4-{6-[(E)-2-{[3-(2H3)methylphenyl]methylidene}hydrazin-1-yl]-2-[2-(pyridin-2-yl)ethoxy]pyrimidin-4-yl}morpholine

• ChemBase ID: 160755
• Molecular Formular: C23H26N6O2
• Molecular Mass: 418.49154
• Monoisotopic Mass: 418.2117241
• SMILES: c1(nc(cc(n1)N/N=C/c1cc(ccc1)C)N1CCOCC1)OCCc1ccccn1
• Canonical SMILES: Cc1cccc(c1)/C=N/Nc1nc(OCCc2ccccn2)nc(c1)N1CCOCC1
• InChI: InChI=1S/C23H26N6O2/c1-18-5-4-6-19(15-18)17-25-28-21-16-22(29-10-13-30-14-11-29)27-23(26-21)31-12-8-20-7-2-3-9-24-20/h2-7,9,15-17H,8,10-14H2,1H3,(H,26,27,28)/b25-17+
• InChIKey: HSKAZIJJKRAJAV-KOEQRZSOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{6-[(E)-2-{[3-(^2H₃)methylphenyl]methylidene}hydrazin-1-yl]-2-[2-(pyridin-2-yl)ethoxy]pyrimidin-4-yl}morpholine
• IUPAC Traditional name: 4-{6-[(E)-2-{[3-(^2H₃)methylphenyl]methylidene}hydrazin-1-yl]-2-[2-(pyridin-2-yl)ethoxy]pyrimidin-4-yl}morpholine
• Synonyms: 5,7-Dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one-d5; 4',5,7-Trihydroxyflavone-d5; Pelargidenon 1449-d5; [3,6,8,3’,5’-d5]-Apigenin; Apigenin-d5 (Major)

Database IDs

• CAS Number: 263711-74-6
• PubChem SID: 162254890
• PubChem CID: 71313462

CALCULATED PROPERTIES

• Acid pKa: 13.480042
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): 4.5109687
• LogD (pH = 7.4): 4.7957983
• Log P: 4.8153825
• Molar Refractivity: 123.2574 cm^3
• Polarizability: 45.116917 Å^3
• Polar Surface Area: 84.76 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Ethanol (hot)
• Apperance: Pale Yellow Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A726502

The labelled aglucon of apiin and of apigenin-7-glucoside.

REFERENCES

• Chaumontet, C., et al.: Carcinogenesis, 15, 2325 (1994)
• Sato, F., et al.: Biochem. Biophys. Res. Commun., 204, 578 (1994)
• Kuo, M.L. et al.: Biochem. Biophys. Res. Commun., 212, 767 (1995)