N-(3-ethynylphenyl)-6,7-bis[2-(2H3)methoxyethoxy]quinazolin-4-amine hydrochloride

• ChemBase ID: 168165
• Molecular Formular: C22H24ClN3O4
• Molecular Mass: 429.89666
• Monoisotopic Mass: 429.14553394
• SMILES: c1(c(cc2c(c1)c(ncn2)Nc1cc(ccc1)C#C)OCCOC)OCCOC.Cl
• Canonical SMILES: COCCOc1cc2c(ncnc2cc1OCCOC)Nc1cccc(c1)C#C.Cl
• InChI: InChI=1S/C22H23N3O4.ClH/c1-4-16-6-5-7-17(12-16)25-22-18-13-20(28-10-8-26-2)21(29-11-9-27-3)14-19(18)23-15-24-22;/h1,5-7,12-15H,8-11H2,2-3H3,(H,23,24,25);1H
• InChIKey: GTTBEUCJPZQMDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(3-ethynylphenyl)-6,7-bis[2-(^2H₃)methoxyethoxy]quinazolin-4-amine hydrochloride
• IUPAC Traditional name: N-(3-ethynylphenyl)-6,7-bis[2-(^2H₃)methoxyethoxy]quinazolin-4-amine hydrochloride
• Synonyms: N-(3-Ethynylphenyl)-6,7-bis(2-methoxyethoxy-d3)-4-quinazolinamine Hydrochloride; 6,7-Bis(2-methoxyethoxy-d3)-4-(3-ethynylanilino)quinazoline Hydrochloride; [6,7-Bis(2-methoxyethoxy-d3)quinazolin-4-yl]-(3-ethynylphenyl)amine Hydrochloride; CP 358774-d3; OSI 774-d3; Tarceva-d3; Erlotinib-d6 Hydrochloride

Database IDs

• PubChem SID: 162262297
• PubChem CID: 46781490

CALCULATED PROPERTIES

• Acid pKa: 16.143808
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 3.1516304
• LogD (pH = 7.4): 3.2003288
• Log P: 3.2009876
• Molar Refractivity: 107.7859 cm^3
• Polarizability: 43.13458 Å^3
• Polar Surface Area: 74.73 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethanol; Methonal
• Apperance: Off-White Solid
• Melting Point: 207-210°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E625002

Labelled Erlotinib (E625000). Selective epidermal growth factor receptor (EGFR)-tyrosine kinase inhibitor. Antineoplastic.

REFERENCES

• Moyer, J.D., et al.: Cancer Res., 57, 4838 (1997)
• Hidalgo, M., et al.: J. Clin. Oncol., 19, 3267 (1997)
• Perez-Soler, R., et al.: J. Clin. Oncol., 22, 3238 (1997)
• Blackhall, F.H., et al.: Expert Opin. Pharmacother., 6, 995 (1997)