25369-33-9

Basic information

• Product Name: 7-Chlorooxindole
• Synonyms: 7-Chloro-2-oxindole98%;7-Chloro-2-Oxindole;7023 7-CHLOROINDOLIN-2-ONE;7-Chloro-2-oxyindole;7-Chloro-2-oxindole 97%;7-Chloro-2-oxindole/7-chloro-1,3-dihydro-2H-indol-2-one;7-Chloro-1,3-dihydro-2H-indol-2-one, 7-Chloroindolin-2-one;2H-Indol-2-one, 7-chloro-1,3-dihydro-
• CAS NO: 25369-33-9
• Molecular Formula: C₈H₆ClNO
• Molecular Weight: 167.59
• EINECS: 1312995-182-4
• Product Categories: Indole;Indoline & Oxindole;API intermediates;Halogenated Heterocycles;Heterocyclic Building Blocks;Indoles;IndolesBuilding Blocks
• Mol File: 25369-33-9.mol

Chemical Properties

• Melting Point: 221-225 °C
• Boiling Point: 341.026 °C at 760 mmHg
• Flash Point: 160.047 °C
• Appearance: /
• Density: 1.362 g/cm³
• Vapor Pressure: 8.27E-05mmHg at 25°C
• Refractive Index: 1.601
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.08±0.20(Predicted)
• CAS DataBase Reference: 7-Chlorooxindole(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Chlorooxindole(25369-33-9)
• EPA Substance Registry System: 7-Chlorooxindole(25369-33-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 25369-33-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7-Chlorooxindole is used as a potential anticancer agent for its ability to inhibit the growth of cancer cells and its antiproliferative properties. It may be employed in the development of new drugs targeting various types of cancer.
Used in Organic Synthesis:
7-Chlorooxindole is used as a building block in organic synthesis for creating a variety of complex molecules. Its unique chemical structure allows for the formation of diverse compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science.
Used in Medicinal Chemistry Research:
7-Chlorooxindole is used as a subject of interest for further research and development in the field of medicinal chemistry. Its potential pharmacological properties and unique chemical structure make it a valuable compound for exploring new therapeutic agents and understanding the underlying mechanisms of action.

InChI:InChI=1/C8H6ClNO/c9-6-3-1-2-5-4-7(11)10-8(5)6/h1-3H,4H2,(H,10,11)

Upstream product

• 77158-65-7 methyl (2-nitro-3-chlorophenyl)acetate 
• 65816-14-0 1-methoxyindolin-2-one 

Downstream Products

• 1202916-16-2 C₂₆H₂₄ClN₃O₃ 
• 1353858-98-6 C₂₀H₁₂ClNO₄ 

Relevant articles and documents

Selective formation of γ-lactams via C-H amidation enabled by tailored iridium catalysts

Intramolecular insertion of met al nitrenes into carbon-hydrogen bonds to form γ-lactam rings has traditionally been hindered by competing isocyanate formation. We report the application of theory and mechanism studies to optimize a class of pentamethylcyclopentadienyl iridium(III) catalysts for suppression of this competing pathway. Modulation of the stereoelectronic properties of the auxiliary bidentate ligands to be more electron-donating was suggested by density functional theory calculations to lower the C-H insertion barrier favoring the desired reaction. These catalysts transform a wide range of 1,4,2-dioxazol-5-ones, carbonylnitrene precursors easily accessible from carboxylic acids, into the corresponding γ-lactams via sp3 and sp2 C-H amidation with exceptional selectivity. The power of this method was further demonstrated by the successful late-stage functionalization of amino acid derivatives and other bioactive molecules.

A Simple Synthesis of 5-Methoxyindole and 5-Methoxy-2-oxindole

1-Methoxy- and 1-hydroxy-2-oxindoles rearranged in acidic solution to 5-substituted 2-aminophenylacetic acid derivatives which were cyclized to the corresponding 2-oxindoles with heating.The synthesis of 5-methoxyindole from 5-methoxy-2-oxindole was also described.

α-Nitroarylation of Ketones and Esters: An Exceptionally Facile Synthesis of Indoles, 2-Indolinones, and Arylacetic Acids

Silyl enol ethers and ketene silyl acetals add to aromatic nitro compounds in the presence of fluoride ion sources to give dihydroaromatic nitronates which are readily oxidized to α-nitroaryl carbonyl compounds by DDQ or Br2.These versatile intermediates are readily converted into indoles or 2-indolinones by reductive cyclization.Since halogen substituents on the aromatic ring are not displaced in the initial alkylation reaction, nucleophilic substitution of these groups, followed by functional group manipulations of the nitro group, permits easy access to indoles, 2-indolinones, and arylacetic acids with varied substitution patterns.