LGK-974

Base Information

• Chemical Name: LGK-974
• CAS No.: 1243244-14-5
• Molecular Formula: C23H20N6O
• Molecular Weight: 396.451
• Hs Code.: 2933990090
• Mol file: 1243244-14-5.mol

Synonyms:LGK-974;2-(2',3-diMethyl-[2,4'-bipyridin]-5-yl)-N-(5-(pyrazin-2-yl)pyridin-2-yl)acetaMide;2',3-Dimethyl-N-[5-(2-pyrazinyl)-2-pyridinyl]-[2,4'-bipyridine]-5-acetamide;[2,4'-Bipyridine]-5-acetamide, 2',3-dimethyl-N-[5-(2-pyrazinyl)-2-pyridinyl]-;NVP-LGK974;LGK-974 2',3-Dimethyl-N-[5-(2-pyrazinyl)-2-pyridinyl]-[2,4'-bipyridine]-5-acetamide;LGK974(NVP-LGK974)

Chemical Property of LGK-974

Chemical Property:

• Boiling Point: 650.9±55.0 °C(Predicted)
• PKA: 12.24±0.70(Predicted)
• PSA: 97.04000
• Density: 1.268±0.06 g/cm3(Predicted)
• LogP: 4.44310
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

LGK974 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Porcupine (PORCN) is a membrane bound O-acyltransferase that mediates palmitoylation of Wnt family proteins. This step is required for secretion and biologic activity of Wnt proteins, which have roles in embryonic development and cancer. LGK974 is a potent and specific small molecule inhibitor of PORCN (IC50 = 0.4 nM). It greatly reduces Wnt secretion without decreasing its synthesis and without increasing cytotoxicity. LGK974 is orally bioavailable in mice and induces tumor regression in mouse breast tumors produced by mammary tumor virus-driven Wnt1 signaling. It also blocks carcinogenesis in other Wnt-related tumors at doses that have limited impact on stem cell renewal.
• Uses: LGK 974 is a potent and specific small molecule Porcupine (PORCN) inhibitor.

Technology Process of LGK-974

There total 1 articles about LGK-974 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:

5-bromo-2-chloro-3-methylpyridine (29241-60-9) → 2-(2’,3-dimethyl-[2,4’-bipyridin]-5-yl)-N-(5-(pyrazin-2-yl)pyridin-2-yl)acetamide (1243244-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: bis(dibenzylideneacetone)-palladium⁽⁰⁾; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene / tetrahydrofuran; diethyl ether / 4 h / 70 °C / Inert atmosphere; Sealed tube

2: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3: dicyclohexyl-carbodiimide; dmap / N,N-dimethyl-formamide / 10 h / 20 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; dicyclohexyl-carbodiimide; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.6b00038

upstream raw materials:

5-bromo-2-chloro-3-methylpyridine

Refernces