lauramide
dodecamide
Identification
| Name | lauramide |
| CAS Number | 1120-16-7 |
| EINECS | 214-298-7 |
| FDA UNII | 3BD22052MO |
| Molecular Formula | C12 H25 N O |
| Molecular Weight | 199.33745000 |
| MDL Number | MFCD00025532 |
| Nikkaji Number | J43.223G |
| XlogP3 | 3.50 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 110.00 °C. @ 760.00 mm Hg |
| Boiling Point | 335.12 °C. @ 760.00 mm Hg (est) |
| Flash Point | 314.00 °F. TCC ( 156.50 °C. ) (est) |
| logP (o/w) | 4.235 (est) |
| Soluble in | water, 27.72 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | viscosity controlling agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | viscosity controlling agents |
| Recommendation for lauramide usage levels up to | not for fragrance use. |
| Recommendation for lauramide flavor usage levels up to | not for flavor use. |
Potential Uses
Natural Occurrence
Synonyms
dodecamide
dodecanamide
dodecylamide
lauric acid amide
lauric amide
lauroylamide
lauryl amide
PubMed:
Synthesis and biological evaluation of a new series of N-acyldiamines as potential antibacterial and antifungal agents.
PubMed:
Revised stereochemistry of ceramide-trafficking inhibitor HPA-12 by X-ray crystallography analysis.
PubMed:
Susceptibility of Gardnerella vaginalis biofilms to natural antimicrobials subtilosin, ε-poly-L-lysine, and lauramide arginine ethyl ester.
PubMed:
Antimicrobial food packaging film based on the release of LAE from EVOH.
PubMed:
Influence of dicephalic ionic surfactant interactions with oppositely charged polyelectrolyte upon the in vitro dye release from oil core nanocapsules.
PubMed:
Chlamydia trachomatis co-opts GBF1 and CERT to acquire host sphingomyelin for distinct roles during intracellular development.
PubMed:
Expedient and practical synthesis of CERT-dependent ceramide trafficking inhibitor HPA-12 and its analogues.
PubMed:
Construction of an effective screening system for detection of Pseudomonas aeruginosa quorum sensing inhibitors and its application in bioautographic thin-layer chromatography.
PubMed:
Experimental and theoretical approach to nonequivalent adsorption of novel dicephalic ammonium surfactants at the air/solution interface.
PubMed:
Use of high performance liquid chromatography-electrospray ionization-tandem mass spectrometry for the analysis of ceramide-1-phosphate levels.
PubMed:
Pyripyropenes, fungal sesquiterpenes conjugated with alpha-pyrone and pyridine moieties, exhibits anti-angiogenic activity against human umbilical vein endothelial cells.
PubMed:
Dendritic effect on supramolecular self-assembly: organogels with strong fluorescence emission induced by aggregation.
PubMed:
DNA adsorption at liquid/solid interfaces.
PubMed:
Decreased ceramide transport protein (CERT) function alters sphingomyelin production following UVB irradiation.
PubMed:
The lysophospholipid acyltransferase antagonist CI-976 inhibits a late step in COPII vesicle budding.
PubMed:
Highly selective enzymatic kinetic resolution of primary amines at 80 degrees C: a comparative study of carboxylic acids and their ethyl esters as acyl donors.
PubMed:
Use of acyltransferase inhibitors to block vesicular traffic between the ER and Golgi complex.
PubMed:
Thixotropic organogels based on a simple N-hydroxyalkyl amide: rheological and aging properties.
PubMed:
[The molecular machinery CERT for intracellular trafficking of ceramide].
PubMed:
Characterization of a novel CI-976-sensitive lysophospholipid acyltransferase that is associated with the Golgi complex.
PubMed:
Inhibition of a Golgi complex lysophospholipid acyltransferase induces membrane tubule formation and retrograde trafficking.
PubMed:
Stereoselective synthesis and structure-activity relationship of novel ceramide trafficking inhibitors. (1R,3R)-N-(3-hydroxy-1-hydroxymethyl-3-phenylpropyl)dodecanamide and its analogues.
PubMed:
Catalytic, asymmetric Mannich-type reactions of N-acylimino esters: reactivity, diastereo- and enantioselectivity, and application to synthesis of N-acylated amino acid derivatives.
PubMed:
NTP Toxicology and Carcinogenesis Studies of Lauric Acid Diethanolamine Condensate (CAS NO. 120-40-1) in F344/N Rats and B6C3F1 Mice (Dermal Studies).
PubMed:
Catalytic, asymmetric Mannich-type reactions of N-acylimino esters for direct formation of N-acylated amino acid derivatives. Efficient synthesis of a novel inhibitor of ceramide trafficking, HPA-12.
PubMed:
A novel inhibitor of ceramide trafficking from the endoplasmic reticulum to the site of sphingomyelin synthesis.
PubMed:
pH-responsive pseudo-peptides for cell membrane disruption.
PubMed:
Determination of fatty acid amides as trimethylsilyl derivatives by gas chromatography with mass spectrometric detection.
PubMed:
In vitro and in vivo disposition of 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide (CI-976). Identification of a novel five-carbon cleavage metabolite in rats.
PubMed:
Lauramide diethanolamine absorption, metabolism, and disposition in rats and mice after oral, intravenous, and dermal administration.
PubMed:
Hydroxylation of lauramide diethanolamine by liver microsomes.
PubMed:
Fatty acid discrimination and omega-hydroxylation by cytochrome P450 4A1 and a cytochrome P4504A1/NADPH-P450 reductase fusion protein.
PubMed:
The effect of acyl CoA: cholesterol acyltransferase inhibition on the uptake, esterification and secretion of cholesterol by the hamster small intestine.
PubMed:
Determination of 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl) dodecanamide, CI-976, in rat plasma by reversed-phase high-performance liquid chromatography.
PubMed:
Solubility predictions for solid nitriles and tertiary amides based on the mobile order theory.
PubMed:
Structure of the autoinducer required for expression of Pseudomonas aeruginosa virulence genes.
PubMed:
Biodisposition studies with the acyl-coenzyme A: cholesterol acyltransferase inhibitor 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide, CI-976.
PubMed:
Determination of 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)-dodecanamide, a lipid regulator, in rat plasma and mesenteric lymph by reversed-phase high-performance liquid chromatography.
PubMed:
Facilitated transport of two model steroids by esters and amides of clofibric acid.
PubMed:
An appraisal of povidone-iodine and wound healing.
PubMed:
Comparison of azone and hexamethylene lauramide in toxicologic effects and penetration enhancement of cimetidine in rabbit eyes.
PubMed:
Inhibitors of acyl-CoA:cholesterol acyltransferase. 1. Identification and structure-activity relationships of a novel series of fatty acid anilide hypocholesterolemic agents.
PubMed:
Comparison of CI-976, an ACAT inhibitor, and selected lipid-lowering agents for antiatherosclerotic activity in iliac-femoral and thoracic aortic lesions. A biochemical, morphological, and morphometric evaluation.
PubMed:
Metabolism of the acyl-CoA:cholesterol acyltransferase inhibitor 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide in rat and monkey. Omega-/beta-oxidation pathway.
PubMed:
Percutaneous and systemic disposition of hexamethylene lauramide and its penetration enhancement effect on hydrocortisone in a rat sandwich skin-flap model.
PubMed:
Rotation of nucleotide sites is not required for the enzymatic activity of chloroplast coupling factor 1.
PubMed:
Contact allergy to cocamide DEA and lauramide DEA in shampoos.