6,7-dichloro-3-hydroxy(2,3,10a-13C3)-1H,2H,3H,5H-imidazolidino[2,1-b]quinazolin-2-one

• ChemBase ID: 170114
• Molecular Formular: C10H7Cl2N3O2
• Molecular Mass: 275.06544451
• Monoisotopic Mass: 274.00159635
• SMILES: c1cc(c(c2c1N=[13C]1N(C2)[13CH]([13C](=O)N1)O)Cl)Cl
• Canonical SMILES: O=[13C]1N[13C]2=Nc3c(CN2[13CH]1O)c(Cl)c(cc3)Cl
• InChI: InChI=1S/C10H7Cl2N3O2/c11-5-1-2-6-4(7(5)12)3-15-9(17)8(16)14-10(15)13-6/h1-2,9,17H,3H2,(H,13,14,16)/i8+1,9+1,10+1
• InChIKey: KAXTUTDKZVOONF-SKMPNTIBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dichloro-3-hydroxy(2,3,10a-^1^3C₃)-1H,2H,3H,5H-imidazolidino[2,1-b]quinazolin-2-one
• IUPAC Traditional name: 6,7-dichloro-3-hydroxy(2,3,10a-^1^3C₃)-1H,3H,5H-imidazolidino[2,1-b]quinazolin-2-one
• Synonyms: 6,7-Dichloro-1,5-dihydro-3-hydroxyimidazo[2,1-b]quinazolin-2(3H)-one-13C3; BCH 24426-13C3; 3-Hydroxy Anagrelide-13C3

Database IDs

• PubChem SID: 164226024
• PubChem CID: 57369167

CALCULATED PROPERTIES

• Acid pKa: 11.369793
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.6550893
• LogD (pH = 7.4): 1.6551442
• Log P: 1.6551912
• Molar Refractivity: 64.449 cm^3
• Polarizability: 23.870443 Å^3
• Polar Surface Area: 64.93 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: Pale Yellow Solid
• Melting Point: >260°C (dec.)

Safety Information

• Storage Condition: -86°C Freezer

DETAILS

Toronto Research Chemicals - H798302

A major labelled metabolite of Anagrelide, an antithrombotic. This product is >80-90% by HPLC.

REFERENCES

• Fleming, J., et al.: Thromb. Res., 15, 373 (1979)
• Gillespie, E., et al.: Biochem. Pharmacol., 37, 2866 (1979)
• Mazur, E., et al.: Blood, 79, 1931 (1979)
• Wang, G., et al.: Br. J. Pharmacol., 146, 324 (1979)
• Wagstaff, A., et al.: Drugs, 66, 111 (1979)