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HomeProduct name list2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

Synonym(s):2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide Structural

What is 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide?

Description

Acyl-coenzyme A:cholesterol acyltransferase 1 (ACAT-1) is a sterol O-acyltransferase that catalyzes the formation of fatty acid-cholesterol esters, an important step in lipoprotein assembly and dietary cholesterol absorption. CI-976 is a potent, selective inhibitor of ACAT-1 (IC50 = 73 nM). It is orally bioavailable and decreases plasma total cholesterol, very low density lipoprotein (VLDL) cholesterol, LDL cholesterol, apolipoprotein B, liver cholesteryl esters, and VLDL and LDL cholesteryl ester content in rabbits given a diet that induces hypercholesterolemia. CI-976 also diminishes atherosclerotic activity in hypercholesterolemic rabbits.

The Uses of 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

CI-976 is a selective inhibitor of Acyl-coenzyme A: cholesterol Acyltransferase 1 (ACAT-1), a sterol O-acetyltransferase that catalyzes information of fatty acid-cholesterol esters. Orally bioavailable and decreses plasma total cholesterol

The Uses of 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

CI 976 has been used as an acyl-coenzyme A: cholesterol acyltransferase (ACAT) inhibitor:

  • to analyze its anti-hepatitis C virus (HCV) activity in Huh7.5.1 cells
  • to treat Neuro-2a cells to test its effect on plasma membrane integrated density of α4-SEPβ2 or α6-SEPβ2β3 nicotinic acetylcholine receptors (nAChRs)
  • to study its effects on the anti-angiogenic activity of pyripyropenes in human umbilical vein endothelial cells

What are the applications of Application

CI 976 is a trimethoxy fatty acid anilide inhibitor of ACAT/SOAT

Definition

ChEBI: 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide is an anilide.

Biological Activity

Selective acyl-coenzyme A:cholesterol acyltransferase (ACAT) inhibitor (IC 50 = 0.073 μ M). Lowers non-high density lipoprotein (HDL)-cholesterol and increases HDL-cholesterol concentrations in rats with pre-established dyslipidaemia. Orally active.

Biochem/physiol Actions

CI-976 (2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide), a new trimethoxy fatty acid anilide, is a potent and specific inhibitor of liver and intestinal acyl coenzyme A; cholesterol acyltransferase (ACAT) in vitro. CI-976 decreased non-high density lipoprotein (HDL)-cholesterol and increased HDL-cholesterol in rats with pre-established dyslipidemia. High performance gel chromatographic separation of plasma lipoproteins also revealed that CI-976, but not CL 277,082, lowered low density lipoprotein (LDL)-cholesterol and elevated HDL-cholesterol.

storage

Store at +4°C

Properties of 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

storage temp.  2-8°C
solubility  DMSO: >10mg/mL
form  solid
color  White to off-white
InChI InChI=1S/C23H39NO4/c1-7-8-9-10-11-12-13-14-15-23(2,3)22(25)24-21-19(27-5)16-18(26-4)17-20(21)28-6/h16-17H,7-15H2,1-6H3,(H,24,25)

Safety information for 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 2,2-Dimethyl-N-(2,4,6-trimethoxyphenyl)dodecanamide

InChIKey WAFNZAURAWBNDZ-UHFFFAOYSA-N
SMILES C(NC1=C(OC)C=C(OC)C=C1OC)(=O)C(C)(C)CCCCCCCCCC

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