138343-94-9

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
4-Fluoro-1,3-dihydro-2H-indol-2-one is utilized as a synthetic building block for the development of biologically active compounds. Its unique structure and reactivity contribute to the design and synthesis of new drug candidates, which may offer novel therapeutic benefits in various medical fields.
Used in Organic Synthesis and Chemical Research:
In the realm of organic synthesis, 4-Fluoro-1,3-dihydro-2H-indol-2-one serves as a versatile intermediate. It is employed in the production of complex organic molecules, facilitating advancements in chemical research and the discovery of new chemical entities with potential applications across different industries.

InChI:InChI=1/C8H6FNO/c9-6-2-1-3-7-5(6)4-8(11)10-7/h1-3H,4H2,(H,10,11)

Upstream product

• 105003-93-8 2-fluoro-6-nitrobenzeneacetonitrile 
• 129822-38-4 tert-butyl (3-fluoro-2-methylphenyl)carbamate 
• 443-86-7 3-fluoro-2-methylaniline 
• 136916-19-3 (2-fluoro-6-nitrophenyl)acetic acid 
• 138343-92-7 (2-tert-Butoxycarbonylamino-6-fluoro-phenyl)-acetic acid 

Downstream Products

• 866211-50-9 4-fluoro-3,3-dimethyl-1,3-dihydro-2H-indol-2-one 
• 913720-11-3 4'-fluorospiro[cyclopropane-1,3'-indoline]-2'-one 

Relevant academic research and scientific papers

Design, synthesis, and SAR of new pyrrole-oxindole progesterone receptor modulators leading to 5-(7-fluoro-3,3-dimethyl-2-oxo-2,3-dihydro-1H-indol-5-yl)- 1-methyl-1H-pyrrole-2-carbonitrile (WAY-255348)

We have continued to explore the 3,3-dialkyl-5-aryloxindole series of progesterone receptor (PR) modulators looking for new agents to be used in female healthcare: contraception, fibroids, endometriosis, and certain breast cancers. Previously we reported

Process for the preparation of indolin-2-one derivatives useful as PR modulators

Processes for dialkylating indolinones, specifically indolin-2-ones are provided. The processes for dialkylating an indolin-2-one include performing the dialkylation in the presence of at least 2 equivalents of a first base, a second base containing at le

Progesterone receptor antagonists, contraceptive regimens, and kits

A method of contraception is provided which involves delivery of 21 to 27 consecutive days of one or more PR antagonists in the absence of a progestin, estrogen, or other steroidal compound, followed by 1 to 7 days without any active agent. Also described is a pharmaceutically useful kit to facilitate delivery of this regimen.

4,5-pyrazinoxindoles

Disclosed are novel 4,5-pyrazinoxindoles having the formula These compounds inhibit or modulate protein kinases, in particular JNK protein kinases. These compounds and their pharmaceutically acceptable salts, and prodrugs of said compounds, are useful as anti-inflammatory agents, particularly useful in the treatment of rheumatoid arthritis. Also disclosed are pharmaceutical compositions containing such compounds, and methods for the treatment and/or control of inflammation, particularly in the treatment or control of rheumatoid arthritis, using these compounds.

4,5-azolo-oxindoles

Disclosed are novel 4,5-azolo-oxindoles having the formula These compounds inhibit cyclin-dependent kinases (CDKs), in particular CDK2. Thus, these compounds and their pharmaceutically acceptable salts, and prodrugs of said compounds, are anti-proliferative agents useful in the treatment or control of cell proliferative disorders, in particular cancer. Also disclosed are pharmaceutical compositions containing these compounds, and methods for the treatment and/or prevention of cancer, particularly in the treatment or control of solid tumors using these compounds, as well as intermediates useful in the preparation of compounds of formula I.

Preparation of indoles and oxindoles from N-(tert-butoxycarbonyl)-2-alkylanilines

Treatment of dilithiated N-(tert-butoxycarbonyl)anilines 1 with dimethylformamide or carbon dioxide furnishes intermediates 3, 5, that are easily converted to N-(tert-butoxycarbonyl)indoles 4 and oxindoles (indol-2(3H)-ones, 7), respectively. Condensation of dilithiated 1 with N-methoxy-N-methylamides provides ketones 9 which are cyclized upon trifluoroacetic acid treatment to either 2-substituted 1-(tert-butoxycarbonyl)indoles 10 or 2-substituted indoles 11 depending on the reaction time. This general methodology has been applied to efficient synthesis of 1,2-alkyl-bridged indoles 12, 1,3,4,5-tetrahydrobenz[c,d]indole (16), 2a,3,4,5-tetrahydrobenz[c,d]indol-2(1H)-one (18), and 1-(tert-butoxycarbonyl)1H-pyrrolo[2,3-b]pyridine (21).