Home Amines 133208-93-2
133208-93-2,MFCD00897807
Catalog No.:AA0014BO

133208-93-2 | Phosphonic acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, diethyl ester

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1mg
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$22.00   $15.00
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5mg
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$47.00   $33.00
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10mg
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$71.00   $50.00
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25mg
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50mg
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0014BO
Chemical Name:
Phosphonic acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, diethyl ester
CAS Number:
133208-93-2
Molecular Formula:
C19H20BrN2O4P
Molecular Weight:
451.2509
MDL Number:
MFCD00897807
SMILES:
CCOP(=O)(Cc1ccc(cc1)C(=O)Nc1ccc(cc1C#N)Br)OCC
Properties
Computed Properties
 
Complexity:
576  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
8  
XLogP3:
3.5  

Downstream Synthesis Route
67-56-1    133208-93-2   
ethyl4-(6-bromo-4-methoxyquinazolin-2-yl)benzylphosphonate 

[1]JournalofMedicinalChemistry,1996,vol.39,p.1433-1437

64-17-5    133208-93-2   
4-(6-Bromo-4-ethoxy-quinazolin-2-yl)-benzyl-phosphonicaciddiethylester 

[1]JournalofMedicinalChemistry,1996,vol.39,p.1433-1437

[1]JournalofMedicinalChemistry,1996,vol.39,p.1433-1437

139-02-6    133208-93-2   
4-(6-Bromo-4-phenoxy-quinazolin-2-yl)-benzyl-phosphonicaciddiethylester 

[1]JournalofMedicinalChemistry,1996,vol.39,p.1433-1437

[1]JournalofMedicinalChemistry,1996,vol.39,p.1433-1437

Literature

Title: NO-1886 ameliorates glycogen metabolism in insulin-resistant HepG2 cells by GSK-3β signalling.

Journal: The Journal of pharmacy and pharmacology 20120201

Title: Pioglitazone-induced body weight gain is prevented by combined administration with the lipoprotein lipase activator NO-1886.

Journal: European journal of pharmacology 20111015

Title: Activation of lipoprotein lipase increases serum high density lipoprotein 2 cholesterol and enlarges high density lipoprotein 2 particles in rats.

Journal: European journal of pharmacology 20111001

Title: Ibrolipim attenuates high glucose-induced endothelial dysfunction in cultured human umbilical vein endothelial cells via PI3K/Akt pathway.

Journal: Die Pharmazie 20111001

Title: Hepatic gene expression profiles are altered by dietary unsalted korean fermented soybean (chongkukjang) consumption in mice with diet-induced obesity.

Journal: Journal of nutrition and metabolism 20110101

Title: Preventive effect of Ibrolipim on suppressing lipid accumulation and increasing lipoprotein lipase in the kidneys of diet-induced diabetic minipigs.

Journal: Lipids in health and disease 20110101

Title: Ibrolipim increases ABCA1/G1 expression by the LXRα signaling pathway in THP-1 macrophage-derived foam cells.

Journal: Acta pharmacologica Sinica 20101001

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

Journal: The Journal of endocrinology 20100101

Title: NO-1886 up-regulates Niemann-Pick C1 protein (NPC1) expression through liver X receptor alpha signaling pathway in THP-1 macrophage-derived foam cells.

Journal: Cardiovascular drugs and therapy 20090601

Title: 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.

Journal: Cardiovascular drugs and therapy 20090601

Title: Evaluation of induction potency of new drug candidates on CYP1A2 and CYP3A4 using real-time one-step RT-PCR in primary cultures of cryopreserved human hepatocytes.

Journal: Drug metabolism and pharmacokinetics 20090101

Title: NO-1886, a lipoprotein lipase activator, attenuates contraction of rat intestinal ring preparations.

Journal: The journal of medical investigation : JMI 20080201

Title: Lipoprotein lipase activator ameliorates the severity of dietary steatohepatitis.

Journal: Biochemical and biophysical research communications 20070427

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

Journal: European journal of pharmacology 20070112

Title: NO-1886 upregulates ATP binding cassette transporter A1 and inhibits diet-induced atherosclerosis in Chinese Bama minipigs.

