N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide

• ChemBase ID: 154298
• Molecular Formular: C15H8ClF6NO2
• Molecular Mass: 383.6729392
• Monoisotopic Mass: 383.0147755
• SMILES: c1cc(c(cc1Cl)C(=O)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
• Canonical SMILES: Clc1ccc(c(c1)C(=O)Nc1cc(cc(c1)C(F)(F)F)C(F)(F)F)O
• InChI: InChI=1S/C15H8ClF6NO2/c16-9-1-2-12(24)11(6-9)13(25)23-10-4-7(14(17,18)19)3-8(5-10)15(20,21)22/h1-6,24H,(H,23,25)
• InChIKey: CHILCFMQWMQVAL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide
• IUPAC Traditional name: N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-2-hydroxybenzamide
• Synonyms: N-(3,5-Bis-trifluoromethylphenyl)-5-chloro-2-hydroxybenzamide; IMD-0354; IMD0354

Database IDs

• CAS Number: 978-62-1
• MDL Number: MFCD00218820
• PubChem SID: 162248437; 24724513
• PubChem CID: 5081913

CALCULATED PROPERTIES

• Acid pKa: 7.392909
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.115828
• LogD (pH = 7.4): 4.8201303
• Log P: 5.121307
• Molar Refractivity: 80.3246 cm^3
• Polarizability: 28.148838 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Target: IKK

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C15H8ClF6NO2

DETAILS

Sigma Aldrich - I3159

Biochem/physiol Actions
Selective IKK-2 inhibitor. Blocks IκBα phosphorylation (IC50 ~ 250 nM) and prevents the induction of NF-κB p65 nuclear translocation. Cardioprotectant, reduces IL-1β and MCP-1 production (IC50 < 1 μM) in cardiomyocytes.
Packaging
Light sensitive. Packaged under nitrogen.