72054-60-5

Basic information

• Product Name: METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE
• Synonyms: METHYL (2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE;METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE;5-CHLORO-1,2,3,4-TETRAHYDRO-[2,6]NAPHTHYRIDINE;methyl 2-(2-amino-5-methylthiazol-4-yl)acetate;METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE###72054-60-5;2-amino-5-ethoxycarbonyl-4-methylthiazole
• CAS NO: 72054-60-5
• Molecular Formula: C₇H₁₀N₂O₂S
• Molecular Weight: 186.23
• Mol File: 72054-60-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 111-113°C
• Boiling Point: 313.1±22.0 °C(Predicted)
• Appearance: /
• Density: 1.283±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.08±0.10(Predicted)
• CAS DataBase Reference: METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE(72054-60-5)
• EPA Substance Registry System: METHYL 2-(2-AMINO-5-METHYL-1,3-THIAZOL-4-YL)ACETATE(72054-60-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 72054-60-5(Hazardous Substances Data)

Usage

General Description

Methyl 2-(2-Amino-5-methyl-1,3-thiazol-4-yl)acetate is a chemical compound characterized by its thiazole ring, a five-membered ring containing sulfur, nitrogen, and carbon atoms. The presence of the amino and acetate functional groups in this compound suggest it may possess properties such as basicity and possible acid reactivity. However, the toxicity, reactivity and possible applications of this compound are not widely reported on in the literature, implying that it may not be well-studied or commonly used - as is the case for many specific organic compounds. It should always be handled with the considerations appropriate for synthetic chemicals, taking care to avoid any potential for exposure or environmental release.

Upstream product

• 141-97-9 ethyl acetoacetate 
• 17356-08-0 thiourea 
• 15933-07-0 Ethyl 2-oxobutanoate 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 533-68-6 2-bromobutyric acid ethyl ester 
• 52089-54-0 ethyl 2-hydroxybutyrate 
• 57332-84-0 3-bromo-2-oxo-butyric acid ethyl ester 
• 75-07-0 acetaldehyde 
• 535-15-9 ethyl 1,1-dichloroacetate 
• 65868-37-3 ethyl 2-oxo-3-chloropropionate 

Downstream Products

• 61323-26-0 5-methyl-thiazole-4-carboxylic acid ethyl ester 
• 56355-62-5 2-bromo-5-methylthiazole-4-carboxylic acid ethyl ester 
• 57591-82-9 5-ethoxycarbonyl-3,4-dimethyl-2-imino-4-thiazoline 
• 135999-99-4 3-<2-<2'-(4-aminobutyryl)amino-5'-methylthiazole-4'-carboxamido>-5-methylthiazole-4-carboxamido>propyl-1-amine dihydrobromide 
• 86145-20-2 6-benzoyl-5-imino-3-ethoxycarbonyl-2-methylthiazolo<2,3-c>-1,2,4-triazine 
• 67899-00-7 2-amino-4-methyl-thiazole-5-carboxylic acid 

Relevant articles and documents

Synthesis of thiazole linked indolyl-3-glyoxylamide derivatives as tubulin polymerization inhibitors

A series of thiazole linked indolyl-3-glyoxylamide derivatives were synthesized and evaluated for their in vitro cytotoxic activity against DU145 (prostate), PC-3 (prostate), A549 (lung) and HCT-15 (colon) cancer cell lines by employing the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among all the synthesized compounds, compound 13d displayed cytotoxicity of IC50 = 93 nM towards DU145 cancer cell line. The most active compound 13d was also tested on RWPE-1 cells and was found to be safe compared to the DU145 cells. The target compounds were also evaluated for their inhibition activity of tubulin polymerization. Further, the treatment of compound 13d on DU145 cells led to the inhibition of cell migration ability. The detailed studies such as acridine orange/ethidium Bromide (AO/EB), DAPI, annexin V-FITC/propidium iodide staining assay suggested that the compound 13d induced apoptosis in DU145 cells. The influence of the cytotoxic compound 13d on the cell cycle distribution was assessed on the DU145 cell line, exhibiting a cell cycle arrest at the G2/M phase. Moreover, the treatment with compound 13d caused collapse of mitochondrial membrane potential and elevated intracellular ROS levels in DU145 cells. The results from molecular modelling studies revealed that these compounds bind at the colchicine binding site of the tubulin. Thus, this new molecular scaffold could be a new lead for the development of anticancer agents that target tubulin.

Design and synthesis of novel triazole derivatives containing γ-lactam as potential antifungal agents

A series of novel triazole derivatives containing γ-lactam were designed and synthesized, and their structures were confirmed by 1H NMR, 13C NMR and HRMS. The in vitro antifungal activities of the target compounds were evaluated. The results showed that all of the compounds exhibited stronger activity against the six clinically important fungi tested than fluconazole. 3D and 3E showed comparative activity against the fungi tested except for Candida glabrata and Aspergillus fumigatus as voriconazole. In addition, the docking model for 2A and CYP51 was investigated.

QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS

The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.