1. Diethylene Glycol
1. Diethylene Glycol
2. 111-46-6
3. 2,2'-oxydiethanol
4. Diglycol
5. 2,2'-oxybisethanol
6. 2-(2-hydroxyethoxy)ethanol
7. Bis(2-hydroxyethyl) Ether
8. Diethylenglykol
9. Ethanol, 2,2'-oxybis-
10. 2-hydroxyethyl Ether
11. Digol
12. Glycol Ether
13. Digenos
14. Dicol
15. Brecolane Ndg
16. Deactivator E
17. Dissolvant Apv
18. Ethylene Diglycol
19. 2,2'-oxyethanol
20. Diethyleneglycol
21. 1,5-dihydroxy-3-oxapentane
22. Tl4n
23. 3-oxapentane-1,5-diol
24. Dihydroxydiethyl Ether
25. 2,2'-0xydiethanol
26. Bis(beta-hydroxyethyl) Ether
27. 2,2'-dihydroxydiethyl Ether
28. 2-(2-hydroxyethoxy)ethan-1-ol
29. Ethanol, 2,2'-oxydi-
30. Beta,beta'-dihydroxydiethyl Ether
31. 2,2'-dihydroxyethyl Ether
32. 2,2'-oxybis(ethan-1-ol)
33. 3-oxapentamethylene-1,5-diol
34. Deg
35. Bis(2-hydroxyethyl)ether
36. Deactivator H
37. 3-oxa-1,5-pentanediol
38. Diethylene-glycol
39. Mfcd00002882
40. Nsc 36391
41. Carbowax 6000
42. 2,2'-oxybis[ethanol]
43. Diethylene Glycol (deg)
44. 2,2-di(hydroxyethyl) Ether
45. Bis(.beta.-hydroxyethyl) Ether
46. Dtxsid8020462
47. Chebi:46807
48. Ethanol, 2,2'-oxybis-, Homopolymer
49. Nsc-36391
50. .beta.,.beta.'-dihydroxydiethyl Ether
51. Dsstox_cid_462
52. 61br964293
53. Dsstox_rid_75605
54. Dsstox_gsid_20462
55. 105400-04-2
56. 149626-00-6
57. 31290-76-3
58. Caswell No. 338a
59. Diethylenglykol [czech]
60. 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane, 7,16-bis(1-oxodecyl)-
61. Cas-111-46-6
62. Chromate(2-), 2-5-(2,5-dichlorophenyl)azo-2-(hydroxy-.kappa.o)phenylmethyleneamino-.kappa.nbenzoato(
63. Hsdb 69
64. Ccris 2193
65. Einecs 203-872-2
66. Oh-peg2-oh
67. Epa Pesticide Chemical Code 338200
68. Brn 0969209
69. Diehyleneglycol
70. Diethyene Glycol
71. Ai3-08416
72. Lanogene C
73. Di-ethylene Glycol
74. Peg2000
75. Diethyl Ene Glycol
76. Unii-61br964293
77. 2-hydroxyethylether
78. 1ka
79. Ethanol,2'-oxydi-
80. Carbowax 4000
81. Ethanol,2'-oxybis-
82. Ethylene Oxide Polymer
83. Macrogol [ban:jan]
84. Glycol Hydroxyethyl Ether
85. 2, 2-oxybis[ethanol]
86. Diethylene Glycol, 99%
87. Bis-(2-hydroxyethyl)ether
88. Ec 203-872-2
89. Poly(oxy-1,2-ethanediyl)
90. Schembl1462
91. Ho(ch2ch2o)2h
92. Wln: Q2o2q
93. 4-01-00-02390 (beilstein Handbook Reference)
94. Mls001055330
95. Bidd:er0301
96. Diethylene Glycol Ether
97. Glycol, Polyethylene (200)
98. Glycol, Polyethylene (400)
99. Glycol, Polyethylene (600)
100. Diethylene Glycol [mi]
101. 2-(2-hydroxy-ethoxy)-ethanol
102. Diethylene Glycol Reagent Grade
103. Chembl1235226
104. Diethylene Glycol [hsdb]
105. Diethylene Glycol [inci]
106. Ho(ch2)2o(ch2)2oh
107. 2-(2-hydroxyethoxyl)ethan-1-ol
108. Peg4000
109. Peg6000
110. Diethylene Glycol, Lr, >=99%
111. Hms2270g18
112. 2,2-oxydi(ethan-1-ol)
113. Diethylene Glycol [usp-rs]
114. Nsc32855
115. Nsc32856
116. Nsc35744
117. Nsc35745
118. Nsc35746
119. Nsc36391
120. Peg35000
121. Zinc1668756
122. Tox21_201616
123. Tox21_300064
124. .beta.,.beta.'-dihydroxyethyl Ether
125. Nsc-32855
126. Nsc-32856
127. Nsc-35744
