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Key Documents

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C3743

Sigma-Aldrich

CI 976

>98% (HPLC), solid

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C23H39NO4
Número de CAS:
114289-47-3
Peso molecular:
393.56
MDL number:
MFCD00869662
UNSPSC Code:
51111800
PubChem Substance ID:
329775044
NACRES:
NA.77

Quality Level

100

assay

>98% (HPLC)

form

solid

solubility

DMSO: >10 mg/mL
H2O: insoluble <2 mg/mL

storage temp.

2-8°C

SMILES string

CCCCCCCCCCC(C)(C)C(=O)Nc1c(OC)cc(OC)cc1OC

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)

InChI key

WAFNZAURAWBNDZ-UHFFFAOYSA-N

Application

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

Biochem/physiol Actions

CI-976, 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.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Y Azuma et al.
Japanese journal of pharmacology, 79(2), 151-158 (1999-04-15)
We studied the effect of NTE-122 (trans-1,4-bis[[1-cyclohexyl-3-(4-dimethylamino phenyl) ureido]methyl]cyclohexane), a novel acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor, on intracellular cholesterol esterification and the secretion of apolipoprotein B100 (apoB)-containing lipoprotein and bile acids in the human hepatoma cell line HepG2. NTE-122 markably inhibited
S Murakami et al.
General pharmacology, 27(8), 1383-1386 (1996-12-01)
1. A novel ACAT (acyl-CoA: cholesterol acyltransferase) inhibitor, HL-004, exhibited a strong inhibitory effect on the hepatic and intestinal ACAT, but was less effective on the adrenal ACAT in vitro. 2. HL-004 selectively decreased serum VLDL cholesterol, and inhibited hepatic
A Tanaka et al.
Bioorganic & medicinal chemistry, 6(1), 15-30 (1998-03-21)
A series of N-alkyl-N-biphenylylmethyl-N'-arylurea and related derivatives represented by 1 have been prepared and evaluated for their ability to inhibit acyl-CoA:cholesterol O-acyltransferase in vitro and to lower plasma cholesterol levels in cholesterol-fed rats in vivo. Linking of two phenyl groups
R E Burrier et al.
The Journal of pharmacology and experimental therapeutics, 272(1), 156-163 (1995-01-01)
Acyl CoA: cholesterol acyltransferase (ACAT) inhibitors are known to inhibit cholesterol absorption and are under investigation to reduce hypercholesterolemia. These studies examine the effect of an ACAT inhibitor 2,2-dimethyl-N-(2,4,6-trimethoxyphenyl)-dodecanamide (PD128042) on the uptake, metabolism and secretion of cholesterol by the
Y Matsui et al.
Japanese journal of pharmacology, 85(4), 423-433 (2001-06-05)
R-755 (N-(2,6-diethylphenyl)-N'-[3-(2-methylphenyl)-6,7-dihydro-5H-cyclopenta[f[l]benzothiophen-2-yl]urea), a novel acyl-CoA:cholesterol acyltransferase (ACAT) inhibitor, has been characterized in vitro, ex vivo and in vivo. R-755 potently inhibited ACAT activities, with IC50 values from 2.5 to 64 nM, in rabbit intestinal microsomes and several cell lines (CaCo-2
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