2-({4-[(3-ethynylphenyl)amino]-7-(2-methoxyethoxy)quinazolin-6-yl}oxy)ethyl acetate

• ChemBase ID: 166497
• Molecular Formular: C23H23N3O5
• Molecular Mass: 421.44582
• Monoisotopic Mass: 421.16377085
• SMILES: c1c(c(cc2c1c(ncn2)Nc1cc(ccc1)C#C)OCCOC)OCCOC(=O)C
• Canonical SMILES: COCCOc1cc2ncnc(c2cc1OCCOC(=O)C)Nc1cccc(c1)C#C
• InChI: InChI=1S/C23H23N3O5/c1-4-17-6-5-7-18(12-17)26-23-19-13-21(31-11-10-29-16(2)27)22(30-9-8-28-3)14-20(19)24-15-25-23/h1,5-7,12-15H,8-11H2,2-3H3,(H,24,25,26)
• InChIKey: XSMVZQAPXNUGBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({4-[(3-ethynylphenyl)amino]-7-(2-methoxyethoxy)quinazolin-6-yl}oxy)ethyl acetate
• IUPAC Traditional name: 2-({4-[(3-ethynylphenyl)amino]-7-(2-methoxyethoxy)quinazolin-6-yl}oxy)ethyl acetate
• Synonyms: 6-(2-Acetoxy-ethoxy)-4-(3-ethynyl-phenylamino)-7-(2-methoxy-ethoxy)quinazoline; 2-[[4-[(3-Ethynylphenyl)amino]-7-(2-methoxyethoxy)-6-quinazolinyl]oxy]ethanol 1-Acetate; 2-[[4-[(3-ethynylphenyl)amino]-7-(2-methoxyethoxy)-6-quinazolinyl]oxy]ethanol Acetate Ester; Desmethyl Erlotinib Acetate

Database IDs

• CAS Number: 183320-15-2
• PubChem SID: 162260630
• PubChem CID: 16045727

CALCULATED PROPERTIES

• Acid pKa: 16.14376
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 2.9496322
• LogD (pH = 7.4): 2.9983277
• Log P: 2.9989865
• Molar Refractivity: 112.1862 cm^3
• Polarizability: 45.052795 Å^3
• Polar Surface Area: 91.8 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 135-137°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292020

Desmethyl Erlotinib (E625000) derivative.

REFERENCES

• Hongkui, J., et al.: Cancer Res., 68, 4360 (2008)