Home Amines 405911-17-3
405911-17-3,MFCD08276920
Catalog No.:AA003QR0

405911-17-3 | 2-[3-[3-[[2-Chloro-3-(trifluoromethyl)benzyl](2,2-diphenylethyl)amino]propoxy]phenyl]acetic acid hydrochloride

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1mg
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$16.00   $11.00
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5mg
98%
in stock  
$38.00   $27.00
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10mg
98%
in stock  
$50.00   $35.00
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25mg
95%
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$123.00   $86.00
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250mg
98%
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$265.00   $185.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003QR0
Chemical Name:
2-[3-[3-[[2-Chloro-3-(trifluoromethyl)benzyl](2,2-diphenylethyl)amino]propoxy]phenyl]acetic acid hydrochloride
CAS Number:
405911-17-3
Molecular Formula:
C33H32Cl2F3NO3
Molecular Weight:
618.5133
MDL Number:
MFCD08276920
SMILES:
OC(=O)Cc1cccc(c1)OCCCN(CC(c1ccccc1)c1ccccc1)Cc1cccc(c1Cl)C(F)(F)F.Cl
Properties
Properties
 
Form:
Solid  
MP:
174-179°C  
Solubility:
DMSO: ≥20mg/mL  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
753  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
13  

Downstream Synthesis Route

[1]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-WO2004/43939,2004,A1Locationinpatent:Page47

[1]CurrentPatentAssignee:GLAXOSMITHKLINEPLC-WO2004/43939,2004,A1Locationinpatent:Page41;46-47

405911-17-3   
CASUnavailable 
 
CASUnavailable 

[1]CurrentPatentAssignee:MASSGENERALBRIGHAMINC-WO2014/145749,2014,A1Locationinpatent:Page/Pagecolumn25

Literature

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Journal: Toxicology 20170701

Title: Cadmium-induced malignant transformation of rat liver cells: Potential key role and regulatory mechanism of altered apolipoprotein E expression in enhanced invasiveness.

Journal: Toxicology 20170501

Title: Liver X receptor activation promotes differentiation of regulatory T cells.

Journal: PloS one 20170101

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Title: Regulation of sphingomyelin phosphodiesterase acid-like 3A gene (SMPDL3A) by liver X receptors.

Journal: Molecular pharmacology 20121001

Title: Liver X receptors agonists impede hepatitis C virus infection in an Idol-dependent manner.

Journal: Antiviral research 20120901

Title: Liver X receptor activation reduces angiogenesis by impairing lipid raft localization and signaling of vascular endothelial growth factor receptor-2.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20120901

Title: Insertion-deletions in a FADS2 intron 1 conserved regulatory locus control expression of fatty acid desaturases 1 and 2 and modulate response to simvastatin.

Journal: Prostaglandins, leukotrienes, and essential fatty acids 20120701

Title: ABCA1 upregulating apolipoproein M expression mediates via the RXR/LXR pathway in HepG2 cells.

Journal: Biochemical and biophysical research communications 20120427

Title: Liver X receptor activation enhances blood-brain barrier integrity in the ischemic brain and increases the abundance of ATP-binding cassette transporters ABCB1 and ABCC1 on brain capillary cells.

Journal: Brain pathology (Zurich, Switzerland) 20120301

Title: Liver X receptor activation downregulates organic anion transporter 1 (OAT1) in the renal proximal tubule.

Journal: American journal of physiology. Renal physiology 20120301

Title: Liver x receptors regulate the transcriptional activity of the glucocorticoid receptor: implications for the carbohydrate metabolism.

Journal: PloS one 20120101

Title: Sensory network dysfunction, behavioral impairments, and their reversibility in an Alzheimer's β-amyloidosis mouse model.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20111102

Title: Activation of liver X receptor (LXR) inhibits receptor activator of nuclear factor κB ligand (RANKL)-induced osteoclast differentiation in an LXRβ-dependent mechanism.

Journal: The Journal of biological chemistry 20110923

Title: Suppression of chronic damage in renal allografts by Liver X receptor (LXR) activation relevant contribution of macrophage LXRα.

