View source for BTMPS

{{chembox
| Name = BTMPS
| ImageFile = BTMPS.svg
| ImageSize = 300px
| ImageAlt =
| ImageFile1 =
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| PIN =
| OtherNames = Bis(2,2,6,6-tetramethyl-4-piperidinyl) sebacate
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 52829-07-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 6803A71201
| SMILES = CC1(C)CC(CC(C)(C)N1)OC(=O)CCCCCCCCC(=O)OC2CC(C)(C)NC(C)(C)C2
| EINECS = 258-207-9
| PubChem = 164282
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 144046
| InChI = 1S/C28H52N2O4/c1-25(2)17-21(18-26(3,4)29-25)33-23(31)15-13-11-9-10-12-14-16-24(32)34-22-19-27(5,6)30-28(7,8)20-22/h21-22,29-30H,9-20H2,1-8H3
| InChIKey = XITRBUPOXXBIJN-UHFFFAOYSA-N
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI =
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
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| MeSHName = C083752
| ChEBI_Ref = {{ebicite|correct|EBI}}
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}}
|Section2={{Chembox Properties
| C=28 | H=52 | O=4 | N=2
| Density = 1.05 g/cm<sup>3</sup>
| MeltingPtC = 81 to 85
| MeltingPt_notes =
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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 |access-date=2024-09-20 |archive-date=2024-09-20 |archive-url=https://web.archive.org/web/20240920123046/https://pubchem.ncbi.nlm.nih.gov/compound/Bis_2_2_6_6-tetramethyl-4-piperidyl_-sebacate |url-status=live }}</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>
==Production and reactions==
Its production involves [[sebacic acid]] and [[2,2,6,6-Tetramethylpiperidine|tetramethylpiperidinol]].<ref>{{cite web |title=Preparation method of hindered amine light stabilizer 770 |url=https://patents.google.com/patent/CN103980185A/en |date=13 August 2014 |access-date=20 September 2024 |archive-date=20 September 2024 |archive-url=https://web.archive.org/web/20240920123046/https://patents.google.com/patent/CN103980185A/en |url-status=live }}</ref>
==Potential medical significance==
It is capable of inhibiting [[nicotinic acetylcholine receptor]]s.<ref>{{cite journal |last1=Papke |first1=RL |last2=Craig |first2=AG |last3=Heinemann |first3=SF |title=Inhibition of nicotinic acetylcholine receptors by bis (2,2,6,6-tetramethyl- 4-piperidinyl) sebacate (Tinuvin 770), an additive to medical plastics. |journal=The Journal of Pharmacology and Experimental Therapeutics |date=February 1994 |volume=268 |issue=2 |pages=718–26 |pmid=8113983}}</ref> Additionally, it is a potent blocker of [[L-type calcium channel]]s.<ref>{{cite journal |last1=Glossmann |first1=H |last2=Hering |first2=S |last3=Savchenko |first3=A |last4=Berger |first4=W |last5=Friedrich |first5=K |last6=Garcia |first6=ML |last7=Goetz |first7=MA |last8=Liesch |first8=JM |last9=Zink |first9=DL |last10=Kaczorowski |first10=GJ |title=A light stabilizer (Tinuvin 770) that elutes from polypropylene plastic tubes is a potent L-type Ca(2+)-channel blocker. |journal=Proceedings of the National Academy of Sciences of the United States of America |date=15 October 1993 |volume=90 |issue=20 |pages=9523–7 |doi=10.1073/pnas.90.20.9523 |doi-access=free |pmid=8415734|pmc=47601 }}</ref><ref>{{cite journal |last1=Sótonyi |first1=P |last2=Keller |first2=E |last3=Járay |first3=J |last4=Nemes |first4=B |last5=Benkõ |first5=T |last6=Kovács |first6=A |last7=Tolokán |first7=A |last8=Rajs |first8=I |title=A light stabilizer Tinuvin 770-induced toxic injury of adult rat cardiac myocytes. |journal=Forensic Science International |date=15 July 2001 |volume=119 |issue=3 |pages=322–7 |doi=10.1016/s0379-0738(00)00462-x |pmid=11390147}}</ref> It is also able to induce dose-dependent hemodynamic alterations.<ref>{{cite journal |last1=Krepuska |first1=M |last2=Hubay |first2=M |last3=Zima |first3=E |last4=Kovacs |first4=A |last5=Kekesi |first5=V |last6=Kalasz |first6=H |last7=Szilagyi |first7=B |last8=Merkely |first8=B |last9=Sotonyi |first9=P |title=Hemodynamic Effects of the Light Stabilizer Tinuvin 770 in Dogs In Vivo. |journal=The Open Medicinal Chemistry Journal |date=2018 |volume=12 |pages=88–97 |doi=10.2174/1874104501812010088 |pmid=30288180|pmc=6142673 }}</ref> Similar to early [[calcium channel blocker]]s, it can precipitate [[adrenergic]] release.<ref>{{cite journal |last1=Sótonyi |first1=P |last2=Merkely |first2=B |last3=Hubay |first3=M |last4=Járay |first4=J |last5=Zima |first5=E |last6=Soós |first6=P |last7=Kovács |first7=A |last8=Szentmáriay |first8=I |title=Comparative study on cardiotoxic effect of Tinuvin 770: a light stabilizer of medical plastics in rat model. |journal=Toxicological Sciences |date=February 2004 |volume=77 |issue=2 |pages=368–74 |doi=10.1093/toxsci/kfh025 |pmid=14657520}}</ref>
==References==
{{Reflist}}
{{Authority control}}
[[Category:Plastics additives]]
[[Category:Piperidines]]
[[Category:Esters]]
[[Category:Carboxylate esters]]