32418-24-9

Basic information

• Product Name: ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE
• Synonyms: ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE;Ethyl [(5-amino-1,3,4-thiadiazol-2-yl)thio]acetate;Ethyl [(5-amino-1,3,4-thiadiazol-2-yl)sulphanyl]acetate
• CAS NO: 32418-24-9
• Molecular Formula: C₆H₉N₃O₂S₂
• Molecular Weight: 219.28
• Mol File: 32418-24-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 377.5 °C at 760 mmHg
• Flash Point: 182.1 °C
• Appearance: /
• Density: 1.43 g/cm³
• Vapor Pressure: 6.7E-06mmHg at 25°C
• Refractive Index: 1.604
• CAS DataBase Reference: ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE(32418-24-9)
• EPA Substance Registry System: ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE(32418-24-9)

Safety Data

• Hazardous Substances Data: 32418-24-9(Hazardous Substances Data)

Usage

General Description

ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE is a chemical compound that is comprised of an ethyl ester group attached to a thiadiazole ring containing an amino group. It is a thioester derivative of amino thiadiazole, making it a potentially interesting compound for pharmaceutical or agricultural purposes. The presence of the thiadiazole ring with an amino group can impart unique properties to the compound, making it a potential candidate for use in drug development or as a precursor for the synthesis of other organic compounds. The compound's specific chemical properties and potential applications would require further study and research.

InChI:InChI=1/C6H9N3O2S2/c1-2-11-4(10)3-12-6-9-8-5(7)13-6/h2-3H2,1H3,(H2,7,8)

Upstream product

• 105-36-2 ethyl bromoacetate 
• 2349-67-9 2-Amino-5-mercapto-1,3,4-thiadiazole 
• 105-39-5 chloroacetic acid ethyl ester 

Downstream Products

• 56890-75-6 ethyl 2-((5-(2-methoxybenzamido)-1,3,4-thiadiazol-2-yl)thio)acetate 

Relevant articles and documents

Design and synthesis of novel 5-arylisoxazole-1,3,4-thiadiazole hybrids as α-glucosidase inhibitors

Background: α-Glucosidase inhibitors have occupied a significant position in the treatment of type 2 diabetes. In this respect, the development of novel and efficient non-sugar-based inhibitors is in high demand. Objective: Design and synthesis of new 5-arylisoxazole-1,3,4-thiadiazole hybrids possessing α-glucosidase inhibitory activity were developed. Methods: Different derivatives were synthesized by the reaction of various 5-arylisoxazole-3-carboxylic acids and ethyl 2-((5-amino-1,3,4-thiadiazol-2-yl)thio)acetate. Finally, they were evalu-ated for their α-glucosidase inhibitory activity. Results: It was found that ethyl 2-((5-(5-(2-chlorophenyl)isoxazole-3-carboxamido)-1,3,4-thiadiazol-2-yl)thio)acetate (5j) was the most potent compound (IC50 = 180.1 μM) compared with acarbose as the reference drug (IC50 = 750.0 μM). Also, the kinetic study of 5j revealed a competitive inhibition and docking study results indicated desired interactions of that compound with amino acid residues located close to the active site of α-glucosidase. Conclusion: Good α-glucosidase inhibitory activity obtained by the title compounds introduced them as an efficient scaffold, which merits to be considered in anti-diabetic drug discovery developments.

Design, synthesis, and biological evaluation of new series of 2-amido-1,3,4-thiadiazole derivatives as cytotoxic agents

A series of novel 1,3,4-thiadiazole derivatives bearing an amide moiety were designed, synthesized, and evaluated for their in vitro antitumor activities against HL-60, SKOV-3 and MOLT-4 human tumor cell lines by MTT assay. Ethyl 2-((5-(4-methoxybenzamido)-1,3,4-thiadiazol- 2-yl)thio)acetate (5f) showed the best inhibitory effect against SKOV-3 cells, with an IC50 value of 19.5 μm. In addition, the acridine orange/ethidium bromide staining assay in SKOV-3 cells suggested that the cytotoxic activity of 5f occurs via apoptosis.

Synthesis and in vitro antitumor activity of 1,3,4-thiadiazole derivatives based on benzisoselenazolone

A series of novel 1,3,4-thiadiazole derivatives based on benzisoselenazolone were synthesized and evaluated for their cytotoxicity in vitro against human liver cancer cell SSMC-7721, human breast cancer cell MCF-7 and human lung cancer cell A549 by CCK-8 assay. The results showed that compounds 7e, 7f, 7h, 7k, 7l and 7m displayed good cytotoxicity against MCF-7 cell lines. Compound 7l exhibited the most potent antitumor activities among the tested compounds.