133992-58-2

Basic information

• Product Name: ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE
• Synonyms: 1-BENZYL-5-METHYL-1H-[1,2,3]-TRIAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE;1-(benzyl)-5-methyl-triazole-4-carboxylic acid ethyl ester;5-methyl-1-(phenylmethyl)-4-triazolecarboxylic acid ethyl ester;ethyl 5-methyl-1-(phenylmethyl)-1,2,3-triazole-4-carboxylate;ethyl 5-methyl-1-(phenylmethyl)triazole-4-carboxylate;H-33001;ZINC03884545
• CAS NO: 133992-58-2
• Molecular Formula: C₁₃H₁₅N₃O₂
• Molecular Weight: 245.28
• Mol File: 133992-58-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 68°
• Boiling Point: 398.4 °C at 760 mmHg
• Flash Point: 194.8 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 1.48E-06mmHg at 25°C
• Refractive Index: 1.583
• CAS DataBase Reference: ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE(133992-58-2)
• EPA Substance Registry System: ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE(133992-58-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 133992-58-2(Hazardous Substances Data)

Usage

General Description

Ethyl 1-Benzyl-5-Methyl-1H-1,2,3-Triazole-4-Carboxylate is a chemical compound with the molecular formula C15H16N3O2. It belongs to the group of compounds known as triazoles, which are aromatic organic compounds composed of a five-membered ring with two carbon atoms and three nitrogen atoms. Its systematic name is ethyl 1-(phenylmethyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate. ETHYL 1-BENZYL-5-METHYL-1H-1,2,3-TRIAZOLE-4-CARBOXYLATE is used in the field of organic synthesis. As of now, there is limited information available regarding the hazards or toxicity of this compound.

InChI:InChI=1/C13H15N3O2/c1-3-18-13(17)12-10(2)16(15-14-12)9-11-7-5-4-6-8-11/h4-8H,3,9H2,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 4341-76-8 Ethyl 2-butynoate 
• 622-79-7 benzyl azide 
• 100-46-9 benzylamine 
• 21759-74-0 ethyl (Z)-3-(benzylamino)-2-butenoate 

Downstream Products

• 664351-13-7 1-benzyl-6-phenyl-1,5-dihydro-[1,2,3]triazolo[4,5-c]pyridin-4-one 
• 664351-14-8 1-benzyl-4-chloro-6-phenyl-1H-1,2,3-triazol[4,5-c]pyridine 
• 664351-12-6 N,N-diethyl-1-benzyl-4-carboxyamido-5-methyl-1H-1,2,3-triazole 

Relevant articles and documents

Design, synthesis, and fungicidal evaluation of a series of novel 5-methyl-1H-1,2,3-trizole-4-carboxyl amide and ester analogues

Succinate dehydrogenase inhibitors (SDHIs) are efficient fungicides that are widely used to control plant diseases caused by phytopathogenic fungi, although their effectiveness is undermined by the development of resistance across a range of different fungi. One of the most common structural features of SDHIs is their amide bond. The introduction of greater structural diversity to SDHIs is a promising strategy to delay the onset of resistance. A series of novel SDHIs containing a bioactive 1,2,3-triazole moiety have been designed and synthesized and their fungicidal and insecticidal activities evaluated. The results of these analyses show that most of the newly synthesized 1,2,3-trizole-4-carboxyl amide (ester) analogues exhibit good fungicidal activities, especially towards Sclerotinia sclerotiorum, and a structure-activity relationship study confirmed that the replacement of the amide group with an ester group had little effect on fungicidal activity, which could be provideous in terms of issues and metabolism. 1,6-Dimethyl phenyl was confirmed as the most efficient substituent of the current study when it was placed on both the amide and ester compounds. Interestingly, some of the newly synthesized compounds displayed good insecticidal activities against Culex pipiens pallens. The results of the current study show that these 1,2,3-triazole-4-carboxyl amide and ester analogues represent a new type of SDHI that could be used for the development of novel pesticides.

Synthesis of 1,2,3-Triazole Derivatives by Cyclocondensation of Alkyl Azides with Active Methylene Ketones in the System K2CO3/DMSO

Abstract: The reaction of β-keto esters or acetylacetone with alkyl azides in the system K2CO3/DMSO proved to be a convenient method of synthesis of tri- and disubstituted 1-alkyl-1H-1,2,3-triazoles.

Design, synthesis, and fungicidal activities of novel 5-methyl-1H-1,2,3- Trizole-4-carboxyl amide analogues

Succinate dehydrogenase inhibitors (SDHIs) are fungicides with an amide bond widely used to control plant diseases caused by phytopathogenic fungi. Because of broad spectrum activity of new SDHIs, they have attracted wide attention from the research community. A series of structurally novel SDHIs with a bioactive 1,2,3-triazole moiety were designed and synthesized. Bioactivity screening showed that some of designed N-phenethyl-1,2,3-trizole-4-carboxyl amide analogues exhibited good fungicidal activities toward Sclerotinia sclerotiorum and Botrytis cinerea, while some of Nbenzyl- 1,2,3-trizole-4-carboxyl amide analogues exhibited good fungicidal activities toward Phytophthora capsici and Cercospora arachidicola. EC50 value of compound 5d against Cercospora arachidicola (6.6 μg/mL) was lower than that of chlorothalonil (12.3 μg/mL).

SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having enhanced potency in the modulation of NMDA receptor activity. Such compounds are contemplated for use in the treatment of conditions such as depression and related disorders. Orally available formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.