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4-Hydroxy-2-methylthiazole-5-carboxylic acid ethyl ester is a chemical compound with the molecular formula C8H9NO3S. It is an ester derivative of the heterocyclic compound thiazole, featuring a hydroxy group and a methyl group on the thiazole ring. This versatile molecule is recognized for its potential as a building block in the synthesis of pharmaceuticals and agrochemicals, as well as for its application as a flavoring agent in food products, imparting a nutty and roasted flavor.

20737-48-8

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20737-48-8 Usage

Uses

Used in Pharmaceutical and Agrochemical Synthesis:
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester is used as a key intermediate in the synthesis of various bioactive molecules for pharmaceutical and agrochemical applications. Its unique structure allows for the development of new drugs and pesticides with improved efficacy and selectivity.
Used in Flavoring Agents for Food Products:
In the food industry, 4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester is used as a flavoring agent to provide a distinct nutty and roasted flavor to various food products. Its ability to enhance the taste profile of food items makes it a valuable ingredient in the creation of unique and appealing flavors.
Used in Research and Industrial Applications:
4-Hydroxy-2-methylthiazole-5-carboxylicacidethylester is also utilized in research and industrial applications due to its commercial availability and wide-ranging uses. Its presence in various chemical processes and the development of new compounds highlights its importance in the scientific and industrial sectors.

Check Digit Verification of cas no

The CAS Registry Mumber 20737-48-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,7,3 and 7 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 20737-48:
(7*2)+(6*0)+(5*7)+(4*3)+(3*7)+(2*4)+(1*8)=98
98 % 10 = 8
So 20737-48-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H9NO3S/c1-3-11-7(10)5-6(9)8-4(2)12-5/h9H,3H2,1-2H3

20737-48-8Relevant academic research and scientific papers

A one-pot synthesis of functionalized ethyl 1,3-thiazole-5-carboxylates from thioamides or thioureas and 2-chloro-1,3-dicarbonyl compounds in an ionic liquid

Yavari, Issa,Sayyed-Alangi, S. Zahra,Hajinasiri, Rahimeh,Sajjadi-Ghotbabadi, Hadi

, p. 209 - 211 (2009)

A simple one-pot synthesis of functionalized ethyl 1,3-thiazole-5- carboxylates from the reaction of 2-chloro-1,3-dicarbonyl compounds with thioureas or thioamides in the presence of 1-butyl-3-methylimidazolium trifluoromethanesulfonate is described. Grap

Discovery of Novel Thiazole Carboxamides as Antifungal Succinate Dehydrogenase Inhibitors

Guo, Xiaofeng,Zhao, Bin,Fan, Zhijin,Yang, Dongyan,Zhang, Nailou,Wu, Qifan,Yu, Bin,Zhou, Shuang,Kalinina, Tatiana A.,Belskaya, Nataliya P.

, (2019)

To contribute molecular diversity for novel fungicide development, a series of novel thiazole carboxamides were rationally designed, synthesized, and characterized with the succinate dehydrogenase (SDH) as target. Bioassay indicated that compound 6g showed the similar excellent SDH inhibition as that of Thifluzamide with IC50 of 0.56 mg/L and 0.55 mg/L, respectively. Some derivatives displayed improved in vitro fungicidal activities against Rhizoctonia cerealis and Sclerotinia sclerotiorum with EC50 of 1.2-16.4 mg/L and 0.5-1.9 mg/L. Surprisingly, 6g showed promising in vitro fungicidal activities against R. cerealis and S. sclerotiorum with EC50 of 6.2 and 0.6 mg/L, respectively, which was superior to Thifluzamide with the EC50 of 22.1 and 4.4 mg/L, respectively. Additionally, compounds 6c and 6g displayed excellent in vivo fungicidal activities against S. sclerotiorum on Brassica napus L. leaves with protective activity of 75.4% and 67.3% at 2.0 mg/L, respectively, while Thifluzamide without activity at 5.0 mg/L. Transcriptomic analysis of S. sclerotiorum treated with 6g by RNA sequencing indicated the down-regulation of succinate dehydrogenase gene SDHA and SDHB, and the inhibition of the TCA-cycle.

