3-amino-1,2,4-benzotriazine-1,4-diium-1,4-bis(olate)

• ChemBase ID: 132186
• Molecular Formular: C7H6N4O2
• Molecular Mass: 178.14814
• Monoisotopic Mass: 178.04907545
• SMILES: c1ccc2c(c1)[n+](c(n[n+]2[O-])N)[O-]
• Canonical SMILES: Nc1n[n+]([O-])c2c([n+]1[O-])cccc2
• InChI: InChI=1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
• InChIKey: ORYDPOVDJJZGHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-1,2,4-benzotriazine-1,4-diium-1,4-bis(olate)
• IUPAC Traditional name: 3-amino-1,2,4-benzotriazine-1,4-diium-1,4-bis(olate)
• Synonyms: SR-4233; TPZ; 3-Amino-1,2,4-benzotriazine 1,4-dioxide; 1,2,4-Benzotriazin-3-amine 1,4-Dioxide; SR 259075; SR 4233; Tirapazamine; Tirazone; Win 59075; 3-Amino-1,2,4-benzotriazine 1,4-Dioxide; 3-氨基-1,2,4-苯并三嗪-1,4-二氧化物; 替拉扎明

Database IDs

• CAS Number: 27314-97-2
• MDL Number: MFCD00132954
• PubChem SID: 162226463
• PubChem CID: 33776

CALCULATED PROPERTIES

• Acid pKa: 12.206953
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.11451977
• LogD (pH = 7.4): -0.11452606
• Log P: -0.11451969
• Molar Refractivity: 57.7541 cm^3
• Polarizability: 17.296194 Å^3
• Polar Surface Area: 89.83 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Orange to Red Solid
• Melting Point: 200°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: DM0671500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

DETAILS

Sigma Aldrich - A9938

Biochem/physiol Actions
缺氧活化的抗肿瘤剂。

Toronto Research Chemicals - A593625

A bioreductive anticancer agent. Selectively toxic to cells under hypoxic conditions. An antineoplastic.

REFERENCES

• Brown, J.M.: Brit. J. Cancer, 67, 1163 (1993)
• Johnson, C.A., et al.: J. Clin. Oncol., 15, 773 (1997)