BIBF 1202

Base Information

• Chemical Name: BIBF 1202
• CAS No.: 894783-71-2
• Molecular Formula: C₃₀H₃₁N₅O₄
• Molecular Weight: 525.607
• Mol file: 894783-71-2.mol

Synonyms:

Chemical Property of BIBF 1202

Chemical Property:

• Melting Point: >216°C (dec.)
• Boiling Point: 759.5±60.0 °C(Predicted)
• PKA: 3.94±0.20(Predicted)
• Density: 1.331±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Base (Slightly, Heated)

Purity/Quality:

99.0% Min ^*data from raw suppliers

NintedanibCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: BIBF 1202 is an active metabolite of the VEGFR, FGFR, and PDGFR inhibitor BIBF 1120 (nintedanib; ). It is formed from BIBF 1120 by intracellular esterases. BIBF 1202 inhibits VEGFR2 with an IC50 value of 62 nM.
• Uses: Nintedanib Carboxylic Acid is a related compound of Intedanib (I666650), an indolinone derivative that inhibits angiokinase and an antitumor agent.

Technology Process of BIBF 1202

There total 11 articles about BIBF 1202 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:

2-chloro-N-methyl-N-(4-nitrophenyl)acetamide (2653-16-9) → BIBF 1202 (894783-71-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: toluene / 2 h / 55 °C

2.1: palladium on activated charcoal; hydrogen / isopropyl alcohol / 12 h / 20 °C

3.1: N,N-dimethyl-formamide / 1 h / 80 °C

3.2: 2 h / 20 °C

4.1: sodium hydroxide / 1,4-dioxane; methanol / 5 h / 80 °C

With palladium on activated charcoal; hydrogen; sodium hydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; isopropyl alcohol; toluene;

DOI:10.1016/j.bmc.2017.03.018

Reference yield:

nintedanib (656247-17-5,928326-83-4) → BIBF 1202 (894783-71-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; methanol; at 80 ℃; for 5h;

DOI:10.1016/j.bmc.2017.03.018

Reference yield:

2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester (14192-26-8) → BIBF 1202 (894783-71-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 8 h / 130 °C

2.1: 6 h / 50 - 120 °C

3.1: N,N-dimethyl-formamide / 1 h / 80 °C

3.2: 2 h / 20 °C

4.1: sodium hydroxide / 1,4-dioxane; methanol / 5 h / 80 °C

With sodium hydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2017.03.018

upstream raw materials:

(Z)-1-acetyl-3-(ethoxy-phenyl-methylene)-2-oxo-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester

N-methyl(p-nitroaniline)

2-chloro-N-methyl-N-(4-nitrophenyl)acetamide

N-methyl-2-(4-methylpiperazin-1-yl)-N-(4-nitrophenyl)-acetamide

Refernces

• 1、 -. "INDOLINONE DERIVATIVES AS INHIBITORS OF MATERNAL EMBRYONIC LEUCINE ZIPPER KINASE". . . Retrieved 2018/09/20.
• 2、 -. "Medicaments for the Treatment or Prevention of Fibrotic Diseases". Page/Page column 19. . Retrieved 2008/06/13.