Journal: The American journal of pathology 20110701

Title: LXR as a novel antithrombotic target.

Journal: Blood 20110526

Title: Liver X receptors inhibit macrophage proliferation through downregulation of cyclins D1 and B1 and cyclin-dependent kinases 2 and 4.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20110415

Title: Low dose of the liver X receptor agonist, AZ876, reduces atherosclerosis in APOE*3Leiden mice without affecting liver or plasma triglyceride levels.

Journal: British journal of pharmacology 20110401

Title: Inhibitory effect of LXR activation on cell proliferation and cell cycle progression through lipogenic activity.

Journal: Journal of lipid research 20101201

Title: ATP-binding cassette transporter A1 mediates the beneficial effects of the liver X receptor agonist GW3965 on object recognition memory and amyloid burden in amyloid precursor protein/presenilin 1 mice.

Journal: The Journal of biological chemistry 20101029

Title: Activation of the liver X receptor increases neuroactive steroid levels and protects from diabetes-induced peripheral neuropathy.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20100908

Title: Recent progress in liver X receptor-selective modulators.

Journal: Current opinion in drug discovery & development 20100701

Title: The E3 ubiquitin ligase IDOL induces the degradation of the low density lipoprotein receptor family members VLDLR and ApoER2.

Journal: The Journal of biological chemistry 20100625

Title: X-ray structures of the LXRalpha LBD in its homodimeric form and implications for heterodimer signaling.

Journal: Journal of molecular biology 20100528

Title: Liver X receptor activation promotes macrophage-to-feces reverse cholesterol transport in a dyslipidemic hamster model.

Journal: Journal of lipid research 20100401

Title: The activation of liver X receptors inhibits toll-like receptor-9-induced foam cell formation.

Journal: Journal of cellular physiology 20100401

Title: Tissue-specific liver X receptor activation promotes macrophage reverse cholesterol transport in vivo.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20100401

Title: Liver X receptor agonists augment human islet function through activation of anaplerotic pathways and glycerolipid/free fatty acid cycling.

Journal: The Journal of biological chemistry 20100219

Title: Liver X receptor agonist GW3965 dose-dependently regulates lps-mediated liver injury and modulates posttranscriptional TNF-alpha production and p38 mitogen-activated protein kinase activation in liver macrophages.

Journal: Shock (Augusta, Ga.) 20091101

Title: LXR-activating oxysterols induce the expression of inflammatory markers in endothelial cells through LXR-independent mechanisms.

Journal: Atherosclerosis 20091101

Title: Activation of liver X receptor regulates substrate oxidation in white adipocytes.

Journal: Endocrinology 20090901

Title: The synthetic liver X receptor agonist GW3965 reduces tissue factor production and inflammatory responses in human islets in vitro.

Journal: Diabetologia 20090701

Title: Identification of adropin as a secreted factor linking dietary macronutrient intake with energy homeostasis and lipid metabolism.

Journal: Cell metabolism 20081201

Title: Chlamydia pneumoniae-induced foam cell formation requires MyD88-dependent and -independent signaling and is reciprocally modulated by liver X receptor activation.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20081115

Title: Treatment with LXR agonists after focal cerebral ischemia prevents brain damage.

Journal: FEBS letters 20081015

Title: Intestine-specific regulation of PPARalpha gene transcription by liver X receptors.

Journal: Endocrinology 20081001

Title: Activation of liver X receptors promotes neuroprotection and reduces brain inflammation in experimental stroke.

Journal: Circulation 20080930

Title: Liver X receptor agonists increase airway reactivity in a model of asthma via increasing airway smooth muscle growth.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20080915

Title: Androgen deprivation by activating the liver X receptor.

Journal: Endocrinology 20080801

Title: PPARalpha gene expression is up-regulated by LXR and PXR activators in the small intestine.

Journal: Biochemical and biophysical research communications 20080711

Title: Ligand specificity and evolution of liver X receptors.

Journal: The Journal of steroid biochemistry and molecular biology 20080501

Title: Combination of virtual screening and high throughput gene profiling for identification of novel liver X receptor modulators.

