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1. Methyl T-butyl Ether
2. Mtbe
3. Tert-butyl Methyl Ether
1. Tert-butyl Methyl Ether
2. 1634-04-4
3. Mtbe
4. 2-methoxy-2-methylpropane
5. Methyl T-butyl Ether
6. Propane, 2-methoxy-2-methyl-
7. T-butyl Methyl Ether
8. Methyl-tert-butyl Ether
9. Methyl-t-butyl Ether
10. 2-methyl-2-methoxypropane
11. Methyl Tertiary-butyl Ether
12. Tert-butylmethylether
13. Ether, Tert-butyl Methyl
14. Methyl 1,1-dimethylethyl Ether
15. Tert-butylmethyl Ether
16. Tert-c4h9och3
17. 1,1-dimethylethyl Methyl Ether
18. Methyl-tert-butylether
19. 2-methoxy-2-methyl-propane
20. Chebi:27642
21. Methyl-tert-butyl-ether
22. Methyl Tertiary Butyl Ether
23. 29i4yb3s89
24. Mfcd00008812
25. Tbme
26. Tert-buome
27. Methyl-t-butylether
28. T-butylmethyl Ether
29. Methyltertbutyl Ether
30. Tertbutylmethyl Ether
31. Ccris 7596
32. Hsdb 5847
33. Methyl Tert Butyl Ether
34. Einecs 216-653-1
35. Un2398
36. Tert-butyl Methyl Ether, For Hplc, >=99.8% (gc)
37. Brn 1730942
38. Driveron
39. Unii-29i4yb3s89
40. Meotbu
41. Tbuome
42. T-butylmethylether
43. Methylterbutyloxide
44. Tert-butyl Methyl Ether, Hplc Plus, For Hplc, Gc, And Residue Analysis, 99.9%
45. Methyltertbutylether
46. Tertbutylmethylether
47. Methyl T-butylether
48. Methylt-butyl Ether
49. T-buome
50. T-butyl Methylether
51. T-butyl-methylether
52. Tert-butylmethyether
53. Mtbe Acs Grade
54. Tert.butylmethylether
55. T-butyl Methyi Ether
56. T-butyl-methyl Ether
57. T-butyl-methyl-ether
58. Methyl Tert-butylether
59. Methyl Tertbutyl Ether
60. Methyl-tert.butylether
61. Methyl-tertbutyl Ether
62. Methyl-tertbutyl-ether
63. Methyltert-butyl Ether
64. Tert -butylmethylether
65. Tert Butylmethyl Ether
66. Tert-butyl-methylether
67. Tert. Butylmethylether
68. Tert.-butylmethylether
69. Tert.butyl-methylether
70. Tert.butylmethyl Ether
71. Tertbutyl Methyl Ether
72. Tertbutyl(methyl)ether
73. Tert-butyl Methylether
74. Methy Tert-butyl Ether
75. Methyl Ter-butyl Ether
76. Metyl Tert-butyl Ether
77. Ter-butyl Methyl Ether
78. Tert-buty Methyl Ether
79. Tert-buyl Methyl Ether
80. Methyl Tert.-butylether
81. Methyl Tert.butyl Ether
82. Methyl-tert Butyl Ether
83. Methyl-tert. Butylether
84. Methyl-tert.-butylether
85. Methyl-tert.butyl Ether
86. Mtbe-hp
87. Tert-butyl-methyl Ether
88. Tert-butyl-methyl-ether
89. Tert. Butyl-methylether
90. Tert.-butyl Methylether
91. Tert.-butyl-methylether
92. Tert.-butylmethyl Ether
93. Tert.butyl Methyl Ether
94. Tert Butyl Methyl Ether
95. Tert-butoxymethane
96. Methyl Tert.-butyl Ether
97. Methyl-tert. Butyl Ether
98. Tert. Butyl-methyl-ether
99. Tert.-butyl Methyl Ether
100. Tert.-butyl-methyl Ether
101. Tert.-butyl-methyl-ether
102. Dsstox_cid_833
