68400-57-7

Basic information

• Product Name: N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]stearamide
• Synonyms: N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]stearamide;N-[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]octadecanamide
• CAS NO: 68400-57-7
• Molecular Formula: C₂₂H₄₅NO₄
• Molecular Weight: 387.597
• EINECS: 270-047-1
• Mol File: 68400-57-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 593.3°Cat760mmHg
• Flash Point: 312.6°C
• Appearance: /
• Density: 0.993g/cm³
• Vapor Pressure: 1.5E-16mmHg at 25°C
• Refractive Index: 1.486
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Very Slightly), DMSO (Very Slightly), Methanol (Slightly, Heated)
• CAS DataBase Reference: N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]stearamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]stearamide(68400-57-7)
• EPA Substance Registry System: N-[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]stearamide(68400-57-7)

Safety Data

• Hazardous Substances Data: 68400-57-7(Hazardous Substances Data)

Usage

Uses

N-[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]octadecanamide is alkyl substituted polyol used as a reactant in gene delivery using tripodal cationic lipids with programmed biodegradability.

InChI:InChI=1/C22H45NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(27)23-22(18-24,19-25)20-26/h24-26H,2-20H2,1H3,(H,23,27)

Upstream product

• 57-11-4 stearic acid 
• 77-86-1 2-amino-2-hydroxymethyl-1,3-propanediol 
• 1185-53-1 tris hydrochloride 
• 112-76-5 Stearoyl chloride 
• 1146965-63-0 N-[tris(tert-butyldimethylsilyloxymethyl)methyl]octadecamide 

Relevant articles and documents

Synthesis, supramolecular organization and thermotropic phase behaviour of N-acyltris(hydroxymethyl)aminomethane

Herein, we reported the supramolecular organization of N-acyltris(hydroxymethyl)aminomethane (NATM) in the solid state as well as in aqueous solution. Single crystal X-ray diffraction revealed that NATM adopts a fully interdigitized structure. The thermodynamic parameters associated with thermotropic phase behaviour of NATM was determined by differential scanning calorimetry. The molecular packing and phase state of the NATM analyzed by laurdan and prodan fluorescence supports the formation of an interdigitized phase in aqueous solution. The potential application of the self-assembled NATM vesicles was demonstrated through entrapping model drug, Rhodamine B.

CATIONIC LIPIDS

This invention relates to cationic lipids. More particularly the invention relates to biodegradable cationic lipids having a plurality of cationic headgroups and one or more lipophilic tail groups. The lipids are of utility in various applications, and in particular in permitting transfection of molecules, and in particular DNA and RNA, into cells. As such the lipids have specific utility in the field of gene therapy as well as other applications such as delivery of small molecules into cells, detergents, and metal ion complexation for medical or industrial applications.

The effect of molecular shape and microphase segregation on the formation of liquid crystal phases in poly-ols

In this article we examine the effect of molecular shape on the formation of thermotropic phases of alkyl-substituted poly-ols. The relationship between the cross-sectional area of the hydrophilic head group with respect to the that of the hydrophilic tails determines the type of mesophase formed. The results obtained are similar to those found for the formation of lyotropic phases.