1912-41-0

Basic information

• Product Name: 1H-Indole-3-aceticacid,7-chloro-(9CI)
• Synonyms: 1H-Indole-3-aceticacid,7-chloro-(9CI);1H-Indole-3-acetic acid, 7-chloro-;2-(7-Chloro-1H-indol-3-yl)acetic acid;7-Chloroindole-3-acetic acid
• CAS NO: 1912-41-0
• Molecular Formula: C10H8ClNO2
• Molecular Weight: 209.631
• Product Categories: INDOLE
• Mol File: 1912-41-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 445.6°Cat760mmHg
• Flash Point: 223.3°C
• Appearance: /
• Density: 1.483g/cm³
• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.698
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 1H-Indole-3-aceticacid,7-chloro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-aceticacid,7-chloro-(9CI)(1912-41-0)
• EPA Substance Registry System: 1H-Indole-3-aceticacid,7-chloro-(9CI)(1912-41-0)

Safety Data

• Hazardous Substances Data: 1912-41-0(Hazardous Substances Data)

Usage

General Description

1H-Indole-3-acetic acid, 7-chloro-(9CI) is a synthetic chemical compound with the formula C10H8ClNO2. It is a derivative of the naturally occurring plant hormone, indole-3-acetic acid (IAA), and is commonly used in agricultural practices as a plant growth regulator. The 7-chloro substitution on the indole ring alters its biological and physical properties, allowing it to modulate the growth and development of plants. It acts by influencing cell division, elongation, differentiation, and other physiological processes in plants. Additionally, it has been studied for its potential in controlling seed germination, root and shoot growth, and flowering in various crops. Overall, 1H-Indole-3-acetic acid, 7-chloro-(9CI) plays a vital role in agricultural applications as a tool for improving crop yield and quality.

InChI:InChI=1/C10H8ClNO2/c11-8-3-1-2-7-6(4-9(13)14)5-12-10(7)8/h1-3,5,12H,4H2,(H,13,14)

Upstream product

• 53924-05-3 7-chloro-1H-indole 

Relevant articles and documents

EFFECT OF HALOGEN SUBSTITUTION OF INDOLE-3-ACETIC ACID ON BIOLOGICAL ACTIVITY IN PEA FRUIT

Auxins (a class of plant growth hormones naturally present in all plants) have been implicated in fruit growth of pea.Pea (Pisum sativum L.) fruit contain the auxins indole-3-acetic acid (IAA) and 4-chloroindole-3-acetic acid (4-Cl-IAA).Fruits grow poorly and subsequently abscise when seeds are removed two days after anthesis, but 4-Cl-IAA can substitute for the seeds in maintaining growth of deseeded fruit (perciarp) in planta.Applications of 4-Cl-IAA promoted pericarp growth, the effect increasing with concentration from 1 to 100 μM, but IAA was ineffective in stimulating growth when tested from 0.1 to 100 μM.The effect of the position of the halogen on pericarp growth was examined by assaying the activities of 4-, 5-, 6- and 7-chloro- and fluoro-substituted IAA.The position and type of halogen dramatically affected auxin activity, with the natural product 4-Cl-IAA being most effective.Of the other compounds tested, only 5-Cl-IAA stimulated pea pericarp elongation, and then only moderately.Fluoro-substituted IAAs did not stimulate pericarp growth, and 4-F-IAA was inhibitory.This study is unique in that it reports the biological activity of 4-Cl-IAA and halogen-IAA analogues in tissues of intact plants known to contain 4-Cl-IAA.The relative activity of the compounds is discussed in reference to previous reports of auxin activity in other systems, and 4-Cl-IAA's possible importance in pea fruit growth. - Key words: Pisum sativum; Leguminosae; pea pericarp; auxin; IAA; 4-chloroindole-3-acetic acid; helogenated-IAA analogues.

A substituted indole -3 - acetic acid synthesis method (by machine translation)

The present invention provides a substituted indole - 3 - acetic acid synthesis method, comprises the following steps: (1) in order to replace the indole as the starting material, with the acylation reagent under the action of catalyst through the tutor - acylation to obtain the 1, 3 - diacetyl substituted indole; (2) intermediate 1, 3 - diacetyl substituted indole does not need refining, directly with the morpholine and sulfur by the Willgerodt - Kindler rearrangement reaction, the inorganic under the catalysis of alkali hydrolysis, acidified to obtain substituted indole - 3 - acetic acid. (by machine translation)

Use of indole-3-acetic acid derivatives in medicine

Compounds of formula (I), or physiologically functional derivatives thereof, wherein: R1, R2, R3 and R′3 are independently selected from II or lower alkyl; and R4, R5, R6 and R7 are independently selected from H, electron withdrawing groups (such as F, Cl, Br, I, OCF3, carboxyl groups, acetal groups, electron deficient aryl groups), lower alkyl groups lower alkoxy groups, aryl groups or aryloxy groups, wherein it least one of R4, R5, R6, and R7 is selected from an electron withdrawing group, may be used in methods of therapy, particular in treating neoplastic diseases in methods of GDEPT, ADPET, PDEPT and PDT

Halogenated indole-3-acetic acids as oxidatively activated prodrugs with potential for targeted cancer therapy

Substituted indole-3-acetic acid (IAA) derivatives, plant auxins with potential for use as prodrugs in enzyme-prodrug directed cancer therapies, were oxidised with horseradish peroxidase (HRP) and toxicity against V79 Chinese hamster lung fibroblasts was determined. Rate constants for oxidation by HRP compound I were also measured. Halogenated IAAs were found to be the most cytotoxic, with typical surviving fractions of -3 after incubation for 2 h with 100 μM prodrug and HRP.