103. Methyl-tertiarybutyl Ether
104. Tert. Butyl Methyl Ether
105. Tertiary Butylmethyl Ether
106. Methyl Tert.- Butyl Ether
107. Epitope Id:122671
108. Tertiary-butyl Methyl Ether
109. Ec 216-653-1
110. Tertiary Butyl Methyl Ether
111. Dsstox_rid_75817
112. Dsstox_gsid_20833
113. 4-01-00-01615 (beilstein Handbook Reference)
114. (ch3)3coch3
115. Methyl-tert-butyl Ether (mtbe)
116. Chembl1452799
117. Dtxsid3020833
118. (methyl)(tert-butyl)ether
119. Zinc967772
120. Amy11032
121. Tert-butylmethyl Ether, Hplc Grade
122. T-butyl Methyl Ether [inci]
123. Tox21_201184
124. Tert-butyl Methyl Ether, Hplc Grade
125. Methyl Tert-butyl Ether [mi]
126. Akos000121105
127. Methyl Tert-butyl Ether [iarc]
128. Tert-butyl Methyl Ether, Lr, >=99%
129. Un 2398
130. Tert-butylmethyl Ether [usp-rs]
131. Ncgc00091717-01
132. Ncgc00091717-02
133. Ncgc00258736-01
134. Tert-butyl Methyl Ether, P.a., 99.5%
135. Cas-1634-04-4
136. Methyl Tertiary Butyl Ether - High Purity
137. Tert-butyl Methyl Ether, Ar, >=99.5%
138. Db-030412
139. B0991
140. Tert-butyl Methyl Ether, Analytical Standard
141. Tert-butyl Methyl Ether, Anhydrous, 99.8%
142. Tert-butyl Methyl Ether, Pra Grade, >=99%
143. Tert-butyl Methyl Ether, Reagent Grade, 98%
144. Tert-butyl Methyl Ether, For Hplc, >=99.8%
145. Tert-butyl Methyl Ether, For Hplc, >=99.9%
146. Tert-butyl Methyl Ether, Reagent Grade, >=98%
147. Methyl-tert-butylether 100 Microg/ml In Methanol
148. Q412346
149. Tert-butyl Methyl Ether, Acs Reagent, >=99.0%
150. Tert-butylmethyl Ether 100 Microg/ml In Methanol
151. J-509782
152. Methyl Tert-butyl Ether 2000 Microg/ml In Methanol
153. Tert-butyl Methyl Ether, Puriss. P.a., >=99% (gc)
154. Methyl Tert-butyl Ether [un2398] [flammable Liquid]
155. Mtbe Acs Grade Trace Metal Grade, Stainless Steel Drum
156. Tert-butyl Methyl Ether, Hplc Grade, For Hplc, 99.8%
157. Tert-butyl Methyl Ether, Puriss. P.a., >=99.5% (gc)
158. Tert-butyl Methyl Ether, Saj Special Grade, >=99.0%
159. Methyl Tert-butyl Ether (mtbe) 1000 Microg/ml In Methanol
160. Tert-butyl Methyl Ether, Pharmaceutical Secondary Standard; Certified Reference Material
161. Tert-butyl Methyl Ether, United States Pharmacopeia (usp) Reference Standard
| Molecular Weight | 88.15 g/mol |
|---|---|
| Molecular Formula | C5H12O |
| XLogP3 | 0.9 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Exact Mass | 88.088815002 g/mol |
| Monoisotopic Mass | 88.088815002 g/mol |
| Topological Polar Surface Area | 9.2 Ų |
| Heavy Atom Count | 6 |
| Formal Charge | 0 |
| Complexity | 33.7 |
| 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 |
Methyl-tertiary butyl ether (MTBE) /is/ a ... US Food and Drug Administration approved gallstone treatment ... .
