160060-21-9

Basic information

• Product Name: 4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI)
• Synonyms: 4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI);ethyl 2-acetylthiazole-4-carboxylate;2-Acetyl-4-thiazolecarboxylicacidethylester
• CAS NO: 160060-21-9
• Molecular Formula: C₈H₉NO₃S
• Molecular Weight: 199.23
• Product Categories: THIAZOLE
• Mol File: 160060-21-9.mol
• Article Data: 12

Chemical Properties

• Melting Point: 68-69 °C(Solv: ethyl acetate (141-78-6); ligroine (8032-32-4))
• Boiling Point: 310.6±34.0 °C(Predicted)
• Appearance: /
• Density: 1.260±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.29±0.10(Predicted)
• CAS DataBase Reference: 4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI)(160060-21-9)
• EPA Substance Registry System: 4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI)(160060-21-9)

Safety Data

• Hazardous Substances Data: 160060-21-9(Hazardous Substances Data)

Usage

General Description

4-Thiazolecarboxylicacid,2-acetyl-,ethylester(9CI) is a chemical compound with the molecular formula C9H9NO2S. It is an ethyl ester derivative of 2-acetyl-4-thiazolecarboxylic acid, a heterocyclic compound containing a thiazole ring. This chemical is commonly used in the pharmaceutical industry as a building block for the synthesis of various drug molecules. It has also been studied for its potential bioactivity, particularly as an anti-inflammatory and antimicrobial agent. Its molecular structure and functional groups make it a versatile intermediate in organic synthesis, with potential applications in drug discovery and medicinal chemistry.

Upstream product

• 161891-80-1 (+/-)-4-ethoxycarbonyl-2-(1-hydroxyethyl)thiazole 
• 76275-85-9 ethyl 2-<1-(benzoyloxy)ethyl>thiazole-4-carboxylate 
• 1696-20-4 4-acetylmorpholine 
• 100367-77-9 ethyl 2-bromothiazole-4-carboxylate 
• 73956-16-8 ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate 
• 73956-17-9 ethyl 2-formyl-1,3-thiazole-4-carboxylate 
• 1372541-86-0 ethyl 2-(diethoxymethyl)-2-thiazoline-4-carboxylate 
• 3411-58-3 L-cysteine ethylester 
• 868-59-7 L-cysteine ethyl ester hydrochloride 
• 78-98-8 2-oxopropanal 

Downstream Products

• 13139-47-4 2-acetylthiazole-4-carboxylic acid 
• 706785-50-4 benzyl 2-acetylthiazole-4-carboxylate 
• 870820-77-2 benzyl 2-(1-hydroxyiminoethyl)thiazole-4-carboxylate 
• 706785-52-6 benzyl 2-(1-acetylaminoethenyl)thiazole-4-carboxylate 
• 156620-46-1 amythiamicin D 
• 944559-46-0 ethyl 2-(4-methylpent-2-enoyl)thiazole-4-carboxylate 
• 1427513-35-6 ethyl 2-((1R,3R)-3-(tert-butoxycarbonylamino)-1-hydroxy-3-phenylpropyl)thiazole-4-carboxylate 
• 1427513-38-9 C₂₀H₂₆N₂O₅S 
• 1427513-39-0 C₂₁H₂₈N₂O₆S 

Relevant articles and documents

TUBULYSINS AND PROTEIN-TUBULYSIN CONJUGATES

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.

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

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

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.