150544-01-7

Basic information

• Product Name: 6-amino-5-fluoroindolin-2-one
• Synonyms: 6-amino-5-fluoroindolin-2-one;6-amino-5-fluoro-1,3-dihydro-2H-Indol-2-one
• CAS NO: 150544-01-7
• Molecular Formula: C₈H₇FN₂O
• Molecular Weight: 166.1523832
• EINECS: -0
• Mol File: 150544-01-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 383.528 °C at 760 mmHg
• Flash Point: 185.751 °C
• Appearance: /
• Density: 1.414 g/cm³
• CAS DataBase Reference: 6-amino-5-fluoroindolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-5-fluoroindolin-2-one(150544-01-7)
• EPA Substance Registry System: 6-amino-5-fluoroindolin-2-one(150544-01-7)

Safety Data

• Hazardous Substances Data: 150544-01-7(Hazardous Substances Data)

Usage

General Description

6-amino-5-fluoroindolin-2-one is a chemical compound primarily known for its application in obtaining fluorinated indole derivatives. These derivatives are particularly notable because they have biological activity and show promise in the development of pharmaceuticals. With a molecular formula of C8H7FN2O, this substance falls into the category of organic compounds known as indolinones, which are aromatic compounds containing an indole substituted at the 2-position by an oxo group. Its detailed physical properties or health implications are not widely available, reflecting its specificity to advanced scientific and industrial settings.

Upstream product

• 1082989-85-2 (2,4-diamino-5-fluoro-phenyl)-acetic acid 
• 331-25-9 (3-fluorophenyl)acetic acid 
• 150544-00-6 methyl (5-fluoro-2,4-dinitrophenyl)acetate 
• 1025909-27-6 (2,4-Diamino-5-fluoro-phenyl)-acetic acid methyl ester 

Downstream Products

• 945381-82-8 5-fluoro-6-(4-fluoro-benzylamino)-1,3-dihydro-indol-2-one 
• 1621584-46-0 N-(5-fluoro-2-oxoindolin-6-ylcarbamoyl)-2-fluoro-4-methoxybenzamide 
• 1621584-45-9 N-(5-fluoro-2-oxoindolin-6-ylcarbamoyl)-4-methoxybenzamide 
• 945379-44-2 N-(5-fluoro-2-oxo-2,3-dihydro-1H-indol-6-yl)-2-methoxy-acetamide 

Relevant articles and documents

Novel acylureidoindolin-2-one derivatives as dual Aurora B/FLT3 inhibitors for the treatment of acute myeloid leukemia

A series of 6-acylureido derivatives containing a 3-(pyrrol-2- ylmethylidene)indolin-2-one scaffold were synthesized as potential dual Aurora B/FLT3 inhibitors by replacing the 6-arylureido moiety in 6-arylureidoindolin-2- one-based multi-kinase inhibitors. (Z)-N-(2-(pyrrolidin-1-yl)ethyl)-5-((6-(3-(2- fluoro-4-methoxybenzoyl)ureido)-2-oxoindolin-3-ylidene)methyl)-2, 4-dimethyl-1H-pyrrole-3-carboxamide (54) was identified as a dual Aurora B/FLT3 inhibitor (IC50 = 0.4 nM and 0.5 nM, respectively). Compound 54 also exhibited potent cytotoxicity with single-digit nanomolar IC50 values against the FLT3 mutant-associated human acute myeloid leukemia (AML) cell lines MV4-11 (FLT3-ITD) and MOLM-13 (FLT3-ITD). Compound 54 also specifically induced extrinsic apoptosis by inhibiting the phosphorylation of the Aurora B and FLT3 pathways in MOLM-13 cells. Compound 54 had a moderate pharmacokinetic profile. The mesylate salt of 54 efficiently inhibited tumor growth and reduced the mortality of BALB/c nude mice (subcutaneous xenograft model) that had been implanted with AML MOLM-13 cells. Compound 54 is more potent than sunitinib not only against FLT3-WT AML cells but also active against sunitinib-resistant FLT3-ITD AML cells. This study demonstrates the significance of dual Aurora B/FLT3 inhibitors for the development of potential agents to treat AML.

PYRROLO-NITROGENOUS HETEROCYCLIC DERIVATIVES, THE PREPARATION AND THE PHARMACEUTICAL USE THEREOF

The invention provides new pyrrolo-nitrogenous heterocyclic derivatives represented by formula (I) or their salts, the preparation thereof, pharmaceutical compositions containing such derivatives and the use of such derivatives as therapeutic agents, espe

2-(2-OXOINDOLINE-3-YLIDENE)METHYL-5-(2-HYDROXY-3-MORPHOLIN-4-YL-PROPYL)-6,7-DIHYDRO-1H-PYRROL[3,2-C]PYRIDINE-4(5H)-ONE COMPOUNDS AND USE AS PROTEIN KINASE INHIBITORS

Pyrrolo[3,2-c]pyridine-4-one-2-indolinone compounds, especially 2-(2-oxoindoline-3-ylidene)methyl-5-(2-hydroxy-3-morpholin-4-yl-propyl)-6,7-dihydro-1H-pyrrol[3,2-c]pyridine-4(5H)-one compounds. Their preparation and pharmaceutical composition, and pharmac