Azalanstat

Base Information

• Chemical Name: Azalanstat
• CAS No.: 143393-27-5
• Molecular Formula: C22H24 Cl N3 O2 S
• Molecular Weight: 429.97
• UNII: 2NL79NI1WS
• DSSTox Substance ID: DTXSID401029427
• Nikkaji Number: J673.303D
• Wikipedia: Azalanstat
• Wikidata: Q4832127
• NCI Thesaurus Code: C79817
• Pharos Ligand ID: 24B6GP3SKFYA
• ChEMBL ID: CHEMBL70611
• Mol file: 143393-27-5.mol

Synonyms:azalanstat;RS 21607;RS-21607

Chemical Property of Azalanstat

Chemical Property:

• Vapor Pressure: 1.16E-16mmHg at 25°C
• Boiling Point: 647.7°Cat760mmHg
• Flash Point: 345.5°C
• PSA: 87.60000
• Density: 1.31g/cm³
• LogP: 5.23670
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 429.1277759
• Heavy Atom Count: 29
• Complexity: 500

Purity/Quality:

99% ^*data from raw suppliers

AZALANSTAT 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(OC(O1)(CCC2=CC=C(C=C2)Cl)CN3C=CN=C3)CSC4=CC=C(C=C4)N
• Isomeric SMILES: C1[C@H](O[C@@](O1)(CCC2=CC=C(C=C2)Cl)CN3C=CN=C3)CSC4=CC=C(C=C4)N
• Uses: Hypolipidemic.
• Therapeutic Function: Antihyperlipidemic

Technology Process of Azalanstat

There total 12 articles about Azalanstat which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.2%

(2S,4S)-cis-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(p-toluene-sulfonyloxy)methyl-1,3-dioxolane (143327-62-2) + 4-aminotiophenol (1193-02-8) → (2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-[{(4-aminophenyl)thio}methyl]-1,3-dioxolane (143393-27-5)

Guidance literature:

With potassium carbonate; In dichloromethane; water; acetone;

Reference yield:

(+/-)-cis-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(methylsulfonyloxy)methyl-1,3-dioxolane + 4-aminotiophenol (1193-02-8) → (2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-[{(4-aminophenyl)thio}methyl]-1,3-dioxolane (143393-27-5)

Guidance literature:

With potassium carbonate; In dichloromethane; water; ethyl acetate; acetone;

Reference yield:

(2S/R,4S)-azalanstat (939027-90-4) → (2S,4S)-2-[2-(4-chlorophenyl)ethyl]-2-[(1H-imidazol-1-yl)methyl]-[{(4-aminophenyl)thio}methyl]-1,3-dioxolane (143393-27-5) + (2R,4S)-trans-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(4-aminophenylthio)methyl-1,3-dioxolane

Guidance literature:

In diethyl ether; dichloromethane; at -20 ℃; Resolution of racemate;

upstream raw materials:

(2S,4S)-cis-2-(2-(4-chlorophenyl)ethyl)-2-(imidazol-1-yl)methyl-4-(p-toluene-sulfonyloxy)methyl-1,3-dioxolane

4-aminotiophenol

4-(4-chlorophenyl)-1-(1H-imidazol-1-yl)-2-butanone

(S)-1-O-tosyl-2,3-O-isopropylideneglycerol