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N1540

NO-1886

Name: NO-1886
Brand: SIGMA

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

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Properties

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

Description

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

GHS06

signalword

Danger

hcodes

H301

pcodes

P264 - P270 - P301 + P310 - P405 - P501

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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NO-1886, a lipoprotein lipase activator, attenuates vascular smooth muscle contraction in rat aorta.

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

NO-1886 suppresses diet-induced insulin resistance and cholesterol accumulation through STAT5-dependent upregulation of IGF1 and CYP7A1.

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

Effects of NO-1886 (Ibrolipim), a lipoprotein lipase-promoting agent, on gene induction of cytochrome P450s, carboxylesterases, and sulfotransferases in primary cultures of human hepatocytes.

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

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Global Trade Item Number

SKU	GTIN
N1540-5MG	04061833057940
N1540-25MG	04061833057933