4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide

Base Information

• Chemical Name: 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide
• CAS No.: 1621673-53-7
• Molecular Formula: C₂₇H₃₁NO₃S₂
• Molecular Weight: 481.68
• Mol file: 1621673-53-7.mol

Synonyms:

Chemical Property of 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

KY-226 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: KY-226 (CAS 1621673-53-7)? is a selective allosteric protein tyrosine phosphatase 1B (PTP1B) inhibitor (IC50?= 250 nM) with no activity at PPARγ.1?It significantly reduced plasma glucose, triglyceride, and A1c levels without weight gain in db/db mice.2?It has been suggested that KY-226’s anti-diabetic effects occur?via?enhancements in insulin signaling and anti-obesity effects via leptin signaling enhancements.2?KY-226 has also been shown to protect neurons from cerebral ischemia.3?This effect is mediated by restoration of tight junction proteins?via?activation of the Akt/FoxO1 pathway.4

Technology Process of 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide

There total 5 articles about 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide 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: 36.0%

1-hexanesulfonamide (3144-11-4) + 4-(biphenyl-4-ylmethylsulfanylmethyl)benzoic acid → 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide (1621673-53-7)

Guidance literature:

4-(biphenyl-4-ylmethylsulfanylmethyl)benzoic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1-hexanesulfonamide; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 ℃; for 14h;

DOI:10.1248/cpb.c17-00635

Reference yield:

methyl 4-(biphenyl-4-ylmethylsulfanylmethyl)benzoate → 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide (1621673-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran; water; methanol / 1 h / 20 °C

2.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 14 h / 20 °C

With 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.c17-00635

Reference yield:

p-phenylbenzyl mercaptan (6258-69-1) → 4-(biphenyl-4-ylmethylsulfanylmethyl)-N-(hexane-1-sulfonyl)benzoylamide (1621673-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: methanol / 0.5 h / 20 °C

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C

3.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 20 °C

3.2: 14 h / 20 °C

With water; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

upstream raw materials:

Methyl 4-(bromomethyl)benzoate

1-hexanesulfonamide

p-phenylbenzyl mercaptan