6-(3-(Dimethylcarbamoyl)phenylsulfonyl)-4-(3-methoxyphenylamino)-8-methylquinoline-3-carboxamide

Base Information

• Chemical Name: 6-(3-(Dimethylcarbamoyl)phenylsulfonyl)-4-(3-methoxyphenylamino)-8-methylquinoline-3-carboxamide
• CAS No.: 13122-87-7
• Molecular Formula: C₂₇H₂₈N₂O₅
• Molecular Weight: 460.53
• European Community (EC) Number: 629-882-0
• UNII: 2D6GK059SR
• DSSTox Substance ID: DTXSID30230090
• Wikidata: Q27254589
• Metabolomics Workbench ID: 153181
• ChEMBL ID: CHEMBL570015
• Mol file: 13122-87-7.mol

Synonyms:6-((3-((dimethylamino)carbonyl)phenyl)sulfonyl)-8-methyl-4-((3-methyloxyphenyl)amino)-3-quinolinecarboxamide;GSK 256066;GSK-256066;GSK256066

Chemical Property of 6-(3-(Dimethylcarbamoyl)phenylsulfonyl)-4-(3-methoxyphenylamino)-8-methylquinoline-3-carboxamide

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 518.16239112
• Heavy Atom Count: 37
• Complexity: 922

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC2=C(C(=CN=C12)C(=O)N)NC3=CC(=CC=C3)OC)S(=O)(=O)C4=CC=CC(=C4)C(=O)N(C)C
• Recent ClinicalTrials: A 5-way Treatment Period Trial of Single Doses of Intranasal GSK256066 in Patients With Rhinitis
• Recent EU Clinical Trials: A randomised, double blind, 2-way crossover trial of 8 days repeat dosing with intranasal GSK256066 and azelastine hydrochloride in the Vienna Challenge Chamber in subjects with seasonal allergic rhinitis (SAR)

Technology Process of 6-(3-(Dimethylcarbamoyl)phenylsulfonyl)-4-(3-methoxyphenylamino)-8-methylquinoline-3-carboxamide

There total 11 articles about 6-(3-(Dimethylcarbamoyl)phenylsulfonyl)-4-(3-methoxyphenylamino)-8-methylquinoline-3-carboxamide 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: 86.0%

N-Cbz-L-Phe (1161-13-3) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → Cbz-Phe-D-Phe-OMe (13122-87-7)

Guidance literature:

With 4-methyl-morpholine; PyBop; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/c1cc12520f

Reference yield: 77.0%

N-(benzyloxycarbonyl)-phenylalanine-N-hydroxysuccinimide ester (3397-32-8) + D-phenylalanine methyl ester hydrochloride (13033-84-6) → Cbz-Phe-D-Phe-OMe (13122-87-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.tetasy.2005.10.042

Reference yield: 59.0%

DL-phenylalanine methyl ester (15028-44-1) + N-Cbz-L-Phe (1161-13-3) → Cbz-Phe-D-Phe-OMe (13122-87-7)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/b211914e

upstream raw materials:

N-Cbz-L-Phe

D-phenylalanine methyl ester

D-phenylalanine methyl ester hydrochloride

DL-phenylalanine methyl ester

Downstream raw materials:

C₂₅H₂₆N₆O₅

L-phenylalanyl-D-phenylalanine methyl ester