4-[(7-chloroquinolin-4-yl)amino]-2-{[(2H5)ethylamino]methyl}phenol

• ChemBase ID: 142575
• Molecular Formular: C18H18ClN3O
• Molecular Mass: 327.80802
• Monoisotopic Mass: 327.11383989
• SMILES: CCNCc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl
• Canonical SMILES: CCNCc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl
• InChI: InChI=1S/C18H18ClN3O/c1-2-20-11-12-9-14(4-6-18(12)23)22-16-7-8-21-17-10-13(19)3-5-15(16)17/h3-10,20,23H,2,11H2,1H3,(H,21,22)
• InChIKey: VRXFDHAGFYWGHT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(7-chloroquinolin-4-yl)amino]-2-{[(^2H₅)ethylamino]methyl}phenol
• IUPAC Traditional name: 4-[(7-chloroquinolin-4-yl)amino]-2-{[(^2H₅)ethylamino]methyl}phenol
• Synonyms: Desethylamodiaquine-(ethyl-d5); 4-[(7-Chloro-4-quinolinyl)amino]-2-[(ethyl-d5-amino)methyl]phenol; Monodesethylamodiaquine-d5; Desethylamodiaquine-d5; N-Desethyl Amodiaquine-d5; 去乙阿莫地喹-乙基-d5

Database IDs

• CAS Number: 1173023-19-2
• MDL Number: MFCD08063555
• PubChem SID: 162236802
• PubChem CID: 45038857

CALCULATED PROPERTIES

• Acid pKa: 9.207943
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.28806183
• LogD (pH = 7.4): 1.2408004
• Log P: 2.8674245
• Molar Refractivity: 93.2478 cm^3
• Polarizability: 37.19987 Å^3
• Polar Surface Area: 57.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Brown Solid
• Melting Point: 179-181°C (dec.)
• Mass Shift: M+5

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-37/38-41
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: 98% (CP)
• Isotopic Purity: 97 atom % D
• Mol. Weight: mol wt 332.70 by atom % calculation
• Empirical Formula (Hill Notation): C18D5H13ClN3O

DETAILS

Sigma Aldrich - 705349

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - D288827

A labelled metabolite of Amodiaquine (A634200), an antimalarial.

REFERENCES

• Bayliss, M., et al.: Xenobiotica, 29, 253 (1999)
• Projean, D., et al.: Drug Metab. Dispos., 31, 748 (1999)
• Bray, P., et al.: Mol. Microbiol., 56, 323 (1999)
• Xiang, H., et al.: J. Pharm. Sci., 95, 2657 (1999)