494769-44-7

Basic information

• Product Name: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester
• Synonyms: (4-HYDROXYMETHYLTHIAZOL-2-YL)CARBAMIC ACID TERT-BUTYL ESTER;(4-HYDROXYMETHYLTHIAZOL-2-YL)CARBAMIC ACID TERT-BUTYL ESTER, 95+%;(2-N-BOC-AMINO-THIAZOL-4-YL)-METHANOL;N-Boc-2-amino-(4-hydroxymethyl)thiazole;tert-butyl 4-(hydroxymethyl)thiazol-2-ylcarbamate;tert-butyl 4-(hydroxymethyl)-1,3-thiazol-2-ylcarbamate
• CAS NO: 494769-44-7
• Molecular Formula: C₉H₁₄N₂O₃S
• Molecular Weight: 230.28
• Product Categories: API intermediates
• Mol File: 494769-44-7.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• Density: 1.316g/cm3
• Refractive Index: 1.59
• Storage Temp.: 2-8°C
• PKA: 5.09±0.70(Predicted)
• CAS DataBase Reference: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(494769-44-7)
• EPA Substance Registry System: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(494769-44-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 494769-44-7(Hazardous Substances Data)

Usage

General Description

(4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester, also known as Thiamethoxam, is a systemic insecticide and neonicotinoid that is commonly used in agriculture for controlling various pests. It works by disrupting the nervous system of insects, ultimately leading to their death. Thiamethoxam is often used on a wide range of crops such as cotton, corn, and soybeans, as well as on fruits and vegetables. It is considered to have low toxicity to birds and mammals, but it has been a subject of controversy due to its potential negative impact on pollinators like bees and other non-target insects. The chemical has been heavily regulated in some countries due to concerns about its environmental effects.

InChI:InChI=1/C9H14N2O3S/c1-9(2,3)14-8(13)11-7-10-6(4-12)5-15-7/h5,12H,4H2,1-3H3,(H,10,11,13)

Upstream product

• 189512-01-4 ethyl 2-[(tert-butoxycarbonyl)amino]thiazole-4-carboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 930303-58-5 2-(di-tert-butoxycarbonyl)amino-thiazole-4-carboxylic acid ethyl ester 
• 850429-62-8 methyl 2-[[(tert-butoxy)carbonyl]amino]-1,3-thiazole-4-carboxylate 

Downstream Products

• 1001419-35-7 tert-butyl (4-(bromomethyl)thiazol-2-yl)carbamate 
• 947179-19-3 (4-Difluoromethylthiazol-2-yl)-carbamic acid tert-butyl ester 
• 1363397-35-6 tert-butyl 4-((2-chloro-6-fluorobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-44-7 tert-butyl 4-((4-nitrobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-22-1 tert-butyl 4-((3-fluoro-5-(trifluoromethyl)benzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-57-2 tert-butyl 4-((4-chlorobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-29-8 tert-butyl 4-((2-chloro-3-nitrobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1257628-99-1 tert-butyl 4-((benzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-37-8 tert-butyl 4-((2,4,6-trifluorobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-64-1 tert-butyl 4-((2-nitrobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-62-9 tert-butyl 4-((4-bromobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-48-1 tert-butyl 4-((2,4,6-trichlorobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-24-3 tert-butyl 4-((2-cyanobenzoyloxy)methyl)thiazol-2-ylcarbamate 
• 1363397-23-2 tert-butyl 4-((3-(2-cyanoethyl)benzoyloxy)methyl)thiazol-2-ylcarbamate 

Relevant articles and documents

THIOBENZOIMIDAZOLE AS FUNGICIDES

The present invention relates to 2-thiobenzimidazoles of formula (I) which are of use as fungicides.

SUBSTITUTED BICYCLIC AZA-HETEROCYCLES AND ANALOGUES AS SIRTUIN MODULATORS

Provided herein are novel substituted bicyclic aza-heterocycle sirtuin-modulating compounds and methods of use thereof. The sirtuin-modulating compounds may be used for increasing the lifespan of a cell, and treating and/or preventing a wide variety of diseases and disorders including, for example, diseases or disorders related to aging or stress, diabetes, obesity, neurodegenerative diseases, cardiovascular disease, blood clotting disorders, inflammation, cancer, and/or flushing as well as diseases or disorders that would benefit from increased mitochondrial activity. Also provided are compositions comprising a sirtuin-modulating compound in combination with another therapeutic agent.

12,13-Aziridinyl Epothilones. Stereoselective Synthesis of Trisubstituted Olefinic Bonds from Methyl Ketones and Heteroaromatic Phosphonates and Design, Synthesis, and Biological Evaluation of Potent Antitumor Agents

The synthesis and biological evaluation of a series of 12,13-aziridinyl epothilone B analogues is described. These compounds were accessed by a practical, general process that involved a 12,13-olefinic methyl ketone as a starting material obtained by ozonolytic cleavage of epothilone B followed by tungsten-induced deoxygenation of the epoxide moiety. The attachment of the aziridine structural motif was achieved by application of the Ess-Kürti-Falck aziridination, while the heterocyclic side chains were introduced via stereoselective phosphonate-based olefinations. In order to ensure high (E) selectivities for the latter reaction for electron-rich heterocycles, it became necessary to develop and apply an unprecedented modification of the venerable Horner-Wadsworth-Emmons reaction, employing 2-fluoroethoxyphosphonates that may prove to be of general value in organic synthesis. These studies resulted in the discovery of some of the most potent epothilones reported to date. Equipped with functional groups to accommodate modern drug delivery technologies, some of these compounds exhibited picomolar potencies that qualify them as payloads for antibody drug conjugates (ADCs), while a number of them revealed impressive activities against drug resistant human cancer cells, making them desirable for potential medical applications.