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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

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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

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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Qinkai Li et al.
The Journal of endocrinology, 204(1), 47-56 (2009-10-10)
Insulin resistance and dyslipidemia are both considered to be risk factors for metabolic syndrome. Low levels of IGF1 are associated with insulin resistance. Elevation of low-density lipoprotein cholesterol (LDL-C) concomitant with depression of high-density lipoprotein cholesterol (HDL-C) increase the risk
Masuhiro Nishimura et al.
Drug metabolism and pharmacokinetics, 19(6), 422-429 (2005-02-01)
In the present study, the effects on expression of cytochrome P450 (CYP1A1, CYP1A2, CYP3A4 and CYP3A5), carboxylesterase (CES1 and CES2) and sulfotransferase (CHST1, CHST3, CHST4, CST, SULT2A1 and TPST2) mRNA in primary cultures of cryopreserved human hepatocytes were evaluated after
Aki Nakamura et al.
European journal of pharmacology, 554(2-3), 183-190 (2006-11-18)
The chemical compound [4-(4-bromo-2-cyano-phenylcarbamoyl)-benzyl]-phosphonic acid diethyl ester (NO-1886) is a lipoprotein lipase activator having beneficial effects on both diabetes control and the cardiovascular system. Preventing accumulation of lipids in the cell wall, in addition to improving insulin actions on vasculature
Manbo Cai et al.
European journal of pharmacology, 540(1-3), 139-146 (2006-05-30)
Inflammation, closely associated with obesity, is emerging as an important risk factor for the pathophysiological development of atherosclerosis and diabetes mellitus. Fat balance is critical in the aetiology of obesity. Lipoprotein lipase is an important enzyme in lipid metabolism. The
Qishisan Wu et al.
The journal of medical investigation : JMI, 55(1-2), 61-70 (2008-03-06)
Various intestinal symptoms or diseases are closely associated with intestinal motility, which may be altered by metabolic disturbances associated with diabetes and obesity. It is therefore important that drugs used in the treatment of metabolic disorders should not have any
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