Rilapladib

Base Information

• Chemical Name: Rilapladib
• CAS No.: 412950-08-4
• Molecular Formula: C40H38F5N3O3S
• Molecular Weight: 735.818
• UNII: O14CWE893Z
• DSSTox Substance ID: DTXSID50194281
• Wikidata: Q27088554
• NCI Thesaurus Code: C76401
• Pharos Ligand ID: FXB5RRQVBJBC
• Metabolomics Workbench ID: 149400
• ChEMBL ID: CHEMBL2104981
• Mol file: 412950-08-4.mol

Synonyms:2-(2-((2,3-difluorobenzyl)sulfanyl)-4-oxoquinolin-1(4H)-yl)-N-(1-(2-methoxyethyl)piperidin-4-yl)-N-((4'-(trifluoromethyl)biphenyl-4-yl)methyl)acetamide;rilapladib;SB-659032

Chemical Property of Rilapladib

Chemical Property:

• PSA: 80.08000
• Density: 1.36
• LogP: 8.33530
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 735.25540407
• Heavy Atom Count: 52
• Complexity: 1200

Purity/Quality:

99%+, ^*data from raw suppliers

Rilapladib 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCN1CCC(CC1)N(CC2=CC=C(C=C2)C3=CC=C(C=C3)C(F)(F)F)C(=O)CN4C5=CC=CC=C5C(=O)C=C4SCC6=C(C(=CC=C6)F)F
• Recent ClinicalTrials: A Phase 2a Study to Evaluate the Effect of Rilapladib (SB-659032) in Alzheimer's Disease
• Recent EU Clinical Trials: A phase 2a study to evaluate the effect of rilapladib (SB-659032)

Technology Process of Rilapladib

There total 2 articles about Rilapladib 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: 81.0%

2-(2-((2,3-difluorobenzyl)thio)-4-oxoquinolin-1(4H)-yl)acetic acid (412950-86-8) + N-(1-(2-methoxyethyl)piperidin-4-yl)-4-(4-trifluoromethylphenyl)benzylamine (412950-89-1) → 2-[2-[(2,3-difluorophenyl)methylsulfanyl]-4-oxoquinolin-1-yl]-N-[1-(2-methoxyethyl)piperidin-4-yl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide (412950-08-4)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 20 ℃; for 2.25h; Concentration; Time; Inert atmosphere;

Reference yield:

N-(1-(2-methoxyethyl)piperidin-4-yl)-4-(4-trifluoromethylphenyl)benzylamine (412950-89-1) + C21H15F2N3O2S → 2-[2-[(2,3-difluorophenyl)methylsulfanyl]-4-oxoquinolin-1-yl]-N-[1-(2-methoxyethyl)piperidin-4-yl]-N-[[4-[4-(trifluoromethyl)phenyl]phenyl]methyl]acetamide (412950-08-4)

Guidance literature:

In N,N-dimethyl acetamide; at 83 ℃;

upstream raw materials:

2-(2-((2,3-difluorobenzyl)thio)-4-oxoquinolin-1(4H)-yl)acetic acid

N-(1-(2-methoxyethyl)piperidin-4-yl)-4-(4-trifluoromethylphenyl)benzylamine

Refernces