53266-94-7

Basic information

• Product Name: Ethyl 2-amino-4-thiazoleacetate
• Synonyms: ATAA;AURORA 8002;Ethyl 2-aminothiazol-4-yl-acetate;ETHYL 2-AMINOTHIAZOLE-4-ACETATE;ETHYL (2-AMINO-1,3-THIAZOL-4-YL)ACETATE;ETHYL (2-AMINO-4-THIAZOLYL)ACETATE;ETHYL 2-AMINO-4-THIAZOLEACETATE;ETHYL 2-(2-AMINOTHIAZOL-4-YL) ACETATE
• CAS NO: 53266-94-7
• Molecular Formula: C₇H₁₀N₂O₂S
• Molecular Weight: 186.23
• EINECS: 258-452-1
• Product Categories: Pharmaceutical Intermediates;Nitrogen cyclic compounds;Amines;blocks;Carboxes;Thiazoles;Heterocyclic Compounds;(intermediate of cefotiam);Cephalosporins;Building Blocks;Heterocyclic Building Blocks;Other APIs
• Mol File: 53266-94-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 92-94 °C(lit.)
• Boiling Point: 318.5 °C at 760 mmHg
• Flash Point: 185 °C
• Appearance: Slightly yellow to beige/Crystalline Powder
• Density: 1.2900 (rough estimate)
• Vapor Pressure: 0.00036mmHg at 25°C
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 3.72±0.10(Predicted)
• BRN: 139617
• CAS DataBase Reference: Ethyl 2-amino-4-thiazoleacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-amino-4-thiazoleacetate(53266-94-7)
• EPA Substance Registry System: Ethyl 2-amino-4-thiazoleacetate(53266-94-7)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 37/39-26-36
• WGK Germany: 3
• F: 23
• HazardClass: IRRITANT
• Hazardous Substances Data: 53266-94-7(Hazardous Substances Data)

Usage

Chemical Properties

slightly yellow to beige crystalline powder

Uses

Ethyl 2-Amino-4-thiazoleacetate, is a versatile building block for the synthesis of various pharmaceutical and biologically active compounds including inhibitors and antibiotics. It is used in the synthesis of Cefdinir (C242675) derivatives.

General Description

Ethyl 2-aminothiazole-4-acetate is an organic ligand and possess strong coordination ability and display diverse coordination modes due to the presence of N, O coordination atoms.

InChI:InChI=1/C7H10N2O2S/c1-2-11-6(10)3-5-4-12-7(8)9-5/h4H,2-3H2,1H3,(H2,8,9)

Upstream product

• 141-97-9 ethyl acetoacetate 
• 17356-08-0 thiourea 
• 420-04-2 CYANAMID 
• 638-07-3 ethyl (2-chloroaceto)acetate 
• 13176-46-0 4-bromoethyl acetoacetate 
• 84911-18-2 ethyl 2-bromoacetoacetate 
• 29676-71-9 2-amino-4-thiazoleacetic acid 
• 64-17-5 ethanol 

Downstream Products

• 349626-29-5 {2-[(N-acetyl-sulfanilyl)-amino]-thiazol-4-yl}-acetic acid ethyl ester 
• 56355-79-4 ethyl 2-(2-bromo-1,3-thiazol-4-yl)acetate 
• 294886-87-6 [2-(2-chloro-2-phenyl-acetylamino)-thiazol-4-yl]-acetic acid ethyl ester 
• 19749-93-0 2-chloroacetamido-4-thiazolyl acetic acid ethyl ester 
• 375844-31-8 ethyl 2-(2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)acetate 
• 945469-74-9 ethyl 2-[2-(2-tritylaminoethylcarbonylamino)-1,3-thiazol-4-yl]acetate 
• 878010-66-3 ethyl 2-[2-(5-(tert-butyloxycarbonylamino)pentylcarbonylamino)-1,3-thiazol-4-yl]acetate 
• 945469-76-1 2-[2-(2-tritylaminoethylcarbonylamino)-1,3-thiazol-4-yl]acetic acid 
• 945469-77-2 C₃₉H₄₃N₅O₉S 
• 945469-78-3 C₅₄H₅₁N₅O₇S 
• 945469-79-4 C₅₁H₄₉N₇O₁₁S 
• 945469-80-7 C₅₂H₅₁N₇O₁₁S 
• 945469-83-0 benzyl 3-carboxy-3-[2-(5-(tert-butyloxycarbonylamino)pentylcarbonylamino)-1,3-thiazol-4-yl-methylcarbonylamino]propanoate 
• 945469-84-1 benzyl 3-butylcarbamoyl-3-[2-(5-(tert-butyloxycarbonylamino)pentylcarbonylamino)-1,3-thiazol-4-ylmethylcarbonylamino]propionate 

Relevant articles and documents

Synthesis of 2-Aminothiazole Derivatives in Easy Two-Step, One-Pot Reaction

Condensation of brominated ethyl acetoacetate with thiourea gives 2-amino-5-ethoxycarbonyl-4-methylthiazole (1) and ethyl α-(2-amino-4-thiazolyl)acetate (2), indicating that bromination of the substrate occurs on both sides of the carbonyl group. X-ray di

Target-Directed Azide-Alkyne Cycloaddition for Assembling HIV-1 TAR RNA Binding Ligands

The highly conserved HIV-1 transactivation response element (TAR) binds to the trans-activator protein Tat and facilitates viral replication in its latent state. The inhibition of Tat–TAR interactions by selectively targeting TAR RNA has been used as a strategy to develop potent antiviral agents. Therefore, HIV-1 TAR RNA represents a paradigmatic system for therapeutic intervention. Herein, we have employed biotin-tagged TAR RNA to assemble its own ligands from a pool of reactive azide and alkyne building blocks. To identify the binding sites and selectivity of the ligands, the in situ cycloaddition has been further performed using control nucleotide (TAR DNA and TAR RNA without bulge) templates. The hit triazole-linked thiazole peptidomimetic products have been isolated from the biotin-tagged target templates using streptavidin beads. The major triazole lead generated by the TAR RNA presumably binds in the bulge region, shows specificity for TAR RNA over TAR DNA, and inhibits Tat–TAR interactions.

Study on a New Method for Synthesis of Mirabegron

Mirabegron is a muscle relaxing drug for the treatment of overactive bladder. The existing synthetic methods for mirabegron produced intermediate product 4-(2-(phenethylamino)ethyl)aniline, which complicated the final product purification process. In this study, we designed a new synthetic route for mirabegron with low cost starting materials and a production of mirabegron at a 99.6% purity and a 61% overall yield. Particularly, this new synthetic route did not produce side product 4-(2-(phenethylamino)ethyl)aniline, which significantly simplified the product purification process.