Talviraline

Base Information

• Chemical Name: Talviraline
• CAS No.: 169312-27-0
• Deprecated CAS: 169312-27-0
• Molecular Formula: C₁₅H₂₀N₂O₃S₂
• Molecular Weight: 340.467
• UNII: XZ4KT6MO4X
• DSSTox Substance ID: DTXSID10168701
• Wikidata: Q27097093
• NCI Thesaurus Code: C90787
• Metabolomics Workbench ID: 151040
• ChEMBL ID: CHEMBL430488
• Mol file: 169312-27-0.mol

Synonyms:HBY 097;HBY-097

Chemical Property of Talviraline

Chemical Property:

• Vapor Pressure: 4.8E-09mmHg at 25°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 340.09153485
• Heavy Atom Count: 22
• Complexity: 420

Purity/Quality:

99% ^*data from raw suppliers

TALVIRALINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)N1C(C(=S)NC2=C1C=C(C=C2)OC)CSC
• Isomeric SMILES: CC(C)OC(=O)N1[C@H](C(=S)NC2=C1C=C(C=C2)OC)CSC
• Recent ClinicalTrials: The Safety and Effectiveness of HBY 097 Used With or Without AZT in HIV-Infected Patients Who Have Mild or No Symptoms

Technology Process of Talviraline

There total 4 articles about Talviraline 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:

7-methoxy-2-methylsulfanylmethyl-3-oxo-3,4-dihydro-2H-quinoxaline-1-carboxylic acid isopropyl ester (178040-87-4) → HBY-097 (163451-80-7,169312-27-0)

Guidance literature:

With phosphorous (V) sulfide; In toluene;

DOI:10.1128/AAC.39.10.2253

Reference yield:

3-chloro-4-nitroanisole (28987-59-9) → HBY-097 (163451-80-7,169312-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 2N aq. NaOH / 2-methoxy-ethanol / Heating

2: Raney Ni; AcOH / methanol

3: pyridine / CH₂Cl₂

4: phosphorous pentasulfide / toluene

With pyridine; sodium hydroxide; phosphorous (V) sulfide; nickel; acetic acid; In methanol; dichloromethane; 2-methoxy-ethanol; toluene; 1: Substitution / 2: reduction; cyclization / 3: Substitution / 4: thiathion;

DOI:10.1128/AAC.39.10.2253

Reference yield:

6-methoxy-3-methylsulfanylmethyl-3,4-dihydro-1H-quinoxalin-2-one (178041-55-9) → HBY-097 (163451-80-7,169312-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂

2: phosphorous pentasulfide / toluene

With pyridine; phosphorous (V) sulfide; In dichloromethane; toluene; 1: Substitution / 2: thiathion;

DOI:10.1128/AAC.39.10.2253

upstream raw materials:

7-methoxy-2-methylsulfanylmethyl-3-oxo-3,4-dihydro-2H-quinoxaline-1-carboxylic acid isopropyl ester

3-chloro-4-nitroanisole

6-methoxy-3-methylsulfanylmethyl-3,4-dihydro-1H-quinoxalin-2-one

N-(5-Methoxy-2-nitrophenyl)-S-methyl-L-cysteine