linoleamide

9,12-octadecadienamide, (9Z,12Z)-

CAS: 3999-01-7 C18 H33 N O MW: 279.46721000

Identification

Namelinoleamide
CAS Number3999-01-7
EINECS223-644-6
FDA UNII5340S2UXSP
Molecular FormulaC18 H33 N O
Molecular Weight279.46721000

Regulatory

FDA Mainterm (IAUFC)3999-01-7 ; LINOLEAMIDE (LINOLEIC ACID AMIDE)

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Boiling Point 437.60 °C. @ 760.00 mm Hg (est)
Vapor Pressure 0.000000 mmHg @ 25.00 °C. (est)
Flash Point 425.00 °F. TCC ( 218.40 °C. ) (est)
logP (o/w) 6.231 (est)
Soluble in water, 0.07195 mg/L @ 25 °C (est)

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantistatic agents

No sensory data available

Safety Information

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

Categorycosmetic agents
Recommendation for linoleamide usage levels up tonot for fragrance use.
Recommendation for linoleamide flavor usage levels up tonot for flavor use.

No supplier data available

Potential Uses

antistatic agents opacifying agents viscosity controlling agents

Natural Occurrence

not found in nature

Synonyms

linoleic acid amide (9Z,12Z)- octadeca-9,12-dien-1-amide (9Z,12Z)- octadeca-9,12-dienamide (9Z,12Z)- octadeca-9,12-dienoic acid amide (Z,Z)-9,12- octadecadienamide 9,12- octadecadienamide, (9Z,12Z)- PubMed: [Potential cytostatic effect of the maleimide derivative 1-(4-Cl-benzyl)-3-Cl-4-(CF3-phenylamino)-1-H-pyrrol-2,5-dione]. PubMed: The macamide N-3-methoxybenzyl-linoleamide is a time-dependent fatty acid amide hydrolase (FAAH) inhibitor. PubMed: Primary fatty acid amide metabolism: conversion of fatty acids and an ethanolamine in N18TG2 and SCP cells. PubMed: Anti-inflammatory effects of fatty acids isolated from Chromolaena odorata. PubMed: Hypolipidemic and antioxidant activity of the novel acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor KY-455 in rabbits and hamsters. PubMed: The biohydrogenation of linoleamide in vitro and its effects on linoleic acid concentration in duodenal contents of sheep. PubMed: Effect of oleamide on Ca(2+) signaling in human bladder cancer cells. PubMed: Linoleamide, a brain lipid that induces sleep, increases cytosolic Ca2+ levels in MDCK renal tubular cells. PubMed: [Effect of presynaptic dopaminergic agonism on the immobility of mice in the forced swimming test]. PubMed: Mass spectrometric identification of N-phenyllinoleamide metabolites in mouse peritoneal macrophages. PubMed: Effects of NB-598, a potent squalene epoxidase inhibitor, on the apical membrane uptake of cholesterol and basolateral membrane secretion of lipids in Caco-2 cells. PubMed: [Effect of some GABA, glycine, or glutamic acid derivatives on the forced swimming test in mice]. PubMed: [Are there glutamatergic, anti-GABAergic or antiglycinergic components in the action mechanism of adamantamines? Study of convulsions induced by amantadine or 1-adamantylcyclopentanamine in mice]. PubMed: [Effect of glutamic acid palmitamide or linoleamide on convulsions induced by pentetrazole]. PubMed: [Oral dyskinesia in rats after a single administration of haloperidol combined with GABA-linoleamide. A model of dyskinesia in man]. PubMed: Cholesterol-lowering effect of N-(alpha-methylbenzyl)linoleamide (melinamide) in cholesterol-fed diabetic rats. PubMed: Determination of oxidation products of N-phenyllinoleamide: Spanish toxic oil syndrome studies. PubMed: [Effect of glycine-steatamide or glutamic acid palmitamide on oral dyskinesia, obtained by a single administration of haloperidol combined with GABA-linoleamide in rats]. PubMed: [Synthesis and pharmacological study