LX-5061

Base Information

• Chemical Name: LX-5061
• CAS No.: 1365060-22-5
• Molecular Formula: C11H9ClN2O2S2
• Molecular Weight: 300.78
• Mol file: 1365060-22-5.mol

Synonyms:LX-5061;LP 922056;2-((6-chloro-7-cyclopropylthieno[3,2-d]pyriMidin-4-yl)thio)acetic acid;Acetic acid, 2-[(6-chloro-7-cyclopropylthieno[3,2-d]pyrimidin-4-yl)thio]-

Chemical Property of LX-5061

Chemical Property:

• PSA: 116.62000
• LogP: 3.39880

Purity/Quality:

97% ^*data from raw suppliers

LP922056 ≥98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of LX-5061

There total 12 articles about LX-5061 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: 98.0%

methyl 2-((6-chloro-7-cyclopropylthieno[3,2-d]pyrimidin-4-yl)thio)acetate (1365062-04-9) → LP-922056 (1365060-22-5)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 1h;

DOI:10.3762/bjoc.15.271

Reference yield:

4,6-dichloro-7-cyclopropylthieno[3,2-d]pyrimidine → LP-922056 (1365060-22-5)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine

2: sodium hydroxide / tetrahydrofuran; water

With triethylamine; sodium hydroxide; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2016.02.021

Reference yield:

7-bromo-4-chlorothieno[3,2-d]pyrimidine (31169-27-4) → LP-922056 (1365060-22-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 1,4-dioxane / 18 h / 20 °C / Inert atmosphere

2: potassium phosphate; bis-triphenylphosphine-palladium(II) chloride / toluene; water / 16 h / 100 °C / Inert atmosphere

3: N-chloro-succinimide / acetic acid / 7 h / 55 °C

4: hydrogenchloride / water / 16 h / 70 °C

5: trichlorophosphate / 16 h / 90 °C

6: triethylamine / methanol / 16 h / 0 - 20 °C

7: sodium hydroxide / water; tetrahydrofuran / 1 h / 0 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; potassium phosphate; N-chloro-succinimide; triethylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; water; acetic acid; toluene; 2: |Suzuki-Miyaura Coupling;

DOI:10.3762/bjoc.15.271

upstream raw materials:

C₉H₇ClN₂OS

methyl 2-((6-chloro-7-cyclopropylthieno[3,2-d]pyrimidin-4-yl)thio)acetate

7-bromo-4-chlorothieno[3,2-d]pyrimidine

7-cyclopropyl-4-methoxythieno[3,2-d]pyrimidine

Refernces

Stimulation of cortical bone formation with thienopyrimidine based inhibitors of Notum Pectinacetylesterase

10.1016/j.bmcl.2016.02.021

This study investigates the development of small molecule thienopyrimidine inhibitors of Notum Pectinacetylesterase as potential treatments for osteoporosis. The researchers explored two series of compounds: 2-((5,6-thieno[2,3-d]pyrimidin-4-yl)thio)acetic acids and 2-((6,7-thieno[3,2-d]pyrimidin-4-yl)thio)acetic acids. These compounds were identified as potent inhibitors of Notum Pectinacetylesterase, an enzyme that plays a crucial role in bone formation by inactivating the WNT signaling pathway. The study involved extensive structure-activity relationship (SAR) analysis to optimize the potency and pharmacokinetic properties of the compounds. The most promising compounds, such as 2-((6-chloro-7-cyclopropylthieno[3,2-d]pyrimidin-4-yl)thio)acetic acid (44), demonstrated significant increases in midshaft femur cortical bone thickness in mice when administered orally, highlighting their potential as effective anabolic agents for treating osteoporosis.