Journal: Journal of medicinal chemistry 20080410

Title: Niemann-Pick C1-like 1 is required for an LXR agonist to raise plasma HDL cholesterol in mice.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20080301

Title: The effect of statins on ABCA1 and ABCG1 expression in human macrophages is influenced by cellular cholesterol levels and extent of differentiation.

Journal: Atherosclerosis 20080101

Title: Liver X receptors (LXR) as therapeutic targets in dyslipidemia.

Journal: Cardiovascular therapeutics 20080101

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Journal: Molecular pharmacology 20071001

Title: GW3965, a synthetic liver X receptor (LXR) agonist, reduces angiotensin II-mediated pressor responses in Sprague-Dawley rats.

Journal: British journal of pharmacology 20070601

Title: Inhibition of progesterone production in human luteinized granulosa cells treated with LXR agonists.

Journal: Molecular human reproduction 20070601

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Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070301

Title: Chlamydia pneumoniae--induced macrophage foam cell formation is mediated by Toll-like receptor 2.

Journal: Infection and immunity 20070201

Title: The nuclear receptor LXR is a glucose sensor.

Journal: Nature 20070111

Title: Tissue-specific induction of intestinal ABCA1 expression with a liver X receptor agonist raises plasma HDL cholesterol levels.

Journal: Circulation research 20060929

Title: Assessing the effects of LXR agonists on cellular cholesterol handling: a stable isotope tracer study.

Journal: Journal of lipid research 20060601

Title: A novel principle for partial agonism of liver X receptor ligands. Competitive recruitment of activators and repressors.

Journal: The Journal of biological chemistry 20060224

Title: Oxysterols suppress inducible nitric oxide synthase expression in lipopolysaccharide-stimulated astrocytes through liver X receptor.

Journal: Neuroreport 20060206

Title: Activation of the liver X receptor protects against hepatic injury in endotoxemia by suppressing Kupffer cell activation.

Journal: Shock (Augusta, Ga.) 20060201

Title: Pharmacological activation of liver X receptors promotes reverse cholesterol transport in vivo.

Journal: Circulation 20060103

Title: Differential effects of pharmacological liver X receptor activation on hepatic and peripheral insulin sensitivity in lean and ob/ob mice.

Journal: American journal of physiology. Endocrinology and metabolism 20051101

Title: Synthetic LXR agonists increase LDL in CETP species.

Journal: Journal of lipid research 20051001

Title: Liver X receptor agonists suppress vascular smooth muscle cell proliferation and inhibit neointima formation in balloon-injured rat carotid arteries.

Journal: Circulation research 20041210

Title: Raising HDL cholesterol without inducing hepatic steatosis and hypertriglyceridemia by a selective LXR modulator.

Journal: Journal of lipid research 20040801

Title: Miniaturization of cell-based beta-lactamase-dependent FRET assays to ultra-high throughput formats to identify agonists of human liver X receptors.

Journal: Assay and drug development technologies 20031201

Title: FXRE can function as an LXRE in the promoter of human ileal bile acid-binding protein (I-BABP) gene.

Journal: FEBS letters 20031023

Title: Mitro, Nico., et al. LXR and TSPO as new therapeutic targets to increase the levels of neuroactive steroids in the central nervous system of diabetic animals. Neurochemistry International (2012), 60(6), 616-621.

Title: Guo, Deliang., et al. An LXR Agonist Promotes Glioblastoma Cell Death through Inhibition of an EGFR/AKT/SREBP-1/LDLR-Dependent Pathway. Cancer Discovery (2011), 1(5), 442-456.

Title: Spyridon, Michael., et al. LXR as a novel antithrombotic target. Blood (2011), 117(21), 5751-5761.

Title: Collins JL, et al. Identification of a nonsteroidal liver X receptor agonist through parallel array synthesis of tertiary amines. J Med Chem. 2002 May 9;45(10):1963-6.

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Tags:405911-17-3 Molecular Formula|405911-17-3 MDL|405911-17-3 SMILES|405911-17-3 2-[3-[3-[[2-Chloro-3-(trifluoromethyl)benzyl](2,2-diphenylethyl)amino]propoxy]phenyl]acetic acid hydrochloride