5-[bis(2H3)methyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide

• ChemBase ID: 165347
• Molecular Formular: C6H10N6O
• Molecular Mass: 182.1832
• Monoisotopic Mass: 182.09160897
• SMILES: c1(nc[nH]c1/N=N/N(C)C)C(=O)N
• Canonical SMILES: CN(/N=N/c1[nH]cnc1C(=O)N)C
• InChI: InChI=1S/C6H10N6O/c1-12(2)11-10-6-4(5(7)13)8-3-9-6/h3H,1-2H3,(H2,7,13)(H,8,9)
• InChIKey: FDKXTQMXEQVLRF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[bis(^2H₃)methyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide
• IUPAC Traditional name: 5-[bis(^2H₃)methyltriaz-1-en-1-yl]-1H-imidazole-4-carboxamide
• Synonyms: 5-[3,3-Di-(methyl-d3)-1-triazenyl]imidazole-4-carboxamide; DTIC-d6; DIC-d6; NSC-45388-d6; Dacatic-d6; Deticene-d6; Dacarbazine-d6

Database IDs

• CAS Number: 1185241-28-4
• PubChem SID: 162259480
• PubChem CID: 45038763

CALCULATED PROPERTIES

• Acid pKa: 5.890213
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.5566359
• LogD (pH = 7.4): -1.3159575
• Log P: -0.42588896
• Molar Refractivity: 49.7106 cm^3
• Polarizability: 16.888039 Å^3
• Polar Surface Area: 99.73 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol (hot)
• Apperance: Pink Solid
• Melting Point: >185°C (dec)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D101402

Labelled Dacarbazine (D101400). Dacarbazine is used as an antineoplastic for treatment of malignant melanoma and sarcomas.

REFERENCES

• Shealy, et al.: Biochem. Pharmacol., 11, 674 (1962)
• Carter, et al.: Eur. J. Cancer, 8, 85 (1962)