F5807

FIPI hydrochloride hydrate

≥98% (HPLC), powder

• Synonym(s): 4-Fluoro-N-(2-(4-(5-fluoro-1H-indol-1-yl)piperidin-1-yl)ethyl)benzamide, 5-Fluoro-2-indolyl des-chlorohalopemide hydrochloride hydrate
• Empirical Formula (Hill Notation): C₂₃H₂₄FN₅O₂·HCl · xH₂O
• CAS Number: 2329374-20-9
• Molecular Weight: 457.93 (anhydrous basis)
• MDL number: MFCD12912411
• UNSPSC Code: 12352204
• PubChem Substance ID: 329799747
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated
• color: off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: 2-8°C
• SMILES string: O.Cl.Fc1ccc2[nH]c(cc2c1)C(=O)NCCN3CCC(CC3)N4C(=O)Nc5ccccc45
• InChI: 1S/C23H24FN5O2.ClH.H2O/c24-16-5-6-18-15(13-16)14-20(26-18)22(30)25-9-12-28-10-7-17(8-11-28)29-21-4-2-1-3-19(21)27-23(29)31;;/h1-6,13-14,17,26H,7-12H2,(H,25,30)(H,27,31);1H;1H2
• InChI key: ZORDQKCXPCXYKL-UHFFFAOYSA-N

Description

Application

FIPI (4-Fluoro-N-(2-(4-(5-fluoro-1H-indol-1-yl)piperidin-1-yl)ethyl)benzamide, 5-Fluoro-2-indolyl des-chlorohalopemide) is used to study the cell signaling pathways, cell processes and cell dysregulations that depend upon phospholipase D1 (PLD1) and phospholipase D2 (PLD2) activities. FIPI may be used to help identify and characterized phospholipase D enzymes.

Biochem/physiol Actions

FIPI is a potent Phospholipase D (PLD) inhibitor. The signaling enzyme Phospholipase D (PLD) and the lipid second messenger phosphatidic acid (PA) generated by PLD are implicated in many cell biological processes including Ras activation, cell spreading, stress fiber formation, chemotaxis, and membrane vesicle trafficking. FIPI is a potent in vivo inhibitor of both PLD1 and PLD2, setting the stage for a new era of exploration and validation of cell biological roles for mammalian PLD. It rapidly blocks in vivo PA production with sub-nM potency. FIPI inhibits PLD regulation of F-actin cytoskeleton reorganization, cell spreading, and chemotaxis, indicating potential utility for it as a therapeutic for autoimmunity and cancer metastasis. It does not affect PLD subcellular localization, PIP2 availability, the actin stress fiber network in resting CHO cells, or selected signaling events proximal to PLD activation.

FIPI is a potent phospholipase D (PLD) inhibitor effective at sub-nM levels. Phospholipase D (PLD) and the lipid second messenger phosphatidic acid (PA) generated by PLD are implicated in many cell biological processes including Ras activation, cell spreading, stress fiber formation, chemotaxis, and membrane vesicle trafficking. FIPI inhibits both PLD1 and PLD2, rapidly blocking in vivo PA production. FIPI inhibits PLD regulation of F-actin cytoskeleton reorganization, cell spreading, and chemotaxis, suggesting potential as a therapeutic for autoimmune diseases and cancer metastasis.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable