95262-10-5

Basic information

• Product Name: 3-(4-fluorophenylaMino)-3-oxopropanoic acid
• Synonyms: 3-(4-fluorophenylaMino)-3-oxopropanoic acid
• CAS NO: 95262-10-5
• Molecular Formula: C₉H₈FNO₃
• Molecular Weight: 197.1631232
• Mol File: 95262-10-5.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-fluorophenylaMino)-3-oxopropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-fluorophenylaMino)-3-oxopropanoic acid(95262-10-5)
• EPA Substance Registry System: 3-(4-fluorophenylaMino)-3-oxopropanoic acid(95262-10-5)

Safety Data

• Hazardous Substances Data: 95262-10-5(Hazardous Substances Data)

Usage

General Description

3-(4-fluorophenylamino)-3-oxopropanoic acid is a compound with the molecular formula C9H8FNO3. It is a derivative of propanoic acid and contains a fluorophenylamino group. 3-(4-fluorophenylaMino)-3-oxopropanoic acid is a white to off-white powder and is insoluble in water. It is commonly used as a building block in organic synthesis and can be used in the pharmaceutical industry for the synthesis of various pharmaceutical drugs. Additionally, it has potential applications in the field of medicinal chemistry and drug design.

Upstream product

• 141-82-2 malonic acid 
• 371-40-4 4-fluoroaniline 
• 2033-24-1 cycl-isopropylidene malonate 
• 130112-64-0 methyl 3-(4-fluorophenylamino)-3-oxopropanoate 
• 104330-60-1 3-((4-fluorophenyl)amino)-3-oxo-propionic acid ethyl ester 

Downstream Products

• 849217-68-1 cabozantinib 
• 1677-37-8 6-fluoro-4-hydroxy-1H-quinolin-2-one 
• 1474049-67-6 N¹-(4-fluorophenyl)-N³-(2-oxoindolin-6-yl)malonamide 
• 1474049-68-7 (Z)-N¹-(3-((1H-pyrrol-2-yl)methylene)-2-oxoindolin-6-yl)-N³-(4-fluorophenyl)malonamide 
• 888717-80-4 C₂₂H₁₆F₂N₄O₃ 
• 888854-89-5 C₂₉H₃₁F₂N₇O₄ 
• 888720-43-2 C₂₆H₂₆F₂N₆O₄ 
• 888854-84-0 C₂₇H₂₈F₂N₆O₄ 
• 888854-85-1 C₂₈H₂₈F₂N₆O₅ 
• 864440-16-4 N-(4-Fluorophenyl)-N'-(4-{2-[(morpholine-4-carbonyl)amino]pyridin-4-yloxy}phenyl)malonamide 
• 864241-93-0 N-{4-[2-(3,3-Dimethylureido)pyridin-4-yloxy]phenyl}-N'-(4-fluorophenyl)malonamide 
• 864241-92-9 N-(4-Fluorophenyl)-N'-(4-{2-[(pyrrolidine-1-carbonyl)amino]pyridin-4-yloxy}phenyl)malonamide 
• 864245-62-5 Methyl 4-{3-fluoro-4-[2-(4-fluorophenylcarbamoyl)acetamino]phenoxy}pyridine-2-carboxylate 
• 864242-03-5 N-(2-fluoro-4-{2-[(morpholine-4-carbonyl)amino]pyridin-4-yloxy}phenyl)-N'-(4-fluorophenyl)malonamide 

Relevant articles and documents

Mild, efficient, and solvent-free synthesis of 4-hydroxy-2-quinolinones

Malonic acid monoanilides were obtained in excellent yield from the reaction of anilines with Meldrum's acid under solvent-free conditions. The malonic acid monoanilide intermediates were then treated with methanesulfonic acid anhydride (MSAA) to produce 4-hydroxy-2-quinolinones in excellent yield. It should be noted that both reactions had to be run under mild conditions to avoid the decarboxylation of the malonic acid monoanilide intermediate.

Discovery of 8-cyclopentyl-2-[4-(4-methyl-piperazin-1-yl)-phenylamino]-7- oxo-7,8-dihydro-pyrido[2,3- d ]pyrimidine-6-carbonitrile (7x) as a potent inhibitor of cyclin-dependent kinase 4 (CDK4) and AMPK-related kinase 5 (ARK5)

The success of imatinib, a BCR-ABL inhibitor for the treatment of chronic myelogenous leukemia, has created a great impetus for the development of additional kinase inhibitors as therapeutic agents. However, the complexity of cancer has led to recent interest in polypharmacological approaches for developing multikinase inhibitors with low toxicity profiles. With this goal in mind, we analyzed more than 150 novel cyano pyridopyrimidine compounds and identified structure-activity relationship trends that can be exploited in the design of potent kinase inhibitors. One compound, 8-cyclopentyl-2-[4-(4-methyl- piperazin-1-yl)-phenylamino]-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6- carbonitrile (7x), was found to be the most active, inducing apoptosis of tumor cells at a concentration of approximately 30-100 nM. In vitro kinase profiling revealed that 7x is a multikinase inhibitor with potent inhibitory activity against the CDK4/CYCLIN D1 and ARK5 kinases. Here, we report the synthesis, structure-activity relationship, kinase inhibitory profile, in vitro cytotoxicity, and in vivo tumor regression studies by this lead compound.

INDOLIN-2-ONE DERIVATIVES AS PROTEIN KINASE INHIBITORS

A novel class of indoline-2-one derivatives are disclosed. These compounds are protein kinase inhibitors which are useful for treating hyperproliferative diseases such as cancer.