3-(2H3)methyl-4-oxo-3H,4H-imidazo[4,3-d][1,2,3,5]tetrazine-8-carboxamide

• ChemBase ID: 178136
• Molecular Formular: C6H6N6O2
• Molecular Mass: 194.15084
• Monoisotopic Mass: 194.05522346
• SMILES: c12n(c(=O)n(nn1)C)cnc2C(=O)N
• Canonical SMILES: NC(=O)c1ncn2c1nnn(c2=O)C
• InChI: InChI=1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)
• InChIKey: BPEGJWRSRHCHSN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(^2H₃)methyl-4-oxo-3H,4H-imidazo[4,3-d][1,2,3,5]tetrazine-8-carboxamide
• IUPAC Traditional name: 3-(^2H₃)methyl-4-oxoimidazo[4,3-d][1,2,3,5]tetrazine-8-carboxamide
• Synonyms: 3,4-Dihydro-3-(methyl-d3)-4-oxo-imidazo[5,1-d]-1,2,3,5-tetrazine-8-carboxamide; 3-(Methyl-d3)-4-oxo-8-imidazolo[5,1-d][1,2,3,5]tetrazinecarboxamide; Methazolastone-d3; NSC 362856-d3; Sch 52365-d3; Temodal-d3; Temodar-d3; Temozolomide-d3

Database IDs

• CAS Number: 208107-14-6
• PubChem SID: 164234046
• PubChem CID: 10488155

CALCULATED PROPERTIES

• Acid pKa: 10.51155
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.2825344
• LogD (pH = 7.4): -0.28223866
• Log P: -0.28253815
• Molar Refractivity: 47.8609 cm^3
• Polarizability: 16.08489 Å^3
• Polar Surface Area: 105.94 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: >177°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T017777

Labelled Temozolomide (T017775). Imidazotetrazine alkylating agent. An antineoplastic.

REFERENCES

• Newlands, E.S., et al.: Cancer Treat. Rev., 23, 35 (1997)
• Kim, C., et al.: J. Biol. Chem., 274, 1233 (1997)
• Hait, W., et al.: Cancer Res., 69, 1263 (1997)