32418-24-9

Usage

Uses

Used in Pharmaceutical Development:
ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE is used as a potential candidate in drug development due to its unique chemical structure, which may offer novel therapeutic properties and mechanisms of action.
Used in Agricultural Applications:
In the agricultural industry, ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE could be utilized as a precursor for the synthesis of bioactive compounds with potential applications in crop protection or enhancement of crop yields.
Used in Organic Synthesis:
As a chemical intermediate, ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE is used in the synthesis of other organic compounds, potentially leading to the creation of new materials with specialized applications in various industries.
Used in Research and Development:
In the field of scientific research, ETHYL 2-[(5-AMINO-1,3,4-THIADIAZOL-2-YL)THIO]ACETATE serves as a subject for further study to understand its chemical properties, reactivity, and potential uses in innovative applications.

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

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Group III 1, 3, 4- thiadiazole-Schiff baselubricating oil additive and preparation method and application thereof

The invention provides a group III 1, 3, 4- thiadiazole-Schiff base lubricating oil additive and preparation method and application thereof. Through the test of anti-corrosion performance of the additive in atolin using a copper corrosion tester, the result indicates that the prepared compound possesses good anti-corrosion performance, and bears the characteristics of lubricating oil anti-corrosion additive. The friction-reduction and extreme pressure resistance performances of the additive as a 150SN base oil additives is tested on the SRV4 machine, please see the following diagram. The result indicates the prepared compound has good tribological performances, and can effectively enhance the friction-reduction and extreme pressure resistance performances of the lubricating oil. The additive is a lubricating oil modifier with good performances. The prepared compound has the advantages of being simple in synthesizing route, being mild in reaction conditions, being easy to implement, and having little pollution. Moreover the additive has no phosphorous or other metal elements, thus being environment-friendly and pollution-free, and can be used as the additive for many types of lubricating oil.

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 evaluation of west nile virus protease inhibitors based on the 1,3,4,5-tetrasubstituted 1H-Pyrrol-2(5H)-one scaffold

West Nile virus (WNV), a member of the Flaviviridae family, is a mosquito-borne pathogen that causes a large number of human infections each year. There are currently no vaccines or antiviral therapies available for human use against WNV. Therefore, efforts to develop new chemotherapeutics against this virus are highly desired. In this study, a WNV NS2B-NS3 protease inhibitor with a 1,3,4,5-tetrasubstituted 1H-pyrrol-2(5H)-one scaffold was identified by screening a small library of nonpeptidic compounds. Optimization of this initial hit by the synthesis and screening of a focused library of compounds with this scaffold led to the identification of a novel uncompetitive inhibitor ((-)-1a16, IC50=2.2±0.7μM) of the WNV NS2B-NS3 protease. Molecular docking of the chiral compound onto the WNV protease indicates that the Renantiomer of 1a16 interferes with the productive interactions between the NS2B cofactor and the NS3 protease domain and is thus the preferred isomer for inhibition of the WNV NS2B-NS3 protease.

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.

Phenylene derivatives and anti-allergic use thereof

Novel phenylene derivatives shown by the general formula STR1 wherein A represents a hydrogen atom, a phenyl group or a phenoxy group, n represents an integer of 3 to 10, R1 represents a hydrogen atom or a lower alkoxy group, X1 represents --CH2 CH2 --, --CH=CH--, --CONH--, B represents STR2 (wherein R2 represents a hydrogen atom, a halogen atom, a nitro group, etc.), STR3 (wherein R3 represents a hydrogen atom, a hydroxyl group or a lower alkoxy group), X2 represents --CH=CH--, --CH2 CH2 --, etc. and D represents a carboxy group, a lower alkoxycarbonyl group or STR4 which are useful as drugs, particularly SRS-A (slow reacting substance of anaphylaxis) antagonist, i.e. they are useful as prophylaxis and treatment for various allergic diseases (e.g. bronchial asthma, allergic rhinitis, urticaria) or, ischemic heart diseases, inflammation, etc. induced by SRS-A.