MBX2982

Base Information

• Chemical Name: MBX2982
• CAS No.: 1037792-44-1
• Molecular Formula: C22H24N8OS
• Molecular Weight: 448.552
• Mol file: 1037792-44-1.mol

Synonyms:pyrimidine, 5-ethyl-2-[4-[4-[[4-(1h-tetrazol-1-yl)phenoxy]methyl]-2-thiazolyl]-1-piperidinyl]-

Chemical Property of MBX2982

Chemical Property:

• Boiling Point: 683.6±65.0 °C(Predicted)
• PKA: 5.39±0.42(Predicted)
• PSA: 122.98000
• Density: 1.42
• LogP: 3.49920

Purity/Quality:

98% min ^*data from raw suppliers

2-[1-(5-Ethylpyrimidin-2-yl)-4-piperidyl]-4-[[4-(tetrazol-1-yl)phenoxy]methyl]thiazole 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: MBX-2982 is an agonist of GPR119. It reduces nuclear and total protein levels of sterol regulatory element binding protein 1 (SREBP-1) in HepG2 cells and rat primary hepatocytes under high-glucose and -insulin conditions and increases phosphorylation of the inhibitory form, SREBP-1c. MBX-2982 (10 mg/kg) inhibits hepatic lipid accumulation in wild-type, but not GPR119 knockout, mice fed a high-fat diet. It also increases plasma levels of glucagon-like peptide 1 (GLP-1; ) in mice when administered at a dose of 10 mg/kg prior to, and to a greater extent following, glucose administration. MBX-2982 increases glucokinase activity in an enzyme assay with an EC50 value of 45.11 μM.

Technology Process of MBX2982

There total 7 articles about MBX2982 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: 80.0%

4-((4-(1H-tetrazol-1-yl)phenoxy)methyl)-2-(piperidin-4-yl)thiazole (1037797-53-7) + 2-chloro-5-ethylpyrimidine (111196-81-7) → 5-ethyl-2-{4-[4-({[4-(1H-tetrazol-1-yl)phenyl]oxy}methyl)-1,3-thiazol-2-yl]-1-piperidinyl}pyrimidine (1037792-44-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.10.046

Reference yield: 70.0%

1-(4-hydroxyphenyl)-1H-1,2,3,4-tetrazole (64001-11-2) + 2-[4-(4-chloromethylthiazol-2-yl)piperidin-1-yl]-5-ethylpyrimidine (1037797-49-1) → 5-ethyl-2-{4-[4-({[4-(1H-tetrazol-1-yl)phenyl]oxy}methyl)-1,3-thiazol-2-yl]-1-piperidinyl}pyrimidine (1037792-44-1)

Guidance literature:

With caesium carbonate; potassium iodide; In acetonitrile; at 60 ℃; for 10h;

Reference yield:

4-[4-(4-tetrazol-1-yl-phenoxymethyl)thiazol-2-yl]piperidine hydrochloride (1282042-63-0) + 2-chloro-5-ethylpyrimidine (111196-81-7) → 5-ethyl-2-{4-[4-({[4-(1H-tetrazol-1-yl)phenyl]oxy}methyl)-1,3-thiazol-2-yl]-1-piperidinyl}pyrimidine (1037792-44-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 90 ℃;

upstream raw materials:

4-[4-(4-tetrazol-1-yl-phenoxymethyl)thiazol-2-yl]piperidine hydrochloride

2-chloro-5-ethylpyrimidine

1-(4-hydroxyphenyl)-1H-1,2,3,4-tetrazole

1,1-dimethylethyl 4-[4-(chloromethyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

Refernces

• 1、 -. "SUBSTITUTED TETRAZOL-1-YL-PHENOXYMETHYL-THIAZOL-2-YL-PIPERIDINYL-PYRIMIDINE SALTS". Page/Page column 25. . Retrieved 2011/04/25.
• 2、 -. "COMPOSITIONS OF 5-ETHYL-2--PYRIMIDINE". . . Retrieved 2012/01/13.