PMID:22407988 Full text: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4378906 Kozlosky J et al; J Appl Toxicol 33 (8): 820-7 (2013)
... Patients (aged 37-75 yr) with a history of biliary colic and radiolucent gallstones ... were given continuous methyl tert-butyl ether (MTBE I) infusion through a catheter ... .
Ponchon T et al; Lancet 2 (July 30): 276-277 (1988)
Air Pollutants
Any substance in the air which could, if present in high enough concentration, harm humans, animals, vegetation or materials. Substances include GASES; PARTICULATE MATTER; and volatile ORGANIC CHEMICALS. (See all compounds classified as Air Pollutants.)
Carcinogens
Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included. (See all compounds classified as Carcinogens.)
... 10 healthy male volunteers /were exposed/ to methyl tert-butyl ether (MTBE) vapor at 5, 25 and 50 ppm for 2 hr during light physical exercise. Uptake and disposition were studied by measuring MTBE and tert-butyl alcohol (TBA) in inhaled and exhaled air, blood and urine. Low uptake, high post-exposure exhalation, and low blood clearance indicate slow metabolism of MTBE relative to many other solvents. A low recovery of TBA in urine (below 1% of uptake) indicates further metabolism of TBA. The concentration of MTBE and TBA in blood was proportional to exposure level suggesting linear kinetics up to 50 ppm. The half life of 7-10 hr in blood and urine indicates that TBA would be more suitable than the parent compound as a biomarker for MTBE exposure. Subjective ratings (discomfort, irritative symptoms, CNS effects) and eye (redness, tear film break-up time, conjunctival damage, blinking frequency) and nose (peak expiratory flow, acoustic rhinometry, inflammatory markers in nasal lavage) measurements indicated no or minimal effects of MTBE.
PMID:8597131 Johanson G et al; Toxicol Lett 82-83: 713-8 (1995)
After inhalation exposure methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE) and tert-amyl methyl ether (TAME) are rapidly taken up by both rats and humans; after termination of exposure, clearance by exhalation and biotransformation to urinary metabolites is rapid in rats. In humans, clearance by exhalation is slower in comparison to rats. Biotransformation of MTBE and ETBE is both qualitatively and quantitatively similar in humans and rats after inhalation exposure under identical conditions. The extent of biotransformation of TAME is also quantitatively similar in rats and humans; the metabolic pathways, however, are different. ...
PMID:11684356 Dekant W et al; Toxicol Lett 124 (1-3): 37-45
Groups of male and female rats /strain not specified/ received a single 6 hr exposure to methyl tert-butyl ether (MTBE) vapor in nose-only inhalation chambers at targeted MTBE concentrations of 400 and 8000 ppm and daily repeat 6 hr exposures for 15 days at a targeted MTBE concentration of 400 ppm. Four rats/sex/group were then euthanized and examined. Steady-state plasma concentrations were reached at approximately 4 to 6 hr for MTBE and roughly 6.5 hr for TBA /tert-butyl alcohol/, the principal metabolite of MTBE. MTBE-metabolizing enzymes were saturated during high-concentration exposure. The elimination half-life (t1/2) of MTBE was approximately the same after single low- and high-concentration exposures (0.52 and 0.63 hr, respectively). After the repeat exposures, the MTBE t1/2 was slightly shorter (0.48 and 0.51, respectively). The TBA t1/2 ranged from 2.8 to 3.4 hr after the low- and high-concentration single exposures. After the repeat exposure regimen, the TBA t1/2 was significantly lower (1.8 and 1.5 hr in the male and female rats, respectively). There was a slight, but statistically significant, sex difference in the pharmacokinetics of MTBE (e.g., plasma clearance was faster in females), but no sex differences in the elimination kinetics of TBA were observed.
