Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H13N3O2 |
Molecular Weight | 231.2505 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1C=C(N2CC2)C(=O)C(N3CC3)=C1N4CC4
InChI
InChIKey=PXSOHRWMIRDKMP-UHFFFAOYSA-N
InChI=1S/C12H13N3O2/c16-9-7-8(13-1-2-13)12(17)11(15-5-6-15)10(9)14-3-4-14/h7H,1-6H2
Molecular Formula | C12H13N3O2 |
Molecular Weight | 231.2505 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/11056078
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11056078
Triaziquone is a benzoquinone-containing alkylating agent. Triaziquone was shown to have activity in a variety of different animal tumors in vitro and in vivo and in human tumors. This agent presumably produces its antitumor effects by alkylation of cellular components, and has been shown to inhibit DNA and RNA synthesis. This agent is a substrate for both one and two-electron reducing agents and that the cytotoxic activity may result from protein alkylation and oxidative stress. Triaziquone was used clinically in the 1960s for the treatment of a number of cancers . It was used intravenously in the treatment of leukemias and lymphomas like chronic lymphocytic leukemia and Hodgkin's disease, and for ovarian cancer. The agent was also used as an ointment for basal cell skin cancers. Because of its toxicity to bone marrow and blood vessel walls it has been replaced by more effective agents and has not been used clinically for many years.
Approval Year
PubMed
Title | Date | PubMed |
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Evaluation of the co-mutagenicity of ethanol and delta 9-tetrahydrocannabinol with Trenimon. | 1992 Jan |
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Synthesis and antitumor evaluation of novel bis-triaziquone derivatives. | 2009 Jun 29 |
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Topical immunotherapy in alopecia areata. | 2010 Jan |
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A study on inhibition mechanism of breast cancer cells by bis-type triaziquone. | 2010 Jul 10 |
Substance Class |
Chemical
Created
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admin
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Edited
Fri Dec 15 18:59:55 GMT 2023
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Fri Dec 15 18:59:55 GMT 2023
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Record UNII |
F3D5D9P25I
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Record Status |
Validated (UNII)
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WHO-VATC |
QL01AC02
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C292
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L01AC02
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TRIAZIQUONE
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