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4-Thiazolecarboxylicacid,2-acetyl,ethylester(9CI) is a heterocyclic chemical compound with the molecular formula C9H9NO2S. It is an ethyl ester derivative of 2-acetyl-4-thiazolecarboxylic acid, featuring a thiazole ring. This versatile intermediate is widely used in the pharmaceutical industry for the synthesis of drug molecules and has been studied for its potential bioactivity, including anti-inflammatory and antimicrobial properties.

160060-21-9

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160060-21-9 Usage

Uses

Used in Pharmaceutical Industry:
4-Thiazolecarboxylicacid,2-acetyl,ethylester(9CI) is used as a building block for the synthesis of various drug molecules, leveraging its molecular structure and functional groups to create new therapeutic agents.
Used in Drug Discovery:
In the field of drug discovery, 4-Thiazolecarboxylicacid,2-acetyl,ethylester(9CI) is utilized as a versatile intermediate, contributing to the development of innovative pharmaceutical compounds with potential therapeutic benefits.
Used as an Anti-Inflammatory Agent:
4-Thiazolecarboxylicacid,2-acetyl,ethylester(9CI) is studied for its potential as an anti-inflammatory agent, with its bioactivity being explored for the treatment of inflammation-related conditions.
Used as an Antimicrobial Agent:
This chemical compound is also being investigated for its antimicrobial properties, making it a candidate for use in applications targeting the control and treatment of microbial infections.

Check Digit Verification of cas no

The CAS Registry Mumber 160060-21-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,6,0,0,6 and 0 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 160060-21:
(8*1)+(7*6)+(6*0)+(5*0)+(4*6)+(3*0)+(2*2)+(1*1)=79
79 % 10 = 9
So 160060-21-9 is a valid CAS Registry Number.

160060-21-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 2-acetyl-1,3-thiazole-4-carboxylate

1.2 Other means of identification

Product number -
Other names 2-acetyl-4-ethoxycarbonylthiazole

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:160060-21-9 SDS

160060-21-9Downstream Products

160060-21-9Relevant articles and documents

TUBULYSINS AND PROTEIN-TUBULYSIN CONJUGATES

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Paragraph 0014; 00307, (2020/07/14)

Provided herein are compounds, compositions, and methods for the treatment of diseases and disorders associated with cancer, including tubulysins and protein (e.g., antibody) drug conjugates thereof.

A concise and efficient route to the total synthesis of bacillamide A and its analogues

Kumar, Sunil,Aggarwal, Ranjana

, p. 354 - 361 (2018/07/05)

The synthesis of bacillamide A, a tryptamide alkaloid of marine origin, and its analogues from L-cysteine ethyl ester hydrochloride through an efficient and convergent synthetic approach is described in this work. The present two-step protocol involves th

Synthesis and Superpotent Anticancer Activity of Tubulysins Carrying Non-hydrolysable N-Substituents on Tubuvaline

Sani, Monica,Lazzari, Paolo,Folini, Marco,Spiga, Marco,Zuco, Valentina,De Cesare, Michelandrea,Manca, Ilaria,Dall'Angelo, Sergio,Frigerio, Massimo,Usai, Igor,Testa, Andrea,Zaffaroni, Nadia,Zanda, Matteo

, p. 5842 - 5850 (2017/04/28)

Synthetic tubulysins 24 a–m, containing non-hydrolysable N-substituents on tubuvaline (Tuv), were obtained in high purity and good overall yields using a multistep synthesis. A key step was the formation of differently N-substituted Ile-Tuv fragments 10 b

Synthesis method of 2-acetyl thiazole-4-ethyl formate

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Paragraph 0023; 0025-0030; 0041-0044; 0049-0056, (2017/11/04)

The invention discloses a synthesis method of 2-acetyl thiazole-4-ethyl formate. The method comprises the following steps: (1) adding L-cysteine ethyl ester hydrochloride, a methylglyoxal water solution, inorganic base and a phase transfer catalyst into a solvent system under nitrogen protection for carrying out a cyclization reaction; (2) separating an organic phase out of reaction products obtained in the step (1) under nitrogen protection, and mixing the organic phase with manganese dioxide for carrying out an oxidizing reaction; (3) purifying the product obtained in the step (2) to obtain the 2-acetyl thiazole-4-ethyl formate. The synthesis method provided by the invention is simple to operate, high in yield and low in cost.

