2-(2-amino-5,6-dichloro-3,4-dihydroquinazolin-3-yl)acetic acid

• ChemBase ID: 160001
• Molecular Formular: C10H9Cl2N3O2
• Molecular Mass: 274.10336
• Monoisotopic Mass: 273.0071819
• SMILES: c1c(c(c2c(c1)N=C(N(C2)CC(=O)O)N)Cl)Cl
• Canonical SMILES: OC(=O)CN1Cc2c(N=C1N)ccc(c2Cl)Cl
• InChI: InChI=1S/C10H9Cl2N3O2/c11-6-1-2-7-5(9(6)12)3-15(4-8(16)17)10(13)14-7/h1-2H,3-4H2,(H2,13,14)(H,16,17)
• InChIKey: LXLOZUWWCLJYGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-amino-5,6-dichloro-3,4-dihydroquinazolin-3-yl)acetic acid
• IUPAC Traditional name: (2-amino-5,6-dichloro-4H-quinazolin-3-yl)acetic acid
• Synonyms: Anagrelide Impurity B; 2-Amino-5,6-dichloro-3(4H)-quinazoline Acetic Acid (Anagrelide Impurity B)

Database IDs

• CAS Number: 1159977-03-3
• PubChem SID: 162254136
• PubChem CID: 46780247

CALCULATED PROPERTIES

• Acid pKa: 2.581736
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.7762879
• LogD (pH = 7.4): 0.77418643
• Log P: 0.7765153
• Molar Refractivity: 66.4505 cm^3
• Polarizability: 24.403357 Å^3
• Polar Surface Area: 78.92 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A604740

Anagrelide impurity B. Quinazolines derivatives are attractive targets because they form an important component of pharmacologically active compounds and are associated with a wide spectrum of biological activities ranging from anticonvulsant and antibact

REFERENCES

• Molamas, M.S., et al.: J. Med. Chem., 34, 1492 (1991)
• Brogden, R.N., et al.: Drugs, 47, 809 (1991)
• Brase, S., et al.: Bioorg. Med. Chem. Lett., 10, 2415 (1991)