T5576

TMPH hydrochloride

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

• Synonyme(s) : 2,2,6,6-Tetramethylpiperidin-4-yl heptanoate hydrochloride
• Formule empirique (notation de Hill): C₁₆H₃₂ClNO₂
• Numéro CAS: 849461-91-2
• Poids moléculaire : 305.88
• Numéro MDL: MFCD08277030
• Code UNSPSC : 12352200
• ID de substance PubChem : 24724633
• Nomenclature NACRES : NA.77

Propriétés

• Niveau de qualité: 100
• Forme: solid
• Conditions de stockage: under inert gas
• Couleur: white
• Solubilité: H₂O: 22 mg/mL at ~60 °C
• Température de stockage: 2-8°C
• Chaîne SMILES: 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
• Clé InChI: XIDDVJIJIFWGIX-UHFFFAOYSA-N

Description

Application

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Notes préparatoires

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

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315,H317,H319,H335
• Conseils de prudence: P280 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Faceshields, Gloves