PI-1840

Base Information

• Chemical Name: PI-1840
• CAS No.: 1401223-22-0
• Molecular Formula: C22H26N4O3
• Molecular Weight: 394.46684
• Mol file: 1401223-22-0.mol

Synonyms:PI-1840;N-isopropyl-2-(4-propylphenoxy)-N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide;N-(1-methylethyl)-2-(4-propylphenoxy)-N-[[3-(3-pyridinyl)-1,2,4-oxadiazol-5-yl]methyl]-acetamide

Chemical Property of PI-1840

Chemical Property:

• PSA: 81.35000
• LogP: 3.90010
• Solubility.: insoluble in H2O; ≥4.44 mg/mL in EtOH with ultrasonic; ≥70.7 mg/mL in DMSO

Purity/Quality:

99%+, ^*data from raw suppliers

PI1840 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PI 1840 is a novel rapidly reversible proteasome inhibitor with antitumor activity.

Technology Process of PI-1840

There total 9 articles about PI-1840 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: 84.0%

(4-propylphenoxy)acetyl chloride (1092299-88-1) + N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)propan-2-amine (1184229-50-2) → PI-1840 (1401223-22-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1021/jm400221d

Reference yield: 84.0%

→ PI-1840 (1401223-22-0)

Guidance literature:

Reference yield:

tert-butyl 2-(4-propylphenoxy)acetate (1401223-55-9) → PI-1840 (1401223-22-0)

Guidance literature:

Multi-step reaction with 3 steps

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

2: thionyl chloride / benzene / 3 h / Reflux

3: triethylamine / tetrahydrofuran / 0.25 h / 20 °C

With thionyl chloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; benzene;

DOI:10.1021/jm400221d

upstream raw materials:

(4-propylphenoxy)acetyl chloride

N-((3-(pyridin-3-yl)-1,2,4-oxadiazol-5-yl)methyl)propan-2-amine

tert-butyl 2-(4-propylphenoxy)acetate

2-(4-propylphenoxy)acetic acid

Refernces

• 1、 -. "PROTEASOME CHYMOTRYPSIN-LIKE INHIBITION USING PI-1833 ANALOGS". Page/Page column 118-119. . Retrieved 2012/10/08.