Synthesis and structure-activity relationship studies of novel tubulysin U analogues-effect on cytotoxicity of structural variations in the tubuvaline fragment

Shankar, Sreejith P.,Jagodzinska, Monika,Malpezzi, Luciana,Lazzari, Paolo,Manca, Ilaria,Greig, Iain R.,Sani, Monica,Zanda, Matteo

, p. 2273 - 2287 (2013/04/23)

Tubulysins are cytotoxic natural products with promising anti-cancer properties, originally isolated from myxobacterial cultures. Structurally, tubulysins are tetrapeptides, incorporating three unusual (Mep, Tuv and Tup) and one proteinogenic amino acid (Ile). Here we describe the synthesis and structure-activity relationship studies of novel tubulysin U and V analogues, with variations in the central Tuv fragment, which is known to be of paramount importance for tubulysins' potency and hence cytotoxicity, but has seldom been modified in previous studies. Specifically, we replaced the natural iso-propyl and acetoxy functionalities with other structurally related groups. In general, the new analogues showed much lower potency relative to native tubulysin U. However, one of the synthetic analogues (1f) having a MOM function replacing the acetyl group exhibited a 22 nM IC50 on the HT-29 cell line which is comparable to the IC50 displayed by tubulysin U (3.8 nM). Furthermore, the synthetic methodology reported herein was found to be flexible enough to deliver different core-modified tubulysin analogues and hence may be regarded as a scalable and convenient strategy for the chemical generation of novel tubulysin analogues.

Synthesis and cytotoxicity evaluation of diastereoisomers and N-terminal analogues of tubulysin-U

Shankar, P. Sreejith,Bigotti, Serena,Lazzari, Paolo,Manca, Ilaria,Spiga, Marco,Sani, Monica,Zanda, Matteo

, p. 6137 - 6141 (2013/10/22)

Tubulysins are potent anti-mitotic natural compounds and a scalable and efficient synthetic route for generation of its analogues has been developed and extended to the synthesis of diastereoisomers and N-terminal analogues of tubulysin-U. Structure-activ

Easy access to 2-alkyl and 2-arylthiazolines using a modified heteropolyacid catalysis: Application to the synthesis of bacillamide A

Fache,Cros,Piva,Lefebvre

, p. 2098 - 2109 (2012/06/04)

A straightforward access to 2-alkyl and 2-arylthiazolines by condensation of-aminothiols on nitriles, catalyzed by phosphotungstic acid (2%) under microwave irradiation, is described. This method has been directly applied to a short and efficient synthesi

Highly efficient borylation Suzuki coupling process for 4-bromo-2-ketothiazoles: Straightforward access to micrococcinate and saramycetate esters

Martin, Thibaut,Laguerre, Claire,Hoarau, Christophe,Marsais, Francis

supporting information; experimental part, p. 3690 - 3693 (2011/02/28)

Image Presented The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwald's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.

Studies towards a novel synthesis of tubulysins: Highly asymmetric aza-Michael reactions of 2-enoylthiazoles with metalated chiral oxazolidinones

Shankar P., Sreejith,Sani, Monica,Terraneo, Giancarlo,Zanda, Matteo

experimental part, p. 1341 - 1345 (2009/09/06)

Herein we report the highly asymmetric aza-Michael reactions of α,β-enones (2-enoylthiazoles) with metalated chiral oxazolidinones under different reaction conditions and for different substituents at the β-position of the Michael acceptor. The reaction p

Total synthesis of the thiopeptide antibiotic amythiamicin D

Hughes, Rachael A.,Thompson, Stewart P.,Alcaraz, Lilian,Moody, Christopher J.

, p. 15644 - 15651 (2007/10/03)

The thiopeptide (or thiostrepton) antibiotics are a class of sulfur containing highly modified cyclic peptides with interesting biological properties, including reported activity against MRSA and malaria. Described herein is the total synthesis of the thi

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