weight:
359.70
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

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

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A small molecule activator of KCNQ2 and KCNQ4 channels.
Probe Reports from the NIH Molecular Libraries Program (2013)
METABOLISM, PHARMACOKINETICS, AND PROTEIN COVALENT BINDING OF RADIOLABELED MAXIPOST IN HUMANS.
Zhang D, et al.
Drug Metabolism and Disposition, 33(1), 83-93 (2004)
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)
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
Rescue of fragile X syndrome phenotypes in Fmr1 KO mice by a BKCa channel opener molecule.
Hebert B, et al.
Orphanet Journal of Rare Diseases, 9(1), 124-124 (2014)

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