56932-61-7

Usage

Physical state

Crystalline solid The compound forms a solid with a well-ordered, repeating lattice structure.

Color

Yellowish The compound exhibits a yellowish hue when in its solid form.

Use in dyes

Azo dyes production 1-Hexylindoline-2,3-dione is utilized in the manufacturing process of azo dyes, which are a class of organic dyes characterized by the presence of one or more azo groups (-N=N-).

Application in pharmaceuticals

Intermediate in synthesis The compound serves as an intermediate in the production of various pharmaceuticals, aiding in the formation of the desired drug molecules.

Application in agrochemicals

Intermediate in synthesis Similar to its use in pharmaceuticals, 1-Hexylindoline-2,3-dione is used as an intermediate in the synthesis of agrochemicals, such as pesticides and fertilizers.

Organic electronics potential

Electron-accepting properties The compound has been studied for its potential use in organic electronics due to its ability to accept electrons, which is a valuable property in the development of electronic devices.

Safety precautions

Harmful if ingested or in contact with skin 1-Hexylindoline-2,3-dione can pose health risks if swallowed or if it comes into contact with the skin, so it should be handled with care and proper safety measures.

Upstream product

• 91-56-5 indole-2,3-dione 
• 638-45-9 1-Iodohexane 
• 111-25-1 1-bromo-hexane 
• 6326-79-0 6-bromoisatin 
• 42951-62-2 1-hexyl-1H-indole 
• 3486-31-5 isatin sodium salt 

Downstream Products

• 1028181-33-0 3-[2-(2,4-dichlorophenyl)-2-oxoethyl]-1-hexyl-3-hydroxyindolin-2-one 
• 1048973-57-4 N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-4-methoxybenzohydrazide 
• 1048973-47-2 N'-[(3Z)-1-(1-hexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide 
• 1048973-51-8 N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]cyclohexanecarbohydrazide 
• 1048973-46-1 1-hexyl-1H-indole-2,3-dione 3-(N-phenylsemicarbazone) 
• 1048973-53-0 4-chloro-N'-[(3Z)-1-hexyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene]benzohydrazide 
• 1048973-49-4 (3Z)-1-(1-hexyl)-1H-indole-2,3-dione 3-(N-phenylthiosemicarbazone) 
• 1048973-48-3 N'-[1-(1-hexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-2-phenylacetohydrazide 
• 1346508-87-9 1-hexyl-3-hydroxy-3-phenylindolin-2-one 
• 1104302-31-9 phenylsulfonyl-(1-n-hexyl-2-oxo-1,2-dihydroindol-3-ylidene)hydrazide 
• 1104302-19-3 phenylthiocarbamoyl-(1-n-hexyl-2-oxo-1,2-dihydroindol-3-ylidene)hydrazide 
• 1172590-90-7 1-hexyl-3-hydroxy-3-(phenylethynyl)indolin-2-one 

Relevant academic research and scientific papers

Improved charge transport in fused-ring bridged hemi-isoindigo-based small molecules by incorporating a thiophene unit for solution-processed organic field-effect transistors

Two acceptor-donor-acceptor small molecules based on a fused ring indacenodithieno[3,2-b]thiophene (IDTT) as a donor, and hemi-isoindigo units, methyleneoxindole (IDTT-MI) and thienylmethyleneoxindole (IDTT-T-MI) as acceptors were synthesized and characte

Synthesis of N-substituted 3-(2-aryl-2-oxoethyl)- 3-hydroxyindolin-2-ones and their conversion to N-substituted (E)-3-(2-aryl-2-oxoethylidene)-indolin-2-ones: Synthetic sequence, spectroscopic characterization and structures of four 3-hydroxy compounds an

An operationally simple and time-efficient approach has been developed for the synthesis of racemic N-substituted 3-(2-aryl-2-oxoethyl)-3-hydroxyindolin-2- ones by a piperidine-catalysed aldol reaction between aryl methyl ketones and N-alkylisatins. These

A-D-A type conjugated small-molecule semiconductor material based on fused rings and indol-2-one

The invention discloses an A-D-A type conjugated small-molecule semiconductor material based on fused rings and indol-2-one. The conjugated small-molecule material has advantages of traditional smallmolecules and conjugated polymers, has a clear molecular

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.

