10434-38-5

Basic information

• Product Name: (2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one
• Synonyms: (2Z)-4-acetyl-2-benzylidene-5-hydroxythiophen-3(2H)-one; 3(2H)-thiophenone, 4-acetyl-5-hydroxy-2-(phenylmethylene)-, (2Z)-
• CAS NO: 10434-38-5
• Molecular Formula: C₁₃H₁₀O₃S
• Molecular Weight: 246.2817
• Mol File: 10434-38-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 462.1°C at 760 mmHg
• Flash Point: 233.3°C
• Density: 1.448g/cm³
• Vapor Pressure: 2.45E-09mmHg at 25°C
• Refractive Index: 1.728
• CAS DataBase Reference: (2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one(10434-38-5)
• EPA Substance Registry System: (2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one(10434-38-5)

Safety Data

• Hazardous Substances Data: 10434-38-5(Hazardous Substances Data)

Usage

Description

(2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one, a member of the thiophenones family, is a yellow solid organic compound with a molecular formula of C13H10O3S and a molecular weight of 246.29 g/mol. It features a thiophene ring with an acetyl group and a hydroxy group on the 4th and 5th carbon atoms, and a phenylmethylidene group on the 2nd carbon atom. Due to its unique structure and the pharmacological properties of thiophenones, this compound may exhibit potential biological effects such as anti-inflammatory, anti-cancer, and antimicrobial activities.

Uses

Used in Pharmaceutical Industry:
(2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one is used as a potential therapeutic agent for various diseases due to its possible anti-inflammatory, anti-cancer, and antimicrobial properties. Its unique structure allows it to potentially interact with biological targets, making it a candidate for the development of new drugs.
Used in Chemical Research:
In the field of chemical research, (2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one serves as a valuable compound for studying the structure-activity relationships of thiophenones and their derivatives. This can lead to a better understanding of their biological activities and potential applications in drug discovery and development.
Used in Material Science:
(2Z)-4-acetyl-5-hydroxy-2-(phenylmethylidene)thiophen-3(2H)-one may also find applications in material science, particularly in the development of new materials with specific properties. Its unique structure and potential biological activities could make it a candidate for creating novel materials with applications in various industries, such as electronics or environmental protection.

Upstream product

• 100-52-7 benzaldehyde 
• 17606-32-5 3-acetyl-4-hydroxythiophen-2(5H)-one 

Relevant articles and documents

Design, Synthesis, and Antifungal Activities of 3-Acyl Thiotetronic Acid Derivatives: New Fatty Acid Synthase Inhibitors

Emerging fungal phytodiseases are increasingly becoming a food security threat. Twenty-six new 3-acylthiotetronic acid derivatives were designed, synthesized, characterized, and evaluated for activities against Valsa Mali, Curvularia lunata, Fusarium graminearum, and Fusarium oxysporum f. sp. lycopersici. Among the 26 compounds, 6f was the most effective against V. Mali, C. lunata, F. graminearum, and F. oxysporum f. sp. lycopersici with median effective concentrations (EC50) of 4.1, 3.1, 3.6, and 4.1 μg/mL, respectively, while the corresponding EC50 were 0.14, 6.7, 22.4, and 4.3 μg/mL of the fungicide azoxystrobin; 4.2, 41.7, 0.42, and 0.12 μg/mL of the fungicide carbendazim; and >50, 0.19, 0.43, and BS > 50 μg/mL of the fungicide fluopyram. The inhibitory potency against V. Mali fatty acid synthase agreed well with the in vitro antifungal activity. The molecular docking suggested that the 3-acylthiotetronic acid derivatives targeted the C171Q KasA complex. The findings help understanding the mode of action and design and synthesis of novel potent fungicides.