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Key Documents

SML1035

Sigma-Aldrich

ICA-121431

≥98% (HPLC)

Synonym(s):

α-Phenyl-N-[4-[(2-thiazolylamino)sulfonyl]phenyl]-benzeneacetamide

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About This Item

Empirical Formula (Hill Notation):
C23H19N3O3S2
CAS Number:
Molecular Weight:
449.55
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

room temp

InChI

1S/C23H19N3O3S2/c27-22(21(17-7-3-1-4-8-17)18-9-5-2-6-10-18)25-19-11-13-20(14-12-19)31(28,29)26-23-24-15-16-30-23/h1-16,21H,(H,24,26)(H,25,27)

InChI key

URSQNPPONHUJDL-UHFFFAOYSA-N

Biochem/physiol Actions

ICA-121431 [2,2-diphenyl-N-(4-(N-thiazol-2-ylsulfamoyl)phenyl) acetamide, a small molecule inhibitor, targets the extracellular amino acids in S2 and S3 in VSDIV (domain IV voltage sensor), which is essential for Hm1a efficacy. In humans, ICA-121431 blocks TTX-sensitive Nav1.3 sodium channels upregulated in HEK-293 cells.
ICA-121431 is a potent, selective inhibitor of the human Nav1.3 and Nav1.1 voltage gated sodium channels (IC50 = 19 nM) with little or no activity against human Nav1.5 or Nav1.7 channels.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Ken McCormack et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(29), E2724-E2732 (2013-07-03)
Voltage-gated sodium (Nav) channels play a fundamental role in the generation and propagation of electrical impulses in excitable cells. Here we describe two unique structurally related nanomolar potent small molecule Nav channel inhibitors that exhibit up to 1,000-fold selectivity for
Pharmacology of the Nav1. 1 domain IV voltage sensor reveals coupling between inactivation gating processes.
Osteen JD, et al.
Proceedings of the National Academy of Sciences of the USA, 114(26), 6836-6841 (2017)

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