Triacetonamine is an intermediate in the preparation /synthesis of pharmaceutical products, pesticides and polymeric light stabilizers. Triacetonamine is an artefact of plant and fungal extracts using acetone and ammonium hydroxide, or ammonium salts that occur naturally during different steps of the isolation process. Triacetonamine is the major component of pyrolysis oil.

Physicochemical Properties

Molecular Formula	C9H17NO
Molecular Weight	155.2374
Exact Mass	155.131
CAS #	826-36-8
Related CAS #	Triacetonamine monohydrate;10581-38-1;Triacetonamine-d17;52168-48-6
PubChem CID	13220
Appearance	Brown to reddish brown <34°C powder,>38°C liquid
Density	0.9±0.1 g/cm3
Boiling Point	205.6±15.0 °C at 760 mmHg
Melting Point	59-61 °C
Flash Point	73.2±20.5 °C
Vapour Pressure	0.2±0.4 mmHg at 25°C
Index of Refraction	1.427
LogP	1.32
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Heavy Atom Count	11
Complexity	164
Defined Atom Stereocenter Count	0
SMILES	O=C1CC(C)(C)NC(C)(C)C1
InChi Key	JWUXJYZVKZKLTJ-UHFFFAOYSA-N
InChi Code	InChI=1S/C9H17NO/c1-8(2)5-7(11)6-9(3,4)10-8/h10H,5-6H2,1-4H3
Chemical Name	2,2,6,6-tetramethylpiperidin-4-one
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References	[1]. 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. [2]. Application of Bone Marrow Mesenchymal Stem Cells Effectively Eliminates Endotoxemia to Protect Rat from Acute Liver Failure Induced by Thioacetamide. Tissue Eng Regen Med. 2022 Apr;19(2):403-415.
Additional Infomation	Triacetonamine is a member of piperidones. 2,2,6,6-Tetramethyl-4-piperidone has been reported in Caroxylon tetrandrum and Agelas oroides with data available.

Solubility Data

Solubility (In Vitro)

Ethanol : ~50 mg/mL (~322.08 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (16.10 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (16.10 mM) (saturation unknown) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (16.10 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		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

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.