1. 1,2 Dibromoethane
2. 1,2-dibromoethane
3. Bromide, Ethylene
4. Dibromide, Ethylene
5. Dibromides, Ethylene
6. Dowfume W 85
7. Dowfume W85
8. Ethylene Bromide
9. Ethylene Dibromides
10. Sym Dibromoethane
11. Sym-dibromoethane
1. 1,2-dibromoethane
2. 106-93-4
3. Ethylene Bromide
4. Sym-dibromoethane
5. Ethane, 1,2-dibromo-
6. Alpha,beta-dibromoethane
7. Bromuro Di Etile
8. Aadibroom
9. Bromofume
10. Celmide
11. Edabrom
12. Kopfume
13. Sanhyuum
14. Soilbrom
15. Soilfume
16. Unifume
17. 1,2-dibromaethan
18. Nefis
19. 1,2-dibroomethaan
20. 1,2-ethylene Dibromide
21. Dibromure D'ethylene
22. Iscobrome D
23. Fumo-gas
24. Glycol Dibromide
25. Dowfume Edb
26. Soilbrom-90ec
27. Soilbrom-40
28. Soilbrom-85
29. Soilbrom-90
30. Aethylenbromid
31. Dwubromoetan
32. Dowfume 40
33. Dowfume W-8
34. Pestmaster Edb-85
35. Alpha,omega-dibromoethane
36. Soilbrom-100
37. Dowfume W-90
38. Dowfume W-100
39. E-d-bee
40. 1,2-dibromoetano
41. Rcra Waste Number U067
42. 1,2-dibromomethane
43. Dowfume W-85
44. Caswell No. 439
45. Dwubromoetan [polish]
46. Aethylenbromid [german]
47. Edb-85
48. 1,2 Dibromoethane
49. Nci-c00522
50. Bromuro Di Etile [italian]
51. 1,2-dibromaethan [german]
52. 1,2-dibroomethaan [dutch]
53. 1,2-dibromoetano [italian]
54. Ccris 295
55. Dibromure D'ethylene [french]
56. Ethylene Dibromide [bsi:iso]
57. Hsdb 536
58. Ent 15,349
59. Un 1605
60. 1,2dibromoethane
61. Dibromure D'ethylene [iso-french]
62. Einecs 203-444-5
63. Soilbrome-85
64. 1,2,dibromoethane
65. Epa Pesticide Chemical Code 042002
66. Brn 0605266
67. Dtxsid3020415
68. Chebi:28534
69. Ai3-15349
70. 1n41638rno
71. Dtxcid10415
72. Ethylene Dibromide [mi]
73. Ethylene Dibromide [iso]
74. Ethylene Dibromide [hsdb]
75. Ethylene Dibromide [iarc]
76. Glycol Bromide
77. Ec 203-444-5
78. 4-01-00-00158 (beilstein Handbook Reference)
79. Dwubromoetan (polish)
80. Aethylenbromid (german)
81. Bromuro Di Etile (italian)
82. 1,2-dibromaethan (german)
83. 1,2-dibroomethaan (dutch)
84. 1,2-dibromoetano (italian)
85. Dibromure D'ethylene (french)
86. Ethylene Dibromide (iarc)
87. Dibromure D'ethylene (iso-french)
88. Garden Dowfume
89. Sym Dibromoethane
90. Bromide, Ethylene
91. 1, 2-dibromoethane (ethylene Dibromide)
92. 1, 2-dibromoethane {ethylene Dibromide}
93. 1,2-dibromoethane(ethylene Bromide)
94. Soilbrome-90ec
95. Dowfume W 8
96. Dow-fume 40
97. Pesticide Code: 042002
98. 1,2-dibromoethane (osha)
99. Ethylene Dibromide (acgih:osha)
100. Nci-c005220
101. 203-444-5
102. Dibromide, Ethylene
103. Dibromoethylene
104. 1,2-dibromo-ethane
105. Edb
106. Mfcd00000233
107. .alpha.,.beta.-dibromoethane
108. Dibromoethane-d4
109. Dbe
110. 1,2-dibromoethane (1,2-13c2)
111. Cas-106-93-4
112. Dowfume W85
113. Un1605
114. Rcra Waste No. U067
115. C2h4br2
116. Ethylenebromide
117. Unii-1n41638rno
118. Ethylenedibromide
119. 1,2-dibromethane
120. 1.2-dibromoethane
