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1,3,6-Trichlorodibenzo-P-dioxin

HCID 93470
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Grundinformationen

CAS
82291-33-6
Standard-SMILES
Clc1cc(Cl)c2c(c1)Oc1c(Cl)cccc1O2
InChIKey
LNPVMVSAUXUGHH-UHFFFAOYSA-N
Summenformel
C12H5Cl3O2
Durchschnittliche Molmasse
287,5 g/mol
Monoisotopische Masse
285,935512

Überblick

1,3,6-Trichlorodibenzo-p-dioxin is one of 75 chlorinated dibenzo-p-dioxin (CDD) congeners. CDDs are a class of manufactured chemicals that consist of dioxin skeletel structures with chlorine substituents. They are also persistent organic pollutants (POPs), thus their production is regulated in most areas. Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)

Namen und Bezeichner

Bevorzugter Name
1,3,6-Trichlorodibenzo-P-dioxin
IUPAC
1,3,6-trichlorodibenzo-p-dioxin

Namen und Synonyme

1,3,6-trichlorodibenzo-p-dioxin1,3,6-Trichlorooxanthrene82291-33-6Dibenzo-p-dioxin, 1,3,6-trichloroT1ZY8ZX1C8PCDD 19Dibenzo(b,e)(1,4)dioxin, 1,3,6-trichloro-DTXSID70231667RefChem:412777DTXCID00154158809-608-8UNII-T1ZY8ZX1C8
Weitere Namen anzeigen
LNPVMVSAUXUGHH-UHFFFAOYSA-NNS00123229Q27289556

Datenbank-Bezeichner

CAS
82291-33-6
PubChem CID
93470
DTXSID
DTXSID70231667
UNII
T1ZY8ZX1C8
EC Number
809-608-8
Nikkaji
J460.772D

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,7
Polarare Oberfläche (TPSA)
18,5 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
2
Frei drehbare Bindungen
0
Schwere Atome
17
Formalladung
0
Komplexität
289

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 2 (100%)

Sicherheit und Schutzausrüstung

Minimum Risk LevelAcute Oral: 0.0002 ug/kg/day (L134) Intermediate Oral: 0.00002 ug/kg/day (L134) Chronic Oral: 0.000001 ug/kg/day (L134)

Toxikologische Informationen

TreatmentTreatment of CDD exposure may include washing the area of contact, GI decontamination, administering an IV, or forced alkaline diuresis. (L346)
Health Effects · 1 Eintrag

Exposure to large amounts of CDDs causes chloracne, a severe skin disease with acne-like lesions that occur mainly on the face and upper body. CDDs may also cause liver damage and induce long-term alterations in glucose metabolism and subtle changes in hormonal levels. In addition, studies have shown that CDDs may disrupt the endocrine system and weaken the immune system, as well as cause reproductive damage and birth defects, central and peripheral nervous system pathology, thyroid disorders, endometriosis, and diabetes. (L177, L178)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

CDDs are absorbed through oral, inhalation, and dermal routes of exposure. CDDs are carried in the plasma by serum lipids and lipoproteins, distributing mainly to the liver and adipose tissue. CDDs are very slowly metabolized by the microsomal monooxygenase system to polar metabolites that can undergo conjugation with glucuronic acid and glutathione. They may increase the rate of their own metabolism by inducing both phase I and phase II enzymes. The major routes of excretion of CDDs are the bile and the faeces, though smaller amounts are excreted in the urine and via lactation. (L177)

Verwendung und Herstellung

Uses · 1 Eintrag

Dioxins occur as by-products from the manufacture of organochlorides, the bleaching of paper, chlorination by waste and drinking water treatment plants, municipal solid waste and industrial incinerators, and natural sources such as volcanoes and forest fires. (L177, L178)

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Exposure Routes
Oral (L177) ; inhalation(L177) ; dermal (L177)
Toxicity Summary · 1 Eintrag

CDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the trascription of certain genes. The affinity for the Ah receptor depends on the structure of the specific CDD. The change in gene expression may result from the direct interaction of the Ah receptor and its heterodimer-forming partner, the aryl hydrocarbon receptor nuclear translocator, with gene regulatory elements or the initiation of a phosphorylation/dephosphorylation cascade that subsequently activates other transcription factors. The affected genes include several oncogenes, growth factors, receptors, hormones, and drug-metabolizing enzymes. The change in transcription/translation of these genes is believed to be the cause of most of the toxic effects of CDDs. (L177)

Signs and SymptomsIn addition to chloracne, CDD exposure causes skin rashes, discoloration, and excessive body hair. (L177)
Carcinogen Classification3, not classifiable as to its carcinogenicity to humans. (L135)