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1,2,3-Thiadiazole

Base Information Edit
  • Chemical Name:1,2,3-Thiadiazole
  • CAS No.:288-48-2
  • Molecular Formula:C2H2 N2 S
  • Molecular Weight:86.1173
  • Hs Code.:2934999090
  • DSSTox Substance ID:DTXSID30182984
  • Nikkaji Number:J5.454B
  • Wikidata:Q27120269
  • Metabolomics Workbench ID:56313
  • Mol file:288-48-2.mol
1,2,3-Thiadiazole

Synonyms:1,2,3-Thiadiazole;288-48-2;CHEBI:39468;DTXSID30182984;Q27120269

Suppliers and Price of 1,2,3-Thiadiazole
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
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Total 1 raw suppliers
Chemical Property of 1,2,3-Thiadiazole Edit
Chemical Property:
  • Vapor Pressure:27.5mmHg at 25°C 
  • Boiling Point:110.8°Cat760mmHg 
  • Flash Point:28.3°C 
  • PSA:54.02000 
  • Density:1.317g/cm3 
  • LogP:0.53810 
  • XLogP3:0.4
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:0
  • Exact Mass:85.99386925
  • Heavy Atom Count:5
  • Complexity:30.8
Purity/Quality:

99% *data from raw suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:C1=CSN=N1
  • General Description Thiadiazole, also known as 2,3-diazathiophene, is a heterocyclic compound with notable pharmacological and pesticidal applications. It serves as a key scaffold in the synthesis of antiviral agents, such as acrylamide derivatives that inhibit hepatitis B virus replication, as well as in anticancer and antibacterial compounds. Its derivatives are synthesized via methods like Hurd-Mori cyclization or ionic liquid-supported reactions, demonstrating versatility in forming bioactive structures. Additionally, thiadiazole derivatives exhibit unique reactivity, such as rearrangements to triazole derivatives, making them valuable in pesticide development. Overall, thiadiazole's broad utility in medicinal and agrochemical research underscores its significance as a multifunctional heterocycle.
Technology Process of 1,2,3-Thiadiazole

There total 6 articles about 1,2,3-Thiadiazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
at 230 - 260 ℃;
Refernces Edit

Synthesis and antiviral activity of new acrylamide derivatives containing 1,2,3-thiadiazole as inhibitors of hepatitis B virus replication

10.1016/j.ejmech.2010.01.032

The study focuses on the synthesis and evaluation of a series of new acrylamide derivatives containing 1,2,3-thiadiazole for their potential antiviral activity against hepatitis B virus (HBV) replication. These compounds were designed based on the structure of known anti-HBV agents and synthesized through various chemical reactions. The in vitro anti-HBV activities were assessed by measuring the inhibition of HBV DNA replication, secretion of HBeAg, and HBsAg in 2.2.15 cells. The results showed that several compounds, particularly 9c, demonstrated higher inhibitory activity against HBV DNA replication compared to the positive control lamivudine. Additionally, compound 9d exhibited significant activity against the secretion of HBeAg. The study concludes that these acrylamide derivatives containing 1,2,3-thiadiazole could serve as promising candidates for the development of new anti-HBV drugs.

A new type of synthesis of 1,2,3- Thiadiazole and 1,2,3-diazaphosphole derivatives via-hurd-mori cyclization

10.1155/2012/457949

The research focuses on the development of a novel and efficient synthesis method for 1,2,3-thiadiazole and 1,2,3-diazaphosphole derivatives, which exhibit potential anticancer properties. The synthesis initiates with readily available starting materials like camphor and derivatives of acetophenone, and proceeds through a series of optimized steps to yield the target compounds. The study employs the Hurd-Mori and Lalezari methods for the preparation of 1,2,3-thiadiazole and 1,2,3-diazaphosphole derivatives, respectively. Various analytical techniques were utilized to characterize the synthesized compounds, including infrared spectroscopy (IR), mass spectrometry (MS), and proton nuclear magnetic resonance (1H-NMR). The synthesized compounds were then tested for their antibacterial and anticancer activities, with the anticancer activity being evaluated against a breast cancer cell line, and compared with the known anticancer drug Doxorubicin. The experiments involved the use of various ketones as reactants and the analysis of the synthesized compounds' structures and yields, as well as their biological activities.

Ionic liquid as soluble support for synthesis of 1,2,3-thiadiazoles and 1,2,3-selenadiazoles

10.1021/jo301607a

The research focuses on the development of a convenient synthesis method for 1,2,3-thiadiazoles and 1,2,3-selenadiazoles, which are important heterocyclic compounds with broad pharmacological properties, including anticancer, antibacterial, and antifungal activities. The study utilizes an ionic liquid as a novel soluble support, offering a simple and efficient approach to synthesize these compounds. The methodology involves the synthesis of ionic liquid-supported sulfonyl hydrazine, which is then reacted with various ketones and 1,2-diketones to form ionic liquid-supported hydrazones. These hydrazones are subsequently converted to 1,2,3-thiadiazoles in the presence of thionyl chloride, while 1,2,3-selenadiazoles are obtained by reacting the hydrazones with selenium dioxide in acetonitrile. The research concludes that this approach offers several advantages, such as ease of workup, simple reaction conditions, and high purity of the products. The chemicals used in the process include 1-methylimidazole, 1,4-butane sultone, trifluoromethane sulfonic acid (TfOH), thionyl chloride, hydrazine hydrate, and various ketones and 1,2-diketones, as well as selenium dioxide for the synthesis of selenadiazoles.

THE METHYLATION OF 1,2,3-THIADIAZOLE-4-CARBOTHIOAMIDES

10.1007/BF00960366

The research discusses a study on the methylation of 5-(3-phenylureido)- and 5-amino-1,2,3-thiadiazole-4-carbothioamides, focusing on the synthesis of new 1,2,3-thiadiazole derivatives with potential applications as pesticides. The researchers observed a novel rearrangement in the methylation process, where 5-amino-1,2,3-thiadiazole-4-S-methylcarbothioimidates transformed into 5-methylthio-1,2,3-triazole-4-carbothioamides. Key chemicals used in the study include 5-(3-phenylureido)-1,2,3-thiadiazole-4-carbothioamide, 5-amino-1,2,3-thiadiazole-4-carbothioamides, methyl iodide, and sodium ethoxide. The conclusions drawn from the study highlight the formation of intermediate diazo compounds and the first example of the generation of aliphatic diazo compounds containing C=S and C=N bonds in the α-position, contributing to the understanding of 1,2,3-thiadiazole to 1,2,3-triazole rearrangements.

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