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1,2,3,6,7,9-ヘキサクロロジベンゾ[b,e][1,4]ジオキシン

1,2,3,6,7,9-Hexachlorodibenzo-p-dioxin

HCID 47367
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
58802-51-0
標準SMILES
Clc1cc2c(c(Cl)c1Cl)Oc1c(Cl)cc(Cl)c(Cl)c1O2
InChIKey
BQOHWGKNRKCEFT-UHFFFAOYSA-N
分子式
C12H2Cl6O2
平均分子量
390.9 g/mol
単同位体質量
387.818595

概要

1,2,3,6,7,9-Hexachlorodibenzo-p-dioxin is a chlorinated dibenzo-p-dioxin (CDD) isomer. CDDs are a class of manufactured chemicals that consist of dioxin skeletal 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)

名称と識別子

優先名称
1,2,3,6,7,9-Hexachlorodibenzo-p-dioxin
IUPAC
1,2,3,6,7,9-hexachlorodibenzo-p-dioxin
現地名
1,2,3,6,7,9-ヘキサクロロジベンゾ[b,e][1,4]ジオキシン
英語名
1,2,3,6,7,9-HEXACHLORODIBENZO-PARA-DIOXIN
分子式
C12H2Cl6O2
分子量
390.86

名称と別名

1,2,3,6,7,9-HEXACHLORODIBENZO-P-DIOXIN64461-98-91,2,3,6,7,9-HxCDD1,2,3,6,7,9-Hexachlorodibenzodioxin1,2,3,6,7,9-Hexachlorodibenzo-para-dioxinM2S20KFX8MDibenzo(b,e)(1,4)dioxin, 1,2,3,6,7,9-hexachloro-1,2,3,4,5,7-Hexachlorodibenzo-p-dioxin1,2,3,6,7,9-HEXACHLOROOXANTHRENEDTXSID3074074RefChem:1051941DTXCID0044313
名称をさらに表示
1,2,4,6,7,8-ヘキサクロロジベンゾ-p-ジオキシン1,2,3,6,7,9-ヘキサクロロジベンゾ[b,e][1,4]ジオキシン1,2,3,6,7,9-ヘキサクロロジベンゾ[1,4]ジオキシン1,2,3,6,7,9-ヘキサクロロジベンゾジオキシン1,2,3,6,7,9-ヘキサクロロジベンゾ-p-ジオキシン1,2,3,6,7,9-ヘキサクロロオキサントレン1,2,4,6,7,8-Hexachlorodibenzo-p-dioxin1,2,3,6,7,9-Hexachlorodibenzo[1,4]dioxinDibenzo[b,e][1,4]dioxin, 1,2,3,6,7,9-hexachloro-
Dibenzo-p-dioxin, 1,2,3,6,7,9-hexachloro-BRN 5119561UNII-M2S20KFX8MDibenzo-p-dioxin, 1,2,3,4,5,7-hexachloro-PCDD 68BQOHWGKNRKCEFT-UHFFFAOYSA-N1,2,4,6,7,8-Hexachlorodibenzodioxin58802-51-0

データベース識別子

CAS
58802-51-0、64461-98-9
PubChem CID
47367
DTXSID
DTXSID3074074
UNII
M2S20KFX8M
Nikkaji
J74.772F

物性

構造計算による物性

XLogP
6.9
極性表面積
18.5 Ų
水素結合供与体数
0
水素結合受容体数
2
回転可能結合数
0
重原子数
20
形式電荷
0
複雑度
372

実験および物理化学的性質

LogP7.59

物理化学的性質

融点
260.13 °C · 260.13°C (estimate)
沸点
475.35 °C · 475.35°C (rough estimate)
比重(密度)
1.835 · 1.8350 (estimate)
屈折率
1.671 · 1.6710 (estimate)
Henry's Law Constant
2.2 · 2.2×100 mol/(m3Pa) at 25℃, Wang and Wong (2002)
EPAの化学物質情報
1 · 1,2,3,6,7,9-Hexachlorodibenzo-p-dioxin (64461-98-9)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全と保護具

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)

毒性情報

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

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)

Exposure RoutesOral (L177) ; inhalation(L177) ; dermal (L177)
Toxicity Summary · 1 件

CDDs cause their toxic effects by binding to the aryl hydrocarbon receptor and subsequently altering the transcription 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)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

用途と製造

Uses · 1 件

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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