59108-90-6

Basic information

• Product Name: 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE
• Synonyms: 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE;1H-Indole-3-carbothioamide(9CI);indole-3-thiocarboxamide;1H-Indole-3-carbothioamide
• CAS NO: 59108-90-6
• Molecular Formula: C₉H₈N₂S
• Molecular Weight: 176.24
• Product Categories: THIOAMIDE
• Mol File: 59108-90-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE(59108-90-6)
• EPA Substance Registry System: 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE(59108-90-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37
• Hazardous Substances Data: 59108-90-6(Hazardous Substances Data)

Usage

General Description

1H-INDOLE-3-CARBOTHIOIC ACID AMIDE, also known as indole-3-carbinol (I3C), is a naturally occurring compound found in cruciferous vegetables such as broccoli, cabbage, and kale. It is known for its potential health benefits, including its anti-cancer properties. I3C has been studied for its ability to support hormone balance and promote detoxification pathways in the body. It is also known to have antioxidant and anti-inflammatory effects, making it a promising compound for the prevention and treatment of various diseases. Additionally, I3C has been studied for its potential role in promoting healthy liver function and supporting the immune system. Overall, 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE holds promise as a natural compound with various health benefits.

Upstream product

• 5457-28-3 3-cyano-1H-indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 120-72-9 indole 
• 1670-85-5 1H-indole-3-carboxamide 

Downstream Products

• 93588-11-5 2-(1H-indol-3-yl)-4-phenylthiazole 
• 93587-68-9 4-(4-methoxyphenyl)-2-(3-indolyl)thiazole 
• 95649-37-9 N'-hydroxy-1H-indole-3-carboximidamide 
• 272104-23-1 2-(1H-indol-3-yl)-4-(1-tosyl-1H-indol-3-yl)thiazole 
• 429656-76-8 C₁₇H₁₁ClN₂S 
• 135531-86-1 camalexin 

Relevant articles and documents

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Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Synthesis and antitumor activity of new thiazole nortopsentin analogs

New thiazole nortopsentin analogs in which one of the two indole units was replaced by a naphthyl and/or 7-azaindolyl portion, were conveniently synthesized. Among these, three derivatives showed good antiproliferative activity, in particular against MCF7 cell line, with GI50 values in the micromolar range. Their cytotoxic effect on MCF7 cells was further investigated in order to elucidate their mode of action. Results showed that the three compounds act as pro-apoptotic agents inducing a clear shift of viable cells towards early apoptosis, while not exerting necrotic effects. They also caused cell cycle perturbation with significant decrease in the percentage of cells in the G0/G1 and S phases, accompanied by a concomitant percentage increase of cells in the G2/M phase, and appearance of a subG1-cell population.