SML1090

SMI481

≥98% (HPLC)

• Synonym(s): (4-Chloro-3-nitrophenyl)(4-(2-fluorophenyl)piperazin-1-yl)methanone, 1-(4-Chloro-3-nitrobenzoyl)-4-(2-fluorophenyl)-piperazine, SID: 164348711
• Empirical Formula (Hill Notation): C₁₇H₁₅ClFN₃O₃
• CAS Number: 432020-20-7
• Molecular Weight: 363.77
• UNSPSC Code: 12352207
• PubChem Substance ID: 329825467
• NACRES: NA.77

Properties

• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear
• storage temp.: 2-8°C
• SMILES string: ClC1=C([N+]([O-])=O)C=C(C(N2CCN(C3=CC=CC=C3F)CC2)=O)C=C1
• 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

Description

Biochem/physiol Actions

SMI481 is a selective small-molecule inhibitor (SMI) of the yeast phosphatidylinositol transfer protein (PITP) Sec14,

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable