3-methoxy-1H-pyrazolo[4,3-e][1,2,4]triazine

• ChemBase ID: 179773
• Molecular Formular: C5H5N5O
• Molecular Mass: 151.1261
• Monoisotopic Mass: 151.04940981
• SMILES: c12c(c(n[nH]1)OC)ncnn2
• Canonical SMILES: COc1n[nH]c2c1ncnn2
• InChI: InChI=1S/C5H5N5O/c1-11-5-3-4(9-10-5)8-7-2-6-3/h2H,1H3,(H,8,9,10)
• InChIKey: JZRGCUJFJFYJCX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methoxy-1H-pyrazolo[4,3-e][1,2,4]triazine
• IUPAC Traditional name: 3-methoxy-1H-pyrazolo[4,3-e][1,2,4]triazine
• Synonyms: Normethylpseudoiodinine; Norpseudoiodinin; Fluviol A

Database IDs

• CAS Number: 37526-53-7
• PubChem SID: 164235683
• PubChem CID: 5373216

CALCULATED PROPERTIES

• Acid pKa: 8.49261
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.41730496
• LogD (pH = 7.4): -0.4497607
• Log P: -0.416874
• Molar Refractivity: 38.958 cm^3
• Polarizability: 13.933207 Å^3
• Polar Surface Area: 76.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Mechanism of Action: Metabolically activated alkylator

Product Information

• Biological Source: Prod. by Pseudomonas fluorescens
• Application(s): Cytostatic

REFERENCES

• Korth, H., Arch. Microbiol., 1971, 77, 59
• Lindner, H.J. et al., Chem. Ber., 1972, 105, 1949-1955, (synth, cryst struct)
• Smirnov, V.V. et al., FEMS Microbiol. Lett., 1997, 153, 357-361, (isol)