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TMPH hydrochloride

Name: TMPH hydrochloride
Brand: SIGMA
Price: 214 USD
Availability: InStock

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

Synonym(s):

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

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5 mg	Available to ship TODAYfromMILWAUKEE	$214.00

About This Item

Empirical Formula (Hill Notation):

C₁₆H₃₂ClNO₂

CAS Number:

849461-91-2

Molecular Weight:

305.88

NACRES:

NA.77

PubChem Substance ID:

24724633

UNSPSC Code:

12352200

MDL number:

MFCD08277030

Form:

solid

Storage condition:

under inert gas

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Properties

Quality Segment

100

form

solid

storage condition

under inert gas

color

white

solubility

H₂O: 22 mg/mL at ~60 °C

storage temp.

2-8°C

SMILES string

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

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.

Biochem/physiol Actions

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.

Features and Benefits

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.

Preparation Note

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

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This Item	P6499	SML0870	A9013
Sigma-Aldrich T5576 TMPH hydrochloride	Sigma-Aldrich P6499 PNU-282987 hydrate	Sigma-Aldrich SML0870 LY 2087101	Sigma-Aldrich A9013 1,5-Bis(4-allyldimethylammoniumphenyl)pentan-3-one dibromide
description solid, (Product is pure based on CHN, NMR and MS results)	description solid, ≥98% (HPLC)	description ≥98% (HPLC)	description -
form solid	form solid	form powder	form powder
Quality Level 100	Quality Level 200	Quality Level 100	Quality Level 200
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. room temp
storage condition under inert gas	storage condition desiccated	storage condition (dry room)	storage condition -
solubility H₂O: 22 mg/mL at ~60 °C	solubility DMSO: >10 mg/mL	solubility DMSO: 20 mg/mL, clear	solubility water: 19.60-20.40 mg/mL, clear, colorless
color white	color -	color white to beige	color -

Pictograms

GHS07

Signal Word

Warning

Hazard Codes

H315,H317,H319,H335

Precautionary Statements

P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

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

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