163688-25-3

Usage

Type of compound

Synthetic derivative of the plant hormone indole-3-acetic acid (IAA)

Usage

Growth-regulating substance in agriculture and horticulture

Form

Ethyl ester, which allows for easier handling and application in fields, more stable and less prone to degradation

Potential uses

Herbicide, tissue culture, and plant propagation

Mechanism of action

Affects the growth of plant cells and inhibits root elongation in certain species

Upstream product

• 1215-59-4 5-benzyloxy-1H-indole 
• 105-36-2 ethyl bromoacetate 
• 1006-94-6 5-methoxylindole 
• 2960-66-9 4-oxo-but-2-enoic acid ethyl ester 
• 52068-30-1 4-benzyloxyphenylhydrazine hydrochloride 

Downstream Products

• 185064-10-2 (1-Benzyl-5-hydroxy-1H-indol-3-yl)-acetic acid ethyl ester 

Relevant academic research and scientific papers

Tert-Butyl Iodide Mediated Reductive Fischer Indolization of Conjugated Hydrazones

A novel reductive Fischer indolization of readily available N-aryl conjugated hydrazones with tert-butyl iodide has been developed. In this reaction, tert-butyl iodide is used as anhydrous HI source, and the generated HI acts as a Br?nsted acid and a reducing agent. This operationally simple method allows access to various indole derivatives. Furthermore, the procedure can be applied to the synthesis of biologically active compounds.

1H-INDOLE-3-ACETAMIDE SPLA2 INHIBITORS

A class of novel 1-indole-3-acetamides represented by the formula; is disclosed together with the use of such indole compounds for inhibiting sPLA2 mediated release of fatty acids.

Indole inhibitors of human nonpancreatic secretory phospholipase A2. 1. Indole-3-acetamides

Phospholipases (PLAs) produce rate-limiting precursors in the biosynthesis of various types of biologically active lipids involved in inflammatory processes. Increased levels of human nonpancreatic secretory phospholipase A2 (hnps-PLA2) have been detected in several pathological conditions. An inhibitor of this enzyme could have therapeutic utility. A broad screening program was carried out to identify chemical structures which could inhibit hnps-PLA2. One of the lead compounds generated by the screening program was 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid (13a). We describe the syntheses, structure-activity relationships, and pharmacological activities of a series of indole-3-acetamides and related compounds derived from this lead. This SAR was undertaken with the aid of X- ray crystal structures of complexes between the inhibitors and hnps-PLA2 which were of great value in directing the SAR.