U.S. Environmental Protection Agency's Integrated Risk Information System (IRIS) on Methyl tert-butyl ether (MTBE) (1634-04-4). Available from, as of September 29, 2010: https://www.epa.gov/iris/subst/index.html
In a group of 2 healthy men and 2 healthy women experimentally exposed to 1.7 ppm methyl tert-butyl ether (MTBE) for 1 hr, mean blood levels of MTBE rose steeply from a level of 0.83 ug/L preexposure to 17.14 ug/L at the end of the 1-hr exposure, followed by a decline to an average level of 9.74 ug/L at 40 minutes postexposure and 6.32 ug/L at 60 minutes postexposure.
U.S. Dept Health & Human Services/Agency for Toxic Substances & Disease Registry; Toxicological Profile for Number 98: Methyl tert-butyl ether p.89 (August 1996). Available from, as of October 8, 2010: https://www.atsdr.cdc.gov/toxprofiles/index.asp
For more Absorption, Distribution and Excretion (Complete) data for Methyl t-butyl ether (9 total), please visit the HSDB record page.
The biotransformation of methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and tert-amyl methyl ether (TAME) was studied in humans and in rats after inhalation of 4 and 40 ppm of MTBE, ETBE, and TAME, respectively, for 4 hours, and the biotransformation of MTBE and TAME was studied after ingestion exposure in humans to 5 and 15 mg in water. tert-Butyl alcohol (TBA), a TBA conjugate, 2-methyl-1,2-propanediol, and 2-hydroxyisobutyrate were found to be metabolites of MTBE and ETBE. tert-Amyl alcohol (TAA), free and glucuronidated 2-methyl-2,3-butanediol (a glucuronide of TAA), 2-hydroxy-2-methyl butyrate, and 3-hydroxy-3-methyl butyrate were found to be metabolites of TAME. After inhalation, MTBE, ETBE, and TAME were rapidly taken up by both rats and humans; after termination of exposure, clearance from blood of the ethers by exhalation and biotransformation to urinary metabolites occurred with half-times of less than 7 hours in rats and humans. Biotransformation of MTBE and ETBE was similar in humans and rats after inhalation exposure. 2-Hydroxyisobutyrate was recovered as a major product in urine. All metabolites of MTBE and ETBE excreted with urine were eliminated with half-times of less than 20 hours. Biotransformation of TAME was qualitatively similar in rats and humans, but the metabolic pathways were different. In humans, 2-methyl-2,3-butanediol, 2-hydroxy-2-methyl butyrate, and 3-hydroxy-3methyl butyrate were recovered as major urinary products. In rats, however, 2-methyl-2,3-butanediol and its glucuronide were major TAME metabolites recovered in urine. After ingestion of MTBE and TAME, both compounds were rapidly absorbed from the gastrointestinal tract. Hepatic first-pass metabolism of these ethers was not observed, and a significant part of the administered dose was transferred into blood and cleared by exhalation. Metabolic pathways for MTBE and TAME and kinetics of excretion were identical after ingestion and inhalation exposures. ...
