143393-27-5
Chemical Structure
Azalanstat
Synonym(s): RS-21607
- CAS No.: 143393-27-5
- Formula:C22H24ClN3O2S
- Molecular Weight:429.96
IUPAC Name: 4-((((2S,4S)-2-((1H-imidazol-1-yl)methyl)-2-(4-chlorophenethyl)-1,3-dioxolan-4-yl)methyl)thio)aniline
InChIKey: VYNIUBZKEWJOJP-UNMCSNQZSA-N
SMILES: ClC(C=C1)=CC=C1CC[C@]2(O[C@@H](CO2)CSC3=CC=C(C=C3)N)CN4C=CN=C4
Biological Activity: Azalanstat (RS-21607) is an orally active lanosterol 14α-demethylase inhibitor. Azalanstat exerts a cholesterol-lowering effect by inhibiting cholesterol synthesis and regulating HMG-CoA Reductase (HMGCR), and shows an additive effect when used in combination with Cholestyramine (HY-104081). Azalanstat is used in the study of hypercholesterolemia[1][2][3][4].
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Azalanstat | 99.52% | Azalanstat (RS-21607) is an orally active lanosterol 14α-demethylase inhibitor. Azalanstat exerts a cholesterol-lowering effect by inhibiting cholesterol synthesis and regulating HMG-CoA Reductase (HMGCR), and shows an additive effect when used in combination with Cholestyramine (HY-104081). Azalanstat is used in the study of hypercholesterolemia. | ||||||||||||||||||||
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References
- [1]. Burton PM, et al. Azalanstat (RS-21607), a lanosterol 14 alpha-demethylase inhibitor with cholesterol-lowering activity. Biochemical pharmacology. 1995 Aug 08;50(4):529-44.
- [2]. Alfredson et al. Enantioselectivity of Azalanstat and Its Ketal Tosylate Intermediate in Chiral High Performance Liquid Chromatography Separations. Journal of Liquid Chromatography & Related Technologies, 19(10), 1653–1668.
- [3]. Roman G, et al. Heme oxygenase inhibition by 2-oxy-substituted 1-(1H-imidazol-1-yl)-4-phenylbutanes: effect of halogen substitution in the phenyl ring. Bioorg Med Chem. 2007 May 1;15(9):3225-34. [Content Brief]
- [4]. Vlahakis JZ, et al. Synthesis and evaluation of azalanstat analogues as heme oxygenase inhibitors. Bioorganic & medicinal chemistry letters. 2005 Mar 01;15(5):1457-61.