121. 1,2,-dibromethane
122. 1, 2-dibromoethane
123. 1,2 Dibromo Ethane
124. 1,2-dibromo Ethane
125. Brch2ch2br
126. Ch2brch2br
127. 1,2,-dibromo Ethane
128. Br(ch2)2br
129. Schembl1698
130. 1,2-dibromoethane, 98%
131. Bidd:er0281
132. .alpha.,.omega.-dibromoethane
133. Chembl452370
134. 1,2-dibromoethane, >=99%
135. Bcp27504
136. Xaa58163
137. Tox21_201427
138. Tox21_302879
139. Stl163551
140. Akos000118755
141. Ncgc00091279-01
142. Ncgc00091279-02
143. Ncgc00091279-03
144. Ncgc00256607-01
145. Ncgc00258978-01
146. Bp-13439
147. Ethylene Dibromide [un1605] [poison]
148. Db-002363
149. D0180
150. Ns00002962
151. 1,2-dibromoethane 100 Microg/ml In Methanol
152. 1,2-dibromoethane, Purum, >=98.0% (gc)
153. En300-19277
154. 1,2-dibromoethane 1000 Microg/ml In Methanol
155. 1,2-dibromoethane 5000 Microg/ml In Methanol
156. Q161471
157. 1,2-dibromoethane, Pestanal(r), Analytical Standard
158. F0001-0129
| Molecular Weight | 187.86 g/mol |
|---|---|
| Molecular Formula | C2H4Br2 |
| XLogP3 | 2 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 0 |
| Rotatable Bond Count | 1 |
| Exact Mass | Da |
| Monoisotopic Mass | Da |
| Topological Polar Surface Area | 0 |
| Heavy Atom Count | 4 |
| Formal Charge | 0 |
| Complexity | 6 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| Covalently Bonded Unit Count | 1 |
/Ethylene dibromide is/ ... readily & rapidly absorbed from lung when breathed as vapor, GI tract when taken by mouth, or through skin when applied topically. ... Distribution of bromide in the tissues /reported/. ...
Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963., p. 1287
After ip admin of (14)C-ethylene dibromide to guinea pigs (30 mg/kg), greatest concn of (14)C was found in those tissues in which pathological changes ... reported (kidneys, liver & adrenals). 65% Of dose was excreted as metabolites in urine & 12% unchanged in expired air.
IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V15 202 (1977)
Twenty-four hr after ip admin of 40 mg/kg body wt (14)C-ethylene dibromide to mice, 40% was excreted as metabolites in the urine, and 15% ... accounted for in the body tissues, incl 6% in the blood. The highest activity per gram of tissue, excepting the blood, was found in the kidney and stomach (incl stomach contents).
IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V15 202 (1977)
After admin ip injections of (14)C-ethylene dibromide to rats and mice ... cmpd was widely distributed, with concn in liver, kidney, & small intestine. At 24 hr the liver and kidney contain irreversibly bound (14)C in RNA, DNA, and protein.
National Research Council. Drinking Water and Health. Volume 3. Washington, DC: National Academy Press, 1980., p. 98
For more Absorption, Distribution and Excretion (Complete) data for Ethylene dibromide (7 total), please visit the HSDB record page.
