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ペンタクロロジベンゾフラン

1,2,4,6,9-Pentachlorodibenzofuran

HCID 35332
ノート反応
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
30402-15-4
標準SMILES
Clc1cc(Cl)c2oc3c(Cl)ccc(Cl)c3c2c1Cl
InChIKey
QDQFGVXGPSYEJU-UHFFFAOYSA-N
分子式
C12H3Cl5O
平均分子量
340.4 g/mol
単同位体質量
337.862653

概要

Chlorinated dibenzofurans (CDFs) are a family of chemical that contain one to eight chlorine atoms attached to the carbon atoms of the parent chemical, dibenzofuran. The CDF family contains 135 individual compounds (known as congeners) with varying harmful health and environmental effects. Of these 135 compounds, those that contain chlorine atoms at the 2,3,7,8-positions of the parent dibenzofuran molecule are especially harmful. Other than for laboratory use of small amounts of CDFs for research and development purposes, these chemicals are not deliberately produced by industry. Most CDFs are produced in very small amounts as unwanted impurities of certain products and processes utilizing chlorinated compounds. Only a few of the 135 CDF compounds have been produced in large enough quantities so that their properties, such as color, smell, taste, and toxicity could be studied. (L952)

名称と識別子

優先名称
1,2,4,6,9-Pentachlorodibenzofuran
IUPAC
1,2,4,6,9-pentachlorodibenzofuran
現地名
ペンタクロロジベンゾフラン
英語名
Pentachlorodibenzofuran
分子式
C12H3Cl5O
分子量
340.42

名称と別名

1,2,4,6,9-PENTACHLORODIBENZOFURANS65QDK6KM270648-24-7RefChem:10520323,4,6,10,13-pentachloro-8-oxatricyclo(7.4.0.02,7)trideca-1(13),2,4,6,9,11-hexaenePENTACHLORODIBENZOFURAN30402-15-4Dibenzofuran, 1,2,4,6,9-pentachloroPentachlorodibenzofuransDibenzofuran, pentachloro-UNII-NL836FSQ8UUNII-S65QDK6KM2
名称をさらに表示
ペンタクロロジベンゾフラン
NL836FSQ8UPCDF 99SCHEMBL31696705DTXSID40865539QDQFGVXGPSYEJU-UHFFFAOYSA-NDibenzofuran, 1,2,4,6,9-pentachloro-1,2,4,6,9-Pentachlorodibenzo[b,d]furanNS00124626

データベース識別子

CAS
30402-15-4、70648-24-7
PubChem CID
35332
DTXSID
DTXSID40865539
UNII
S65QDK6KM2
Nikkaji
J401.080I

物性

構造計算による物性

XLogP
6.3
極性表面積
13.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
0
重原子数
18
形式電荷
0
複雑度
328

実験および物理化学的性質

LogP6.59

物理化学的性質

EPAの化学物質情報
Pentachlorodibenzofuran (30402-15-4)

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。

毒性情報

Health Effects · 1 件

CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)

Exposure RoutesInhalation (L952) ; dermal (L952) ; oral (L952)
Toxicity Summary · 1 件

Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.

Signs and SymptomsSkin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)
Carcinogen Classification3, not classifiable as to its carcinogenicity to humans. (L135)

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

No information on the metabolism of dibenzofuran in mammalian organisms was found in the available literature. The bacteria Sphingomonas, Brevibacterium, Terrabacter, and Staphylococcus auricularis degrade dibenzofuran to 2,2',3-trihydroxybiphenyl via dibenzofuran 4,4a-dioxygenase. (L952)

用途と製造

UsesCDFs are created from production of coal tar and during incineration. They are used as insecticides, in the production of PVC, and in industrial bleaching. (L952)

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