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(Synonyms: 四甲基哌啶酮; 2,2,6,6-Tetramethyl-4-piperidone) 目录号 : GC38963

TriacetonaMine (Tempidon, Tmpone, Odoratine, Vincubine), a member of the class of compounds known as piperidinones, is an extremely weak acidic compound found in green vegetables and tea.

Triacetonamine Chemical Structure

Cas No.:826-36-8

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10mM (in 1mL DMSO)
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10g
¥175.00
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25g
¥245.00
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产品描述

TriacetonaMine (Tempidon, Tmpone, Odoratine, Vincubine), a member of the class of compounds known as piperidinones, is an extremely weak acidic compound found in green vegetables and tea.

Chemical Properties

Cas No. 826-36-8 SDF
别名 四甲基哌啶酮; 2,2,6,6-Tetramethyl-4-piperidone
Canonical SMILES O=C1CC(C)(C)NC(C)(C)C1
分子式 C9H17NO 分子量 155.24
溶解度 Ethanol: 50 mg/mL (322.08 mM) 储存条件 Store at 2-8°C, protect from light
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1 mg 5 mg 10 mg
1 mM 6.4416 mL 32.2082 mL 64.4164 mL
5 mM 1.2883 mL 6.4416 mL 12.8833 mL
10 mM 0.6442 mL 3.2208 mL 6.4416 mL
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Research Update

Triacetonamine formation in a bio-oil from fast pyrolysis of sewage sludge using acetone as the absorption solvent

Bioresour Technol 2010 Jun;101(11):4242-5.PMID:20137920DOI:10.1016/j.biortech.2010.01.031.

A sewage sludge sample was pyrolyzed in a drop tube furnace at 500 degrees C and sweeping gas flow rate of 300cm(3)/min. Triacetonamine (TAA) was detected with GC/MS as major component in the resulting bio-oil using acetone as the absorption solvent and proven to be a product from the reaction of NH(3) in the bio-oil with the absorption solvent acetone. TAA yield increased with storage time and reached a level about 28.4% (% sludge fed, daf) after 175h. Since the reaction of pure NH(3) with acetone does not proceed, some species in the bio-oil must catalyze the reaction of NH(3) with acetone. TAA was isolated in a high yield (27.9%, daf) and high purity (80.4%) by column chromatography with different solvents, including mixed solvents, as eluants. The study revealed the possibility of sewage sludge as potential resource of TAA.

Theoretical models for the conformations and the protonation of Triacetonamine

J Comput Aided Mol Des 1990 Dec;4(4):403-9.PMID:1965442DOI:10.1007/BF00117405.

In this paper we propose theoretical models for the conformations of Triacetonamine and protonated Triacetonamine (Vincubine, an anticancer chemotherapeutic agent) developed by quantum and molecular mechanics techniques. We discuss the theoretical factors which are involved in the stabilization of the conformations calculated by the MNDO, MM2 and COPEANE methods and show the relative percent abundance of each molecular shape. Graphic representations of the conformers are depicted.

Nutrient and bioactive compounds composition of the leaves and stems of Pandiaka heudelotii: A wild vegetable

Heliyon 2019 Apr 15;5(4):e01501.PMID:31025012DOI:10.1016/j.heliyon.2019.e01501.

The proximate, minerals, vitamins, amino acid, alkaloids, phytosterols, carotenoids, glycosides and saponins profiles of the leaves and stems of Pandiaka heudelotii were determined using standard methods. The leaves and stems had high contents (g/100g) of fibre (10.3-12.9) and carbohydrate (47.2-55.3); and moderate protein (4.4-9.8) and crude fat (6.7-10.2); respectively, equivalent to 41.1-51.6%, 15.7-17.8%, 8.8-19.6%, 10.3-15.7% of the corresponding daily values. They had high contents of iron, manganese, calcium, magnesium, potassium, selenium, vitamins C, E and B2, alkaloids, glycosides, carotenoids, saponins; and moderate phytosterol. Their proteins had high contents of essential amino acids (42.6-48.5%). Triacetonamine (57.20-60.13%), nicotiflorin (53.45-55.35%), carotene (49.95-51.94%), liquiritin (57.54-62.34%), and sitosterol (82.84-85.03%) were respectively, the most abundant alkaloids, glycosides, carotenoids, saponins and phytosterols detected. This result indicates that the leaves and stems are good sources of nutraceuticals and nutrients for human nutrition. It provides an insight into the nature of its bioactive components.

