CAS 27314-97-2

Tirapazamine

Description:

Tirapazamine, with the CAS number 27314-97-2, is a chemical compound that belongs to the class of benzotriazine derivatives. It is primarily known for its potential use as an anticancer agent, particularly in the treatment of hypoxic tumors, which are often resistant to conventional therapies. The compound exhibits a unique mechanism of action, whereby it is selectively activated in low-oxygen environments, leading to the generation of cytotoxic species that can induce cell death in tumor cells. Tirapazamine is characterized by its relatively low solubility in water, which can influence its bioavailability and therapeutic efficacy. Additionally, it has been studied for its ability to enhance the effects of radiation therapy, making it a subject of interest in combination treatment strategies. The compound's pharmacokinetics, including absorption, distribution, metabolism, and excretion, are critical for understanding its therapeutic potential and safety profile. Overall, tirapazamine represents a promising avenue in cancer treatment, particularly for tumors that exhibit hypoxic characteristics.

Formula: C₇H₆N₄O₂

InChI: InChI=1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)

InChI key: InChIKey=ORYDPOVDJJZGHQ-UHFFFAOYSA-N

SMILES: O=N=1C2=C(N(=O)=NC1N)C=CC=C2

Synonyms:

• (3E)-3-imino-1,2,4-benzotriazin-4(3H)-ol 1-oxide
• 1,2,4-Benzotriazin-3-Amine 1,4-Dioxide
• 1,2,4-Benzotriazine, 3-amino-, 1,4-dioxide
• Sml 0552
• Sr 259075
• Sr 4233
• Sr259075
• Tirapazamine
• Tirazone
• Win 59075
• 3-Amino-1,2,4-benzotriazine 1,4-dioxide

1,2,4-Benzotriazin-3-amine, 1,4-dioxide

CAS: 27314-97-2

Formula: C₇H₆N₄O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 178.1481

Ref: IN-DA01CBL3

Tirapazamine

CAS: 27314-97-2

Tirapazamine

Purity: ≥95%

Molecular weight: 178.15g/mol

Ref: 54-BUP15719

3-Aminobenzo[E][1,2,4]Triazine 1,4-Dioxide

CAS: 27314-97-2

3-Aminobenzo[E][1,2,4]Triazine 1,4-Dioxide

Purity: 98%

Molecular weight: 178.15g/mol

Ref: 54-OR1026488

3-Amino-1,2,4-benzotriazine-1,4-dioxide

CAS: 27314-97-2

Formula: C₇H₆N₄O₂

Purity: ≥ 98.0%

Color and Shape: Orange to dark orange or red powder

Molecular weight: 178.15

Ref: 7W-GK1897

Tirapazamine

CAS: 27314-97-2

Formula: C₇H₆N₄O₂

Purity: >98.0%(HPLC)

Color and Shape: Orange to Red powder to crystal

Molecular weight: 178.15

Ref: 3B-T3823

Tirapazamine

CAS: 27314-97-2

Tirapazamine (Win59075) triggers apoptosis in hypoxic cells by damaging DNA and enhances effects of radiation and cisplatin.

Formula: C₇H₆N₄O₂

Purity: 96.65% - 99.87%

Color and Shape: Orange-Red Crystalline Powder

Molecular weight: 178.15

Ref: TM-T4434

3-Amino-1,2,4-benzotriazine 1,4-Dioxide

Controlled Product

CAS: 27314-97-2

Applications 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)

Formula: C₇H₆N₄O₂

Color and Shape: Neat

Molecular weight: 178.15

Ref: TR-A593625