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T5576

Sigma-Aldrich

TMPH hydrochloride

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

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C16H32ClNO2
Numero CAS:
Peso molecolare:
305.88
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

Forma fisica

solid

Condizioni di stoccaggio

under inert gas

Colore

white

Solubilità

H2O: 22 mg/mL at ~60 °C

Temperatura di conservazione

2-8°C

Stringa SMILE

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
XIDDVJIJIFWGIX-UHFFFAOYSA-N

Applicazioni

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.

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Nota sulla preparazione

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

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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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