180918-68-7

Usage

Uses

Used in Chemical Synthesis Industry:
Trecetilide is used as a reactive intermediate for the synthesis of various chemical compounds due to its ability to form strong covalent bonds with other elements. Its reactivity makes it a valuable component in the production of complex organic molecules.
Used in Pesticide and Herbicide Production:
Trecetilide is used as a key ingredient in the formulation of pesticides and herbicides for its effectiveness in controlling pests and unwanted plant growth. Its strong bonding capabilities contribute to the stability and efficacy of these agricultural chemicals.
Given the potential toxicity and environmental impact of trecetilide, it is crucial that its applications are carefully managed and regulated to minimize any adverse effects. This includes the development of safe handling procedures, waste disposal methods, and the implementation of strict safety protocols in industries where it is utilized.

Upstream product

• 135124-58-2 1-bromo-6-fluoro-6-methylheptane 
• 135124-51-5 N-[4-[4-(ethylamino)-1-hydroxybutyl]phenyl]methanesulfonamide 
• 338751-82-9 (R)-(+)-N-[4-[4-(ethylamino)-1-hydroxybutyl]phenyl]methanesulfonamide 
• 180918-70-1 (S)-(-)-N-[4-[4-(ethylamino)-1-hydroxybutyl]phenyl]methanesulfonamide 
• 135124-50-4 N-ethyl-γ-oxo-4-((methanesulfonyl)amino)benzenebutanamide 
• 180918-69-8 (S)-(-)-N-[4-[4-(ethylamino)-1-hydroxy-4-oxobutyl]phenyl]methanesulfonamide 
• 135124-56-0 6-fluoro-6-methylheptyl THP ether 
• 135124-57-1 6-fluoro-6-methylheptanol 
• 100632-57-3 4-((methanesulfonyl)amino)-γ-oxobenzenebutanoic acid 
• 13129-62-9 6-hydroxy-6-methylheptyl THP ether 
• 338751-83-0 (R)-(+)-N-[4-[4-(ethylamino)-4-oxo-1-acetoxybutyl]phenyl]methanesulfonamide 

Downstream Products

• 191349-60-7 N-(4-{4-[ethyl(6-fluoro-6-methylheptyl)amino]-1-hydroxybutyl}phenyl)methanesulfonamide hemi-fumaric acid 

Relevant academic research and scientific papers

Chemistry development of a convergent route to trecetilide hemi-fumarate

A novel, efficient, stereoselective synthetic route for N-(4-{4-[ethyl(6-fluoro-6-methylheptyl)amino]-1-(S)-hydroxybutyl}-phenyl) methanesulfonamide hemi-fumaric acid salt (trecetilide hemi-fumarate, Figure 1) has been developed. The process features a convergent approach, which assembles two key intermediates in the last step to form the final molecule, which is then isolated by pH-controlled extraction. The new route offers significant yield and purity advantages over the previous route. However, the solvent volume and cycle time were not fully optimized due to the termination of the project.

Progress toward the development of a safe and effective agent for treating reentrant cardiac arrhythmias: Synthesis and evaluation of ibutilide analogues with enhanced metabolic stability and diminished proarrhythmic potential

A series of ibutilide analogues with fluorine substituents on the heptyl side chain was prepared and evaluated for class III antiarrhythmic activity, metabolic stability, and proarrhythmic potential. It was found that fluorine substituents stabilized the side chain to metabolic oxidation. Many of the compounds also retained the ability to increase the refractoriness of cardiac tissue at both slow and fast pacing rates. The potential for producing polymorphic ventricular tachycardia in the rabbit model was dependent on the chirality of the benzylic carbon. The S-enantiomers generally had less proarrhythmic activity than the corresponding racemates. One compound from this series (45E, trecetilide fumarate) had excellent antiarrhythmic activity and metabolic stability and was devoid of proarrhythmic activity in the rabbit model. It was chosen for further development.

Antiarrhythmic methanesulfonamides

Methanesulfonamides are structurally depicted by Formula I' STR1 or its pharmacologically acceptable salts where R3 is a C1-7 alkyl substituted with C3-7 cycloalkyl, or a C1-10 alkyl substituted with one to eigh