22977-67-9

Basic information

• Product Name: 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-[(1-oxooctadecyl)oxy]-
• CAS NO: 22977-67-9
• Molecular Formula: C27H52NO3
• Molecular Weight: 438.715
• Mol File: 22977-67-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-[(1-oxooctadecyl)oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-[(1-oxooctadecyl)oxy]-(22977-67-9)
• EPA Substance Registry System: 1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-[(1-oxooctadecyl)oxy]-(22977-67-9)

Safety Data

• Hazardous Substances Data: 22977-67-9(Hazardous Substances Data)

Usage

General Description

1-Piperidinyloxy, 2,2,6,6-tetramethyl-4-[(1-oxooctadecyl)oxy]-, also known as TEMPO, is a stable free radical compound commonly used in organic synthesis and as a catalyst for various chemical reactions. It is a red crystalline solid with a melting point of 41-46°C and is soluble in a wide range of organic solvents. TEMPO is used in the oxidation of alcohols to aldehydes and ketones, and in the functionalization of various organic compounds. It is also employed in the polymer industry as a radical initiator in the production of polymers and copolymers. TEMPO has gained significant attention due to its versatile application in organic chemistry and material science.

Upstream product

• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 112-76-5 Stearoyl chloride 
• 45985-24-8 TEMPOL 
• 57-11-4 stearic acid 

Relevant articles and documents

Ultrasound-Responsive Nanoparticulate for Selective Amplification of Chemotherapeutic Potency for Ablation of Solid Tumors

Precision medicine requests preferential transportation of the pharmaceutical substances to the pathological site and impartation of localized therapeutic activities to the targeted cells. To accomplish this goal, we attempted a facile nanoscaled ultrasound-responsive delivery system, characterized by doxorubicin assembled with an amphiphilic copolymer (multiple of hydrophobic stearic segments tethered onto the hydrophilic pullulan backbone through ultrasound-labile oxyl-alkylhydroxylamine linkage). As a consequence of the strategically installed ultrasound-labile oxyl-alkylhydroxylamine linkage to elicit the tailored segregation of the hydrophilic pullulan and the hydrophobic stearic segments upon ultrasound impetus, the constructed nanoscaled self-assembly presented distinctive structural destabilization behaviors and afforded spatiotemporal controlled liberation of the cytotoxic drugs. It is worthy to note that the ultrasound was determined to markedly lower the IC50 of the proposed system from over 10 μg/mL to 2.33 μg/mL (approximate 4-fold), thereby serving as a facile impetus to amplify the cytotoxic potency of the proposed drug delivery vehicles. Furthermore, drastic tumor ablation was validated by dosage of the proposed doxorubicin delivery system to T41 tumor-bearing mice accompanied by the tumor-localized ultrasound impetus, while no observable adverse side effect was confirmed. Therefore, the results advocated our ultrasound-responsive delivery vehicle as a tempting strategy for precise spatiotemporal control of the release of the drug cargo, thus affording selectively amplified cytotoxic potency to the ultrasound-imposed site, which should be highlighted as important progress toward precision medicine.

Inhibiting polymerization of vinyl aromatic monomers

When a nitroxyl compound is heated in an oxygen-free atmosphere with a vinyl aromatic monomer at 50-140 DEG C. for up to 60 days, it forms an activated inhibitor mixture which is superior to the nitroxyl compound itself in preventing the premature polymerization of a vinyl aromatic monomer during its processing and purification.

A convenient acylation procedure of alcohols and amines

The reaction of carboxylic acids with primary and secondary alcohols in the presence of aromatic sulfochlorides (mesitylenesulfonyl chloride and 2,4,6-triisopropylbenzenesulfonyl chloride) or aromatic sulfotetrazoles (mesytilenesulfonyl tetrazolide and 2,4,6-triisopropylbenzenesulfonyltetrazole) and usual acylation catalysts was shown to be a convenient procedure for the synthesis of esters. Reaction of carboxylic acids with primary aliphatic or aromatic amines in the presence of the same tetrazolides and catalysts is a useful procedure for the synthesis of amides. Syntheses of twenty compounds are presented as examples.