Ethylene dibromide (1,2-dibromoethane, EDB) is metabolized by two routes: a conjugative route catalyzed by glutathione S-transferases (GST) and an oxidative route catalyzed by cytochrome P450 (P450). The GST route is associated with carcinogenicity. An approach is presented to use human purified GST and P450 enzymes to explore the importance of these metabolic pathways for man in vivo. This strategy basically consists of four steps: (i) identification of the most important isoenzymes in vitro, (ii) scaling to rate per milligram cytosolic and microsomal protein, (iii) scaling to rate per gram liver, and (iv) incorporation of data in a physiologically based pharmacokinetic (PBPK) model. In the first step, several GST isoenzymes were shown to be active toward EDB and displayed pseudo-first-order kinetics, while the EDB oxidation was catalyzed by CYP2E1, 2A6, and 2B6, which all displayed saturable kinetics. In the second step, the predictions were in agreement with the measured activity in a batch of 21 human liver samples. In the third step, rat liver P450 and GST metabolism of EDB was predicted to be in the same range as human metabolism (expressed per gram). Interindividual differences in GST activity were modeled to determine "extreme cases." For the most active person, an approximately 1.5-fold increase of the amount of conjugative metabolites was predicted. Lastly, it was shown that the GST route, even at low concentrations, will always contribute significantly to total metabolism. In the fourth step, a PBPK model describing liver metabolism after inhalatory exposure to EDB was used. The saturation of the P450 route was predicted to occur faster in the rat than in man. The rat was predicted to have a higher turnover of EDB from both routes. Nevertheless, when all data are combined, it is crucial to recognize that the GST remains significantly active even at low EDB concentrations. The limitations and advantages of the presented strategy are discussed.
PMID:9073592 Ploemen JP et al; Toxicol Appl Pharmacol 143 (1): 56-69 (1997)
Urinary metabolites in rats and mice after oral administration of ethylene dibromide were identified as S-(2-hydroxyethyl)cysteine and N-acetyl-s-(2-hydroxyethyl)cysteine; N-acetyl-s-(2-hydroxyethyl)cysteine-s-oxide was also identified after ip admin of the chemical.
IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V15 202 (1977)
In vivo studies indicated that reaction /between EDB and glutathione/ occurs primarily in liver with formation of S-(beta-hydroxyethyl)glutathione, S-(beta-hydroxyethyl)glutathione sulfoxide and S,S1-bis(glutathione)ethylene. Later degradation occurs primarily in kidneys to yield S-(beta-hydroxyethyl) mercapturic acid and its sulfoxide.
Menzie, C.M. Metabolism of Pesticides, Update II. U.S. Department of the Interior, Fish Wildlife Service, Special Scientific Report - Wildlife No. 2l2. Washington, DC: U.S. Government Printing Office, 1978., p. 132
The metabolism of halogen-containing fumigants in mammals (and birds) ... reviewed. An explanation for efficient prodn of S-(2-hydroxyethyl)glutathione from ethylene dibromide prodn in liver prepn probably depends on ... reactivity of the product ... of the first displacement reaction, which is a 'sulfur mustard' derivative. The derived episulfonium ion is very reactive towards nucleophilic attack, hydrolysis yielding S-(2-hydroxyethyl)glutathione & reaction with another molecule of glutathione giving ... ethylene SS'-bisglutathione.
The Chemical Society. Foreign Compound Metabolism in Mammals Volume 3. London: The Chemical Society, 1975., p. 427
For more Metabolism/Metabolites (Complete) data for Ethylene dibromide (16 total), please visit the HSDB record page.
1_2-dibromoethane has known human metabolites that include 2-bromoacetaldehyde.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
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)
Whole body (animal studies): less than 72 hours; [TDR, p. 640]
TDR - Ryan RP, Terry CE, Leffingwell SS (eds). Toxicology Desk Reference: The Toxic Exposure and Medical Monitoring Index, 5th Ed. Washington DC: Taylor & Francis, 1999., p. 640
Approximate biologic half life of ethylene dibromide after iv injection in rats was less than 2 hr, and in chicks, less than 12 hr.
NIOSH; Criteria Document: Ethylene Dibromide p.23 (1977) DHEW Pub. NIOSH 77-221
Biological half life of (14)C-1,2-dibromoethane in mice was less than 48 hr.
NIOSH; Criteria Document: Ethylene Dibromide p.24 (1977) DHEW Pub. NIOSH 77-221
Biological half-life of (14)C-1,2-dibromoethane in guinea pigs was less than 48 hr.
NIOSH; Criteria Document: Ethylene Dibromide p.24 (1977) DHEW Pub. NIOSH Pub No. 77-221
