161582-11-2

Basic information

• Product Name: (4-BROMOPHENYL)[3-FLUORO-4-[[6-(METHYL-2-PROPENYLAMINO)HEXYL]OXY]PHENYL]-METHANONE
• Synonyms: RO 48-8071;(4-BROMOPHENYL)[3-FLUORO-4-[[6-(METHYL-2-PROPENYLAMINO)HEXYL]OXY]PHENYL]-METHANONE;Methanone, (4-broMophenyl)[2-fluoro-4-[[6-(Methyl-2-propenylaMino)hexyl]oxy]phenyl]-;(4-Bromophenyl)[2-fluoro-4-[[6-(methyl-2-propenylamino)hexyl]oxy]phenyl]methanone
• CAS NO: 161582-11-2
• Molecular Formula: C₂₃H₂₇BrFNO₂
• Molecular Weight: 448.37
• Mol File: 161582-11-2.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 522.8°Cat760mmHg
• Flash Point: 270°C
• Appearance: /
• Density: 1.235g/cm³
• Vapor Pressure: 5.02E-11mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: 2-8°C
• PKA: 8.88±0.50(Predicted)
• CAS DataBase Reference: (4-BROMOPHENYL)[3-FLUORO-4-[[6-(METHYL-2-PROPENYLAMINO)HEXYL]OXY]PHENYL]-METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-BROMOPHENYL)[3-FLUORO-4-[[6-(METHYL-2-PROPENYLAMINO)HEXYL]OXY]PHENYL]-METHANONE(161582-11-2)
• EPA Substance Registry System: (4-BROMOPHENYL)[3-FLUORO-4-[[6-(METHYL-2-PROPENYLAMINO)HEXYL]OXY]PHENYL]-METHANONE(161582-11-2)

Safety Data

• Hazardous Substances Data: 161582-11-2(Hazardous Substances Data)

Usage

Description

Oxidosqualene cyclase (OSC) is a microsomal enzyme that catalyzes the cyclization of monooxidosqualene to lanosterol in the cholesterol synthetic pathway. Ro 48-8071 is an inhibitor of oxidosqualene cyclase (OSC) that has low-density lipoprotein (LDL) cholesterol lowering activity similar to the 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) inhibitor simvastatin. It inhibits OSC from human liver microsomes and HepG2 cells with IC50 values of approximately 6.5 nM and 1.5 nM, respectively. Ro 48-8071 lowered LDL cholesterol ~40% in hamsters at a dose of 150 μg/kg without affecting high-density lipoprotein levels and with no sign of liver toxicity. Ro 48-8071 increases cytochrome P3A mRNA and protein levels in primary rat and murine hepatocyte cultures with a maximal effect at 30 μM.

Uses

Ro 48-8071 is an inhibitor of oxidosqualene cyclase.

Definition

ChEBI: An aromatic ketone that is 2-fluoro-4'-bromobenzophenone in which the hydrogen at position 4 (meta to the fluoro group) is replaced by a 6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy group. An inhibitor of lanosterol synthase.

InChI:InChI=1/C23H27BrFNO2/c1-3-14-26(2)15-6-4-5-7-16-28-20-12-13-21(22(25)17-20)23(27)18-8-10-19(24)11-9-18/h3,8-13,17H,1,4-7,14-16H2,2H3

Upstream product

• 627-37-2 N-methyl-N-allylamine 
• 629-03-8 1 ,6-dibromohexane 
• 161581-99-3 (4-bromophenyl)-(2'-fluoro-4'-hydroxyphenyl)-methanone 
• 456-49-5 1-fluoro-3-methoxybenzene 
• 586-75-4 4-chlorobenzoyl chloride 
• 161581-95-9 (4-bromo-phenyl)-(2-fluoro-4-methoxy-phenyl)-methanone 
• 192437-88-0 [4'-(6-bromo-hexyloxy)-2'-fluorophenyl]-(4-bromophenyl)-methanone 

Downstream Products

• 192435-55-5 [4-[6-(allyl-methyl-amino)-hexyloxy]-2-hydroxy-phenyl]-(4-bromo-phenyl)-methanone.fumarate 
• 192435-50-0 [4-[6-(allyl-methyl-amino)-hexyloxy]-2-1H-[1,2,4]triazol-1-yl-phenyl]-(4-bromo-phenyl)-methanone.hydrochloride 
• 189197-69-1 Ro 48-8071 
• 192437-68-6 [4-[6-(allyl-methyl-amino)-hexyloxy]-2-methoxy-phenyl]-(4-bromo-phenyl)-methanone.fumarate 
• 192435-68-0 (RS)-5-[6-(allyl-methyl-amino)-hexyloxy]-2-(1-(4-bromo-phenyl)-1-hydroxy-allyl]-phenol 
• 192435-56-6 [2-amino-4-[6-(allylmethylamino)hexyloxy]phenyl](4-bromophenyl)methanone 
• 192435-54-4 [4-[6-(allylmethylamino)hexyloxy]-2-hydroxyphenyl](4-bromophenyl)methanone 
• 192437-69-7 [4-[6-(allylmethylamino)hexyloxy]-2-(4-methoxybenzylamino)phenyl](4-bromophenyl)methanone 
• 192437-67-5 [4-[6-(allylmethylamino)hexyloxy]-2-methoxyphenyl](4-bromophenyl)methanone 

Relevant articles and documents

INDUCTION OF ESTROGEN RECEPTOR BETA BY CHOLESTEROL BIOSYNTHESIS INHIBITORS AND METHODS OF TREATMENT OF CANCER

Disclosed herein are methods and compositions related to the discovery that cholesterol inhibitors induce the anti-proliferative protein, estrogen receptor beta (ERβ), in both ERα- positive and ERα-negative breast cancer cell lines, including triple negat