73605-91-1

Usage

Stabilizer in plastic and polymer production

The compound helps to prevent the degradation of plastics and polymers during their production, ensuring a higher quality and longer-lasting final product.

Application in synthesis

Pharmaceutical, agrochemical, and dye production 1H-Benzotriazole-5-carboxylic acid ethyl ester is used as a key component in the synthesis of various pharmaceuticals, agrochemicals, and dyes, contributing to the development of new and improved products in these industries.

Versatility and importance in various industries

Due to its ability to prevent oxidation and degradation of materials, as well as its role in the production of other chemical compounds, 1H-Benzotriazole-5-carboxylic acid ethyl ester is considered a valuable and versatile chemical across numerous sectors.

InChI:InChI=1/C9H9N3O2/c1-2-14-9(13)6-3-4-7-8(5-6)11-12-10-7/h3-5H,2H2,1H3,(H,10,11,12)

Upstream product

• 37466-90-3 ethyl 3,4-diaminobenzoate 
• 64-17-5 ethanol 
• 23814-12-2 1H-benzo[d][1,2,3]triazole-5-carboxylic acid 
• 113053-50-2 1H-Benzotriazole-5-carboxylic acid methyl ester 
• 1588-83-6 4-amino-3-nitrobenzoic acid 
• 3987-92-6 methyl 4-amino-3-nitrobenzoate 
• 36692-49-6 Methyl 3,4-diaminobenzoate 
• 23814-12-2 1h-benzotriazole-5-carboxylic acid 

Downstream Products

• 23814-12-2 1H-benzo[d][1,2,3]triazole-5-carboxylic acid 
• 106429-67-8 (1H-benzo[d][1,2,3]triazol-5-yl)methanol 
• 23814-12-2 1h-benzotriazole-5-carboxylic acid 
• 64-17-5 ethanol 

Relevant academic research and scientific papers

Surface protection of copper by self-assembly of novel poly(5- methylenebenzotriazol-N-yl)

The novel polymer poly(5-methylenebenzotriazol-N-yl), denoted BTA-poly, was investigated for the protection of copper by electrochemical studies and weight loss measurements. The electrochemical measurements were compared to weight loss measurements and satisfactory results were obtained. Compared with benzotriazole, which is one of the best corrosion inhibitors for copper, BTA-poly achieves good protection under the same test conditions. Due to the rapid adsorption of BTA-poly onto copper, its corrosion-inhibition efficiency can be controlled by varying the concentration. The protecting effects of the polymers were studied in a sodium chloride solution using electrochemical measurements and an immersion test. The surface characteristics of the polymer-modified copper were analyzed via X-ray photoelectron spectroscopy (XPS), and scanning electron microscopy (SEM). These results show that BTA-poly can be easily adsorbed onto the copper surface via self-assembly to achieve excellent anticorrosion/antioxidation effects.

Blue-light-promoted radical C-H azolation of cyclic nitrones enabled by Selectfluor

An original approach to achieve the C(sp2)-H azolation of cyclic aldonitrones mediated by Selectfluor has first been employed. By exploiting a metal-free, visible-light-promoted cross-dehydrogenative C-N coupling reaction between model aldonitrones, 2H-imidazole 1-oxides, and NH-containing azoles, a series of novel azaheterocyclic derivatives have been obtained in yields up to 94%. The elaborated protocol has proved to be appropriate for gram-scale processes and displayed potential for utilization in the synthesis of novel structural analogues of lanabecestat. Besides, mechanistic studies have revealed that this coupling reaction is likely to proceedviaa nitroxide-involving radical pathway, encompassing a chain of electron transfer events, such as hydrogen atom transfer (HAT) and single electron transfer (SET).

Investigation of the effect of different linker chemotypes on the inhibition of histone deacetylases (HDACs)

Histone Deacetylases (HDACs) are among the most attractive and interesting targets in anticancer drug discovery. The clinical relevance of HDAC inhibitors (HDACIs) is testified by four FDA-approved drugs for cancer treatment. However, one of the main drawbacks of these drugs resides in the lack of selectivity against the different HDAC isoforms, resulting in severe side effects. Thus, the identification of selective HDACIs represents an exciting challenge for medicinal chemists. HDACIs are composed of a cap group, a linker region, and a metal-binding group interacting with the catalytic zinc ion. While the cap group has been extensively investigated, less information is available about the effect of the linker on isoform selectivity. To this aim, in this work, we explored novel linker chemotypes to direct isoform selectivity. A small library of 25 hydroxamic acids with hitherto unexplored linker chemotypes was prepared. In vitro tests demonstrated that, depending on the linker type, some candidates selectively inhibit HDAC1 over HDAC6 isoform or vice versa. Docking calculations were performed to rationalize the effect of the novel linker chemotypes on biologic activity. Moreover, four compounds were able to increase the levels of acetylation of histone H3 or tubulin. These compounds were also assayed in breast cancer MCF7 cells to test their antiproliferative effect. Three compounds showed a significant reduction of cancer proliferation, representing valuable starting points for further optimization.

INDAZOLES AS LRRK2 INHIBITORS

The present invention is directed to indazole compounds which are inhibitors of LRRK2 and are useful in the treatment of CNS disorders.

The discovery of new scaffold of plant activators: From salicylic acid to benzotriazole

Started from salicylic acid (SA) and related commercialized plant activators, based on molecular three-dimensional shape and pharmacophore similarity comparison (SHAFTS), a new lead compound benzotriazole was predicted and a series of benzotriazole derivatives were designed and synthesized. The bioassay showed that benzotriazole had high activity against a broad spectrum of diseases including fungi and oomycetes in vivo, but no activity in vitro. And the introduction of proper groups at the 1’-position and 5’-position was beneficial to the activity. So, they had the potential to be exploited as novel plant activators.

Imidazolium-supported benzotriazole: an efficient and recoverable activating reagent for amide, ester and thioester bond formation in water

An efficient and recyclable imidazolium-supported benzotriazole reagent (Im-CH2-BtH) as a novel synthetic auxiliary has been synthesized and its utility as a carboxyl group activating reagent via the formation of stable imidazolium-supported acyl benzotriazoles was explored for the synthesis of amides, esters and thioesters in water under microwave conditions. The reagent was reused five times without any noticeable loss in activity. It is moisture insensitive and highly stable under thermal and aerobic conditions. The application of imidazolium-supported N-acetyl benzotriazole leads to synthesis of paracetamol on the gram scale under greener conditions in 93% yield.

NEW CYCLOHEXYL AND QUINUCLIDINYL CARBAMATE DERIVATIVES HAVING BETA2 ADRENERGIC AGONIST AND M3 MUSCARINIC ANTAGONIST ACTIVITY

The present invention relates to novel compounds having β2 adrenergic agonist and M3 muscarinic antagonist dual activity, to pharmaceutical compositions containing them, to the process for their preparation and to their use in respiratory therapies.

P2X3, RECEPTOR ANTAGONISTS FOR TREATMENT OF PAIN

The subject invention relates to novel P2X3 receptor antagonists that play a critical role in treating disease states associated with pain, in particular peripheral pain, inflammatory pain, or tissue injury pain that can be treated using a P2X3 receptor subunit modulator.

ANALYTE DETECTION

The present invention relates to sensitive SE(R)RS based methods for detecting analytes such as explosives and drugs, which may be present in a sample at extremely low levels. The methods may be generally carried out in situ employing novel chemistry whic