CAS 20780-76-1

5-Iodoisatin

Description:

5-Iodoisatin is a chemical compound that belongs to the class of isatins, which are derived from indole and characterized by a diketopiperazine structure. It features an iodine atom substituted at the 5-position of the isatin ring, which contributes to its unique reactivity and properties. The compound is typically a solid at room temperature and exhibits a range of biological activities, making it of interest in medicinal chemistry. 5-Iodoisatin can participate in various chemical reactions, including nucleophilic substitutions and cycloadditions, due to the presence of both carbonyl and aromatic functionalities. Its iodine substituent can enhance its electrophilic character, potentially increasing its reactivity in certain contexts. Additionally, 5-Iodoisatin may exhibit fluorescence properties, which can be useful in analytical applications. The compound's solubility varies depending on the solvent, and it is often used as a precursor or intermediate in the synthesis of more complex organic molecules. Overall, 5-Iodoisatin is a versatile compound with significant implications in both synthetic and medicinal chemistry.

Formula: C₈H₄INO₂

InChI: InChI=1S/C8H4INO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)

InChI key: InChIKey=OEUGDMOJQQLVAZ-UHFFFAOYSA-N

SMILES: O=C1C=2C(NC1=O)=CC=C(I)C2

Synonyms:

• 1H-Indole-2,3-dione, 5-iodo-
• 5-Iodo-1H-indole-2,3-dione
• 5-Iodoindoline-2,3-dione
• Indole-2,3-dione, 5-iodo-
• Iodoisatin, 5-
• Isatin, 5-iodo-
• Nsc 92515
• 5-Iodoisatin

5-Iodoisatin

CAS: 20780-76-1

Formula: C₈H₄INO₂

Purity: >98.0%(T)

Color and Shape: Orange to Brown to Dark red powder to crystal

Molecular weight: 273.03

Ref: 3B-I0640

5-Iodoisatin, 97%

CAS: 20780-76-1

5-Iodoisatin undergoes condensation reaction with phenol yields 5-iodophenolisatin, malonic acid yields 6-iodo-2-quinolone-4-carboxylic acid. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to

Formula: C₈H₄INO₂

Purity: 97%

Color and Shape: Red, Powder

Molecular weight: 273.03

Ref: 02-A14988

1H-Indole-2,3-dione, 5-iodo-

CAS: 20780-76-1

Formula: C₈H₄INO₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 273.0273

Ref: IN-DA002JAP

5-Iodoisatin

CAS: 20780-76-1

5-Iodoisatin

Formula: C₈H₄INO₂

Purity: 97%

Color and Shape: red powder

Molecular weight: 273.03g/mol

Ref: 54-OR9765

5-Iodoisatin

CAS: 20780-76-1

Formula: C₈H₄INO₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 273.029

Ref: 10-F013160

5-Iodoisatin

CAS: 20780-76-1

5-Iodoisatin is a cross-coupling agent that has an inhibitory effect on tumor tissue. It is also used for the synthesis of conjugated drugs and pharmacological research. 5-Iodoisatin, which forms a ternary complex with copper and iodide, inhibits the growth of colorectal carcinoma cells by interfering with their DNA replication and protein production. 5-Iodoisatin can be converted to its active form through the formation of a ternary complex with copper and iodide ions. This inhibition is due to its ability to interact with DNA, RNA polymerase, and other proteins involved in transcription, translation, and replication processes. 5-Iodoisatin is metabolized through conjugation with glucuronic acid or sulfate in the liver; it binds to human mitochondrial DNA and can enter cells via passive diffusion. The carbonyl group in this drug may play an important role in its interaction with cancer cells.

Formula: C₈H₄INO₂

Purity: Min. 95%

Molecular weight: 273.03 g/mol

Ref: 3D-FI60764