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 Redox ( , , reduction–oxidation or oxidation–reduction) is a type of chemical reaction in which the oxidation states of the reactants change. Oxidation is the loss of electrons or an increase in the oxidation state, while reduction is ...

caused by

sunlight Sunlight is the portion of the electromagnetic radiation which is emitted by the Sun (i.e. solar radiation) and received by the Earth, in particular the visible spectrum, visible light perceptible to the human eye as well as invisible infrare ...

weathering Weathering is the deterioration of rocks, soils and minerals (as well as wood and artificial materials) through contact with water, atmospheric gases, sunlight, and biological organisms. It occurs '' in situ'' (on-site, with little or no move ...

. Like most compounds of this class, the activated form is an aminoxyl radical.

Synthesis

It is produced by the di

esterification In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...

sebacic acid Sebacic acid is a naturally occurring dicarboxylic acid with the chemical formula . It is a white flake or powdered solid. ''Sebaceus'' is Latin for tallow candle, ''sebum'' is Latin for tallow, and refers to its use in the manufacture of candles. ...

(decanedioic acid) with 4-hydroxy-TEMPO.

Public health and medical concerns

In 2024, it was detected as an

adulterant An adulterant is a substance secretly added to another that may compromise the safety or effectiveness. Typical substances that are adulterated include food, cosmetics, pharmaceuticals or fuels. Definition Adulteration is the practice of secre ...

in illicitly sold

fentanyl Fentanyl is a highly potent synthetic piperidine opioid primarily used as an analgesic (pain medication). It is 30 to 50 times more Potency (pharmacology), potent than heroin and 50 to 100 times more potent than morphine. Its primary Medici ...

in the United States. It is capable of inhibiting

nicotinic acetylcholine receptor Nicotinic acetylcholine receptors, or nAChRs, are Receptor (biochemistry), receptor polypeptides that respond to the neurotransmitter acetylcholine. Nicotinic receptors also respond to drugs such as the agonist nicotine. They are found in the c ...

s. Additionally, it is a potent blocker of

L-type calcium channel The L-type calcium channel (also known as the dihydropyridine channel, or DHP channel) is part of the high-voltage activated family of voltage-dependent calcium channel. "L" stands for long-lasting referring to the length of activation. This ...

s. It is also able to induce dose-dependent

hemodynamic Hemodynamics or haemodynamics are the dynamics of blood flow. The circulatory system is controlled by homeostatic mechanisms of autoregulation, just as hydraulic circuits are controlled by control systems. The hemodynamic response continuously ...

alterations. Similar to early

calcium channel blocker Calcium channel blockers (CCB), calcium channel antagonists or calcium antagonists are a group of medications that disrupt the movement of calcium () through calcium channels. Calcium channel blockers are used as antihypertensive drugs, i.e., as ...

s, it can precipitate

adrenergic Adrenergic means "working on adrenaline (epinephrine) or noradrenaline (norepinephrine)" (or on their receptors). When not further qualified, it is usually used in the sense of enhancing or mimicking the effects of epinephrine and norepinephrine ...

release.

References

External links

* {{Authority control Adulteration Antioxidants Carboxylate esters Esters Free radical reactions Piperidines Plastics additives

Synthesis

Public health and medical concerns

See also

References

External links