835-45-0

Usage

Uses

Used in Horticulture and Agriculture:
INDOLE-3-(4'-OXO)BUTYRIC ACID is used as a plant growth regulator for promoting root initiation and growth in cuttings. Its effectiveness in enhancing root development makes it a valuable tool in the propagation of plants through vegetative cuttings.
Used in Crop Production:
INDOLE-3-(4'-OXO)BUTYRIC ACID is used as a growth enhancer to improve the growth and yield of certain crops. Its potential in boosting agricultural productivity makes it a promising compound for various agricultural applications.

InChI:InChI=1/C12H11NO3/c14-11(5-6-12(15)16)9-7-13-10-4-2-1-3-8(9)10/h1-4,7,13H,5-6H2,(H,15,16)

Upstream product

• 13672-36-1 methyl γ-(indol-3-yl)-γ-oxobutyrate 
• 21859-98-3 ethyl 4-(1H-indole-3-yl)-4-oxobutanoate 
• 120-72-9 indole 
• 108-30-5 succinic acid anhydride 
• 543-20-4 succinoyl dichloride 

Downstream Products

• 40547-43-1 methyl 4-(1-methyl-3-indolyl)-4-oxobutanoate 
• 1237-25-8 1-benzoyl-3-(5-oxo-tetrahydro-furan-2-yl)-2,3-dihydro-indole 
• 3364-37-2 4-(1H-indol-3-yl)butan-1-ol 
• 21903-93-5 4-(1H-indol-3-yl)butyl 4-methylbenzenesulfonate 
• 70002-75-4 4-(1H-indol-3-yl)-4-oxo-N-phenylbutanamide 
• 69971-83-1 4-(1H-indol-3-yl)-N-(4-methoxyphenyl)-4-oxobutanamide 
• 1266346-03-5 4-(1H-indol-3-yl)-N-(4-morpholinophenyl)-4-oxobutanamide 
• 69971-80-8 4-(1H-indol-3-yl)-4-oxo-N-p-tolylbutanamide 

Relevant academic research and scientific papers

Three-component synthesis of disubstituted 2H-pyrrol-2-ones: Preparation of the violacein scaffold

An efficient, three-component, microwave-mediated cyclization to prepare the 3,5-disubstituted 2H-pyrrol-2-one core of the bis-indole alkaloid, violacein, is described. Preliminary results indicate an iterative, thermally driven, condensation of a γ-ketoe

Structure-Activity Relationship Refinement and Further Assessment of Indole-3-glyoxylamides as a Lead Series against Prion Disease

Structure-activity relationships within the indole-3-glyoxylamide series of antiprion agents have been explored further, resulting in discovery of several new compounds demonstrating excellent activity in a cell line model of prion disease (EC50 10 nM). After examining a range of substituents at the para-position of the N-phenylglyoxylamide moiety, five-membered heterocycles containing at least two heteroatoms were found to be optimal for the antiprion effect. A number of modifications were made to probe the importance of the glyoxylamide substructure, although none were well tolerated. The most potent compounds did, however, prove largely stable towards microsomal metabolism, and the most active library member cured scrapie-infected cells indefinitely on administration of a single treatment. The present results thereby confirm the indole-3-glyoxylamides as a promising lead series for continuing in vitro and in vivo evaluation against prion disease.Making mad cows a myth! The indole-3-glyoxylamide series of antiprion agents has been further optimised, and characteristics contributing to their activity have been identified by computational studies. Varying the glyoxylamide motif or introducing substitution at N-1 gave analogues with lower efficacy.

Acylation of indole under Friedel-Crafts conditions-an improved method to obtain 3-acylindoles regioselectively.

[reaction: see text]. The reaction of unsubstituted indole with different acylating agents such as acid chlorides, anhydrides, nitriles, and amino acid derivatives in the presence of Lewis acid is reported.

Electrophilic Substitution in Indoles. Part 13. The Synthesis and Rearrangement of 2-Deuteriospiro

2-Deuterioindole was prepared from N-phenylsulphonylindole by lithiation, quenching with D2O, and hydrolysis.Treatment of the 2-deuterioindole Grignard reagent with succinic anhydride gave 4-(indol-3-yl)-4-oxobutanoic acid with partial loss of the deuterium from the 2-position. 2,3-Dideuterioindole (prepared by acid-catalysed deuteration of 2-deuterioindole) when treated in the same way, gave the indolyl oxobutanoic acid, 92 percent deuteriated at the indolyl 2-position.Reduction to the deuterioindolylbutanol and treatment of its toluene-p-sulphonate with potassium t-butoxide give 2-deuterio-spiro which was 88 percent deuteriated at the 2-position.The kinetics of the acid-catalysed rearrangement of the deuterioindolenine and its non-deuteriated analogue were measured and the ratio kH/kD of the pseudo-first-order rate constants was found to be 1.08, showing that the isotope effect was very small.