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SMI481

SIGMA/SML1090 - ≥98% (HPLC)

Synonym: (4-Chloro-3-nitrophenyl)(4-(2-fluorophenyl)piperazin-1-yl)methanone; 1-(4-Chloro-3-nitrobenzoyl)-4-(2-fluorophenyl)-piperazine; SID: 164348711

CAS Number: 432020-20-7
Empirical Formula (Hill Notation): C17H15ClFN3O3
Molecular Weight: 363.77
Linear Formula: C17H15ClFN3O3
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1090-5MG 5 mg
 $0.00
1/EA
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45-SML1090-25MG 25 mg
 $0.00
1/EA
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assay ≥98% (HPLC)
color white to beige
form powder
InChI 1S/C17H15ClFN3O3/c18-13-6-5-12(11-16(13)22(24)25)17(23)21-9-7-20(8-10-21)15-4-2-1-3-14(15)19/h1-6,11H,7-10H2
InChI key LSPJXCGEFJDMHA-UHFFFAOYSA-N
Quality Level 100 
SMILES string ClC1=C([N+]([O-])=O)C=C(C(N2CCN(C3=CC=CC=C3F)CC2)=O)C=C1
solubility DMSO: 5 mg/mL, clear
storage temp. 2-8°C
Biochem/physiol Actions: SMI481 is a selective small-molecule inhibitor (SMI) of the yeast phosphatidylinositol transfer protein (PITP) Sec14, a key regulator of phosphoinositide signaling, regulating membrane trafficking through the trans-Golgi network and endosomal systems. SMI481 has an IC50 value of 211 ± 19 nM in vitro against S. cerevisiae Sec14 (WT) in a phosphatidylinositol (PtdIns) transfer assay measuring exchange of PtdIns and phosphatidylcholine between membranes and inhibited Sec14-dependent growth of WT yeast with an IC50 of 2.87 ± 0.55 μM. SMI481′s activity is believed to involve binding in the Sec14 hydrophobic cavity, a new target for studying phosphoinositide signaling with more selectivity than that afforded by lipid kinase–directed strategies.
Packaging: 5, 25 mg in glass bottle
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H315 - H319 - H335
Precautionary statements P261 - P305 + P351 + P338
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. 2-8°C
UNSPSC 12352207

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