| Identification | Back Directory | [Name]
RO 48-8071 | [CAS]
189197-69-1 | [Synonyms]
CS-1750
Aids163155
Aids-163155
Ro 48-8071 fumarate salt
OSC Inhibitor, Ro 48-8071
RO 488071;RO48-8071;RO-48-8071
OSC Inhibitor, Ro 48-8071 - CAS 189197-69-1 - Calbiochem
(4-Bromophenyl)[2-fluoro-4-[[6-(methyl-2-propen-1-ylamino)hexyl]oxy]phenyl]methanone
Methanone, (4-bromophenyl)[2-fluoro-4-[[6-(methyl-2-propenylamino)hexyl]oxy]phenyl]-,(2E)-2-butenedioate
(4-Bromophenyl)[2-fluoro-4-[[6-(methyl-2-propen-1-ylamino)hexyl]oxy]phenyl]methanone (2E)-2-butenedioate (1:1)
Methanone, (4-bromophenyl)[2-fluoro-4-[[6-(methyl-2-propen-1-ylamino)hexyl]oxy]phenyl]-, (2E)-2-butenedioate (1:1)
(4-((6-(allyl(methyl)amino)hexyl)oxy)-2-fluorophenyl)(4-bromophenyl)methanone fumarate Ro48-8071 | [Molecular Formula]
C23H27BrFNO2.C4H4O4 | [MDL Number]
MFCD05865242 | [MOL File]
189197-69-1.mol | [Molecular Weight]
564.45 |
| Chemical Properties | Back Directory | [Melting point ]
90-92.7 °C
| [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
H2O: >5 mg/mL at ~60 °C
| [form ]
solid
| [color ]
white
| [Water Solubility ]
water: 5mg/mL | [InChI]
1S/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 | [InChIKey]
CMYCCJYVZIMDFU-UHFFFAOYSA-N | [SMILES]
Fc1c(ccc(c1)OCCCCCCN(CC=C)C)C(=O)c2ccc(cc2)Br |
| Hazard Information | Back Directory | [Uses]
Ro 48-8071 fumarate is an inhibitor of OSC (Oxidosqualene cyclase) with IC50 of appr 6.5 nM. | [Definition]
ChEBI: A fumarate salt obtained by combining Ro 48-8071 with one molar equivalent of fumaric acid. An inhibitor of lanosterol synthase. | [in vivo]
Ro 48-8071 lowers LDL-C maximally appr 60% at 150 μmol/kg per day, with no further reduction up to 300 μmol/kg per day, leaving HDL-C unchanged at all doses in hamsters. Ro 48-8071 (≥00 μmol/kg per day) increases the amount of MOS in liver of hamsters. Ro 48-8071 (300 μmol/kg per day) remarkedly and significantly reduces VLDL secretion of hamsters[1]. Ro 48-8071 (5 or 20 mg/kg) significantly reduces in vivo tumor growth in mice, without weight loss of the mice. Furthermore, Ro 48-8071 at a concentration of 20 mg/kg, completely eradicates two of the 12 tumors being monitored in the mice in the timeframe tested[2]. Ro 48-8071 (20 mg/day/kg body weight) leads to a rapid and sustained inhibition (>50%) of cholesterol synthesis in the whole small intestine of BALB/c mice. Sterol synthesis is also reduced in the large intestine and stomach[4]. | [storage]
Store at +4°C | [References]
[1] Morand OH, et al. Ro 48-8.071, a new 2,3-oxidosqualene:lanosterol cyclase inhibitor lowering plasma cholesterol in hamsters, squirrel monkeys, and minipigs: comparison to simvastatin. J Lipid Res. 1997 Feb;38(2):373-90. PMID:9162756
[2] Liang Y, et al. Cholesterol biosynthesis inhibitor RO 48-8071 suppresses growth of hormone-dependent and castration-resistant prostate cancer cells. Onco Targets Ther. 2016 May 30;9:3223-32 DOI:10.2147/OTT.S105725
[3] Liang Y, et al. Cholesterol biosynthesis inhibitors as potent novel anti-cancer agents: suppression of hormone-dependent breast cancer by the oxidosqualene cyclase inhibitor RO 48-8071. Breast Cancer Res Treat. 2014 Jul;146(1):51-62. DOI:10.1007/s10549-014-2996-5
[4] Chuang JC, et al. Sustained and selective suppression of intestinal cholesterol synthesis by Ro 48-8071, an inhibitor of 2,3-oxidosqualene:lanosterol cyclase, in the BALB/c mouse. Biochem Pharmacol. 2014 Apr 1;88(3):351-63. DOI:10.1016/j.bcp.2014.01.031 |
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