42358
Dioctadecylamine
≥99.0% (NT)
Synonym(s):
DODA, Distearylamine
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About This Item
Linear Formula:
[CH3(CH2)17]2NH
CAS Number:
Molecular Weight:
521.99
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
204-020-2
Beilstein/REAXYS Number:
1801688
MDL number:
Assay:
≥99.0% (NT)
InChI key
HKUFIYBZNQSHQS-UHFFFAOYSA-N
InChI
1S/C36H75N/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-37-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h37H,3-36H2,1-2H3
SMILES string
CCCCCCCCCCCCCCCCCCNCCCCCCCCCCCCCCCCCC
assay
≥99.0% (NT)
mp
71-73 °C
solubility
water: soluble(lit.)
functional group
amine
Quality Level
Related Categories
General description
Dioctadecylamine (DODA), a secondary amine, is a fatty amine derivative. Its biodegradation potential has been assessed. It has been observed that in aqueous medium DODA self organizes into plate like structures. Its partial charge distribution as a function of its conformation has been analyzed. The phase diagram of dioctadecylamine Langmuir monolayers has been determined and investigations show it does not form a monolayer above pH 3.9. DODA has been utilized in forming liposomes, cationic lipids or lipid chelating agents.
Application
Dioctadecylamine (DODA) is suitable reagent used in the synthesis of the following:
- Dioctadecylamine-BCN (bicyclo[6.1.0]nonyne) conjugate.
- Lipid derivatives of bisethylnorspermine (BSP).
- Functional VP (N-vinylpyrrolidone ) polymers.
- As a reactant in the synthesis of 4,4′-azobis(4-cyano-N,N-dioctadecyl)pentanamide (DODA-501) by reacting with disuccinimidyl 4,4′-azobis(4-cyanovalerate).
- As a reagent in the synthesis of dioctadecyl heptapeptides.
- As a phase transfer and stabilizer agent for gold nanoparticles (AuNPs) in non-polar solvent.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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K Tagawa et al.
Bioconjugate chemistry, 10(3), 354-360 (1999-05-29)
Novel amphiphiles which carry many mannose residues as side chains were prepared by telomerization of N-methacryloylaminopropyl D-mannopyranoside (alpha:beta = 20:1), N-methacryloylaminohexyl D-mannopyranoside (alpha:beta = 20:1), or 3-(2-methacryloylaminoethylthio)propyl D-mannopyranoside (alpha:beta = 4:1) using a lipophilic radical initiator. The mannose-carrying amphiphiles incorporated
The dioctadecylamine monolayer: Textures, phase transitions, and dendritic growth.
Flores A, et al.
J. Chem. Phys. , 119(11), 5644-5653 (2003)
Glycosidation of alkylamino-alkan-1-ol. A simple and convenient synthesis of glycosylated cationic lipids.
Jacopin C, et al.
Bioorganic & Medicinal Chemistry, 12(11), 1447-1450 (2002)
Ab initio study of the influence of conformation on partial charge distribution of dioctadecylamine.
Huetz P, et al.
Chemical Physics Letters, 380(3), 424-434 (2003)
Emmanuelle Roux et al.
Journal of pharmaceutical sciences, 91(8), 1795-1802 (2002-07-13)
The aim of this study was to characterize a pH-sensitive liposome formulation bearing a terminally alkylated N-isopropylacrylamide (NIPAM) copolymer with regard to its pH responsiveness, surface properties, and pharmacokinetics. The interacting forces between two lipid bilayers bearing the anchored NIPAM
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