IWP L6

Base Information

• Chemical Name: IWP L6
• CAS No.: 1427782-89-5
• Molecular Formula: C25H20N4O2S2
• Molecular Weight: 472.591
• Mol file: 1427782-89-5.mol

Synonyms:IWP L6;2-[(4-Oxo-3-phenyl-3,4,6,7-tetrahydrothieno[3,2-d]pyriMidin-2-yl) sulfanyl]-N-(5-phenyl-2-pyridinyl)acetaMide;N-(5-Phenyl-2-pyridinyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]acetamide;Porcn Inhibitor III;N-(5-Phenyl-2-pyridinyl)-2-[(3,4,6,7-tetrahydro-4-oxo-3-phenylthieno[3,2-d]pyrimidin-2-yl)thio]acetamide IWP-L6;2-((4-Oxo-3-phenyl-3,4,6,7-tetrahydrothieno[3,2-d]pyrimidin-2-yl)thio)-N-(5-phenylpyridin-2-yl)acetamide;IWP-L6, >=98%

Chemical Property of IWP L6

Chemical Property:

• PSA: 130.97000
• LogP: 5.32300
• Solubility.: ≥22.45 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH

Purity/Quality:

99%+, ^*data from raw suppliers

IWP L6 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-((4-Oxo-3-phenyl-3,4,6,7-tetrahydrothieno[3,2-d]pyrimidin-2-yl)thio)-N-(5-phenylpyridin-2-yl)acetamide is an inhibitor of Porcupine, a member of the membrane-bound O-acyltransferase family of proteins.

Technology Process of IWP L6

There total 2 articles about IWP L6 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: 93.0%

3-phenyl-6,7-dihydrothieno[3,2-d]pyrimidine-2-thione-4-one + 2-chloro-N-(5-phenylpyridin-2-yl)acetamide (1427782-99-7) → IWP-L6 (1427782-89-5)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400159c

Reference yield:

methyl 3-amino-4,5-dihydrothiophene-2-carboxylate (167280-87-7) → IWP-L6 (1427782-89-5)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 100 °C / Inert atmosphere

2: triethylamine / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

With pyridine; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm400159c

upstream raw materials:

methyl 3-amino-4,5-dihydrothiophene-2-carboxylate

2-chloro-N-(5-phenylpyridin-2-yl)acetamide

Refernces

• 1、 Wang, Xiaolei,Moon, Jesung,Dodge, Michael E.,Pan, Xinchao,Zhang, Lishu,Hanson, Jordan M.,Tuladhar, Rubina,Ma, Zhiqiang,Shi, Heping,Williams, Noelle S.,Amatruda, James F.,Carroll, Thomas J.,Lum, Lawrence,Chen, Chuo. "The development of highly potent inhibitors for porcupine". . p. 2700 - 2704. Retrieved 2013/05/08.