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SML2333

VU0463271

≥98% (HPLC), KCC2 inhibitor, powder

Synonym(s):

N-Cyclopropyl-N-(4-methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]-acetamide, N-Cyclopropyl-N-(4-methyl-2-thiazolyl)-2-[(6-phenyl-3-pyridazinyl)thio]acetamide, N-Cyclopropyl-N-(4-methylthiazol-2-yl)-2-(6-phenylpyridazin-3-ylthio)acetamide

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About This Item

Empirical Formula (Hill Notation):
C19H18N4OS2
CAS Number:
1391737-01-1
Molecular Weight:
382.50
UNSPSC Code:
12352200
MDL number:
MFCD30182240
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

VU0463271, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

color

off-white to blue-gray

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

[s]1c(nc(c1)C)N(C4CC4)C(=O)CSc2nnc(cc2)c3ccccc3

InChI

1S/C19H18N4OS2/c1-13-11-26-19(20-13)23(15-7-8-15)18(24)12-25-17-10-9-16(21-22-17)14-5-3-2-4-6-14/h2-6,9-11,15H,7-8,12H2,1H3

InChI key

DPONSKCACOZTGN-UHFFFAOYSA-N

Biochem/physiol Actions

Potent and selective potassium-chloride cotransporter KCC2 inhibitor with greatly enhanced potency than its structural analogs VU0255011/ML077 & VU0240511.
VU0463271 is a potent and selective potassium-chloride cotransporter 2 (KCC2) inhibitor that displays greatly enhanced potency than its structural analogs VU0255011 (ML077) & VU0240511 (IC50 = 61, 537, and 568 nM, respectively). VU0463271 exhibits much reduced efficacy against the related Na-K-2Cl cotransporter 1 (NKCC1 inhibition max ~37% at 100 μM) and little affinity toward a panel of 68 GPCRs, ion channels, and transporters. Although VU0463271 is reported to exhibit affinity toward mitochondrial translocator protein TSPO (IC50 of 204 nM against PK11195 binding; rat heart) and inhibitory potency against α1B adrenergic receptor (IC50 of 364.7 nM; human α1B CHO transfectants), these proteins are not known to affect chloride homeostasis.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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