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Merck
CN

N1540

Sigma-Aldrich

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
MDL number:
MFCD00897807
UNSPSC Code:
12352200
PubChem Substance ID:
329818584
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

Quality Level

100

form

powder

color

off-white to pale yellow

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

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)

InChI key

KPRTURMJVWXURQ-UHFFFAOYSA-N

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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

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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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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
Masataka Kusunoki et al.
European journal of pharmacology, 668(1-2), 337-339 (2011-07-16)
It is known that postheparin plasma lipoprotein lipase (LPL) activity correlates with serum high density lipoprotein cholesterol (HDL-C) levels in humans and animals. Furthermore, LPL has been reported to cause enlargement of HDL particle size in vitro. However, these effects
Yi Liu et al.
Lipids in health and disease, 10, 117-117 (2011-07-19)
The role of renal lipoprotein lipase (LPL) per se in kidney diseases is still controversial and obscure. The purpose of this study was to observe the preventive effects of Ibrolipim, a LPL activator, on lipid accumulation and LPL expression in
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
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
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