Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate
Antioxidant stabilizers for plastics and polymers
From Wikipedia, the free encyclopedia
Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate (abbreviated BTMPS) is a hindered amine light stabilizer used to protect plastics and coatings such as paint from oxidation caused by sunlight weathering. Like most compounds of this class, the activated form is an aminoxyl radical.
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Trade names
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| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.052.899 |
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| MeSH | C083752 |
PubChem CID |
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CompTox Dashboard (EPA) |
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| Properties | |
| C28H52N2O4 | |
| Molar mass | 480.734 g·mol−1 |
| Appearance | white powder (aminoxyl form is orange-red) |
| Density | 1.05 g/cm3 |
| Melting point | 81 to 85 °C (178 to 185 °F; 354 to 358 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
It is produced by the diesterification of sebacic acid (decanedioic acid) with 4-hydroxy-TEMPO.[1]
Public health and medical concerns
In 2024, it was detected as an adulterant in illicitly sold fentanyl in the United States.[2][3] It is capable of inhibiting nicotinic acetylcholine receptors.[4][5] Additionally, it is a potent blocker of L-type calcium channels.[6][7] It is also able to induce dose-dependent hemodynamic alterations.[8] Similar to early calcium channel blockers, it can precipitate adrenergic release.[9]