2-[(4-{[3-ethynyl(2H4)phenyl]amino}-7-(2-methoxyethoxy)quinazolin-6-yl)oxy]ethan-1-ol

• ChemBase ID: 175945
• Molecular Formular: C21H21N3O4
• Molecular Mass: 379.40914
• Monoisotopic Mass: 379.15320617
• SMILES: c1c(c(cc2c1c(ncn2)Nc1cc(ccc1)C#C)OCCOC)OCCO
• Canonical SMILES: OCCOc1cc2c(ncnc2cc1OCCOC)Nc1cccc(c1)C#C
• InChI: InChI=1S/C21H21N3O4/c1-3-15-5-4-6-16(11-15)24-21-17-12-19(27-8-7-25)20(28-10-9-26-2)13-18(17)22-14-23-21/h1,4-6,11-14,25H,7-10H2,2H3,(H,22,23,24)
• InChIKey: KOQIAZNBAWFSQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-{[3-ethynyl(^2H₄)phenyl]amino}-7-(2-methoxyethoxy)quinazolin-6-yl)oxy]ethan-1-ol
• IUPAC Traditional name: 2-[(4-{[3-ethynyl(^2H₄)phenyl]amino}-7-(2-methoxyethoxy)quinazolin-6-yl)oxy]ethanol
• Synonyms: 2-[[4-[(3-Ethynylphenyl-d4)amino]-7-(2-methoxyethoxy)-6-quinazolinyl]oxy]ethanol; CP 373420-d4; OSI-420-d4, Free Base (Desmethyl Erlotinib-d4)

Database IDs

• CAS Number: 1216420-11-9
• PubChem SID: 164231855
• PubChem CID: 57369372

CALCULATED PROPERTIES

• Acid pKa: 15.0642395
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.5085027
• LogD (pH = 7.4): 2.5572023
• Log P: 2.557861
• Molar Refractivity: 103.0347 cm^3
• Polarizability: 41.2392 Å^3
• Polar Surface Area: 85.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light Beige Solid
• Melting Point: 145-149°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - O702252

A labelled metabolite of Erlotinib (E625000), an anti cancer agent.

REFERENCES

• Rusch, V., et al.: Cancer Res., 53, 2379 (1993)
• Fontanini, G., et al.: Clin. Cancer Res., 4, 241 (1993)
• Comis, R., et al.: Oncologist, 10, 467 (1993)
• Ling, J., et al.: Drug Metab. Dispos., 34, 420 (1993)