101460-85-9

Usage

Uses

Used in Pharmaceutical Industry:
5-Carboxyisatin methyl ester is used as a pharmaceutical intermediate for the synthesis of various heterocycles and natural products due to its wide range of biological activities, such as antifungal, anti-inflammatory, and antitumor properties. Its potential applications in this industry include the development of new drugs targeting various diseases and conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 5-Carboxyisatin methyl ester is used as a key intermediate for the preparation of complex heterocycles and natural products. Its unique structure and reactivity make it a valuable building block for the synthesis of diverse organic compounds.
Used in Fluorescent Dyes and Probes Development:
5-Carboxyisatin methyl ester is used as a precursor in the development of fluorescent dyes and probes for biological imaging and sensing applications. Its inherent fluorescent properties and chemical versatility allow for the creation of novel imaging agents that can be used to study biological processes and diagnose diseases at the molecular level.
Used in Antifungal Applications:
5-Carboxyisatin methyl ester is used as an antifungal agent, exhibiting activity against various fungal species. Its potential use in this application can contribute to the development of new antifungal drugs and treatments for fungal infections.
Used in Anti-inflammatory Applications:
As an anti-inflammatory agent, 5-Carboxyisatin methyl ester can be used in the development of pharmaceuticals targeting inflammation-related diseases and conditions. Its ability to modulate inflammatory pathways may provide a new approach to treating various inflammatory disorders.
Used in Antitumor Applications:
5-Carboxyisatin methyl ester is used as an antitumor agent, showing potential in the development of cancer therapies. Its ability to inhibit tumor growth and progression may contribute to the discovery of new anticancer drugs and treatment strategies.

Upstream product

• 79-37-8 oxalyl dichloride 
• 619-45-4 4-methoxycarbonyl aniline 
• 141452-01-9 2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 
• 17122-79-1 N-(4-ethoxycarbonylphenyl)-2-(hydroxyimino)acetamide 
• 4102-54-9 2-iodo-4,6-dimethylaniline 
• 67-56-1 methanol 
• 25128-32-9 1H-indole-2,3-dione-5-carboxylic acid 
• 79036-51-4 1,2-dichloro-1,2-bis(dimethylamino)ethene 
• 1011-65-0 5-methoxycarbonylindole 
• 94-09-7 p-aminoethylbenzoate 

Downstream Products

• 1246266-35-2 C₁₇H₁₂FNO₄ 

Relevant academic research and scientific papers

An efficient method based on indoles for the synthesis of isatins by taking advantage of I2O5 as oxidant

An efficient method to synthesize isatins based on indoles by using inorganic hypervalent I2O5 has been explored in good yields, which successfully realized the transformation from indoles to isatins under metal-free, mild condition

Indium(III) chloride/2-iodoxybenzoic acid: A novel reagent system for the conversion of indoles into isatins

Indoles and azaindoles undergo smooth oxidation with 2-iodoxybenzoic acid (IBX) in the presence of indium(III) chloride at 80°C to afford the corresponding isatins in excellent yields. This method is very useful for the direct preparation of isatins from indoles. The reaction proceeds smoothly in aqueous media and the products are obtained in excellent yields. Georg Thieme Verlag Stuttgart.

Palladium(0)-catalyzed single and double isonitrile insertion: A facile synthesis of benzofurans, indoles, and isatins

A palladium(0)-catalyzed cascade process consisting of isonitrile insertion and ?±-Csp3-H cross-coupling can be achieved for the synthesis of benzofurans and indoles. The construction of isatins by a Pd-catalyzed cascade reaction incorporating double isonitrile insertion, amination, and hydrolysis has also been achieved. The key features of this work include diverse heterocycle synthesis, phosphine-ligand-free reaction conditions, a one-pot procedure, simple and commercially available starting materials, broad functional-group compatibility, and moderate to good reaction yields.

Visible-Light-Mediated Dearomatisation of Indoles and Pyrroles to Pharmaceuticals and Pesticides

Dearomatisation of indole derivatives to the corresponding isatin derivatives has been achieved with the aid of visible light and oxygen. It should be noted that isatin derivatives are highly important for the synthesis of pharmaceuticals and bioactive compounds. Notably, this chemistry works excellently with N-protected and protection-free indoles. Additionally, this methodology can also be applied to dearomatise pyrrole derivatives to generate cyclic imides in a single step. Later this methodology was applied for the synthesis of four pharmaceuticals and a pesticide called dianthalexin B. Detailed mechanistic studies revealed the actual role of oxygen and photocatalyst.

Composition for Inhibiting or Treating for Acute Myeloid Leukemia or Metastatic Breast Cancer

The present invention relates to a pharmaceutical composition for preventing or treating acute myeloid leukemia or metastatic breast cancer comprising an indirubin derivative as an active ingredient. Use of the composition of the invention effectively inhibits the activity of FLT3 kinase. A composition for preventing or treating acute myeloid leukemia or metastatic breast cancer is provided.

SMALL MOLECULE INHIBITORS OF GPCR GPR68 AND RELATED RECEPTORS

The invention relates to a class of small molecule inhibitors of GPR68/OGR1, a proton-sensing/stretch-sensing/sheer-stress-sending G-protein coupled receptor, and related receptors GPR4 and GPR65. These inhibitors are useful as a therapeutic for glioblastoma and other neoplasms, as a monotherapy or adjuvant, and also can be used as a treatment for other conditions, such as osteoporosis, inflammatory bowel disease, autoimmune and chronic inflammatory diseases such as multiple sclerosis and inflammatory pain syndromes, GERD, aspiration pneumonitis, bacterial and viral pneumonia, COPD, acute respiratory distress syndrome (ARDS), and COVID-19.

A Palladium-Catalyzed Double Carbonylation Approach to Isatins from 2-Iodoanilines

A high-yielding procedure for the synthesis of isatins has been developed. Sequential Pd-catalyzed double carbonylation of 2-iodoanilines with near stoichiometric amounts of CO followed by acid-promoted cyclization readily affords an array of isatins. The conversion of 2-iodoanilines to isatins in good to excellent yields was found to proceed with good functional group tolerance. This protocol proved adaptable to 13C-isotope labeling of isatins, which was extended to the synthesis of the 13C-isotope labeled antiviral drug metisazone and the experimental anti-schizophrenia drug ML137.

Identification and further development of thiazolidinones spiro-fused to indolin-2-ones as potent and selective inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B

Tuberculosis continues to be a major cause of morbidity and mortality throughout the world. Protein tyrosine phosphatases from Mycobacterium tuberculosis are attractive targets for developing novel strategies in battling tuberculosis due to their role in

H-β zeolite: An efficient, reusable catalyst for one-pot synthesis of isatins from anilines

We describe a simple and highly efficient procedure for the single-step preparation of isatins from the commercially available anilines using H-β zeolite as a truly heterogeneous catalyst. H-β zeolite is readily separated from reaction mixture by simple filtration and reused several times without considerable loss of activity.

From DMF to isatine: A novel and general one-pot synthesis of isatine and its N-unsubstituted derivatives via nucleophilic substitution reactions on 1,2-bis(dimethylamino)-1,2-dichloroethene

(Chemical Equation Presented) 3-Imino-2-amino-isatines were obtained by a one-pot reaction of an excess of aniline (or its derivatives) with 1,2-bis(dimethylamino)-1,2-dichloro-ethene (prepared in situ from DMF). Subsequent hydrolysis yielded the correspo