 Home > Encyclopedia > 4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine

4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine

4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine structure

CAS No:
143393-27-5
Formula:
C22H24ClN3O2S
Chemical Name:
4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine
Synonyms:
Benzenamine,4-[[[(2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]-;Benzenamine,4-[[[2-[2-(4-chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]-,(2S-cis)-;4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine;RS 21607;Azalanstat
Categories:
Organic Chemistry > Amides

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Description

Azalanstat is a synthetic imidazole that inhibits hepatic cholesterol biosynthesis by inhibiting the cytochrome P450 enzyme lanosterol 14alpha-demethylase. In an animal model, Azalanstat lowered serum cholesterol in a dose-depended manner.

4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine Basic Attributes

Molecular Weight：

429.97

Exact Mass：

429.96

UNII：

2NL79NI1WS

NCI Thesaurus Code：

C79817

Characteristics

PSA：

87.6

XLogP3：

5.23670

Density：

1.31g/cm3

Melting Point：

151 °C

Boiling Point：

647.7ºC at 760mmHg

Flash Point：

345.5ºC

Refractive Index：

1.644

Vapor Pressure：

1.16E-16mmHg at 25°C

Drug Information

MeSH Entry Terms：

azalanstat

4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine Use and Manufacturing

Hypolipidemic.This imidazole-containing agent (FW = 429.96 g/mol), also known as RS- 21607, inhibits both inducible heme oxygenase-1 and constitutive heme oxygenase-2 (rat IC50 = 5.3 and 24.5 μM, respectively). The m aminophenyl analogue is a slightly stronger inhibitor of heme oxygenase-1 (IC50 = 1 μM). Azalanstat is a stronger inhibitor of lanosterol 14a demethylase (rat and human Ki = 2.5 and 0.79 nM, respectively). The other three stereoisomers are weaker inhibitors of the demethylase. T

Computed Properties

Molecular Weight:430.0
XLogP3:3.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:429.1277759
Monoisotopic Mass:429.1277759
Topological Polar Surface Area:87.6
Heavy Atom Count:29
Complexity:500
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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Guide of 4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine

Description
Basic Attributes
Characteristics
Drug Information
Use and Manufacturing
Computed Properties
Latest News
Learn More Other Chemicals

4-[[[(2S,4S)-2-[2-(4-Chlorophenyl)ethyl]-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl]thio]benzenamine

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