25128-32-9

Basic information

• Product Name: 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID
• Synonyms: CHEMBRDG-BB 4012386;5-CARBOXYISATIN;2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID;2,3-Dioxo-2,3-dihydro-1H-indole-5-carboxylic acid
• CAS NO: 25128-32-9
• Molecular Formula: C₉H₅NO₄
• Molecular Weight: 191.14
• Mol File: 25128-32-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 295 °C(Solv: acetic acid (64-19-7))
• Appearance: /
• Density: 1.591g/cm³
• Refractive Index: 1.66
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.56±0.20(Predicted)
• CAS DataBase Reference: 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID(25128-32-9)
• EPA Substance Registry System: 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID(25128-32-9)

Safety Data

• Hazardous Substances Data: 25128-32-9(Hazardous Substances Data)

Usage

General Description

2,3-Dioxoindoline-5-carboxylic acid is a chemical compound with the molecular formula C9H5NO4. It belongs to the class of organic compounds known as indolin-2-ones, which are compounds containing an indole fused to a ketone at the C2 position. 2,3-DIOXOINDOLINE-5-CARBOXYLIC ACID is a derivative of indolecarboxylic acid, and it is commonly used in the synthesis of pharmaceutical drugs and natural products. It is also used as an intermediate in the production of other chemical compounds. 2,3-Dioxoindoline-5-carboxylic acid is a white crystalline powder that is soluble in certain organic solvents and has a melting point of around 265-268°C. It is important to handle this compound with care, as it may be harmful if ingested or inhaled and may cause skin irritation upon contact.

InChI:InChI=1/C9H5NO4/c11-7-5-3-4(9(13)14)1-2-6(5)10-8(7)12/h1-3H,(H,13,14)(H,10,11,12)

Upstream product

• 17122-78-0 4-(2-hydroxyimino-acetylamino)-benzoic acid 
• 302-17-0 chloral hydrate 
• 94-09-7 p-aminoethylbenzoate 
• 1238056-85-3 3-amino-5-carboxyoxindole hydrochloride 
• 953029-80-6 3,3-dibromo-2-oxo-2,3-dihydro-1H-indole-5-carboxylic acid methyl ester 
• 402-59-5 N-(4-trifluoromethylphenyl)-2-oxyiminoacetamide 
• 455-14-1 4-trifluoromethylphenylamine 
• 619-45-4 4-methoxycarbonyl aniline 
• 150-13-0 4-amino-benzoic acid 
• 17122-79-1 N-(4-ethoxycarbonylphenyl)-2-(hydroxyimino)acetamide 
• 66475-80-7 4-(2-hydroxyimino-acetylamino)-benzoic acid methyl ester 
• 345-32-4 5-(trifluoromethyl)isatin 

Downstream Products

• 94574-75-1 3-hydroxy-2-phenyl-quinoline-4,6-dicarboxylic acid 
• 855764-18-0 2-phenylquinoline-4,6-dicarboxylic acid 
• 924900-15-2 2,3-dioxo-N-phenylindoline-5-carboxamide 
• 924900-17-4 N-benzyl-2,3-dioxoindoline-5-carboxamide 
• 1238056-79-5 pentafluorophenyl isatin-5-carboxylate 
• 102359-00-2 2-oxoindoline-5-carboxylic acid 

Relevant articles and documents

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.

Synthesis, anti-lung cancer activity and molecular docking study of 3-methylene-2-oxoindoline-5-carboxamide derivatives

A series of 3-methylene-2-oxoindoline-5-carboxamide derivatives were synthesized in appreciable yield by using 4-aminobenzoic acid as a starting material. The preliminary biological test results showed that most compounds displayed potent inhibitory activity against proliferation of human lung adenocarcinoma epithelial cell line (A549) in MTT assay. Compound 6l displayed the highest potency (IC50 = 3.0 μM). The western blot analysis demonstrated a correlation between anti-proliferative activity of active compounds and blockade of the phosphorylation of extracellular signal-regulated kinases (ERK1/2). The docking study also provides new insights into further optimization of 3-methylene-2-oxoindoline-5-carboxamide derivatives for the discovery of more potent RAF/MEK/ERK pathway regulators as anti-lung cancer agents.

Synthesis, modification and docking studies of 5-sulfonyl isatin derivatives as SARS-CoV 3C-like protease inhibitors

The Severe Acute Respiratory Syndrome (SARS) is a serious life-threatening and strikingly mortal respiratory illness caused by SARS-CoV. SARS-CoV which contains a chymotrypsin-like main protease analogous to that of the main picornavirus protease, 3CLpro. 3CLpro plays a pivotal role in the viral replication cycle and is a potential target for SARS inhibitor development. A series of isatin derivatives as possible SARS-CoV 3CL pro inhibitors was designed, synthesized, and evaluated by in vitro protease assay using fluorogenic substrate peptide, in which several showed potent inhibition against the 3CLpro. Structure-activity relationship was analyzed, and possible binding interaction modes were proposed by molecular docking studies. Among all compounds, 8k1 showed most potent inhibitory activity against 3CLpro (IC50 = 1.04 μM). These results indicated that these inhibitors could be potentially developed into anti-SARS drugs.