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Merck

T5576

Sigma-Aldrich

TMPH hydrochloride

solid, (Product is pure based on CHN, NMR and MS results)

别名:

2,2,6,6-Tetramethylpiperidin-4-yl heptanoate hydrochloride

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About This Item

经验公式(希尔记法):
C16H32ClNO2
分子量:
305.88
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77

形狀

solid

儲存條件

under inert gas

顏色

white

溶解度

H2O: 22 mg/mL at ~60 °C

儲存溫度

2-8°C

SMILES 字串

Cl.CCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1

InChI

1S/C16H31NO2.ClH/c1-6-7-8-9-10-14(18)19-13-11-15(2,3)17-16(4,5)12-13;/h13,17H,6-12H2,1-5H3;1H

InChI 密鑰

XIDDVJIJIFWGIX-UHFFFAOYSA-N

應用

Studies using TMPH have reported that it can alleviate the seizure-causing effect of levamisole. Additionally, it has been reported that TMPH does not induce behavioral changes in mice1.

生化/生理作用

2,2,6,6-tetramethylpiperidin-4-yl heptanoate (TMPH) is a potent inhibitor of neuronal nicotinic receptors. Evaluation of nicotinic acetylcholine receptor (nAChR) subunits expressed in Xenopus laevis oocytes indicated that TMPH can produce a potent and long-lasting inhibition of neuronal nAChR formed by the pairwise combination of the most abundant neuronal alpha (i.e., alpha3 and alpha4) and beta subunits (beta2 and beta4), with relatively little effect, because of rapid reversibility of inhibition, on muscle-type (alpha1beta1gammadelta) or alpha7 receptors. However, the inhibition of neuronal beta subunit-containing receptors was also decreased if any of the nonessential subunits alpha5, alpha6, or beta3 were coexpressed. This decrease in inhibition is shown to be associated with a single amino acid present in the second transmembrane domain of these subunits. TMPH abilitty to relate the diverse central nervous system effects to specific nAChR subtypes makes it a useful tool for studying the functional roles of nAChR.

特點和優勢

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

準備報告

TMPH hydrochloride is soluble in water at 22 mg/ml (at approx. 60° C).

象形圖

Exclamation mark

訊號詞

Warning

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Ashish K Rehni et al.
Naunyn-Schmiedeberg's archives of pharmacology, 382(3), 279-285 (2010-08-10)
Levamisole produces seizures in man and is also known to activate the neuronal nicotinic acetylcholine receptors, which are further known to elicit seizure activity. Therefore, the present study has been designed to investigate the role of nicotinic acetylcholine receptor activation
Asami Tanimura et al.
Neuron, 101(3), 444-458 (2019-01-20)
The motor symptoms of Parkinson's disease (PD) are thought to stem from an imbalance in the activity of striatal direct- and indirect-pathway spiny projection neurons (SPNs). Disease-induced alterations in the activity of networks controlling SPNs could contribute to this imbalance.

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