(2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone

Base Information

• Chemical Name: (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone
• CAS No.: 1402612-56-9
• Molecular Formula: C₂₈H₂₈N₄O₂
• Molecular Weight: 452.556
• Mol file: 1402612-56-9.mol

Synonyms:(2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone

Chemical Property of (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

KT172 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: KT172 is a non-selective inhibitor of diacylglycerol lipase α (DAGLα) and DAGLβ. It inhibits DAGL-mediated hydrolysis of 1-stearoyl-2-arachidonoylglycerol in HEK293T cell membranes expressing recombinant DAGLα or DAGLβ (IC50s = 140 and 60 nM, respectively). KT172 also inhibits α/β-hydrolase 6 (ABHD6; IC50 = 5 nM) and weakly inhibits monoacylglycerol lipase (MAGL; IC50 = 5,000 nM) in a panel of 47 mouse serine hydrolases. It restores nicotine-stimulated GABA release in isolated ventral tegmental area (VTA) dopamine neurons from rats chronically exposed to nicotine when used at a concentration of 1 μM. KT172 decreases production of 2-arachidonoyl glycerol and subsequently reduces arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607), prostaglandin E2 (PGE2; ), and PGD2 in thioglycolate-stimulated peritoneal macrophages when administered at a dose of 5 mg/kg in mice.

Technology Process of (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone

There total 3 articles about (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone 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: 85.0%

(2-benzylpiperidin-1-yl)(4-(4-bromophenyl)-1H-1,2,3-triazol-1-yl)methanone (1402612-54-7) + 2-Methoxyphenylboronic acid (5720-06-9) → (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone (1402612-56-9)

Guidance literature:

With potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80 ℃; for 2h; Inert atmosphere;

Reference yield:

2-benzylpiperidine (32838-55-4) → (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone (1402612-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 4 °C / Inert atmosphere

1.2: 2 h / 60 °C / Inert atmosphere

2.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere

With potassium carbonate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water;

Reference yield:

4-(4-bromophenyl)-1H-1,2,3-triazole (5301-98-4) → (2-benzylpiperidin-1-yl)(4-(2'-methoxy-[1,1'-biphenyl]-4-yl)-1H-1,2,3-triazol-1-yl)methanone (1402612-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.5 h / 4 °C / Inert atmosphere

1.2: 2 h / 60 °C / Inert atmosphere

2.1: potassium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane; water / 2 h / 80 °C / Inert atmosphere

With potassium carbonate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

(2-benzylpiperidin-1-yl)(4-(4-bromophenyl)-1H-1,2,3-triazol-1-yl)methanone

2-Methoxyphenylboronic acid

2-benzylpiperidine

4-(4-bromophenyl)-1H-1,2,3-triazole

Refernces