2-({4-[2-(3,4-dichlorophenyl)ethyl]phenyl}amino)benzoic acid

• ChemBase ID: 153933
• Molecular Formular: C21H17Cl2NO2
• Molecular Mass: 386.27118
• Monoisotopic Mass: 385.06363415
• SMILES: c1ccc(c(c1)C(=O)O)Nc1ccc(cc1)CCc1ccc(c(c1)Cl)Cl
• Canonical SMILES: OC(=O)c1ccccc1Nc1ccc(cc1)CCc1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C21H17Cl2NO2/c22-18-12-9-15(13-19(18)23)6-5-14-7-10-16(11-8-14)24-20-4-2-1-3-17(20)21(25)26/h1-4,7-13,24H,5-6H2,(H,25,26)
• InChIKey: ZCQOSCDABPVAFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({4-[2-(3,4-dichlorophenyl)ethyl]phenyl}amino)benzoic acid
• IUPAC Traditional name: 2-({4-[2-(3,4-dichlorophenyl)ethyl]phenyl}amino)benzoic acid
• Synonyms: 2-[[4-[2-(3,4-Dichlorophenyl)ethyl]phenyl]amino]benzoic acid; PD-118057

Database IDs

• CAS Number: 313674-97-4
• MDL Number: MFCD08705328
• PubChem SID: 162248072; 24724580
• PubChem CID: 9864959

CALCULATED PROPERTIES

• Acid pKa: 3.8901668
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 6.499621
• LogD (pH = 7.4): 4.8963504
• Log P: 8.115207
• Molar Refractivity: 105.7482 cm^3
• Polarizability: 40.26511 Å^3
• Polar Surface Area: 49.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble9 mg/mL
• Apperance: light yellow solid

Safety Information

• Storage Condition: under inert gas
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H17Cl2NO2

DETAILS

Sigma Aldrich - P5624

Biochem/physiol Actions
PD-118057 is an activator of ether-a-go-go-related (hERG) potassium channel. PD-118057 is a second identified hERG channel activator, a representative in the series of structural analogs; PD-118057 at 10 μM leads to a 111% current increase in rabbit ventricular wedge (in comparison RPR260243 leads to only a 15% increase at the same concentration);PD-118057, unlike RPR260243, does not have a major effect on gating or kinetic properties of this channel. PD-118057prevents and reverses QT interval prolongation; Compounds such as PD-118057 may offer new approach in the treatment of delayed repolarization conditions, which occur in inherited or acquired long QT syndrome and congestive heart failure