of glutamic acid palmitamide and linoleamide]. PubMed: Chain-shortening of a xenobiotic acyl compound by the peroxisomal beta-oxidation system in rat liver. PubMed: Mechanism of the inhibition of cholesterol absorption by DL-melinamide: inhibition of cholesterol esterification. PubMed: [Vacuous chewing after haloperidol and GABA-linoleamide administration in the rat]. PubMed: [Effect of GABA-linoleamide and glycine-linoleamide on catalepsy in the rat after chronic administration of reserpine]. PubMed: Inhibitory effect of melinamide on cholesterol solubility in mixed micellar solution of sodium taurocholate. PubMed: [Effects of GABA-ergic and glycinergic agents on pentamethylenetetrazole-induced convulsions in rats submitted to repeated injections of reserpine]. PubMed: [Effect of GABA-linoleamide and glycine linoleamide on pentamethylenetetrazole convulsions]. PubMed: [Effect of glycine linoleamide on haloperidol and reserpine catalepsy in the rat]. PubMed: [Effect of glycine linoleamide on thermoregulation in mice and rats]. PubMed: [Synthesis and pharmacological study of glycine linoleamide]. PubMed: [The effect of various new GABAergics on motor and oral stereotypes with apomorphine in the rat]. PubMed: [2 new GABA-ergics (GABA-linoleamide and GABA-steatamide). On 2 experimental models of depression]. PubMed: [Effect of GABA linoleamide on thermoregulation in mice exposed to low temperatures]. PubMed: [Action of GABA-linoleamide on blood cholesterol in rats]. PubMed: [Effect of GABA linoleamide on internal temperature regulation in the mouse]. PubMed: [Psychopharmacologic profile of a new product: GABA linoleamide (Gabalid)]. PubMed: 14C-labelling of a hypocholesterolemic agents, N-(alpha-methylbenzyl) linoleamide. PubMed: Linoleic acid amides: effect on cholesteremia and atherosclerosis. PubMed: Metabolism of linoleamides. II. Absorption, distribution, excretion and metabolism of N-[alpha-phenyl-beta-(p-tolyl)ethyl]linoleamide. PubMed: Metabolism of linoleamides. I. Absorption, excretion and metabolism of N-(alpha-methylbenzyl)linoleamide in rat and man. PubMed: Effect of (-)N-[alpha-phenyl-beta-(p-tolyl)ethyl] linoleamide on lipid levels in serum and liver in cholesterol-fed rats. PubMed: Inhibition of cholesterol absorption by (-)N-[alpha-phenyl-beta-(p-tolyl)ethyl] linoleamide in rats. PubMed: Influence of N( -methylbenzyl)linoleamide upon cholesterol metabolism in rats. PubMed: Enzymatic hydrolysis of N-(alpha-methylbenzyl)linoleamide. PubMed: Cholesterol esterification in vitro with DL-N-(alpha-methylbenzyl)-(1-14C)linoleamide. PubMed: The effect of (--)N-(alpha-phenyl-beta-(p-tolyl)ethyl) linoleamide on experimental atherosclerosis in rabbits. PubMed: The effect of N-(alpha-methylbenzyl) linoleamide on cholesterol metabolism in rats. PubMed: Cholesterol-lowering effects of DL-N-(alpha-methylbenzyl)-linoleamide and its optically active isomers in cholesterol-fed animals. PubMed: The effect of N-(alpha-methylbenzyl) linoleamide on experimental atherosclerosis in rabbits. PubMed: Agents affecting lipid metabolism. XXXVI. Effect of N-cyclohexyl linoleamide on hepatic cholesterogenesis in vitro. PubMed: Influence of N-cyclohexyl linoleamide on cholesterol synthesis by rat liver slices. PubMed: Effect of N-cyclohexyl linoleamide on cholesterol metabolism in rats. PubMed: Linolexamide (N-cyclohexyl linoleamide) in experimental atherosclerosis in rabbits. PubMed: The effect of N-cyclohexyl linoleamide on experimental atherosclerosis in rabbits. PubMed: N-cyclohexyl linoleamide: metabolism and cholesterol-lowering effect in rats.