TBHP Mediated Substrate Controlled Oxidative Dearomatization of Indoles to C2/C3-Quaternary Indolinones

Oxidative dearomatization of indoles with 70 % aqueous tert-butylhydroperoxide (TBHP) in the absence of any metal salts/organic solvents gave the corresponding C2/C3-quaternary indolinones under open-air reaction conditions. The nature of substituent on the indole nitrogen dictates the type of product formed in these reactions. Free (NH)-indoles gave C2-quaternary indolinone derivatives whilst (NR)-indoles yielded C3-quaternary indolinones as the major product. Moreover, the addition of an excess amount of TBHP also facilitated the one-pot transformation of (NR)-indoles to the corresponding isatin derivatives.

Novel indolin-2-one-substituted methanofullerenes bearing long N-alkyl chains: Synthesis and application in bulk-heterojunction solar cells

An easy, high-yield and atom-economic procedure of a C60 fullerene modification using a reaction of fullerene C60 with N-alkylisatins in the presence of tris(diethylamino)phosphine to form novel long-chain alkylindolinone-substituted methanofullerenes (AIMs) is described. Optical absorption, electrochemical properties and solubility of AIMs were studied. Poly(3-hexylthiophene-2,5-diyl) (P3HT)/AIMs solar cells were fabricated and the effect of the AIM alkyl chain length and the P3HT:AIM ratio on the solar cell performance was studied. The power conversion efficiencies of about 2% were measured in the P3HT/AIM devices with 1:0.4 P3HT:AIM weight ratio for the AIMs with hexadecyl and dodecyl substituents. From the optical and AFM data, we suggested that the AIMs, in contrast to [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), do not disturb the P3HT crystalline domains. Moreover, the more soluble AIMs do not show a better miscibility with the P3HT crystalline phase.

Scaffold-inspired enantioselective synthesis of biologically important spiro[pyrrolidin-3,2'-oxindoles] with structural diversity through catalytic isatin-derived 1,3-dipolar cycloadditions

Catalytic asymmetric construction of the biologically important spiro[pyrrolidin-3,2'-oxindole] scaffold with contiguous quaternary stereogenic centers in excellent stereoselectivities (up to >99:1 d.r., 98 % ee) has been established by using an organocat

Discovery of XEN907, a spirooxindole blocker of NaV1.7 for the treatment of pain

Starting from the oxindole 2a identified through a high-throughput screening campaign, a series of NaV1.7 blockers were developed. Following the elimination of undesirable structural features, preliminary optimization of the oxindole C-3 and N-1 substituents afforded the simplified analogue 9b, which demonstrated a 10-fold increase in target potency versus the original HTS hit. A scaffold rigidification strategy then led to the discovery of XEN907, a novel spirooxindole NaV1.7 blocker. This lead compound, which in turn showed a further 10-fold increase in potency, represents a promising structure for further optimization efforts.

USE OF SPIRO-OXINDOLE COMPOUNDS AS THERAPEUTIC AGENTS

This invention is directed to methods of using spiro-oxindole compounds of formula (I): wherein k, j, Q, R1, R2a, R2b, R2c, R2d, R3a, R3b, R3c, and R3d are as defined herein, as a stereoisomer, enantiomer, tautomer thereof or mixtures thereof; or a pharmaceutically acceptable salt, solvate or prodrug thereof, for the treatment and/or prevention of hypercholesterolemia, benign prostatic hyperplasia, pruritis and cancer.

HYDRAZONE MODULATORS OF CANNABINOID RECEPTORS

Hydrazone compounds which modulate cannabinoid receptors are presented. Pharmaceutical compositions containing these compounds, methods of using these compounds as modulators of cannabinoid receptors and processes for synthesizing these compounds are also described herein.