128. Nsc-35745
129. Nsc-35746
130. Stl280303
131. Diethylene Glycol, Analytical Standard
132. Akos000120101
133. Fs-3891
134. Peg 10,000
135. Peg 20,000
136. Ncgc00090703-01
137. Ncgc00090703-02
138. Ncgc00090703-03
139. Ncgc00253996-01
140. Ncgc00259165-01
141. 2,2'-oxydiethanol, 2-hydroxyethyl Ether
142. Bp-20527
143. Bp-22990
144. Bp-23304
145. Bp-25804
146. Bp-25805
147. Bp-31029
148. Bp-31030
149. Diethylene Glycol, Reagentplus(r), 99%
150. Glycerol Impurity A [ep Impurity]
151. Smr000112132
152. Db-092325
153. Diethyleneglycol 100 Microg/ml In Methanol
154. Cs-0014055
155. D0495
156. Ft-0624892
157. Diethylene Glycol, Bioultra, >=99.0% (gc)
158. Diethylene Glycol, Saj First Grade, >=98.0%
159. E83357
160. A802367
161. Diethylene Glycol, Vetec(tm) Reagent Grade, 98%
162. Q421902
163. J-002580
164. F1908-0125
165. 9bae4479-a6dd-4206-83c1-ab625ab87665
166. Diethylene Glycol, Puriss. P.a., >=99.0% (gc), Colorless
167. (cys(acm)2 Inverted Exclamation Mark Currency7)-a-cgrp (human)
168. Diethylene Glycol, United States Pharmacopeia (usp) Reference Standard
169. Propylene Glycol Related Compound Diethylene Glycol [usp Impurity]
170. 162662-01-3
171. 9002-90-8
| Molecular Weight | 106.12 g/mol |
|---|---|
| Molecular Formula | C4H10O3 |
| XLogP3 | -1.3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Exact Mass | 106.062994177 g/mol |
| Monoisotopic Mass | 106.062994177 g/mol |
| Topological Polar Surface Area | 49.7 Ų |
| Heavy Atom Count | 7 |
| Formal Charge | 0 |
| Complexity | 26.1 |
| 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 |
The lethal dose for human beings ranged from 0.014 to 0.170 mg diethylene glycol/kg bw.
PMID:15979833 Ferrari LA, Giannuzzi L; Forensic Sci Int 153 (1): 45-51 (2005). Comment in: Forensic Sci Int 155 (2-3): 233 (2005).
Single oral /lethal/ dose for humans is approximately 1 mL/kg.
Amdur, M.O., J. Doull, C.D. Klaasen (eds). Casarett and Doull's Toxicology. 4th ed. New York, NY: Pergamon Press, 1991., p. 704
Probable oral lethal dose (human) 0.5-5 g/kg; between 1 oz and 1 pint (or 1 lb) for 70 kg (150 lb) person.
Gosselin, R.E., H.C. Hodge, R.P. Smith, and M.N. Gleason. Clinical Toxicology of Commercial Products. 4th ed. Baltimore: Williams and Wilkins, 1976., p. II-119
Half-logarithmic plots of urinary 14C excretion rates versus time indicated zero-order elimination for the first 9 and 18 hr after oral doses of 5 and 10 mL of 14C-DEG/kg, respectively. 14C-DEG urinary elimination kinetics changed into first-order 6, 9, and 18 hr after oral doses of 1, 5, and 10 mL/kg, with a half-life of 3 hr. 2. ... The urinary concentrations of non-metabolized DEG and its metabolite, 2-hydroxyethoxyacetic acid (2-HEAA), determined by high-resolution nmr spectroscopy in the urine of rats doses with DEG were 61-68% and 16-31% dose, respectively. ... Oxidation of DEG ... in rats was accompanied by a change of urinary pH, reflecting metabolic acidosis.
PMID:2815837 Lenk W et al; Xenobiotica 19 (9): 961-79 (1989).