PMID:11504147 Dekant W et al; Res Rep Health Eff Inst (102): 29-71 (2001)
Methyl tert-butyl ether (MTBE) is ... metabolized to tert-butanol in rats. The metabolism of (14)C-MTBE has been studied in Fischer 344 rats exposed by the inhalation, oral, dermal, and intravenous routes. Respiratory and urinary metabolites were generally similar following exposure of Fischer 344 rats by all routes, indicating pathways are not route-dependent. After exposure by all routes, most of the exhaled radioactivity was due to unchanged MTBE and tert-butanol, with MTBE predominating. Only a small amount of (14)C-carbon dioxide was detected. MTBE and tert-butanol were generally not found in the urine, but four urinary metabolites were isolated, with two identified as alpha-hydroxyisobutyric acid and 2-methyl-1,2-propanediol. The two other metabolites remained unidentified. After inhalation and oral exposure, there was a larger fraction of exhaled tert-butanol in low dose rats than in high dose rats. In inhalation experiments, rats were exposed to (14)C-MTBE at 400 or 8000 ppm for 6 hr or to 400 ppm unlabeled MTBE for 6 hr per day for 14 days, then to 400 ppm (14)C-MTBE on day 15. tert-Butanol accounted for 25 and 30% of the recovered radioactivity in expired air at 3 hr after the single and repeated low exposure concentration, respectively. Exposure to the higher concentration for 6 hr resulted in a lower fraction recovered (7-10%) as a result of to tert-butanol. At 3-6 hr after exposure, tert-butanol represented 72-80% of the radioactivity at the low dose in the single and repeated exposure experiments and 43-54% at the high dose. Results of dosing Fischer 344 rats with (14)C-MTBE intravenously were similar to those obtained by the inhalation, oral and dermal routes. In Charles River CD (Sprague-Dawley) rats injected with a single intraperitoneal dose of 232 mg/kg (14)C-MTBE, blood, tissue, expired air, urine, and feces were sampled at various times up to 48 hr. At 6 hr about 92% of the radioactive dose was eliminated in expired air, 99.1% of which was unchanged MTBE. An average of 7.38% of the administered dose was expired as radiolabeled carbon dioxide. Analysis of the urine revealed that radiolabeled formic acid accounted for 96.6% of the urinary radioactivity. The remaining radioactivity in the urine was assumed to be radiolabeled methanol and formaldehyde. Methanol and formic acid were also detected in plasma, kidney, and liver. No tert-butanol was found in the urine. The metabolism of MTBE to formaldehyde was studied using liver microsomes from control and phenobarbital-pretreated rats (strain not specified). Phenobarbital pretreatment approximately doubled the formation of formaldehyde from MTBE. Further metabolism of formaldehyde yields methanol and/or formic acid; the probable enzymes and cofactors are alcohol dehydrogenase and NADH for the formation of methanol and aldehyde dehydrogenase and NAD for the formation of formic acid.
Mehlman MA, Patty's Toxicology CD-ROM (2005). NY, NY: John Wiley & Sons; Ethers. Online Posting Date: April 16, 2001
Exposure to methyl tertiary-butyl ether (MTBE) previously /has/ been shown to alter various muscle, kidney, and liver metabolic activities. In the present study, the metabolism of MTBE by liver microsomes from acetone- or phenobarbital-treated Sprague-Dawley rats was studied at concn of up to 5 mM MTBE. Equimolar amounts of tertiary- butanol, as measured by head-space gas chromatography, and formaldehyde were formed. The Vmax for the demethylation increased by 4 fold and 5.5 fold after acetone and phenobarbital treatments, respectively. The apparent Km value of 0.70 mM using control microsomes was decreased slightly after acetone treatment, but was increased by 2 fold after phenobarbital treatment. The metabolism of MTBE (1 mM) was inhibited by 35% by monoclonal antibodies against p450IIE1, the acetone/ethanol inducible form of cytochrome p450, suggesting a partial contribution by this isozyme. A single 18 hr pretreatment of rats with 1 or 5 mL/kg MTBE (ip) resulted in a 50 fold induction of liver microsomal pentoxyresorufin dealkylase activity but no change in N-nitrosodimethylamine demethylase activity. These trends in activity agreed with immunoblot analysis which showed an elevation in p450IIB1 but no change in p450IIE1 level.
PMID:2350236 Brady JF et al; Arch Toxicol 64 (2): 157-60 (1990)
/The/ human liver is active in the oxidative metabolism of ETBE and TAME. A large interindividual variation in metabolizing these gasoline ethers was observed in 15 human liver microsomal samples. The microsomal activities in metabolizing methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and tert-amyl methyl ether (TAME) were highly correlated among each other (r, 0.91-0.96), suggesting that these ethers are metabolized by the same enzyme(s). Correlation analysis of the ether-metabolizing activities with individual CYP enzyme activities in the liver microsomes showed that the highest degree of correlation was with human CYP2A6 (r, 0.90-0.95) ... CYP2A6 displayed the highest turnover number in metabolizing gasoline ethers among a battery of human CYP enzymes expressed in human B-lymphoblastoid cells. Kinetic studies on MTBE metabolism with three human liver microsomes exhibited apparent Km values that ranged from 28 to 89 uM and the V(max) values from 215 to 783 pmol/min/mg, with similar catalytic efficiency values (7.7 to 8.8 uL/min/mg protein). Metabolism of MTBE, ETBE, and TAME by human liver microsomes was inhibited by coumarin, a known substrate of human CYP2A6, in a concentration-dependent manner. Monoclonal antibody against human CYP2A6 caused a significant inhibition (75% to 95%) of the metabolism of MTBE, ETBE, and TAME in human liver microsomes. ...
