Bezafibrate structure, CAS 41859-67-0

Bezafibrate

CAS Number41859-67-0

Synonymsa-[4-(4-Chlorobenzoylaminoethyl)phenoxy]isobutyric Acid; Difaterol; bezafibric acid; bezafibrato; bezafibratum [INN_la]; 2-[4-[2-[(4-Chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoic Acid; 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]-2-methylpropanoic acid; 2-(4-{2-[(4-Chlorobenzoyl)amino]ethyl}phenoxy)-2-methylpropanoic acid; CEDUR; Bezalip; MFCD00078970; Bezafibrate; 2-[p-[2-(p-Chlorobenzamido)ethyl]phenoxy]-2-methylpropionic Acid; 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]isobutyric Acid; Befizal; bezafibrat; Bezatol; bf-759; EINECS 255-567-9

Molecular FormulaC19H20ClNO4

Molecular Weight361.82

Purity≥98%

Density1.3±0.1 g/cm3

Boiling Point572.1±45.0 °C at 760 mmHg

Melting Point184 °C

Flash Point

Appearancesolid

EINECS255-567-9

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Cat. No.: 2A-9009392 Purity: ≥98%
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Quality Control of [ 41859-67-0 ] Purity: ≥98% SDS Specification MoL

Chemical & Physical Properties
CAS Number41859-67-0
Catalog No.2A-9009392
Chinese Name苯扎贝特
Synonymsa-[4-(4-Chlorobenzoylaminoethyl)phenoxy]isobutyric Acid; Difaterol; bezafibric acid; bezafibrato; bezafibratum [INN_la]; 2-[4-[2-[(4-Chlorobenzoyl)amino]ethyl]phenoxy]-2-methylpropanoic Acid; 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]-2-methylpropanoic acid; 2-(4-{2-[(4-Chlorobenzoyl)amino]ethyl}phenoxy)-2-methylpropanoic acid; CEDUR; Bezalip; MFCD00078970; Bezafibrate; 2-[p-[2-(p-Chlorobenzamido)ethyl]phenoxy]-2-methylpropionic Acid; 2-[4-[2-(4-Chlorobenzamido)ethyl]phenoxy]isobutyric Acid; Befizal; bezafibrat; Bezatol; bf-759; EINECS 255-567-9
Molecular FormulaC19H20ClNO4
Molecular Weight361.82
Purity≥98
Density1.3±0.1 g/cm3
Boiling Point572.1±45.0 °C at 760 mmHg
Melting Point184 °C
Appearancesolid
Water SolubilityDMF: soluble
Storage ConditionSealed, cool, dry storage
ApplicationBezafibrate is a PPAR agonist, with EC50s of 50 μM, 60 μM, 20 μM and 90 μM, 55 μM, and 110 μM for human and mouse PPARα, PPARγ, and PPARδ respectively; Bezafibrate is a hypolipidemic agent.
EINECS255-567-9
HTC2924299090
PubChem ID24891983
MDL NumberMFCD00078970
SMILESCC(C)(Oc1ccc(CCNC(=O)c2ccc(Cl)cc2)cc1)C(O)=O
InChI1S/C19H20ClNO4/c1-19(2,18(23)24)25-16-9-3-13(4-10-16)11-12-21-17(22)14-5-7-15(20)8-6-14/h3-10H,11-12H2,1-2H3,(H,21,22)(H,23,24)
InChI KeyIIBYAHWJQTYFKB-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard SymbolsTransport
MSDSmsds/9392_1_41859_67_0.pdf
BioactivityBezafibrate is an agonist of PPAR, with EC50s of 50 μM, 60 μM, 20 μM for human PPARα, PPARγ and PPARδ, and 90 μM, 55 μM, 110 μM for murine PPARα, PPARγ and PPARδ, respectively; Bezafibrate is used as an hypolipidemic agent. Related Catalog Research Areas >> Metabolic Disease Research Areas >> Cardiovascular Disease Target hPPARδ:20 μM (EC50) hPPARα:50 μM (EC50) hPPARγ:60 μM (EC50) In Vitro Bezafibrate is an agonist of PPAR, with EC50s of 90 μM, 55 μM, 110 μM for murine PPARα, PPARγ and PPARδ, and 50 μM, 60 μM, 20 μM for human PPARα, PPARγ and PPARδ, respectively[1]. Bezafibrate (> 200 μM) shows significant cytotoxicity against human retinal microvascular endothelial cells (HRMECs) and human retinal pigment epithelial ARPE-19 cells. Bezafibrate (30-100 μM) suppresses tumor necrosis factor (TNF)α induced inflammatory factors and regulates TNFα induced nuclear factor (NF)-κB transactivation in HRMEC. Bezafibrate inhibits VEGF-induced HRMECs migration, and inhibits interleukin (IL)-1β-induced VEGF secretion of ARPE-19 cells[2]. In Vivo Bezafibrate (0.5%) markedly reduces plasma lipid and glucose levels, and increases islet area in the pancreas in TallyHo mice. Bezafibrate also improves energy expenditure and metabolic flexibility. Moreover, Bezafibrate ameliorates steatosis, modifies lipid composition and increases mitochondrial mass in the liver[3]. Cell Assay Cell viability is assessed using the CCK-8 kit. Hhuman retinal microvascular endothelial cells (HRMECs) or ARPE-19 cells are seeded at 5000 cells/well in medium containing 10% serum in 96-well plates. After a 24-h incubation, the medium is