Chemosensitizing Activity of Histone Deacetylases Inhibitory Cyclic Hydroxamic Acids for Combination Chemotherapy of Lymphatic Leukemia

Curr Cancer Drug Targets 2018;18(4):365-371.PMID:28669342DOI:10.2174/1568009617666170623104030.

Background: Anti-tumor effect of hydroxamic acid derivatives is largely connected with its properties as efficient inhibitors of histone deacetylases, and other metalloenzymes involved in carcinogenesis. Objective: The work was aimed to (i) determine the anti-tumor and chemosensitizing activity of the novel racemic spirocyclic hydroxamic acids using experimental drug sensitive leukemia P388 of mice, and (ii) determine the structure-activity relationships as metal chelating and HDAC inhibitory agents. Method: Outbreed male rat of 200-220 g weights were used in biochemical experiments. In vivo experiments were performed using the BDF1 hybrid male mice of 22-24 g weight. Lipid peroxidation, Fe (II) -chelating activity, HDAC fluorescent activity, anti-tumor and anti-metastatic activity, acute toxicity techniques were used in this study. Results: Chemosensitizing properties of water soluble cyclic hydroxamic acids (CHA) are evaluated using in vitro activities and in vivo methods and found significant results. These compounds possess iron (II) chelating properties, and slightly inhibit lipid peroxidation. CHA prepared from Triacetonamine (1a-e) are more effective Fe (II) ions cheaters, as compared to CHA prepared from 1- methylpiperidone (2a-e). The histone deacetylase (HDAC) inhibitory activity, lipophilicity and acute toxicity were influenced by the length amino acids (size) (Glycine < Alanine < Valine < Leucine < Phenylalanine). All compounds bearing spiro-N-methylpiperidine ring (2a-e) are non-toxic up to 1250 mg/kg dose, while compounds bearing spiro-tetramethylpiperidine ring (1a-e) exhibit moderate toxicity which increases with increasing lipophility, but not excite at 400 mg/kg. Conclusion: It was shown that the use of combination of non-toxic doses of cisplatin (cPt) or cyclophosphamide with CHA in most cases result in the appearance of a considerable anti-tumor effect of cytostatics. The highest chemosensitizing activity with respect to leukemia Р388 is demonstrated by the CHA derivatives of Valine 1c or 2c.

Effects of piperazine derivatives on the activity of frog skeletal muscle fibers

Gen Pharmacol 1995 Oct;26(6):1431-9.PMID:7590143DOI:10.1016/0306-3623(94)00235-f.

1. This study was undertaken to characterize the effects of some piperazine derivatives on excitable cell membranes. Three original Bulgarian compounds with favorable effects on cardiovascular and nervous system--piperazine derivatives with code names P-11 (N1-[3-oxo-3-phenyl-2-methyl-propyl]-N4-[trans-3-hydroxy-1,2,3,4- tetrahydro-2-naphthyl]-piperazine dihydrochloride), AS2 (N1-benzhydryl-N4-allyl piperazine dihydrochloride) and 35-M (Schiff's base of N1-benzhydryl-N4-aminopiperazine with Triacetonamine, dioxalate salt) were tested in experiments with conventional microelectrode technique on isolated frog muscle fibers. 2. After 30-min treatment with tested drugs at concentrations of 10-100 microM the recorded intra-(ICAP) and extracellular action potentials (ECAPs) showed an amplitude decrease and duration increase. The total ionic current (Ii) decreased as the outward phase was almost abolished by P-11. The propagation velocity (PV) of excitation and the twitch amplitude also decreased. These changes were agent- and concentration-dependent. 3. The effect potency of the agents diminished in the following order: P-11 > AS2 > 35-M. 4. Concentrations higher than 100 microM for all agents completely, but reversibly, inhibited membrane excitability. 5. The results demonstrate compound- and concentration-induced modulation of Ca2+ current with blockade of Ca(2+)-dependent K+ and Cl- membrane channels of muscle fiber treated with the compound tested.