288-36-8 Usage
Description
1,2,3-1H-Triazole is a kind of azole compound characterized as a basic 5-membered aromatic heterocycle. It is known for its ability to effectively promote proton conduction in polymer electrolyte membranes through an intermolecular proton-transfer mechanism. This versatile compound also serves as a useful triazole for proteomics research and finds application as a bioisostere in medicinal chemistry. It is a key building block for more complex chemical compounds, including pharmaceutical drugs such as mubritinib and tazobactam. 1,2,3-1H-Triazole is recognized for its extensive range of biological properties, which include antimicrobial, anticancer, anti-tubercular, anti-HIV, antimalarial, antibacterial, antifungal, antiviral, and anti-diabetic activities.
Uses
Used in Pharmaceutical Industry:
1,2,3-1H-Triazole is used as a building block for the synthesis of more complex pharmaceutical compounds due to its diverse biological properties and potential applications in drug development.
Used in Polymer Electrolyte Membranes:
1,2,3-1H-Triazole is used as a proton conductor to enhance the performance of polymer electrolyte membranes through an intermolecular proton-transfer mechanism, making it a valuable component in the development of energy-efficient systems.
Used in Proteomics Research:
1,2,3-1H-Triazole is utilized as a useful triazole in proteomics research, contributing to the advancement of our understanding of proteins and their functions in various biological processes.
Used in Anticancer Applications:
Recent studies have shown that bioactive triazoles, including 1,2,3-1H-Triazole, exhibit antitumor, anti-inflammatory, analgesic, antifungal, antibacterial, and antiviral activities, making them promising candidates for cancer treatment and other therapeutic applications.
Used in Medicinal Chemistry:
1,2,3-1H-Triazole serves as a bioisostere in medicinal chemistry, aiding in the development of new drugs and therapeutic agents by mimicking the properties of existing bioactive molecules.
Chemical Properties:
1,2,3-1H-Triazole is a clear colorless liquid, which makes it suitable for various applications in the chemical and pharmaceutical industries.
Synthesis Reference(s)
The Journal of Organic Chemistry, 62, p. 9177, 1997 DOI: 10.1021/jo971313o
Check Digit Verification of cas no
The CAS Registry Mumber 288-36-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,8 and 8 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 288-36:
(5*2)+(4*8)+(3*8)+(2*3)+(1*6)=78
78 % 10 = 8
So 288-36-8 is a valid CAS Registry Number.
InChI:InChI=1/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5)
288-36-8Relevant articles and documents
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Wiley et al.
, p. 190 (1956)
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Method for preparing high-purity 1H-1, 2, 3-triazole
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Paragraph 0028; 0031-0033; 0036-0038; 0041-0042, (2021/07/17)
The invention belongs to the technical field of chemicals, and particularly relates to a method for preparing high-purity 1H-1, 2, 3-triazole, 1H-1, 2, 3-triazole is prepared from the following chemical materials: glyoxal, hydrates, hydroxylamine hydrochloride, ethyl acetate, toluene, acetic anhydride and absolute methanol, wherein the concentration ofglyoxal is 40%, the concentration of the hydrate is 85%, the preparation of the 1H-1, 2, 3-triazole comprises four steps, namely, the first step of synthesis of monooxime hydrazone, the second step of synthesis of oxime acylhydrazone, the third step of synthesis of diacyloxime hydrazone and the fourth step of synthesis of triazole, the preparation method is easy to operate, common chemical experiment operation is adopted, the reaction conditions are simple, control is easy, the concentration of the prepared 1H-1, 2, 3-triazole is high, no pollutant is generated in the preparation process, the environment is not polluted, no danger is generated in the preparation process, no danger is generated in the experiment process, and the method is simple, easy to operate and safe.
Method for continuously synthesizing 1H-1,2,3-triazole by using microchannel reactor
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Paragraph 0020; 0046; 0049-0052; 0055-0058; 0061-0063, (2021/05/19)
The invention relates to a method for continuously synthesizing 1H-1,2,3-triazole through a microchannel reactor, and belongs to the technical field of medicine synthesis. The method comprises the following steps: reacting a hydrazine hydrate aqueous solution and a glyoxal aqueous solution in a micro-channel reactor to prepare a material 1, continuously reacting the material 1 with hydrogen peroxide in the micro-channel reactor to prepare a material 2, and continuously mixing the material 2 with concentrated hydrochloric acid in the micro-channel reactor to obtain a material 3; conducting reaction on the material 3 and a sodium nitrite aqueous solution in the micro-channel reactor, and conducting post-treatment to obtian 1H-1,2,3-triazole. No solvent needs to be added or replaced in the reaction process, manganese dioxide and potassium permanganate which can generate solid waste are prevented from being used, and toxic substances such as toluenesulfonyl chloride and dioxane which are harmful to the environment are not used either; and the 1H-1,2,3-triazole can be safely produced.
