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(4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester, commonly known as Thiamethoxam, is a systemic insecticide belonging to the neonicotinoid class. It is widely utilized in agriculture for the control of various pests by targeting and disrupting the nervous system of insects, resulting in their death. Thiamethoxam is applied to a broad spectrum of crops, including cotton, corn, and soybeans, as well as fruits and vegetables. While it exhibits low toxicity to birds and mammals, it has been a center of debate due to its potential adverse effects on pollinators such as bees and other non-target insects. Consequently, the chemical has faced stringent regulations in some countries to mitigate its environmental impact.

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  • 494769-44-7 Structure
  • Basic information

    1. Product Name: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester
    2. 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
    3. CAS NO:494769-44-7
    4. Molecular Formula: C9H14N2O3S
    5. Molecular Weight: 230.28
    6. EINECS: N/A
    7. Product Categories: API intermediates
    8. Mol File: 494769-44-7.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.316g/cm3
    6. Refractive Index: 1.59
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. PKA: 5.09±0.70(Predicted)
    10. CAS DataBase Reference: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(CAS DataBase Reference)
    11. NIST Chemistry Reference: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(494769-44-7)
    12. EPA Substance Registry System: (4-Hydroxymethylthiazol-2-yl)carbamic acid tert-butyl ester(494769-44-7)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 494769-44-7(Hazardous Substances Data)

494769-44-7 Usage

Uses

Used in Agricultural Pest Control:
Thiamethoxam is used as a systemic insecticide in agriculture for controlling a variety of pests that affect crops. Its application reason is its ability to disrupt the nervous system of insects, leading to their death and protecting crops from damage.
Used in Crop Protection:
In the Crop Protection Industry, Thiamethoxam is used as a pesticide to safeguard a wide range of crops such as cotton, corn, and soybeans from insect infestations. The application reason is its effectiveness in targeting the insects' nervous systems, ensuring the health and yield of the crops.
Used in Fruit and Vegetable Protection:
In the Fruit and Vegetable Industry, Thiamethoxam is employed as a protective measure against pests that can harm these produce items. The application reason is its systemic action, which allows it to be absorbed by the plants and provide protection from within against insect damage.

Check Digit Verification of cas no

The CAS Registry Mumber 494769-44-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,9,4,7,6 and 9 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 494769-44:
(8*4)+(7*9)+(6*4)+(5*7)+(4*6)+(3*9)+(2*4)+(1*4)=217
217 % 10 = 7
So 494769-44-7 is a valid CAS Registry Number.
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)

494769-44-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl N-[4-(hydroxymethyl)-1,3-thiazol-2-yl]carbamate

1.2 Other means of identification

Product number -
Other names tert-butyl 4-(hydroxymethyl)-1,3-thiazol-2-ylcarbamate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:494769-44-7 SDS

494769-44-7Relevant articles and documents

THIOBENZOIMIDAZOLE AS FUNGICIDES

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Page/Page column 65, (2018/08/03)

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

AZIRIDINE CONTAINING EPOTHILONE ANALOGS, METHODS OF SYNTHESIS, METHODS OF TREATMENT, AND DRUG CONJUGATES

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, (2018/11/10)

In one aspect, the present disclosure provides epothilone analogs of the formula: (I) wherein the variables are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein. Additionally, drug conjugates with cell targeting moieties of the compounds are also provided.

SUBSTITUTED BICYCLIC AZA-HETEROCYCLES AND ANALOGUES AS SIRTUIN MODULATORS

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, (2017/04/04)

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.

EPOTHILONE ANALOGS, METHODS OF SYNTHESIS, METHODS OF TREATMENT, AND DRUG CONJUGATES THEREOF

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, (2017/05/02)

In one aspect, the present disclosure provides epothilone analogs of the formula (I) wherein the variables are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein. Additionally, drug conjugates with cell targeting moieties of the compounds are also provided.

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

Nicolaou,Rhoades, Derek,Wang, Yanping,Bai, Ruoli,Hamel, Ernest,Aujay, Monette,Sandoval, Joseph,Gavrilyuk, Julia

, p. 7318 - 7334 (2017/06/06)

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.

SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE

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, (2016/04/10)

Compounds having a structure of Formula (IX) or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein R1, R2a, R2b, R3a, R3b, R4a, R4b, Q1----Q2, R6, R7, A, B, W, x, and y are as defined herein and are provided. Pharmaceutical compositions comprising such compounds and methods for treating various HAT-related conditions or diseases, including cancer, by administration of such compounds are also provided.

QUINOLINES AND RELATED ANALOGS AS SIRTUIN MODULATORS

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, (2016/08/17)

Provided herein are novel 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.

Novel 6-amino acid heteroaryldihydropyrimidines for the treatment and prophylaxis of hepatitis B virus infection

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Paragraph 0439; 0442, (2015/02/19)

The invention provides novel compounds having the general formula: wherein R1, R2, R3, R4 and A are as described herein, compositions including the compounds and methods of using the compounds.

6-AMINO ACID HETEROARYLDIHYDROPYRIMIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

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Page/Page column 126, (2014/03/26)

The invention provides novel compounds having the general formula:, wherein R1, R2, R3, R4 and A are as described herein, compositions including the compounds and methods of using the compounds.

MK2 INHIBITORS AND USES THEREOF

-

, (2014/10/03)

The present invention provides compounds, compositions thereof, and methods of using the same.

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