750590-18-2

Basic information

• Product Name: Tropodithietic acid [TDA]
• Synonyms: Tropodithietic acid [TDA];3-Oxo-8,9-dithiabicyclo[5.2.0]nona-1,4,6-triene-2-carboxylic acid;Tropodithietic acid
• CAS NO: 750590-18-2
• Molecular Formula: C8H4O3S2
• Molecular Weight: 212.24556
• Mol File: 750590-18-2.mol
• Article Data: 0

Chemical Properties

• Appearance: faint yellow to dark yellow/
• Storage Temp.: ?20°C
• Solubility: DMSO: soluble5mg/mL, clear (warmed)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
• CAS DataBase Reference: Tropodithietic acid [TDA](CAS DataBase Reference)
• NIST Chemistry Reference: Tropodithietic acid [TDA](750590-18-2)
• EPA Substance Registry System: Tropodithietic acid [TDA](750590-18-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 750590-18-2(Hazardous Substances Data)

Usage

Description

Tropodithietic acid [TDA] is a potent broad-spectrum anticancer compound with unique properties. It is characterized by its ability to display cytotoxic effects on mammalian cell lines, including neuronal N2a cells and OLN-93 cells, which serve as model systems for nerve cells and glia. TDA acts through the disruption of mitochondrial membrane potential, activation of ERK1/2, and induction of HSP32/HO-1, which is considered a sensor of oxidative stress. Additionally, TDA is a broad-spectrum antibiotic agent produced by marine bacteria, exhibiting the advantage of not inducing resistance even after long-term exposure.

Uses

Used in Pharmaceutical Industry:
Tropodithietic acid [TDA] is used as a broad-spectrum anticancer agent for its potent activity against various types of cancer. It targets and disrupts key cellular processes in cancer cells, leading to their destruction and inhibition of tumor growth.
Used in Antibacterial Applications:
Tropodithietic acid [TDA] is used as an antibiotic agent for its effectiveness in combating bacterial infections. It is particularly valuable due to its ability to resist the development of bacterial resistance, making it a promising candidate for long-term use in treating infections.
Used in Organic Synthesis:
Tropodithietic acid [TDA] is used as a compound in organic synthesis for its unique chemical properties and potential applications in the development of new pharmaceuticals and other chemical products. Its versatility in chemical reactions allows for the creation of a wide range of compounds with various applications.

References

1) Wilson et al. (2016), Mode of action and resistance studies unveil new roles for tropodithietic acid as an anticancer agent and the γ-glutamyl cycle as a proton sink; Proc. Natl. Acad. Sci. USA, 113 1630 2) Wichmann et al. (2015), Cytotoxic Effects of Tropodithietic Acid on Mammalian Clonal Cell Lines of Neuronal and Glial Origin; Mar. Drugs, 13 7113 3) Rasmussen et al. (2016), Vibro anguillarum is Genetically and Phenotypically Unaffected by Long-Term Continuous Exposure to the Antibacterial Compound Tropodithietic Acid; Appl. Environ. Microbiol., 82 4802