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'''BTMPS''' (also known as '''Tinuvin 770''') is a [[Hindered amine light stabilizers|hindered amine light stabilizer]] with the chemical formula {{chem2|C28H52N2O4}}. It is a white crystalline powder.<ref>{{cite web |title=Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate |url=https://pubchem.ncbi.nlm.nih.gov/compound/Bis_2_2_6_6-tetramethyl-4-piperidyl_-sebacate |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref> |
'''BTMPS''' (also known as '''Tinuvin 770''') is a [[Hindered amine light stabilizers|hindered amine light stabilizer]] with the chemical formula {{chem2|C28H52N2O4}}. It is a white crystalline powder.<ref>{{cite web |title=Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate |url=https://pubchem.ncbi.nlm.nih.gov/compound/Bis_2_2_6_6-tetramethyl-4-piperidyl_-sebacate |website=pubchem.ncbi.nlm.nih.gov |language=en}}</ref> |
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In 2024 it was detected as an adulterant in illicitly sold [[fentanyl]] in the United States.<ref>{{cite web |title=BTMPS |url=https://www.cfsre.org/nps-discovery/monographs/bis2266-tetramethyl-4-piperidyl-sebacate |website=The Center for Forensic Science Research & Education}}</ref> |
In 2024 it was detected as an adulterant in illicitly sold [[fentanyl]] in the United States.<ref>{{cite web |title=BTMPS |url=https://www.cfsre.org/nps-discovery/monographs/bis2266-tetramethyl-4-piperidyl-sebacate |website=The Center for Forensic Science Research & Education}}</ref><ref>{{cite web |url=https://www.latimes.com/california/story/2024-09-16/an-industrial-chemical-is-being-mixed-with-fentanyl |url-access=limited |title=An industrial chemical is showing up in fentanyl in the U.S., troubling scientists |last=Alpert Reyes |first=Emily |date=16 September 2024 |website=Los Angeles Times |url-status=live |archive-url=https://web.archive.org/web/20240916183931/https://www.latimes.com/california/story/2024-09-16/an-industrial-chemical-is-being-mixed-with-fentanyl#expand |archive-date=16 September 2024}}</ref> |
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==Production and reactions== |
==Production and reactions== |
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[[Category:Piperidines]] |
[[Category:Piperidines]] |
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[[Category:Esters]] |
[[Category:Esters]] |
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[[Category:Carboxylate esters]] |
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Latest revision as of 05:49, 23 September 2024
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| Names | |
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| Other names
Bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| EC Number |
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| MeSH | C083752 |
PubChem CID
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| UNII | |
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| Properties | |
| C28H52N2O4 | |
| Molar mass | 480.734 g·mol−1 |
| 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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BTMPS (also known as Tinuvin 770) is a hindered amine light stabilizer with the chemical formula C28H52N2O4. It is a white crystalline powder.[1]
In 2024 it was detected as an adulterant in illicitly sold fentanyl in the United States.[2][3]
Production and reactions
[edit]Its production involves sebacic acid and tetramethylpiperidinol.[4]
Potential medical significance
[edit]It is capable of inhibiting nicotinic acetylcholine receptors.[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]
References
[edit]- ^ "Bis(2,2,6,6-tetramethyl-4-piperidyl) sebacate". pubchem.ncbi.nlm.nih.gov.
- ^ "BTMPS". The Center for Forensic Science Research & Education.
- ^ Alpert Reyes, Emily (16 September 2024). "An industrial chemical is showing up in fentanyl in the U.S., troubling scientists". Los Angeles Times. Archived from the original on 16 September 2024.
- ^ "Preparation method of hindered amine light stabilizer 770". 13 August 2014.
- ^ Papke, RL; Craig, AG; Heinemann, SF (February 1994). "Inhibition of nicotinic acetylcholine receptors by bis (2,2,6,6-tetramethyl- 4-piperidinyl) sebacate (Tinuvin 770), an additive to medical plastics". The Journal of Pharmacology and Experimental Therapeutics. 268 (2): 718–26. PMID 8113983.
- ^ Glossmann, H; Hering, S; Savchenko, A; Berger, W; Friedrich, K; Garcia, ML; Goetz, MA; Liesch, JM; Zink, DL; Kaczorowski, GJ (15 October 1993). "A light stabilizer (Tinuvin 770) that elutes from polypropylene plastic tubes is a potent L-type Ca(2+)-channel blocker". Proceedings of the National Academy of Sciences of the United States of America. 90 (20): 9523–7. doi:10.1073/pnas.90.20.9523. PMC 47601. PMID 8415734.
- ^ Sótonyi, P; Keller, E; Járay, J; Nemes, B; Benkõ, T; Kovács, A; Tolokán, A; Rajs, I (15 July 2001). "A light stabilizer Tinuvin 770-induced toxic injury of adult rat cardiac myocytes". Forensic Science International. 119 (3): 322–7. doi:10.1016/s0379-0738(00)00462-x. PMID 11390147.
- ^ Krepuska, M; Hubay, M; Zima, E; Kovacs, A; Kekesi, V; Kalasz, H; Szilagyi, B; Merkely, B; Sotonyi, P (2018). "Hemodynamic Effects of the Light Stabilizer Tinuvin 770 in Dogs In Vivo". The Open Medicinal Chemistry Journal. 12: 88–97. doi:10.2174/1874104501812010088. PMC 6142673. PMID 30288180.
- ^ Sótonyi, P; Merkely, B; Hubay, M; Járay, J; Zima, E; Soós, P; Kovács, A; Szentmáriay, I (February 2004). "Comparative study on cardiotoxic effect of Tinuvin 770: a light stabilizer of medical plastics in rat model". Toxicological Sciences : An Official Journal of the Society of Toxicology. 77 (2): 368–74. doi:10.1093/toxsci/kfh025. PMID 14657520.