| 2,3,7,8-Tetrachlorodibenzodioxin | |
|---|---|
 |
|
 |
|
| IUPAC name |
2,3,7,8-Tetrachlorooxanthrene
|
| Other names | Tetradioxin; Tetrachlorodibenzodioxin; Tetrachlorodibenzo-p-dioxin |
| Identifiers | |
| Abbreviations | TCDD; TCDBD |
| CAS number | 1746-01-6  |
| PubChem | 15625 |
| SMILES |
C1=C2C(=CC(=C1Cl)Cl)OC3=CC(=C(C=C3O2)Cl)Cl
|
| Properties | |
| Molecular formula | C12H4Cl4O2 |
| Molar mass | 321.97 g/mol |
| Density | 1,8 g cm−3 |
| Melting point |
305 °C, 578 K, 581 °F |
| log P | 6,8 |
| Vapor pressure | 1,5 × 10−9 mm Hg |
| Pharmacology | |
| Elimination half-life |
1,5 year (dry) decades (wet) |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
2,3,7,8-Tetrachlorodibenzodioxin (TCDD) is a polychlorinated dibenzodioxin (dioxin). It is the most potent compound of the series and became known as a contaminant in Agent Orange, an herbicide used in the Vietnam War.[1]
Mechanism of action
It is not considered to be directly genotoxic, but potentially causing indirect DNA damage through induction or activation of other DNA damaging compounds in the body. Other mechanisms include oxidative stress and endocrine disruption.[2] The endocrine disrupting activities seem to be dependent on life stage, being anti-estrogenic when estrogen is present (or in high concentration) in the body, and estrogenic in the absence of estrogen.[2]
Viktor Yushchenko poisoning controversy
It was detected and treated in Viktor Yushchenko after he presented with severe poisoning in 2004. TCDD levels in his blood serum were 50,000-fold greater than those in the general population.[3]
References
- ^ Schecter A, Birnbaum L, Ryan JJ, Constable JD (2006). "Dioxins: an overview". Environ. Res. 101 (3): 419–28. doi:. PMID 16445906.
- ^ a b Cancer incidence in the population exposed to dioxin after the "Seveso accident": twenty years of follow-up. Angela Cecilia Pesatori, Dario Consonni, Maurizia Rubagotti, Paolo Grillo and Pier Alberto Bertazz Environmental Health 2009, 8:39 doi:10.1186/1476-069X-8-39. Published: 15 September 2009
- ^ Sorg, O.; Zennegg, M.; Schmid, P.; Fedosyuk; Valikhnovskyi, R.; Gaide, O.; Kniazevych, V.; Saurat, J.-H. (2009). "2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) poisoning in Victor Yushchenko: identification and measurement of TCDD metabolites". The Lancet 374 (9696): 1179-1185. doi:.
 |
This article about an organic halide is a stub. You can help Wikipedia by expanding it. |
This entry is from Wikipedia, the leading user-contributed encyclopedia. It may not have been reviewed by professional editors (see full disclaimer)
