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1,3-Thiazole-2-carbaldehyde is a thiazole aldehyde derivative, characterized by its colorless to light yellow liquid appearance. It is known for undergoing the Baylis-Hillman reaction with methyl acrylate, catalyzed by DABCO (1,4-diazabicyclo[2.2.2]octane). The reaction mechanism of 1,3-Thiazole-2-carbaldehyde has been studied using electrospray ionization mass spectrometry (ESI-MS).

10200-59-6

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10200-59-6 Usage

Uses

Used in Pharmaceutical Industry:
1,3-Thiazole-2-carbaldehyde is used as a building block for the synthesis of taxane analogs, which are important in the development of various pharmaceutical compounds. Its unique chemical properties make it a valuable component in the creation of these analogs, contributing to the advancement of drug discovery and development.
The provided materials do not mention any other specific applications or industries for 1,3-Thiazole-2-carbaldehyde. However, based on its role as a building block for taxane analogs, it can be inferred that 1,3-Thiazole-2-carbaldehyde may have potential applications in the development of anticancer drugs and other therapeutic agents. Further research and development in the pharmaceutical industry could potentially reveal additional uses for this versatile compound.

Synthesis Reference(s)

Synthesis, p. 998, 1987 DOI: 10.1055/s-1987-28146

Check Digit Verification of cas no

The CAS Registry Mumber 10200-59-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,0 and 0 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 10200-59:
(7*1)+(6*0)+(5*2)+(4*0)+(3*0)+(2*5)+(1*9)=36
36 % 10 = 6
So 10200-59-6 is a valid CAS Registry Number.
InChI:InChI=1/C4H3NOS/c6-3-4-5-1-2-7-4/h1-3H

10200-59-6 Well-known Company Product Price

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  • (Code)Product description
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  • Alfa Aesar

  • (H63329)  Thiazole-2-carboxaldehyde, 95%   

  • 10200-59-6

  • 1g

  • 339.0CNY

  • Detail
  • Alfa Aesar

  • (H63329)  Thiazole-2-carboxaldehyde, 95%   

  • 10200-59-6

  • 5g

  • 1352.0CNY

  • Detail
  • Aldrich

  • (422460)  2-Thiazolecarboxaldehyde  97%

  • 10200-59-6

  • 422460-1G

  • 1,096.29CNY

  • Detail

10200-59-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Thiazolecarboxaldehyde

1.2 Other means of identification

Product number -
Other names Thiazole-2-carbaldehyde

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:10200-59-6 SDS

10200-59-6Relevant academic research and scientific papers

Facile preparation and reactivity of polymer-supported N-(2-lodyl-phenyl)- acylamide, an Efficient Oxidizing System

Ladziata, Uladzimir,Willging, Jeff,Zhdankin, Viktor V.

, p. 167 - 170 (2006)

(Chemical Equation Presented) A simple three-step preparation of polymer-supported N-(2-iodyl-phenyl)-acylamide (NIPA resin) starting from 2-iodoaniline is described. The resin was obtained with good loading levels (0.7-0.8 mmol g-1) and has been successfully used for efficient oxidation of a diverse collection of alcohols. Thus, treating alcohols with 1.0 equiv of the resin in 1,2-dichloroethane under reflux for 30-60 min allowed rapid and in most cases complete conversion to the corresponding carbonyl compound.

Selective metallation of thiophene and thiazole rings with magnesium amide base

Shilai, Manabu,Kondo, Yoshinori,Sakamoto, Takao

, p. 442 - 444 (2001)

The chemoselective magnesiation of thiophene and thiazole derivatives were reported using magnesium chloride. Organomagnesium compounds were used at relatively higher temperatures. The results showed that hydrogen-magnesium exchange reaction of thiophene derivatives with iPr2NMgCl proceeded selectively.

Conjugated compounds based on vinylthiazole units

Meier, Herbert,Nicklas, Frank,Petermann, Ralf

, p. 1525 - 1529 (2007)

Conjugated compounds based on vinylthiazole units show a strong polarization along the π chain, when NR2 groups as electron donors are attached in the terminal position. The effect can be even more enhanced by a CHO group as electron acceptor in the opposite terminal position. This property makes such oligomers (n = 1, 2, . . .) interesting for applications in linear and nonlinear optics.

Synthesis of nonlinear optical chromophores containing electron-excessive and -deficient heterocyclic bridges. The auxiliary donor-acceptor effects

Shu, Ching-Fong,Wang, Yuh-Kai

, p. 833 - 835 (1998)

Push-pull substituted nonlinear optical chromophores with thiazole and thiophene rings and interposed ethylene units as π-conjugated bridges were synthesized. The effects of the nature and location of the heterocycles on the energy of the charge transfer transition for the chromophores are discussed.

INHIBITORS OF INFLUENZA VIRUS REPLICATION AND USES THEREOF

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Paragraph 00539, (2018/07/05)

The invention provides a class of compounds as inhibitors of influenza virus replication, preparation methods thereof, pharmaceutical compositions containing these compounds, and uses of these compounds and pharmaceutical compositions thereof in the treatment of influenza.

HIV INTEGRASE INHIBITORS

-

, (2015/09/22)

The present invention features compounds that are HIV integrase inhibitors and therefore are useful in the inhibition of HIV replication, the prevention and/or treatment of infection by HIV, and in the treatment of AIDS and/or ARC.

Synthesis of 2,5-di(hydroxyalkyl)-1,3-thiazoles

Sinenko,Slivchuk,Bal'On, Ya. G.,Brovarets

, p. 1855 - 1861 (2015/10/12)

A general approach towards synthesis of 2(5)-hydroxyalkyl-substituted 1,3-thiazole derivatives has been proposed. The method includes lithiation of 1,3-thiazole ring followed by reacting the formed thiazole lithium derivatives with electrophiles.

HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK

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Paragraph 0174 - 0175, (2014/05/24)

Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.

SUBSTITUTED XANTHINES AND METHODS OF USE THEREOF

-

Page/Page column 386; 387, (2014/09/29)

Compounds, compositions and methods are described for inhibiting the TRPC5 ion channel and disorders related to TRPC5.

SUBSTITUTED XANTHINES AND METHODS OF USE THEREOF

-

Paragraph 0304; 0305, (2014/09/30)

Compounds, compositions and methods are described for inhibiting the TRPC5 ion channel and disorders related to TRPC5.

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