1912-44-3

Usage

Uses

Used in Agricultural Applications:
1H-Indole-3-acetic acid, 6-chloro(9CI) is used as a plant growth regulator for enhancing plant growth and development. It functions by mimicking the action of natural auxins, which are essential for processes such as cell elongation, division, and differentiation.
Used in Research Applications:
1H-Indole-3-acetic acid, 6-chloro(9CI) is used as a research tool for studying the mechanisms of plant hormone action and their role in plant growth and development. It can help researchers understand how auxins interact with other plant hormones and how they regulate various physiological processes.
Used in Pharmaceutical Applications:
1H-Indole-3-acetic acid, 6-chloro(9CI) is used as a potential therapeutic agent for conditions related to plant growth and development. Although its specific applications in this field are not well-defined, the compound's ability to regulate plant growth may have implications for the development of new treatments for agricultural and horticultural challenges.

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

Upstream product

• 17422-33-2 6-chloroindole 
• 107-14-2 chloroacetonitrile 
• 1392273-26-5 (6-chloro-1H-indol-3-yl)acetic acid ethyl ester 
• 929005-85-6 2-oxo-2-(6-chloro-1H-indol-3-yl)acetic acid 
• 61220-58-4 2-(6-chloro-1H-indol-3-yl)acetonitrile 

Downstream Products

• 388574-11-6 6-Chloro-1-methylindole-3-acetic acid 
• 53859-25-9 methyl 2-(6-chloro-1H-indol-3-yl)acetate 
• 1239701-34-8 C₆₈H₈₄ClN₇O₁₃SSi₂ 
• 1334298-64-4 2-(1-methyl-6-phenyl-1H-indol-3-yl)ethanol 
• 1334298-80-4 methyl 2-(1-methyl-6-phenyl-indol-3-yl)acetate 

Relevant academic research and scientific papers

Asymmetric Dearomatizing Fluoroamidation of Indole Derivatives with Dianionic Phase-Transfer Catalyst

Asymmetric dearomatizing fluorocyclization of indole derivatives was investigated using a dicarboxylate phase-transfer catalyst. This reaction proceeds under mild reaction conditions to provide fluoropyrroloindoline derivatives in a highly enantioselective manner. Various substitution patterns on the indole ring are well tolerated. To facilitate the reaction and ensure reproducibility, the addition of water is essential, and its possible role is discussed.

Organocatalyzed enantioselective fluorocyclizations

Enantioenriched fluorinated heterocycles can be prepared through fluorocyclizations of prochiral indoles (see scheme; Ts=tosyl, Bn=benzyl, Boc=tert-butoxycarbonyl). More than twenty examples for this cascade fluorination-cyclization, which is catalyzed by cinchona alkaloids and employs N-fluorobenzenesulfonimide as the electrophilic fluorine source have been explored, and an unprecedented catalytic asymmetric difluorocyclization has also been identified.

INDOLECARBOXYLIC ACID DERIVATIVE HAVING PGD2 RECEPTOR ANTAGONISTIC ACTIVITY

Indolecarboxylic acid derivatives having DP receptor antagonistic activity and pharmaceutical compositions containing the compounds as active ingredients; and further relevant therapeutic agents for allergic diseases. There are provided compounds, their pharmaceutically acceptable salts or solvates thereof, the compounds represented by the general formula: (I) wherein the ring A is an aromatic carbon ring, etc.; the ring B is a nonaromatic-nitrogen-containing heterocycle, etc.; the formula -X1=X2-X3=X4- is the formula -C(R1)=C(R2)-C(R3)=C(R4)-, etc.; X5 is C(R5) or N; each of R1, R2, R3, R4 and R5 independently is a hydrogen atom, a halogen atom, etc.; R6 is the formula -Z-R10 (in which Z is alkylene, etc.; and R10 is carboxyl, etc.), etc.; R7 is an optionally substituted alkyloxy, etc.; each of R8s independently is a halogen atom, etc.; each of R9s independently is an optionally substituted alkyl, etc.; Y is a single bond, etc.; n is 0, etc.; and q is 0, etc.

Indole-3-acetic acid derivatives

Compounds of formula (I), or physiologically functional derivatives thereof, wherein: R1, R2, R3 and R′3 are independently selected from H 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 at 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.

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

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

Compounds exhibiting thrombopoietin-like activities

The compounds of the invention are compounds represented by the following general formula (1): wherein E represents one selected from the group consisting of a methylidyne group and a nitrilo group, R1 represents one selected from the group consisting of optionally substituted aryl groups and optionally substituted heteroaryl groups, R2 represents one selected from the group consisting of a hydrogen atom and alkyl groups, W1 represents an amino acid residue, A represents one selected from the group consisting of a carbonyl group and a sulfonyl group, X1 represents one selected from the group consisting of optionally substituted alkylene groups and optionally substituted alkenylene groups, and p represents 0 or 1; and their pharmacologically acceptable salts, which exhibit thrombopoietin-like activity.

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.

Indolylalkylpiperidines

1-(Indolyl-3-alkyl)-3 or 4-(ureido or guanidino)-piperidines, e.g. those of the formula STR1 R= H; alkyl; free, etherified or esterified OH or SH; CF3, NO2 or NH2 m= 1-4; n= 2 or 3; X= O, S or NH acyl derivatives and salts thereof are antihypertensive agents.