4-Hydroxy-TEMPO
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4-Hydroxy-TEMPO
| 4-Hydroxy-TEMPO | |
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1-λ1-Oxidanyl-2,2,6,6-tetramethylpiperidin-4-ol |
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Other names
Tempol; Tanol; TMPN; 4-Oxypiperidol; Nitroxyl 2; HyTEMPO |
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| Identifiers | |
| CAS number | 2226-96-2  |
| PubChem | 137994 |
| ChemSpider | 121639 |
| ChEMBL | CHEMBL607023 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C9H18NO2 |
| Molar mass | 172.24 g/mol |
| Appearance | orange crystals |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
4-Hydroxy-TEMPO or TEMPOL, formally 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl, is a heterocyclic compound. Like the related TEMPO, it is used as a catalyst and chemical oxidant.
Pharmaceutical Applications
Likely at least partially due to its superoxide dismutase activity, TEMPOL shows radioprotective, life-prolonging properties in animal models, suggesting its potential usefulness for treatment of human diseases.[1] It is currently being studied in human subjects for prevention of radiation-induced alopecia.[2]
This nitroxide antioxidant or its derivatives are also undergoing prospective clinical studies in several clinical conditions. In addition to radioprotection, these include high blood pressure[3][4] and macular degeneration[5]. A published patent[6] claims other clinical uses for TEMPOL and related compounds. These include treatment of fibrocystic disease of breast, menstrual cramps and their associated symptoms, migraine, hemorrhoids, neuropathic pain, cyclic vomiting syndrome, and peridontitis. The patent also claims treatment of the symptoms of influenza, herpes zoster and herpes simplex.
References
- ^ Wilcox, CS. (May 2010). "Effects of tempol and redox-cycling nitroxides in models of oxidative stress". Pharmacol Ther 126 (2): 119–45. doi:10.1016/j.pharmthera.2010.01.003. PMC 2854323. PMID 20153367. //www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2854323.
- ^ Metz, JM.; Smith, D.; Mick, R.; Lustig, R.; Mitchell, J.; Cherakuri, M.; Glatstein, E.; Hahn, SM. (Oct 2004). "A phase I study of topical Tempol for the prevention of alopecia induced by whole brain radiotherapy". Clin Cancer Res 10 (19): 6411–7. doi:10.1158/1078-0432.CCR-04-0658. PMID 15475427.
- ^ Wilcox C S, Pearlman A. Chemistry and antihypertensive effects of tempol and other nitroxides. Pharmacol Rev. 2008 December; 60(4):418-69.
- ^ Simonsen U, Christensen F H, Buus N H. The effect of tempol on endothelium-dependent vasodilatation and blood pressure. Pharmacol Ther. 2009 May; 122(2):109-24.
- ^ "Othera Pharmaceuticals Reports Preserved Visual Function in Clinical Trial of OT-551 Eye Drop Treatment for Advanced Dry AMD"[1]
- ^ "Nitrone, Nitroso, and Nitroxide Spintraps and Spin Labels and Their Hydroxylamines"[2]
External links
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