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Details

Stereochemistry ACHIRAL
Molecular Formula C18H39N.C2H4O2
Molecular Weight 329.5609
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of STEARYLAMINE ACETATE

SMILES

CC(O)=O.CCCCCCCCCCCCCCCCCCN

InChI

InChIKey=UPHWVVKYDQHTCF-UHFFFAOYSA-N
InChI=1S/C18H39N.C2H4O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19;1-2(3)4/h2-19H2,1H3;1H3,(H,3,4)

HIDE SMILES / InChI
Stearamine is an aliphatic amine intended for use in cosmetic formulations as antistatic agent. In cosmetics and personal care products, Lauramine and Stearamine have been used in hair preparations. Stearamine is also used as a corrosion-inhibiting boiler-water additive. Stearamine has antimicrobial properties. Stearylamine has been shown to prevent drug (lansoprazole) degradation and maintained drug stable in nanostructured lipid carriers (NLCs). Stearamine is used as positive charge inducing agent in different pharmaceutical formulations. Thus, the presence of stearylamine reduced the permeability coefficient for the cationic species of the drugs by approximately an order of magnitude, but had no effect on the neutral species of the drugs. The efflux curves observed for both verapamil and prochlorperazine could be mathematically modeled by assuming that the primary influence of stearylamine was on the development of a positive surface charge density on the inner monolayer of the liposome. Taken in sum, these results indicate that stearylamine is effective at decreasing the leakage of cationic drugs from liposomes, and may prove to be a valuable component of liposomal drug formulations.

