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Azalanstat HCl

CAT: 0931-T70660-02Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0931-T70660-02Size:50 mg
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CAS Number
143484-82-6
Target
Others
Related Pathways
Others
Bioactivity
Azalanstat HCl is an anti-obesity drug acting as a lanosterol 14α-demethylase inhibitor. Azalanstat HCl has been shown to inhibit cholesterol synthesis in HepG2 cells, human fibroblasts, hamster hepatocytes and hamster liver, by inhibiting the cytochrome P450 enzyme lanosterol 14 alpha-demethylase. When administered orally to hamsters fed regular chow, RS-21607 (50 mg/kg/day) lowered serum cholesterol in a dose-dependent manner (ED50 = 62 mg/kg) in a period of 1 week. It preferentially lowered low density lipoprotein (LDL) cholesterol and apo B relative to high density lipoprotein (HDL) cholesterol and apo A-1.
Smiles
Cl.Nc1ccc(SC[C@@H]2CO[C@](CCc3ccc(Cl)cc3)(Cn3ccnc3)O2)cc1
Molecular Formula
C22H26Cl3N3O2S
Molecular Weight
502.879
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Azalanstat Dihydrochloride

Azalanstat Dihydrochloride is a dihydrochloride salt form of azalanstat, a synthetic imidazole that inhibits hepatic cholesterol biosynthesis by inhibiting the cytochrome P450 enzyme lanosterol 14alpha-demethylase.

CAS Number143484-82-6
PubChem CID6918262
IUPAC Name4-[[(2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methylsulfanyl]aniline;dihydrochloride
Molecular FormulaC22H26Cl3N3O2S
Molecular Weight502.9
Topological Polar Surface Area87.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Heavy Atom Count31
Formal Charge0
Complexity500
SMILES
C1[C@H](O[C@@](O1)(CCC2=CC=C(C=C2)Cl)CN3C=CN=C3)CSC4=CC=C(C=C4)N.Cl.Cl
InChI
InChI=1S/C22H24ClN3O2S.2ClH/c23-18-3-1-17(2-4-18)9-10-22(15-26-12-11-25-16-26)27-13-20(28-22)14-29-21-7-5-19(24)6-8-21;;/h1-8,11-12,16,20H,9-10,13-15,24H2;2*1H/t20-,22-;;/m0../s1
InChIKey
UTHWWPSFKXCLMU-HWELVIDPSA-N
Chemical Structure
2D Structure
2D structure of Azalanstat Dihydrochloride
CAS: 143484-82-6
CID: 6918262
Formula: C22H26Cl3N3O2S
MW: 502.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight502.9
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count8
Exact Mass501.081131
Monoisotopic Mass501.081131
Topological Polar Surface Area87.6 Ų
Heavy Atom Count31
Formal Charge0
Complexity500
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count3
Compound Is CanonicalizedYes

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