Journal: Journal of lipid research 20060901

Title: Effects of NO-1886 on inflammation-associated cytokines in high-fat/high-sucrose/high-cholesterol diet-fed miniature pigs.

Journal: European journal of pharmacology 20060701

Title: Concomitant suppression of hyperlipidemia and intestinal polyp formation by increasing lipoprotein lipase activity in Apc-deficient mice.

Journal: Biological chemistry 20060401

Title: NO-1886 (ibrolipim), a lipoprotein lipase-promoting agent, accelerates the expression of UCP3 messenger RNA and ameliorates obesity in ovariectomized rats.

Journal: Metabolism: clinical and experimental 20060201

Title: Assessment of induction of cytochrome P450 by NO-1886 (ibrolipim), a lipoprotein lipase-promoting agent, in primary cultures of human hepatocytes and in female rat liver.

Journal: Drug metabolism and pharmacokinetics 20060201

Title: Uncoupling proteins, dietary fat and the metabolic syndrome.

Journal: Nutrition & metabolism 20060101

Title: NO-1886 (ibrolipim), a lipoprotein lipase activator, increases the expression of uncoupling protein 3 in skeletal muscle and suppresses fat accumulation in high-fat diet-induced obesity in rats.

Journal: Metabolism: clinical and experimental 20051201

Title: 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.

Journal: Drug metabolism and pharmacokinetics 20041201

Title: NO-1886 inhibits size of adipocytes, suppresses plasma levels of tumor necrosis factor-alpha and free fatty acids, improves glucose metabolism in high-fat/high-sucrose-fed miniature pigs.

Journal: Pharmacological research 20040301

Title: NO-1886 decreases ectopic lipid deposition and protects pancreatic beta cells in diet-induced diabetic swine.

Journal: The Journal of endocrinology 20040301

Title: Lipoprotein lipase activator NO-1886 improves fatty liver caused by high-fat feeding in streptozotocin-induced diabetic rats.

Journal: Metabolism: clinical and experimental 20040201

Title: Lipoprotein lipase activator NO-1886 (ibrolipim) accelerates the mRNA expression of fatty acid oxidation-related enzymes in rat liver.

Journal: Metabolism: clinical and experimental 20031201

Title: Pharmacokinetics and metabolism of NO-1886, a lipoprotein lipase-promoting agent, in cynomolgus monkey.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20031201

Title: Lipoprotein lipase and atherosclerosis.

Journal: Current vascular pharmacology 20030301

Title: A lipoprotein lipase-promoting agent, NO-1886, improves glucose and lipid metabolism in high fat, high sucrose-fed New Zealand white rabbits.

Journal: International journal of experimental diabesity research 20030101

Title: Lipoprotein lipase activator NO-1886.

Journal: Cardiovascular drug reviews 20030101

Title: A lipoprotein lipase activator, NO-1886 prevents impaired endothelium-dependent relaxation of aorta caused by exercise in aged rats.

Journal: Experimental gerontology 20020701

Title: Correlation between lipid and glycogen contents in liver and insulin resistance in high-fat-fed rats treated with the lipoprotein lipase activator NO-1886.

Journal: Metabolism: clinical and experimental 20020601

Title: Phosphonate O-deethylation of [4-(4-bromo-2-cyano-phenylcarbamoyl) benzyl]-phosphonic acid diethyl ester, a lipoprotein lipase-promoting agent, catalyzed by cytochrome P450 2C8 and 3A4 in human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020301

Title: Effects of the lipoprotein lipase activator NO-1886 as a suppressor agent of atherosclerosis in aorta of mild diabetic rabbits.

Journal: Arzneimittel-Forschung 20020101

Title: [Lipid-lowering drugs].

Journal: Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20011201

Title: Discovery of novel mesangial cell proliferation inhibitors using a three-dimensional database searching method.

Journal: Journal of medicinal chemistry 20010705

Title: Effect of lipoprotein lipase activators bezafibrate and NO-1886, on B16 melanoma-induced cachexia in mice.

Journal: Anticancer research 19990101

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Tags:133208-93-2 Molecular Formula|133208-93-2 MDL|133208-93-2 SMILES|133208-93-2 Phosphonic acid, [[4-[[(4-bromo-2-cyanophenyl)amino]carbonyl]phenyl]methyl]-, diethyl ester