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Usage

Uses

Used in Agricultural Applications:
(3-Carboxymethylsulfanyl-indol-1-yl)-acetic acid is used as a growth regulator in agriculture for its potential to mimic the effects of natural auxin, which plays a crucial role in plant growth and development.
Used in Pharmaceutical Applications:
(3-Carboxymethylsulfanyl-indol-1-yl)-acetic acid is used as a potential treatment for various medical conditions, including cancer, due to its ability to regulate growth and development processes that may be applicable in therapeutic interventions.
However, it is important to note that further research is needed to fully understand the potential uses and effects of (3-Carboxymethylsulfanyl-indol-1-yl)-acetic acid in both agricultural and pharmaceutical fields.

Upstream product

• 480-94-4 1H-indole-3-thiol 
• 105-39-5 chloroacetic acid ethyl ester 

Relevant academic research and scientific papers

Derivatives of 3-Mercaptoindole - Synthesis of a Potent Vasoconstrictor, 3-(2-Imidazolin-2-ylthio)indole (Tinazoline)

Indoles are oxidatively coupled with various cyclic and acyclic thioureas using iodine to give rise to 3-(2-imidazolin-2-ylthio)indole, 1-30, 32 and 36-40.Similar products 33, 34 and 35 are respectively obtained from benzindole, 1,6,6-trimethyl-4,5,6,7-tetrahydroindole and 7-azaindole, while alkylation of 3-mercaptoindole 44 with chlormethyl imidazoline leads to 31.Among the products so obtained, 3-(2-imidazolin-2-ylthio)indole is a potent vasoconstrictor and the hydrochloride salt forms the active ingredient of VarsylR. 3-Mercaptoindole (44) readily obtained by alkali treatment of S-(3-indolyl)isothiourea (36) is converted into amine derivatives 47 and 52 and to the acids 53-55.Acid-catalysed cyclisation of 55 affords the expected thiopyranone (57), as well as the interesting isomeric ketone (58).A mechanism is proposed for this novel rearrangement. 3-Mercaptoindole (44) is also converted to α-methylaminoacid (64) via the hydantoin (63). 3-Mercaptoindole-2-carboxylic acid (65) obtained from 10 is transformed to a variety of methylated derivatives 66-72.The amino acid 75 arising by the action of ethylenimine on 65 is esterified to 76 and cyclised to the condensed thiazepinone (77).