Oral doses of 1 and 5 mL/kg (14)C-diethylene glycol (DEG) given to rats were rapidly and almost completely absorbed, the invasion constants being 2.95/ hr and 4.24/ hr ... (14)C-DEG was rapidly distributed from the blood into the organs and tissues in the order kidneys > brain > spleen > liver > muscle > fat, i.e. the same order as the blood flow. The relative volume of distribution, app. VD, was determined at 298 mL, indicating distribution over the whole body. After oral doses of 1, 5, and 10 mL (14)C-DEG/kg 64, 87, and 91% of (14)C activity in rat blood disappeared in 12-16 hr with a half-life of 3.4 hr and the remaining 9, 5, and 4% with half-lives of 39 hr, 45 hr, and 49 hr. A total of 73-96% of (14)C activity in blood was excreted with the urine and 0.7-2.2% with the feces. From the cumulative urinary excretion kinetics half-lives of 6 hr were determined for doses of 1 and 5 mL/kg and 10 hr for the dose of 10 mL/kg. After doses of 5 mL/kg and 10 mL/kg (14)C-DEG semi-logarithmic plots of elimination rate versus time were constant for 5 and 9 hr, respectively, indicating that DEG accelerated its renal elimination by inducing osmotic diuresis. Thereafter urinary excretion followed first order kinetics with elimination half-lives of 3.6 hr. After oral doses of 5 ml/kg (14)C-DEG given to rats of 336 g body weight with an app. VD of 297 mL, the total clearance of (14)C activity was determined at 63 mL/hr, and the renal clearance of unmetabolized DEG was 66 mL/hr. The ratio of ClDEG to Cl (inulin) = 0.64 indicated that DEG and its metabolite 2-hydroxyethoxyacetate (2-HEAA) were reabsorbed from the tubuli into the blood capillaries.
PMID:8135655 Heilmair R et al; Arch Toxicol 67 (10): 655-66 (1993).
In metabolism studies with the dog ... a large portion of the diethylene glycol administered was excreted in the urine unchanged.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V7:16
... Diethylene glycol may be absorbed through the skin especially upon essentially continuous contact ... .
Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 3836
Like /ethylene glycol/, diethylene glycol is well absorbed in the GI tract, distributed throughout total body water and organs on the basis of blood flow ...
Klaassen, C.D. (ed). Casarett and Doull's Toxicology. The Basic Science of Poisons. 7th ed. New York, NY: McGraw-Hill, 2008., p. 1019
Diethylene glycol is metabolized in the liver by two consecutive oxidized form of nicotinamide adenine dinucleotide-dependent reactions. First, diethylene glycol is metabolized by ADH to (2-hydroxyethoxy)acetaldehyde, which is then rapidly metabolized by aldehyde dehydrogenase to (2-hydroxyethoxy)acetate.
Dart, R.C. (ed). Medical Toxicology. Third Edition, Lippincott Williams & Wilkins. Philadelphia, PA. 2004., p. 1232
... /Diethylene glycol (DEG) is/ initially metabolized by /alcohol dehydrogenase/ and subsequently by /aldehyde dehydrogenase/. The ether linkage of DEG is not cleaved and no appreciable amounts of EG or EG metabolites are formed from DEG, although small amounts of /oxalic acid/ have occasionally been reported ...
Klaassen, C.D. (ed). Casarett and Doull's Toxicology. The Basic Science of Poisons. 7th ed. New York, NY: McGraw-Hill, 2008., p. 1019
... Based on studies in rats and dogs, unchanged diethylene glycol recovered in urine constitutes the majority of oral doses, with a single urinary metabolite, (2-hydroxyethoxy) acetic acid, accounting for most of the remainder .
Klaassen, C.D. (ed). Casarett and Doull's Toxicology. The Basic Science of Poisons. 7th ed. New York, NY: McGraw-Hill, 2008., p. 1019
Although the metabolism of diethylene glycol is not known, the presence of calcium oxalate crystals in the kidneys and urine of treated rats suggests that the metabolic pathway follows that of monoethylene glycerol, ie, to glycoaldehyde, which is further metabolized glycolate and then to oxalate, carbon dioxide, glycerine and serine.
European Chemicals Bureau; IUCLID Dataset, 2,2'-Oxidiethanol (111-46-6) (2000 CD-ROM edition). Available from the database query page, as of June 16, 2009: https://esis.jrc.ec.europa.eu/
14C-Diethylene glycol (DEG), administered orally to rats at 1, 5, and 10 ml/kg, gave elimination half-lives of 6, 6, and 10 hr, respectively, from urinary excretion data.
PMID:2815837 Lenk W et al; Xenobiotica 19 (9): 961-79 (1989).
Oral doses of 1 and 5 mL/kg 14C-diethylene glycol (DEG) /were/ given to rats. ... Half-lives of 6 hr were determined for doses of 1 and 5 mL/kg and 10 hr for the dose of 10 mL/kg.
PMID:8135655 Heilmair R et al; Arch Toxicol 67 (10): 655-66 (1993).
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