2229 2-(Chloroacetyl)dibenzofuran 2-(Chloroacetyl)dibenzofuran is an exogenous organic compound with the formula C14H9ClO2 and an average molecular weight of 244.67 g/mol. It exists as a solid at room temperature. 2-(Chloroacetyl)dibenzofuran belongs to the dibenzofurans, a subclass of benzofurans within the organic compounds. This organoheterocyclic compound is associated with two protein targets: the transient receptor potential cation channel subfamily A member 1 (TRPA1) and the aryl hydrocarbon receptor (AHR). Binding to the aryl hydrocarbon receptor increases its ability to activate transcription in the XRE promoter region, which alters the expression of several genes. 13067-90-8 2757441 C14H9ClO2 Colorless crystals. Inhalation (L952) ; dermal (L952) ; oral (L952) 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. 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) No indication of carcinogenicity (not listed by IARC). (L135) CDFs 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) 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) Skin 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) 2009-06-24T20:57:58Z 2026-08-19T08:32:19Z 2-(Chloroacetyl)dibenzofuran true ClCC(=O)C1=CC=C2OC3=CC=CC=C3C2=C1 C14H9ClO2 InChI=1S/C14H9ClO2/c15-8-12(16)9-5-6-14-11(7-9)10-3-1-2-4-13(10)17-14/h1-7H,8H2 WRIMNMMGJFHYMN-UHFFFAOYSA-N 244.673 244.029107239 Exogenous Solid 4.4 2038201 CHEM001941 NS00126426 2-chloro-1-dibenzofuran-2-ylethanone 30.21 66.38280000000002 25.118227502151633 2 1 0 15.263600026620168 -3.7663283346196024 0 3 3.56 -4.30 1.22e-02 g/l Organic compounds Organoheterocyclic compounds Benzofurans Dibenzofurans 0 CED0157045 WRIMNMMGJFHYMN-UHFFFAOYSA-N 800000000000000000000000000000000000000000000000000000000000000000001000800000000000000000000000000000000000000000000000000000000000000000000020801001000000000000002000000000000000010000000000000000100000000000000000000000000000000000000000000000000000800004000084000020000000000100000000000400000000000000000000000000040000084000000000000000000000000000000000000000000000040000000800000000000000000010044000000000000200000000000000a00000000000000040000000000400000000000000000000000000000000 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 776t3gAAAAAQAAAAAwAAAAAAAAARAAAAEwAAAIABEQAgAAAAAQYAYAAAAAIC BgAoAAAAAwQIACgAAAADAgZAKAAAAAMEBkBoAAAAAwMBBkBoAAAAAwMBBkAo AAAAAwQIQCgAAAADAgZAKAAAAAMEBkBoAAAAAwMBBkBoAAAAAwMBBkBoAAAA AwMBBkBoAAAAAwMBBkAoAAAAAwQGQCgAAAADBAZAaAAAAAMDAQsAAQABAgAC AygCAgQgBAVoDAUGaAwGB2gMBwhoDAgJaAwJCmgMCgtoDAsMaAwMDWgMDQ5o DA4PaAwPEGgMEARoDA8HaAwOCWgMQgMAAAAGBBAPBwYFBQgHDw4JBgoLDA0O CRcEAAAAAAAAABY= 2026-09-19T04:00:25Z