lauramide

dodecamide

CAS: 1120-16-7 C12 H25 N O MW: 199.33745000

Identification

Namelauramide
CAS Number1120-16-7
EINECS214-298-7
FDA UNII3BD22052MO
Molecular FormulaC12 H25 N O
Molecular Weight199.33745000
MDL NumberMFCD00025532
Nikkaji NumberJ43.223G
XlogP33.50 (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

CosIngcosmetic data
Cosmetic Usesviscosity controlling agents

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryviscosity controlling agents
Recommendation for lauramide usage levels up tonot for fragrance use.
Recommendation for lauramide flavor usage levels up tonot for flavor use.

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Potential Uses

viscosity controlling agents

Natural Occurrence

not found in nature

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.