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Merck

C3743

Sigma-Aldrich

CI 976

>98% (HPLC), solid

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C23H39NO4
CAS-Nummer:
Molekulargewicht:
393.56
MDL-Nummer:
UNSPSC-Code:
51111800
PubChem Substanz-ID:
NACRES:
NA.77

Qualitätsniveau

Assay

>98% (HPLC)

Form

solid

Löslichkeit

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

Lagertemp.

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)

InChIKey

WAFNZAURAWBNDZ-UHFFFAOYSA-N

Anwendung

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. Wirkung

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.

H-Sätze

P-Sätze

Gefahreneinstufungen

Aquatic Chronic 4

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

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
Asami Hayashi et al.
Biological & pharmaceutical bulletin, 32(7), 1261-1265 (2009-07-03)
In the course of our search for anti-angiogenic substances, pyripyropenes A (1), B (2), and D (3) were re-discovered as selective anti-proliferative substances against human umbilical vein endothelial cells (HUVECs) from a marine-derived fungus of Aspergillus sp. Pyripyropenes showed potent
S Perrey et al.
Atherosclerosis, 155(2), 359-370 (2001-03-20)
The cholesteryl ester, foam cell-enriched vulnerable plaque is a principle pharmacological target for reducing athero-thrombosis. Acyl CoA:cholesterol Acyl Transferase (ACAT) catalyzes the esterification of free cholesterol in intestine, liver, adrenal and macrophages, leading in the latter cells to intracellular cholesteryl
S Sonda et al.
The Journal of biological chemistry, 276(37), 34434-34440 (2001-07-18)
Upon host cell invasion the apicomplexan parasite Toxoplasma gondii resides in a specialized compartment termed the parasitophorous vacuole that is derived from the host cell membrane but modified by the parasite. Despite the segregation of the parasitophorous vacuole from the
R A Harte et al.
Biochimica et biophysica acta, 1258(3), 241-250 (1995-10-05)
The effect of the membrane environment of acyl-CoA:cholesterol acyl transferase (ACAT), an important intracellular enzyme of cholesterol metabolism, on the properties of a range of inhibitors of varying potencies was studied. ACAT activity from rat liver was solubilised with 3%

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