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Merck
CN

N1540

NO-1886

Synonym(s):

Diethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate, Ibrolipim, OPF 009

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About This Item

Empirical Formula (Hill Notation):
C19H20BrN2O4P
CAS Number:
133208-93-2
Molecular Weight:
451.25
NACRES:
NA.77
PubChem Substance ID:
329818584
UNSPSC Code:
12352200
MDL number:
MFCD00897807

Key Documents

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InChI key

KPRTURMJVWXURQ-UHFFFAOYSA-N

SMILES string

CCOP(=O)(Cc1ccc(cc1)C(=O)Nc2ccc(Br)cc2C#N)OCC

InChI

1S/C19H20BrN2O4P/c1-3-25-27(24,26-4-2)13-14-5-7-15(8-6-14)19(23)22-18-10-9-17(20)11-16(18)12-21/h5-11H,3-4,13H2,1-2H3,(H,22,23)

assay

≥98% (HPLC)

form

powder

color

off-white to pale yellow

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Lipoprotein lipase activator. Overexpression of lipoprotein lipase in transgenic rabbits leads to increased small dense LDL in plasma and promotes atherosclerosis. Long-term administration of NO-1886 protects against the development of experimental atherosclerosis in animals.

Packaging

Packaged under nitrogen

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000156423
0000139867
0000139866
0000108991

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Pharmacological approaches to modifying HDL: more basic science to understand HDL metabolism is necessary. Editorial to: "NO-1886 up-regulates Niemann-Pick C1 protein (NPC1) expression through liver X receptor alpha signaling pathway in THP-1 macrophage-derived foam cells" by Xin Ma et al.
Michael H Davidson
Cardiovascular drugs and therapy, 23(3), 187-188 (2009-05-13)
Zong-Bao Wang et al.
The Journal of pharmacy and pharmacology, 64(2), 293-301 (2012-01-10)
The aim of the study was to elucidate the possible role and mechanism of NO-1886 (ibrolipim, a lipoprotein lipase activator) in ameliorating insulin resistance induced by high palmitate. HepG2 cells were cultured in RPMI 1640 medium and were treated with
Xin Ma et al.
Cardiovascular drugs and therapy, 23(3), 199-206 (2009-02-21)
The Niemann-Pick C1 (NPC1) protein regulates the transport of cholesterol from late endosomes/lysosomes to other compartments responsible for maintaining intracellular cholesterol homeostasis. Liver X receptors (LXRs) operate as cholesterol sensors which may protect from cholesterol overload by increasing the amount
Michihiro Mutoh et al.
Biological chemistry, 387(4), 381-385 (2006-04-12)
Epidemiologically, a high-fat diet is associated with the risk of colon cancer. In addition, serum levels of triglycerides (TGs) and cholesterol have been demonstrated to be positively associated with colon carcinogenesis. We recently found that an age-dependent hyperlipidemic state (high
Masataka Kusunoki et al.
European journal of pharmacology, 668(3), 486-491 (2011-08-13)
Pioglitazone improves insulin resistance in diabetics but often causes body weight gain. The lipoprotein lipase activator NO-1886 has been shown to exert both anti-obesity and anti-insulin-resistance effects. In this study, we investigated the effect of the combined administration of pioglitazone
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