bis(phosphoric acid); {4-[(7-chloroquinolin-4-yl)amino]pentyl}diethylamine

• ChemBase ID: 134201
• Molecular Formular: C18H32ClN3O8P2
• Molecular Mass: 515.862502
• Monoisotopic Mass: 515.13531594
• SMILES: CCN(CC)CCCC(C)Nc1ccnc2c1ccc(c2)Cl.OP(=O)(O)O.OP(=O)(O)O
• Canonical SMILES: OP(=O)(O)O.OP(=O)(O)O.CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
• InChI: InChI=1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)
• InChIKey: QKICWELGRMTQCR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(phosphoric acid); {4-[(7-chloroquinolin-4-yl)amino]pentyl}diethylamine; 7-chloro-N-[5-(diethylamino)pentan-2-yl]quinolin-4-amine; bis(phosphoric acid)
• IUPAC Traditional name: chloroquine; bis(phosphoric acid); 7-chloro-N-[5-(diethylamino)pentan-2-yl]quinolin-4-amine; bis(phosphoric acid)
• Synonyms: bis(phosphoric acid); {4-[(7-chloroquinolin-4-yl)amino]pentyl}diethylamine; Chloroquine diphosphate salt; Chloroquine Phosphate; N4-(7-Chloro-4-quinolinyl)-N1,N1-dimethyl-1,4-pentanediamine diphosphate salt; N4-(7-氯-4-喹啉基)-N1,N1-二甲基-1,4-戊二胺 二磷酸盐; 氯喹 二磷酸盐

Database IDs

• CAS Number: 50-63-5
• EC Number: 200-055-2
• MDL Number: MFCD00069852
• Beilstein Number: 4223142
• PubChem SID: 162228478; 24278090
• PubChem CID: 64927

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.7626644
• LogD (pH = 7.4): 0.87859994
• Log P: 3.933881
• Molar Refractivity: 96.423 cm^3
• Polarizability: 38.081703 Å^3
• Polar Surface Area: 28.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL, clear
• Apperance: solid
• Melting Point: 199 - 200°C; 200 °C (dec.)(lit.)
• Hydrophobicity(logP): 4.984

Safety Information

• RTECS: VB2450000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 22-24/25
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Target: Others
• Gene Information: human ... ABCC1(4363)

Product Information

• Purity: ≥96.0% (TLC); ≥98%; 95%; 97%
• Salt Data: Phosphate
• Impurities: ≤2% water; ≤3% water
• Empirical Formula (Hill Notation): C18H26ClN3 · 2H3PO4

DETAILS

Sigma Aldrich - C6628

Application
DNA intercalator. Also used to increase transfection efficiency.
Biochem/physiol Actions
Standard anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labeling of MRP by quinoline-based photoactive drug IAAQ (N-[4-[1-hydroxy-2-(dibutylamino)ethyl]quinolin-8-yl]-4-azidosalicylamide).
包装
25, 50, 100, 250 g in glass bottle

Sigma Aldrich - 25745

Other Notes
Lysosomotropic drug1