7-chloro-4-[4-(4-chlorobenzenesulfonyl)piperazin-1-yl]quinoline

• ChemBase ID: 154328
• Molecular Formular: C19H17Cl2N3O2S
• Molecular Mass: 422.32818
• Monoisotopic Mass: 421.04185316
• SMILES: c1cc(ccc1S(=O)(=O)N1CCN(CC1)c1ccnc2c1ccc(c2)Cl)Cl
• Canonical SMILES: Clc1ccc(cc1)S(=O)(=O)N1CCN(CC1)c1ccnc2c1ccc(c2)Cl
• InChI: InChI=1S/C19H17Cl2N3O2S/c20-14-1-4-16(5-2-14)27(25,26)24-11-9-23(10-12-24)19-7-8-22-18-13-15(21)3-6-17(18)19/h1-8,13H,9-12H2
• InChIKey: GIEHIZKCIZLXLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-[4-(4-chlorobenzenesulfonyl)piperazin-1-yl]quinoline
• IUPAC Traditional name: 7-chloro-4-[4-(4-chlorobenzenesulfonyl)piperazin-1-yl]quinoline
• Synonyms: 7-Chloro-4-[4-[4-chlorophenyl)sulfonyl]-1-piperazinyl]quinoline; KM11060

Database IDs

• CAS Number: 774549-97-2
• MDL Number: MFCD01524977
• PubChem SID: 162248467
• PubChem CID: 1241327

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.945545
• LogD (pH = 7.4): 3.939471
• Log P: 4.1306124
• Molar Refractivity: 108.0888 cm^3
• Polarizability: 43.32658 Å^3
• Polar Surface Area: 53.51 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H17Cl2N3O2S

DETAILS

Sigma Aldrich - K1519

Biochem/physiol Actions
KM11060 is a mutated F508del cystic fibrosis transmembrane conductance regulator (CFTR) corrector. The most common mutation (~90%) in the CFTR gene is a deletion of phenylalanine 508 (F508del). The mutation impairs folding, trafficking, membrane stability, and channel gating leading to reduced CFTR expression and chloride conductance in the apical membrane and other abnormalities. KM11060 is an analog of sildenafil, which restores a function of the F508del mutated CFTR chloride channel. KM11060 appears to be more potent than sildenafil, forskolin, and genistein.