26272-76-4

Usage

InChI:InChI=1/C40H79N3O/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-39-41-35-37-43(39)38-36-42-40(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h3-38H2,1-2H3,(H,42,44)

Upstream product

• 111-40-0 3-azapentane-1,5-diamine 
• 57-11-4 stearic acid 

Relevant academic research and scientific papers

Synthesis and biological evaluation of fatty imidazolines

A series of eight fatty imidazolines were synthesized under microwave-assisted conditions using different fatty acids namely octyl, decyl, dodecyl, tetradecyl and octadecyl, mixed fatty acids prepared from Sterculia foetida (containing cyclopropene-rich fatty acids), coconut (containing medium-chain-rich fatty acids), palm (containing saturated-rich fatty acids) and sunflower (containing unsaturated-rich fatty acids). Coconut, sunflower and non-edible oil S. foetida-based imidazolines were synthesized for the first time. The fatty imidazolines were evaluated for anti-fungal activity and found to be good to excellent (MIC, 4.68-18.75 μg ml-1) against the tested Candida strains as compared with fluconazole (MIC, 16-64 μg ml -1) as standard. The fatty imidazolines also exhibited excellent to moderate anti-bacterial activity (MIC, 4.68-75 μg ml-1) against Staphylococcus aureus MTCC 96, S. aureus MLS 16 MTCC 2940 and Pseudomonas aeruginosa MTCC 2453 as compared with neomycin (MIC, 18.75 μg ml -1) as standard. The cytotoxic evaluation of the imidazolines against different cancer cell lines such as HeLa (Human Cervical Cancer Cell line), A549 (Human Alveolar Adenocarcinoma Cell line), MDA-MB-231& MCF7 (Human Breast Adenocarcinoma Cell line) and Neuro2a (Mouse neuroblastoma cell line) showed excellent cytotoxicity for dodecyl (3b), tetradecyl (3c), octadecyl ( 3d) and coconut (3f)-based imidazolines. Sunflower-based imidazoline (3g) exhibited good anti-cancer activity towards A549, Neuro2a and palm-based imidazoline (3h) towards HeLa, A549 and MCF-7 cell lines. Springer Science+Business Media 2014.

Process for the preparation of 1-(acylaminoalkyl)-2-imidazolines substituted in the 2 position

In a process for preparing 2-substituted 1-(acylaminoalkyl)-2-imidazolines of the general formula I STR1 where R is an alkylene radical and R1 is a fatty acid radical, for example a fatty acid and a dialkylenetriamine are reacted with one another in a molar ratio of (1.8 to 2.0):1 by initially introducing one starting material at a temperature T1 and metering in the second starting material as a liquid, maintaining in the reaction mixture during the addition a temperature T1 and after the addition until the start of the cyclization a temperature T2 and distilling off the resulting water or alcohol via a rectification column and, after the acylation product has been formed, cyclizing in a conventional manner, T1 being a temperature of 170° C. to the boiling point of the initially introduced starting material, but not higher than 250° C., and T2 being a temperature of 170° to 250° C.