T3D0035

36 T3D0035

1,2-Dibromoethane

1,2-Dibromoethane, also known as ethylene dibromide (EDB), is the organobromine compound with the chemical formula (CH2Br)2. Although trace amounts occur naturally in the ocean, where it is formed probably by algae and kelp, it is mainly synthetic. It is a colorless liquid with a sweet odor, detectable at 10 ppm, is a widely used and sometimes-controversial fumigant. The effects on people of breathing high levels are not known, but animal studies with short-term exposures to high levels caused depression and collapse, indicating effects on the brain. 106-93-4

7839

C2H4Br2

185.867980 Colorless liquid.

9.9°C

3.91 mg/mL at 25 °C [HORVATH,AL et al. (1999)]

Oral (L120) ; inhalation (L120) ; dermal (L120)

The metabolite 2-bromoacetaldehyde produces liver damage by binding to cellular proteins. S-(2-bromoethyl)glutathione, another metabolite, exerts genotoxic and carcinogenic effects by binding to DNA. Antispermatogenic effects of 1,2-dibromoethanes metabolites may be caused by their covalent binding to thiol groups of nucleoproteins in nuclei of spermatozoa. Such adduct formation interferes with DNA, causing improper packing of the chromatin. (L120)

1,2-Dibromoethane is rapidly absorbed by ingestion, inhalation, and dermal routes, then distributed mainly to the kidneys, liver, and spleen. It can be metabolized by either the cytochrome P-450 system or the glutathione S-transferase system. Many of the metabolites are toxic, and include 2-bromoacetaldehyde and S-(2-bromoethyl)glutathione. These metabolites may be further broken down and excreted in the urine. (L120) LD50: 108 mg/kg (Oral, Rat) (T14) LD50: 300 mg/kg (Dermal, Rat) (T14) LD50: 220 mg/kg (Intraperitoneal, Mouse) (T14) LC50: 14 300 mg/m3 over 30 minutes (Inhalation, Rat) (T14) 2A, probably carcinogenic to humans. (L135)

1,2-Dibromoethane was once widely used as an additive in leaded gasoline and a pesticide, however, today it's use is restricted to only certain pesticides (treatment of logs for termites and beetles, control of moths in beehives) and dye preparations. (L120)

Long term exposure can result in liver, kidney, and reproductive system damage. 1,2-Dibromoethane is also known to have adverse effects on the brain. (L120)

Redness and inflammation, including skin blisters and mouth and stomach ulcers, can occur if large amounts of 1,2-dibromoethane are swallowed. Breathing high levels may cause depression and collapse. (L120)

2009-03-06T18:57:57Z

2014-12-24T20:20:56Z

Glutathione S-transferase P (P09211) Glutathione S-transferase Mu 1 (P09488) Glutathione S-transferase A1 (P08263) Glutathione S-transferase theta-2 (P30712) Glutathione S-transferase Mu 4 (Q03013) Glutathione S-transferase theta-1 (P30711) Glutathione S-transferase A4 (O15217) Glutathione S-transferase A2 (P09210) Glutathione S-transferase A3 (Q16772) Glutathione S-transferase Mu 3 (P21266) Glutathione S-transferase omega-1 (P78417) Glutathione S-transferase kappa 1 (Q9Y2Q3) Glutathione S-transferase Mu 2 (P28161) Glutathione S-transferase omega-2 (Q9H4Y5) Glutathione S-transferase A5 (Q7RTV2) Glutathione S-transferase Mu 5 (P46439) Glutathione S-transferase theta-4 (A8MPT4) Maleylacetoacetate isomerase (O43708) Microsomal glutathione S-transferase 1 (P10620) Microsomal glutathione S-transferase 2 (Q99735) Microsomal glutathione S-transferase 3 (O14880) Cytochrome P450 2E1 (P05181) (L120)

C11088

28534

CPD-8985

D015946

1,2-Dibromoethane

418

true

BrCCBr

C2H4Br2

InChI=1S/C2H4Br2/c3-1-2-4/h1-2H2

InChIKey=PAAZPARNPHGIKF-UHFFFAOYSA-N

187.861

185.867975422

Exogenous Liquid

HMDB60334

CHEMBL452370

7551