1151920-05-6

Basic information

• Product Name: 1‐benzyl‐4‐cyclopropyl‐1H‐1,2,3‐triazole
• Synonyms: 1‐benzyl‐4‐cyclopropyl‐1H‐1,2,3‐triazole
• CAS NO: 1151920-05-6
• Molecular Weight: 199.255
• Mol File: 1151920-05-6.mol

Chemical Properties

• CAS DataBase Reference: 1‐benzyl‐4‐cyclopropyl‐1H‐1,2,3‐triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1‐benzyl‐4‐cyclopropyl‐1H‐1,2,3‐triazole(1151920-05-6)
• EPA Substance Registry System: 1‐benzyl‐4‐cyclopropyl‐1H‐1,2,3‐triazole(1151920-05-6)

Safety Data

• Hazardous Substances Data: 1151920-05-6(Hazardous Substances Data)

Upstream product

• 6746-94-7 Cyclopropylacetylene 
• 622-79-7 benzyl azide 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 101974-69-0 3-cyclopropylprop-2-yn-1-ol 

Relevant articles and documents

Design, synthesis, and antiviral activity of new 1H-1,2,3-triazole nucleoside ribavirin analogs

Ribavirin is a broad antiviral compound with demonstrated activity against herpes simplex virus (HSV), human immunodeficiency virus HIV-1, influenza virus, respiratory syncytial virus, and hepatitis C virus, among other viruses. However, routine clinical use of ribavirin is limited because this compound is considerably cytotoxic. Herein, we describe the design, synthesis, and antiviral activity of new nucleoside ribavirin analogs based on the following: (1) ring bioisosterism of a 1,2,4-triazole for a 1,2,3-triazole; (2) amide group exchange for other substituents, such as c-propyl, methyl carboxylate, or trifluoromethyl groups; and (3) the ribofuranose remained linked to the triazole ring. Compounds 5a-c were obtained with yields of 65-36 % and tested against Influenza A and HSV-1 replication as well as reverse transcriptase (RT) from human immunodeficiency virus type 1 (HIV-1 RT). Compound 5b (R = CO 2CH3) was the most effective analog, with IC50 values 14 and 3.8 μM for Influenza A and HIV-1 RT, respectively.

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A new method for the Huisgen cycloaddition using an ascorbic acid based ionic liquid and a copper catalyst in an ionic liquid, under microwave irradiation, is described. The reaction times are short and a simple procedure for separation of the products is

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Base-Free Copper-Catalyzed Azide-Alkyne Click Cycloadditions (CuAAc) in Natural Deep Eutectic Solvents as Green and Catalytic Reaction Media**

The click cycloaddition of azides to alkynes affording 1,2,3-triazoles is a widely used and effective chemical transformation, applied to obtain relevant products in medicine, biology, and materials science. In this work, a set of natural deep eutectic so

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Copper recovered from a whisky distillery waste stream is shown to be an effective catalyst for a range of azide-alkyne "click" reactions. Biogenic nanomagnetite (BNM), produced under mild conditions, was used to rapidly recover and subsequently support t

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A concise one-pot three-component reaction of organic halides, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solven

Dual roles of substituted thiourea as reductant and ligand in CuAAC reaction

A highly efficient catalytic system, CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea, for the copper(I)-catalyzed azide–alkyne cycloaddition reaction (CuAAC) was discovered. In the above catalytic system, substituted thiourea acts both as a reductant and a ligand. CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea is both an economical and efficient catalyst for the CuAAC reaction. In addition, the new catalytic system has advantageous features including mild and green reaction conditions, and broad substrate compatibility. A variety of 1,4-disubstituted 1,2,3-triazoles have been prepared with good to excellent yields with the CuSO4·5H2O/1-(4-methoxyphenyl)-3-phenylthiourea catalytic system in aqueous solution.

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