T5576
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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关于此项目
经验公式(希尔记法):
C16H32ClNO2
化学文摘社编号:
分子量:
305.88
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77
质量水平
表单
solid
储存条件
under inert gas
颜色
white
溶解性
H2O: 22 mg/mL at ~60 °C
储存温度
2-8°C
SMILES字符串
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 key
XIDDVJIJIFWGIX-UHFFFAOYSA-N
应用
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.
Noncompetitive inhibitor of neuronal nicotinic acetylcholine receptors; potent and long-lasting inhibitor of the most abundant nAhR subtypes (α3 or α4 plus β4) with little effect on muscle type (α1β1γδ) or α7 receptors; useful tool for studying the functional roles of nAChR.
特点和优势
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.
制备说明
TMPH hydrochloride is soluble in water at 22 mg/ml (at approx. 60° C).
警示用语:
Warning
危险分类
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
靶器官
Respiratory system
储存分类代码
11 - Combustible Solids
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
个人防护装备
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
法规信息
新产品
此项目有
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.
Feifei Ge et al.
Molecular psychiatry, 26(3), 941-954 (2019-04-14)
Sleep is essential to emotional health. Sleep disturbance, particularly REM sleep disturbance, profoundly impacts emotion regulation, but the underlying neural mechanisms remain elusive. Here we show that chronic REM sleep disturbance, achieved in mice by chronic sleep fragmentation (SF), enhanced
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