PMID:10502501 Hong JY et al; Toxicol Appl Pharmacol 160 (1): 43-48 (1999)
For more Metabolism/Metabolites (Complete) data for Methyl t-butyl ether (9 total), please visit the HSDB record page.
Tert-butyl methyl ether has known human metabolites that include tert-butanol.
S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560
MTBE is rapidly metabolized and excreted with a half-life of approximately 30 min /Rats/.
Bingham, E.; Cohrssen, B.; Powell, C.H.; Patty's Toxicology Volumes 1-9 5th ed. John Wiley & Sons. New York, N.Y. (2001)., p. V5 889
Groups of male and female rats /strain not specified/ received a single 6 hr exposure to methyl tert-butyl ether (MTBE) vapor in nose-only inhalation chambers at targeted MTBE concentrations of 400 and 8000 ppm and daily repeat 6 hr exposures for 15 days at a targeted MTBE concentration of 400 ppm ... The elimination half-life (t1/2) of MTBE was approximately the same after single low- and high-concentration exposures (0.52 and 0.63 hr, respectively). After the repeat exposures, the MTBE t1/2 was slightly shorter (0.48 and 0.51, respectively). The TBA /tert-butyl alcohol/ t1/2 ranged from 2.8 to 3.4 hr after the low- and high-concentration single exposures. After the repeat exposure regimen, the TBA t1/2 was significantly lower (1.8 and 1.5 hr in the male and female rats, respectively).
U.S. Environmental Protection Agency's Integrated Risk Information System (IRIS) on Methyl tert-butyl ether (MTBE) (1634-04-4). Available from, as of September 29, 2010: https://www.epa.gov/iris/subst/index.html
Healthy male volunteers were exposed via inhalation to gasoline oxygenates methyl tert-butyl ether (MTBE)... The half-times for MTBE in blood were about 1.7 and 3.8 hr. In urine, /MTBE/ showed half-times of about 4 hr ... .
PMID:17668360 Vainiotalo S et al; J Occup Environ Hyg 4 (10): 739-50 (2007)
MTBE was rapidly cleared from blood with a half-life of 2.6 +/- 0.9 hr in humans and 0.5 +/- 0.2 hr in rats.
PMID:10496672 Amberg A et al; Toxicol Sci 51 (1): 1-8 (1999)
The biotransformation of methyl tert-butyl ether (MTBE), ethyl tert-butyl ether (ETBE), and tert-amyl methyl ether (TAME) was studied in humans and in rats after inhalation of 4 and 40 ppm of MTBE, ETBE, and TAME, respectively, for 4 hours, and the biotransformation of MTBE and TAME was studied after ingestion exposure in humans to 5 and 15 mg in water. tert-Butyl alcohol (TBA), a TBA conjugate, 2-methyl-1,2-propanediol, and 2-hydroxyisobutyrate were found to be metabolites of MTBE and ETBE. ... After termination of exposure, clearance from blood of the ethers by exhalation and biotransformation to urinary metabolites occurred with half-times of less than 7 hours in rats and humans. ... All metabolites of MTBE and ETBE excreted with urine were eliminated with half-times of less than 20 hours. ...
PMID:11504147 Dekant W et al; Res Rep Health Eff Inst (102): 29-71 (2001)
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