830-74-0

Basic information

• Product Name: 1-Allyl-1H-indole-2,3-dione
• Synonyms: AKOS B029181;1-ALLYL-1H-INDOLE-2,3-DIONE;TIMTEC-BB SBB006834;1-Allylisatin;AllylHindoledione;1H-indole-2,3-dione, 1-(2-propenyl)-;1-allyl-1H-indole-2,3-dione(SALTDATA: FREE);1-Allylindoline-2,3-dione
• CAS NO: 830-74-0
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.19
• Product Categories: Indole
• Mol File: 830-74-0.mol
• Article Data: 99

Chemical Properties

• Melting Point: 87-90°C
• Boiling Point: 145°C/1mmHg(lit.)
• Flash Point: 146.4°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 0.000292mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: 1-Allyl-1H-indole-2,3-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Allyl-1H-indole-2,3-dione(830-74-0)
• EPA Substance Registry System: 1-Allyl-1H-indole-2,3-dione(830-74-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 830-74-0(Hazardous Substances Data)

Usage

General Description

1-Allyl-1h-indole-2,3-dione, also known as tryptanthrin, is a natural compound derived from the indole family of chemicals. It is a yellow crystalline solid with low solubility in water. Tryptanthrin has been shown to possess anti-inflammatory, antimicrobial, and antitumor properties, making it a potential candidate for drug development. It has been found to inhibit the growth of cancer cells and has potential as a treatment for inflammation-related diseases. Tryptanthrin also exhibits antioxidant activity, which could make it useful in the development of skincare and cosmetic products. Overall, the chemical has shown promise in various biomedical applications and continues to be studied for its potential therapeutic uses.

InChI:InChI=1/C11H9NO2/c1-2-7-12-9-6-4-3-5-8(9)10(13)11(12)14/h2-6H,1,7H2

Upstream product

• 91-56-5 indole-2,3-dione 
• 106-95-6 allyl bromide 
• 183014-87-1 1-allyl-3-hydroxy-3-(2'-oxopropyl)indolin-2-one 
• 1426840-37-0 C₁₁H₁₂BrNO 
• 80217-67-0 1-(2-(allylamino)phenyl)ethanone 
• 1006727-95-2 allyl(2-ethynylphenyl)amine 
• 615-43-0 2-iodophenylamine 
• 146852-20-2 1-allyl-1,3-dihydro-2H-indol-2-one 
• 589-09-3 N-allyl-N-phenylamine 
• 131543-46-9 Glyoxal 
• 42366-35-8 hydroxyimino-N-phenylacetamide 
• 62-53-3 aniline 
• 479-41-4 indirubin 
• 50899-59-7 N-Hydroxymethylisatin 

Downstream Products

• 1441224-32-3 1-allyl-3-(tert-butylcarbamoyl)-2-oxoindolin-3-yl benzoate 

Relevant articles and documents

Novel spiro and fused heterocycles from the allylation of indigo

The allylation of indigo results in the one-step synthesis of two unique complex heterocyclic systems: a spiroindoline-pyridoindolone arising from the addition of three allyl moieties and a fused pyridoindolo-azepinoindolone generated from the addition and subsequent cyclisation of two allyl moieties. The structures of these novel heterocycles are assigned unambiguously using extensive NMR experiments and by X-ray crystallographic analysis. The distribution of the products is influenced by the use of thermal versus microwave heating. Crown Copyright

Rongalite-induced transition-metal and hydride-free reductive aldol reaction: a rapid access to 3,3′-disubstituted oxindoles and its mechanistic studies

A transition-metal and hydride-free reductive aldol reaction has been developed for the synthesis of biologically active 3,3′-disubstituted oxindoles from isatin derivatives using rongalite. In this protocol, rongalite plays a dual role as a hydride-free

Organocatalytic Asymmetric Synthesis of Cyclic Acetals with Spirooxindole Skeleton

An organocatalytic asymmetric synthesis of cyclic acetal with spirooxindole skeleton has been developed via a domino reaction between isatin and γ-hydroxy enones. Bifunctional squaramide catalyst with adamantyl motif was found to be the most effective for the cascade reaction. With 10 mol% of the catalyst, the desired products were obtained in 1.8:1 to 9:1 diastereo- and 86% to >99% enantioselectivities from a range of substituted isatins and γ-hydroxy enones. (Figure presented.).