Approval Year

PubMed

PubMed

TitleDatePubMed
Stability of desmopressin loaded in liposomes.
2003 Nov
Candida bombicola cells immobilized on patterned lipid films as enzyme sources for the transformation of arachidonic acid to 20-HETE.
2003 Nov-Dec
Two-dimensional crystallization of a small heat shock protein HSP16.3 on lipid layer.
2003 Oct 17
Relaxation behaviors of monolayers of octadecylamine and stearic acid at the air/water interface.
2004 Apr 13
Effect of salt on the hybridization of DNA by sequential immobilization of oligonucleotides at the air-water interface in the presence of ODA/DOTAP monolayers.
2004 Aug 1
Synthesis and isolation of cobalt hexacyanoferrate/chromate metal coordination nanopolymers stabilized by alkylamino ligand with metal elemental control.
2004 Aug 11
Synthesis of aqueous Au core-Ag shell nanoparticles using tyrosine as a pH-dependent reducing agent and assembling phase-transferred silver nanoparticles at the air-water interface.
2004 Aug 31
Liposomal amikacin dry powder inhaler: effect of fines on in vitro performance.
2004 Aug 9
Development of a topical niosomal preparation of acetazolamide: preparation and evaluation.
2004 Dec
Interactions of lipid monolayers with the natural biopolymer hyaluronic acid.
2004 Dec 15
Preparation of microcapsules containing two-phase core materials.
2004 Dec 7
Cationic stearylamine-containing biodegradable microparticles for DNA delivery.
2004 Feb
Time-dependent complexation of glucose-reduced gold nanoparticles with octadecylamine Langmuir monolayers.
2004 Feb 1
Stability and transdermal absorption of topical amphotericin B liposome formulations.
2004 Feb 11
Tunneling characteristics of octadecyl derivatives on tin and indium electrodes.
2004 Feb 3
Molecular transfer and transport in noncovalent microcontact printing.
2004 Feb 3
A low-temperature, soft chemistry method for the synthesis of zirconia nanoparticles in thermally evaporated fatty amine thin films.
2004 Jan 1
Synthesis and evaluation of a hematoporphyrin derivative in a folate receptor-targeted solid-lipid nanoparticle formulation.
2004 Jan-Feb
Invertase-lipid biocomposite films: preparation, characterization, and enzymatic activity.
2004 Jan-Feb
Influence of ammonium nitrate in phase transitions of Langmuir and Langmuir-Blodgett films at air/solution and solid/solution interfaces.
2004 Jul 1
Tamoxifen in topical liposomes: development, characterization and in-vitro evaluation.
2004 Jul 16
Development of liposomal amphotericin B dry powder inhaler formulation.
2004 Jul-Aug
Formulation and evaluation of oil-in-water emulsions of piperine in visceral leishmaniasis.
2004 Mar
Mineralization mechanism of calcium phosphates under three kinds of Langmuir monolayers.
2004 Mar 16
Preparation, characterization and in vitro release kinetics of clozapine solid lipid nanoparticles.
2004 Mar 24
Sphingolipids as bioactive regulators of thrombin generation.
2004 Mar 26
Lipid nano/submicron emulsions as vehicles for topical flurbiprofen delivery.
2004 Mar-Apr
Characterization of amphotericin B liposome formulations.
2004 May
Kinetic studies of cholesterol oxidation as inhibited by stearylamine during heating.
2004 Nov 17
Determination of aliphatic amines in mineral flotation liquors and reagents by high-performance liquid chromatography after derivatization with 4-chloro-7-nitrobenzofurazan.
2004 Nov 5
Liposome formulation of poorly water soluble drugs: optimisation of drug loading and ESEM analysis of stability.
2004 Nov 5
Immobilization of Candida bombicola cells on free-standing organic-gold nanoparticle membranes and their use as enzyme sources in biotransformations.
2004 Nov-Dec
A novel preparation of solid lipid nanoparticles with cyclosporin A for prolonged drug release.
2004 Sep
Time-resolved total internal reflection fluorescence study on hybridization of complementary single-stranded DNAs at a water/oil interface.
2004 Sep 1
On the mechanism of the hofmeister effect.
2004 Sep 1
Structure analysis of intercalated layer silicates: combination of molecular simulations and experiment.
2004 Sep 1
Treatment of focal cerebral ischemia with liposomal nerve growth factor.
2004 Sep-Oct
Development of simple thiol-reactive liposome formulations, one-step analysis and physicochemical characterization.
2005 Apr
Effect of the intercalation conditions of a montmorillonite with octadecylamine.
2005 Apr 1
Synthesis of functional microcapsules containing suspensions responsive to electric fields.
2005 Apr 15
Evidence for the role of organic layers in photoconductivity of organic/inorganic hybrid nanosheets as prepared by Langmuir-Blodgett methods.
2005 Apr 21
Structural properties and Raman spectroscopy of lipid Langmuir monolayers at the air-water interface.
2005 Apr 25
Electronic properties of single-walled carbon nanotube networks.
2005 Apr 27
Time-resolved fluorescence spectroscopic and scanning near-field optical microscopic studies of rhodamine dye adsorbed in cationic Langmuir-Blodgett films.
2005 Jan 1
High-throughput mass spectrometer using atmospheric pressure ionization and a cylindrical ion trap array.
2005 Jan 15
Physicochemical characterization and gene transfection efficiency of lipid emulsions with various co-emulsifiers.
2005 Jan 31
Keggin ion mediated synthesis of hydrophobized Pd nanoparticles for multifunctional catalysis.
2005 Mar 15
Swelling behavior of organoclays in styrene and exfoliation in nanocomposites.
2005 Mar 15
Liposomes as carriers for dermal delivery of tretinoin: in vitro evaluation of drug permeation and vesicle-skin interaction.
2005 Mar 2
Mannosylated niosomes as adjuvant-carrier system for oral genetic immunization against hepatitis B.
2005 Oct 15
Patents

Sample Use Guides

In a subchronic feeding study in rats, 3,000 ppm of Stearamine in the diet caused weight loss and increased mortality, with an accumulation of his- tiocytes in the mucosa of the small intestine and mesenteric lymph nodes. A diet of 500 ppm did not produce these effects. Dogs fed Stearamine at 15 mg/kg/day showed the same histiocyte accumulation. In a 2-year chronic feed- ing study in rats, Stearamine at concentrations up to 500 ppm (maximum tested) showed no significant increase in the incidence of tumors.
Route of Administration: Oral
Name Type Language
STEARYLAMINE ACETATE
Systematic Name English
OCTADECYLAMMONIUM ACETATE
Systematic Name English
STEARYLAMMONIUM ACETATE
Systematic Name English
N-OCTADECYLAMINE ACETATE
Systematic Name English
NSC-81938
Code English
1-OCTADECANAMINE, ACETATE (1:1)
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
218-583-7
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY
FDA UNII
856J14021A
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY
PUBCHEM
16608
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY
CAS
2190-04-7
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID2051263
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY
NSC
81938
Created by admin on Sat Dec 16 08:19:28 GMT 2023 , Edited by admin on Sat Dec 16 08:19:28 GMT 2023
PRIMARY