16445-01-5

Basic information

• Product Name: 9-Octadecenamide,N,N'-(iminodi-2,1-ethanediyl)bis-, (9Z,9'Z)-
• Synonyms: 9-Octadecenamide,N,N'-(iminodi-2,1-ethanediyl)bis-, (Z,Z)-; Oleamide, N,N'-(iminodiethylene)bis-(6CI,8CI); Diethylenetriamine dioleamide; Diethylenetriamine oleic acid diamide
• CAS NO: 16445-01-5
• Molecular Formula: C40H77 N3 O2
• Molecular Weight: 632.07
• Mol File: 16445-01-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 761.5°Cat760mmHg
• Flash Point: 102.1°C
• Density: 0.907g/cm³
• CAS DataBase Reference: 9-Octadecenamide,N,N'-(iminodi-2,1-ethanediyl)bis-, (9Z,9'Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Octadecenamide,N,N'-(iminodi-2,1-ethanediyl)bis-, (9Z,9'Z)-(16445-01-5)
• EPA Substance Registry System: 9-Octadecenamide,N,N'-(iminodi-2,1-ethanediyl)bis-, (9Z,9'Z)-(16445-01-5)

Safety Data

• Hazardous Substances Data: 16445-01-5(Hazardous Substances Data)

Upstream product

• 112-80-1 cis-Octadecenoic acid 
• 111-40-0 3-azapentane-1,5-diamine 
• 57-11-4 stearic acid 

Relevant articles and documents

Cyclen-based double-tailed lipids for DNA delivery: Synthesis and the effect of linking group structures

The gene transfection efficiency (TE) of cationic lipids is largely influenced by the lipid structure. Six novel 1, 4, 7, 10-tetraazacyclododecane (cyclen)-based cationic lipids L1-L6, which contain double oleyl as hydrophobic tails, were designed and synthesized. The difference between these lipids is their diverse backbone. Liposomes prepared by the lipids and DOPE showed good DNA affinity, and full DNA condensation could be achieved at N/P of 4 to form lipoplexes with proper size and zeta-potentials for gene transfection. Structure-activity relationship of these lipids as non-viral gene delivery vectors was investigated. It was found that minor backbone structural variations, including linking group and the structural symmetry would affect the TE. The diethylenetriamine derived lipid L4 containing amide linking bonds gave the best TE, which was several times higher than commercially available transfection reagent lipofectamine 2000. Besides, these lipids exhibited low cytotoxicity, suggesting their good biocompatibility. Results reveal that such type of cationic lipids might be promising non-viral gene vectors, and also afford us clues for the design of novel vectors with higher TE and biocompatibility.