5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide

Base Information

• Chemical Name: 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide
• CAS No.: 2131223-64-6
• Molecular Formula: C₂₀H₁₇N₅O
• Molecular Weight: 343.388

Synonyms:

Chemical Property of 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide

Chemical Property:

Purity/Quality:

≥98% ^*data from raw suppliers

YW1128 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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Useful:

• Description: YW1128 is an inhibitor of Wnt/β-catenin signaling with an IC50 value of 4.1 nM in a reporter assay. It decreases protein levels of β-catenin in the presence of the GSK3β inhibitor lithium chloride and increases protein levels of Axin1 in HEK293 cells. YW1128 decreases lipid accumulation and the expression of gluconeogenic and lipogenic genes in Huh7 cells. It decreases the hepatic expression of Wnt target genes, improves glucose tolerance, and prevents body weight increases and hepatic lipid accumulation in mice fed a high-fat diet, but not mice fed normal chow, when administered at a dose of 40 mg/kg every other day for 11 weeks.

Technology Process of 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide

There total 4 articles about 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-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: 60.0%

2-aminoquinoline (580-22-3) + 5-methyl-1-(2-methylphenyl)-1,2,3-triazol-4-carboxylic acid (103989-34-0) → 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide (2131223-64-6)

Guidance literature:

With chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 80 ℃;

DOI:10.1021/acs.jmedchem.8b01408

Reference yield: 60.0%

→ 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide (2131223-64-6)

Guidance literature:

With chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 80 ℃;

Reference yield:

o-toluidine (95-53-4) → 5-methyl-N-(quinolin-2-yl)-1-(o-tolyl)-1H-1,2,3-triazole-4-carboxamide (2131223-64-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; hydrogenchloride / water / 1 h / 0 °C

1.2: 1 h / 0 °C

2.1: sodium ethanolate / ethanol / 80 °C

3.1: N-ethyl-N,N-diisopropylamine; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate / 1,2-dichloro-ethane / 80 °C

With hydrogenchloride; sodium ethanolate; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; sodium nitrite; In ethanol; water; 1,2-dichloro-ethane;

DOI:10.1021/acs.jmedchem.8b01408

upstream raw materials:

2-aminoquinoline

5-methyl-1-(2-methylphenyl)-1,2,3-triazol-4-carboxylic acid

o-toluidine

1-azido-2-methyl-benzene

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