serum-starved with 1% FBS for 6 h, the CCK-8 reagent is added, and the absorbance of the resultant solution is measured at 450 nm by using a microplate reader at three time points, 24, 48, and 72 h after treatment with Bezafibrate (0, 10, 50, 100, 200, 500, and 1000 μM)[2]. Animal Admin TallyHo mice are bred in our animal facility. Only male mice are used in the study, and mice receive a standard diet (SD), which is supplemented with 0.5% (w/w) Bezafibrate for the Bezafibrate groups for 8 weeks. Animals are killed by isoflurane overdose, and dissected tissues are prepared as stated below. All data represent samples taken after 8 weeks of Bezafibrate (or SD) treatment unless otherwise stated[3]. References [1]. Willson TM, et al. The PPARs: from orphan receptors to drug discovery. J Med Chem. 2000 Feb 24;43(4):527-50. [2]. Usui-Ouchi A, et al. The peroxisome proliferator-activated receptor pan-agonist bezafibrate suppresses microvascular inflammatory responses of retinal endothelial cells and vascular endothelial growth factor production in retinal pigmented epithelial cells. Int Immunopharmacol. 2017 Nov;52:70-76. [3]. Franko A, et al. Bezafibrate ameliorates diabetes via reduced steatosis and improved hepatic insulin sensitivity in diabetic TallyHo mice. Mol Metab. 2017 Jan 6;6(3):256-266. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 572.1±45.0 °C at 760 mmHg Melting Point 184 °C Molecular Formula C19H20ClNO4 Molecular Weight 361.819 Flash Point 299.8±28.7 °C Exact Mass 361.108093 PSA 75.63000 LogP 3.46 Vapour Pressure 0.0±1.7 mmHg at 25°C Index of Refraction 1.583 InChIKey IIBYAHWJQTYFKB-UHFFFAOYSA-N SMILES CC(C)(Oc1ccc(CCNC(=O)c2ccc(Cl)cc2)cc1)C(=O)O Storage condition Refrigerator Water Solubility DMF: soluble
Use ofBezafibrate is an agonist of PPAR, with EC50s of 50 μM, 60 μM, 20 μM for human PPARα, PPARγ and PPARδ, and 90 μM, 55 μM, 110 μM for murine PPARα, PPARγ and PPARδ, respectively; Bezafibrate is used as an hypolipidemic agent. Properties Articles58 Name Bezafibrate Synonym More Synonyms Bezafibrate Biological Activity Description Bezafibrate is an agonist of PPAR, with EC50s of 50 μM, 60 μM, 20 μM for human PPARα, PPARγ and PPARδ, and 90 μM, 55 μM, 110 μM for murine PPARα, PPARγ and PPARδ, respectively; Bezafibrate is used as an hypolipidemic agent. Related Catalog Research Areas >> Metabolic Disease Research Areas >> Cardiovascular Disease hPPARδ:20 μM (EC50) hPPARα:50 μM (EC50) hPPARγ:60 μM (EC50) In Vivo Bezafibrate (0.5%) markedly reduces plasma lipid and glucose levels, and increases islet area in the pancreas in TallyHo mice. Bezafibrate also improves energy expenditure and metabolic flexibility. Moreover, Bezafibrate ameliorates steatosis, modifies lipid composition and increases mitochondrial mass in the liver[3]. Animal Admin TallyHo mice are bred in our animal facility. Only male mice are used in the study, and mice receive a standard diet (SD), which is supplemented with 0.5% (w/w) Bezafibrate for the Bezafibrate groups for 8 weeks. Animals are killed by isoflurane overdose, and dissected tissues are prepared as stated below. All data represent samples taken after 8 weeks of Bezafibrate (or SD) treatment unless otherwise stated[3]. References [1]. Willson TM, et al. The PPARs: from orphan receptors to drug discovery. J Med Chem. 2000 Feb 24;43(4):527-50. [2]. Usui-Ouchi A, et al. The peroxisome proliferator-activated receptor pan-agonist bezafibrate suppresses microvascular inflammatory responses of retinal endothelial cells and vascular endothelial growth factor production in retinal pigmented epithelial cells. Int Immunopharmacol. 2017 Nov;52:70-76. [3]. Franko A, et al. Bezafibrate ameliorates diabetes via reduced steatosis and improved hepatic insulin sensitivity in diabetic TallyHo mice. Mol Metab. 2017 Jan 6;6(3):256-266. Chemical & Physical Properties Exact Mass 361.108093 PSA 75.63000 Index of Refraction 1.583 InChIKey IIBYAHWJQTYFKB-UHFFFAOYSA-N Storage condition Refrigerator Water Solubility DMF: soluble
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Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip.
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