MK8245

Base Information

• Chemical Name: MK8245
• CAS No.: 1030612-90-8
• Molecular Formula: C17H16BrFN6O4
• Molecular Weight: 467.254
• Mol file: 1030612-90-8.mol

Synonyms:MK 8245;

Chemical Property of MK8245

Chemical Property:

• Boiling Point: 698.3±65.0 °C(Predicted)
• PKA: 2.85±0.10(Predicted)
• PSA: 119.40000
• Density: 1.82
• LogP: 2.42710
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: ≥23.35 mg/mL in DMSO; insoluble in EtOH; insoluble in H2O

Purity/Quality:

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

MK8245 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: MK-8245 is a liver-targeted inhibitor of stearoyl-CoA desaturase (SCD; IC50s = 3, 3, and 1 nM for rat, mouse, and human SCD1, respectively). It is selective for SCD1 over Δ5- and Δ6-desaturases (IC50s = >100,000 nM). MK-8245 (20-60 mg/kg) reduces the hepatic, but not Harderian gland, ratio of oleic acid to stearic acid, a marker of chronic SCD activity, and blood glucose levels, without inducing the formation of skin lesions or eye squinting behavior, in a mouse model of high-fat diet-induced obesity. It also inhibits hepatitis C virus (HCV) replication without inducing cytotoxicity in LucNeo2 cells (IC50 = 39.8 nM).
• Uses: This product is Informer compound X9 of the Aryl Halide Chemistry Informer Library developed by chemists at Merck & Co., Inc., Kenilworth, NJ, U.S., which contains 18 drug-like molecules representative of those encountered in complex synthesis. By screening a new reaction against the Informer Library, chemists can directly compare and analyse a reaction′s successes and shortcomings among different methods and various research teams. It may also be used to facilitate deeper method development for performance or utility.

Technology Process of MK8245

There total 12 articles about MK8245 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: 94.0%

(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-isoxazol-5-yl}tetrazol-2-yl)-acetic acid tert-butyl ester (1329632-66-7) → 2-(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2-oxazol-5-yl}-2H-1,2,3,4-tetrazol-2-yl)acetic acid (1030612-90-8)

Guidance literature:

With formic acid; at 95 ℃; for 2h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op200186d

Reference yield:

ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate (1030613-41-2) → 2-(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2-oxazol-5-yl}-2H-1,2,3,4-tetrazol-2-yl)acetic acid (1030612-90-8)

Guidance literature:

ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate; With sodium hydroxide; water; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

With hydrogenchloride; In water;

Reference yield:

4-(2-bromo-5-fluorophenoxy)-1-[5-(1H-tetrazol-5-yl)isoxazol-3-yl]-piperidine (1030613-40-1) + ethyl bromoacetate (105-36-2) → 2-(5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]-1,2-oxazol-5-yl}-2H-1,2,3,4-tetrazol-2-yl)acetic acid (1030612-90-8) + C17H16BrFN6O4

Guidance literature:

4-(2-bromo-5-fluorophenoxy)-1-[5-(1H-tetrazol-5-yl)isoxazol-3-yl]-piperidine; ethyl bromoacetate; With triethylamine; In tetrahydrofuran; for 2h; Reflux;

With ethanol; sodium hydroxide; at 20 ℃; for 3h;

DOI:10.1021/jm200319u

upstream raw materials:

ethyl (5-{3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazol-5-yl}-2H-tetrazol-2-yl)acetate

4-(2-bromo-5-fluorophenoxy)piperidine

ethyl 3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylate

3-[4-(2-bromo-5-fluorophenoxy)piperidin-1-yl]isoxazole-5-carboxylic acid amide

Refernces

• 1、 -. "Azacycloalkane derivatives as inhibitors of stearoyl-coenzyme a delta-9 desaturase". Page/Page column 25. . Retrieved 2008/12/05.