SPECIFIC CARBOXAMIDES AS KCNQ2/3 MODULATORS

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Paragraph 0304, (2014/06/11)

The invention relates to specific carboxamides, to processes for their preparation, to medicaments comprising these compounds and to the use of these compounds in the preparation of medicaments.

SPECIFIC CARBOXAMIDES AS KCNQ2/3 MODULATORS

-

Page/Page column 43, (2014/06/23)

The invention relates to specific carboxamides of formula (I) as KCNQ2/3 modulators, to processes for their preparation, to medicaments comprising these compounds and to the use of these compounds in the preparation of medicaments.

Optimization of brain penetrant 11β-hydroxysteroid dehydrogenase type i inhibitors and in vivo testing in diet-induced obese mice

Goldberg, Frederick W.,Dossetter, Alexander G.,Scott, James S.,Robb, Graeme R.,Boyd, Scott,Groombridge, Sam D.,Kemmitt, Paul D.,Sj?gren, Tove,Gutierrez, Pablo Morentin,Deschoolmeester, Joanne,Swales, John G.,Turnbull, Andrew V.,Wild, Martin J.

, p. 970 - 986 (2014/03/21)

11β-Hydroxysteroid dehydrogenase type 1 (11β-HSD1) has been widely considered by the pharmaceutical industry as a target to treat metabolic syndrome in type II diabetics. We hypothesized that central nervous system (CNS) penetration might be required to see efficacy. Starting from a previously reported pyrimidine compound, we removed hydrogen-bond donors to yield 3, which had modest CNS penetration. More significant progress was achieved by changing the core to give 40, which combines good potency and CNS penetration. Compound 40 was dosed to diet-induced obese (DIO) mice and gave excellent target engagement in the liver and high free exposures of drug, both peripherally and in the CNS. However, no body weight reduction or effects on glucose or insulin were observed in this model. Similar data were obtained with a structurally diverse thiazole compound 51. This work casts doubt on the hypothesis that localized tissue modulation of 11β-HSD1 activity alleviates metabolic syndrome.

PDE4 INHIBITORS SELECTIVE FOR THE LONG FORM OF PDE4 FOR TREATING INFLAMMATION AND AVOIDING SIDE EFFECTS

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Page/Page column 124, (2010/07/10)

The present invention relates to compounds which are inhibitors of phosphodiesterase-4 (PDE4) useful for the treatment and prevention of stroke, myocardial infarct, cardiovascular inflammatory diseases and disorders and central nervous system disorders, t

ARYL GPR120 RECEPTOR AGONISTS AND USES THEREOF

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Page/Page column 73-74, (2010/05/13)

Aryl GPR120 agonists are provided. These compounds are useful for the treatment of metabolic diseases, including Type II diabetes and diseases associated with poor glycemic control.

THIAZOLIOPYRIMIDINES AND THEIR USE AS INHIBITORS OF PHOSPHATIDYLINOSITOL-3 KINASE

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Page/Page column 33; 46-47, (2009/01/24)

Thiazolopyrimidines of formula (I): wherein W represents a thiazole ring; R1 and R2 form, together with the N atom to which they are attached, a group of the following formula (IIa): in which A is a ring system; m is 0, 1 or 2; Rsup

FUSED HETEROCYCLIC COMPOUND AND USE THEREOF

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Page/Page column 335, (2008/06/13)

The present invention relates to wherein each symbol is as defined in the specification. The compound has a superior mineral corticoidreceptorantagonistic action and is useful as an agent for the prophylaxis or treatment of hypertension, cardiac failure and the like, a compound having a fused heterocycle, or a prodrug thereof, or a salt thereof; and an agent for the prophylaxis or treatment of hypertension, cardiac failure and the like.

2-AMINOMETHYLTHIAZOLE-5-CARBOXAMIDES AS PROTEIN KINASE MODULATORS

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Page/Page column 28-29, (2008/06/13)

This invention concerns novel thiazole compounds. Methods of using these compounds for the treatment, prevention and management of various diseases or disorders, as well as pharmaceutical compositions of these compounds, are also disclosed.

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