102359-00-2

Basic information

• Product Name: 5-CARBOXYOXINDOLE
• Synonyms: 5-CARBOXYOXINDOLE;RARECHEM AL BO 0983;OXINDOLE-5-CARBOXYLIC ACID;2-Oxo-indoline-5-carboxylic acid;5-CARBOXY-2-OXINDOLE;5-Carboxyoxindole 97%;2-Oxindole-5-carboxylic acid;2-Oxindole-5-carboxylic a...
• CAS NO: 102359-00-2
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.16
• Product Categories: blocks;Carboxes;IndolesOxindoles;Indoline & Oxindole
• Mol File: 102359-00-2.mol
• Article Data: 22

Chemical Properties

• Melting Point: 310-316°C
• Boiling Point: 459.8 °C at 760 mmHg
• Flash Point: 231.9 °C
• Appearance: /
• Density: 1.433 g/cm³
• Vapor Pressure: 2.99E-09mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 4.19±0.20(Predicted)
• CAS DataBase Reference: 5-CARBOXYOXINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CARBOXYOXINDOLE(102359-00-2)
• EPA Substance Registry System: 5-CARBOXYOXINDOLE(102359-00-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37
• Hazardous Substances Data: 102359-00-2(Hazardous Substances Data)

Usage

General Description

5-Carboxyoxindole is a chemical compound with the molecular formula C9H7NO3. It is a derivative of oxindole and belongs to the class of organic compounds known as indoles. 5-Carboxyoxindole plays a role in various biological processes and has potential applications in the pharmaceutical industry as a building block for the synthesis of various drug molecules. It has also been studied for its potential anti-cancer and anti-inflammatory properties. Additionally, research has shown that 5-Carboxyoxindole has the ability to inhibit the activity of certain enzymes, making it a promising candidate for the development of enzyme inhibitors for therapeutic purposes. Overall, 5-Carboxyoxindole is a versatile compound with potential uses in drug discovery and development.

InChI:InChI=1/C9H7NO3/c11-8-4-6-3-5(9(12)13)1-2-7(6)10-8/h1-3H,4H2,(H,10,11)(H,12,13)/p-1

Upstream product

• 150-13-0 4-amino-benzoic acid 
• 17122-78-0 4-(2-hydroxyimino-acetylamino)-benzoic acid 
• 25128-32-9 1H-indole-2,3-dione-5-carboxylic acid 
• 1670-81-1 1H-Indole-5-carboxylic acid 
• 199328-10-4 methyl 2-oxoindoline-5-carboxylate 
• 59-48-3 2-oxoindole 
• 65435-04-3 5-chloroacetylindolin-2-one 

Downstream Products

• 1168720-81-7 2-oxo-N-phenylindoline-5-carboxamide 

Relevant articles and documents

Novel Human Aminopeptidase N Inhibitors: Discovery and Optimization of Subsite Binding Interactions

Aminopeptidase N (APN/CD13) is a zinc-dependent M1 aminopeptidase that contributes to cancer progression by promoting angiogenesis, metastasis, and tumor invasion. We have previously identified hydroxamic acid-containing analogues that are potent inhibitors of the APN homologue from the malarial parasite Plasmodium falciparum M1 aminopeptidase (PfA-M1). Herein, we describe the rationale that underpins the repurposing of PfA-M1 inhibitors as novel APN inhibitors. A series of novel hydroxamic acid analogues were developed using a structure-based design approach and evaluated their inhibition activities against APN. N-(2-(Hydroxyamino)-2-oxo-1-(3′,4′,5′-trifluoro-[1,1′-biphenyl]-4-yl)ethyl)-4-(methylsulfonamido)benzamide (6ad) proved to be an extremely potent inhibitor of APN activity in vitro, selective against other zinc-dependent enzymes such as matrix metalloproteases, and possessed limited cytotoxicity against Ad293 cells and favorable physicochemical and metabolic stability properties. The combined results indicate that compound 6ad may be a useful lead for the development of anticancer agents.

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.

SMYD INHIBITORS

The present disclosure provides carboxamides and sulfonamides having Formula (I): and the pharmaceutically acceptable salts and solvates thereof, wherein A, Y, B, X, and Z are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula (I) to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.