8-Azaguanine
Names | |
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IUPAC names | |
Identifiers | |
134-58-7 | |
3D model (Jmol) | Interactive image |
ChEMBL | ChEMBL374107 |
ChemSpider | 8325 |
ECHA InfoCard | 100.004.681 |
PubChem | 8646 |
RTECS number | XZ6157000 |
UNII | Q150359I72 |
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Properties | |
C4H4N6O | |
Molar mass | 152.12 g·mol−1 |
Appearance | white to off-white crystalline powder[4] |
Density | 2.64 g/cm³ |
Melting point | > 300 °C (decomp.) |
Insoluble | |
Hazards | |
Flash point | 129.1 °C (264.4 °F; 402.2 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
8-Azaguanine is a purine analog with the chemical formula C4H4N6O. It has been widely studied for its biological activity.[5] It shows antineoplastic activity and has been used in the treatment of acute leukemia.[2]
Use in chemotherapy
The compound closely resembles guanine and appears to be competitive with it in the metabolism of living organisms.[6] It has been shown to cause retardation of some malignant neoplasms when administered to tumors in animals.[6] 8-Azaguanine was the first purine analogue discovered to inhibit experimental tumors in mice.[7]
Synonyms
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References
- ↑ "Azaguanine - Compound Summary (Descriptors)". National Center for Biotechnology Information. 27 March 2005. Retrieved 2009-03-03.
- 1 2 "8-azaguanine". Mondofacto. 12 December 1998. Retrieved 2009-03-03.
- 1 2 http://www.chemindustry.com/chemicals/747854.html Retrieved on 2009-03-03.
- ↑ "8-AZAGUANINE". ChemicalLAND21.com. Retrieved 2009-03-03.
- ↑ Tong, George L.; Lee, William W.; Goodman, Leon; Frederiksen, Sune (1965). "Synthesis of some 2′-deoxyribosides of 8-azaadenine". Archives of Biochemistry and Biophysics. University of California: Elsevier. 112 (1): 76. doi:10.1016/0003-9861(65)90012-3.
- 1 2 Colsky, J.; Meiselas, E.L.; Rosen, J.S.; Schulman, I. (1955). "Response of patients with leukemia to 8-azaguanine" (PDF). Blood. 10 (5): 482–92. PMID 14363328.
- ↑ Timmis, G.M.; Williams, Donald Charles (1967). "Chemotherapy of Cancer: the Antimetabolite Approach: The Antimetabolite Approach". University of Michigan: Butterworths: 36.
- ↑ http://www.chemcas.com/msds/cas/msds137/134-58-7.asp Retrieved on 2009-03-03.
- ↑ "Azaguanine - Compound Summary (Synonyms)". National Center for Biotechnology Information. 27 March 2005. Retrieved 2009-03-03.
External links
- Digital renderings of the molecule
- Some derivatives and similar molecules
- Web-based 3D viewer with the molecule
- "CAS: 134-58-7" on ChemCAS
- "Azaguanine" on the Merck Index
- "Azaguanine" (CID 8646) on PubChem
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