156635-05-1

156635-05-1 structure

Name: BIBB 515
Chemical Name: (4-chlorophenyl)-[4-[[4-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]methylidene]piperidin-1-yl]methanone
CAS Number: 156635-05-1
Molecular Formula: C₂₂H₂₁ClN₂O₂
Molecular Weight: 380.86700
Catalog: Research Areas Metabolic Disease
Create Date: 2016-09-21 07:33:20
Modify Date: 2024-07-18 17:43:03
BIBB 515 is a potent, selective and orally active 2,3-oxidosqualene cyclase (OSC) inhibitor with ED50 values of 0.2-0.5 mg/kg and 0.36-33.3 mg/kg in rats and mice (1-5 hours), respectively. BIBB 515 exerts lipid-lowering effect mainly by inhibiting the production of low-density lipoprotein (LDL)[1].

Name	(4-chlorophenyl)-[4-[[4-(4,5-dihydro-1,3-oxazol-2-yl)phenyl]methylidene]piperidin-1-yl]methanone
Synonyms	(4-Chloro-phenyl)-{4-[4-(4,5-dihydro-oxazol-2-yl)-benzylidene]-piperidin-1-yl}-methanone BIBB 515

Description	BIBB 515 is a potent, selective and orally active 2,3-oxidosqualene cyclase (OSC) inhibitor with ED50 values of 0.2-0.5 mg/kg and 0.36-33.3 mg/kg in rats and mice (1-5 hours), respectively. BIBB 515 exerts lipid-lowering effect mainly by inhibiting the production of low-density lipoprotein (LDL)[1].
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease
Target	2,3-oxidosqualene cyclase (OSC)[1]
In Vitro	Sterol synthesis, 2,3-oxidosqualene cyclase activity, HMGCoA reductase activity, and the specificity of BIBB 51 5 versus 2,3-oxidosqualene cyclase are measured in intact HepG2 cells or cell homogenates.Concentration-dependent inhibition of cholesterol biosynthesis by BIBB 515 as monitored by [14C]-acetate incorporation into digitonin precipitable sterols could be demonstrated in HepG2 cells (ED50 = 4.11 nM). A similar inhibition of OSC activity (ED50= 8.69 nM) is seen in HepC2 cell homogenates. No inhibition of HMGCoA reductasc could be measured in HepG2 cell homogenates at concentrations of BIBB 515 up to 1 and 10 μM[1].
In Vivo	BIBB 515 (16.0-148.2 mg/ kg; oral administration; daily; for 40 days; male golden Syrian hyperlipemic hamsters) treatment shows dose-dependent lipid-lowering activity in normolipemic hamsters (-19% for total cholesterol and -32% for VLDL + LDL cholesterol) and in hyperlipemic hamsters (-25% for total cholesterol and -59% for LDL-cholesterol)[1]. Animal Model: Male golden Syrian hyperlipemic hamsters (~100 g)[1] Dosage: 16.0 mg/ kg, 49.7 mg/ kg, and 148.2 mg/ kg Administration: Oral administration; daily; for 40 days Result: Dose-dependent lipid-lowering activity was seen in normolipemic hamsters after 11 days treatment (-19% for total cholesterol and -32% for VLDL + LDL cholesterol at 55 mg/kg/day) and in hyperlipemic hamsters after 25 days (-25% for total cholesterol and -59% for LDL-cholesterol at 148 mg/kg/day).
References	[1]. Eisele B, et al. Effects of a novel 2,3-oxidosqualene cyclase inhibitor on cholesterol biosynthesis and lipid metabolism in vivo. J Lipid Res. 1997 Mar;38(3):564-75.

Molecular Formula	C₂₂H₂₁ClN₂O₂
Molecular Weight	380.86700
Exact Mass	380.12900
PSA	41.90000
LogP	3.80990

Hazard Codes	Xi

156635-05-1	148344-24-5
878674-84-1	118077-09-1
21658-70-8	194235-40-0
68917-33-9	8008-56-8
84650-55-5	68648-39-5