83558-37-6

Basic information

• Product Name: 4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE
• Synonyms: OTAVA-BB BB7015592784;TIMTEC-BB SBB011146;4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE;4-(3-METHOXYPHENYL)-1,3-THIAZOL-2-AMINE;AURORA 12275;ASINEX-REAG BAS 13096236;4-(3-Methoxyphenyl)thiazol-2-aMine;2-AMino-4-(3-Methoxyphenyl)thiazole
• CAS NO: 83558-37-6
• Molecular Formula: C₁₀H₁₀N₂OS
• Molecular Weight: 206.26
• Mol File: 83558-37-6.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 388.6±17.0 °C(Predicted)
• Appearance: /
• Density: 1.259±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 4.55±0.50(Predicted)
• CAS DataBase Reference: 4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE(83558-37-6)
• EPA Substance Registry System: 4-(3-METHOXY-PHENYL)-THIAZOL-2-YLAMINE(83558-37-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 83558-37-6(Hazardous Substances Data)

Usage

General Description

4-(3-Methoxy-phenyl)-thiazol-2-ylamine is a thiazole compound with a molecular formula C10H10N2OS and a molecular weight of 214.27 g/mol. It is a yellow to orange solid that is commonly used as an intermediate in the synthesis of pharmaceuticals and organic compounds. The presence of a thiazole ring and an amino group in its structure gives it potential pharmacological activities, such as antimicrobial, antiviral, and anticancer properties. This chemical is also used as a building block in the development of new drugs and agrochemicals due to its versatile reactivity and biological activity. Additionally, 4-(3-Methoxy-phenyl)-thiazol-2-ylamine may have other potential applications in materials science and organic synthesis due to its unique structure and properties.

Upstream product

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Downstream Products

• 83558-22-9 2-(N,N-dibenzylaminoacetamido)-4-m-methoxyphenylthiazole 
• 83558-21-8 2-(N,N-diisobutylaminoacetamido)-4-m-methoxyphenylthiazole 
• 83558-23-0 2-piperidinoacetamido-4-m-methoxyphenylthiazole 
• 83558-24-1 2-pyrrolidinoacetamido-4-m-methoxyphenylthiazole 
• 74604-51-6 N-[4-(3-Methoxy-phenyl)-thiazol-2-yl]-oxalamic acid ethyl ester 

Relevant articles and documents

Synthesis of 2-aminothiazoles via rhodium-catalyzed carbenoid insertion/annulation of sulfoxonium ylides with thioureas

Sulfoxonium ylides as carbene precursors couple smoothly with thioureas in the presence of 5 mol% of rhodium(II) acetate dimmer via carbenoid insertion to afford the corresponding 2-aminothiazoles with high chemoselectivity, providing a facile and efficient approach to access a variety of 2-aminothiazole derivatives with good functional groups tolerance.

Design and synthesis of phenoxymethybenzoimidazole incorporating different aryl thiazole-triazole acetamide derivatives as α-glycosidase inhibitors

A novel series of phenoxymethybenzoimidazole derivatives (9a-n) were rationally designed, synthesized, and evaluated for their α-glycosidase inhibitory activity. All tested compounds displayed promising α-glycosidase inhibitory potential with IC50 values in the range of 6.31 to 49.89?μM compared to standard drug acarbose (IC50 = 750.0 ± 10.0?μM). Enzyme kinetic studies on 9c, 9g, and 9m as the most potent compounds revealed that these compounds were uncompetitive inhibitors into α-glycosidase. Docking studies confirmed the important role of benzoimidazole and triazole rings of the synthesized compounds to fit properly into the α-glycosidase active site. This study showed that this scaffold can be considered as a highly potent α-glycosidase inhibitor.

Design, synthesis, characterization and antitubercular activity of some novel 2, 4-disubstituted thiazole derivatives

Literature reviews reveal that thiazole and pyrazine carboxamide derivatives exhibit anticonvulsant, antimicrobial, anticancer and anti-tubercular activities due to the presence of –S-C=N- and-CO–NH- moiety. A series of thiazolyl pyrazine carboxamide derivatives (5a-j) were synthesized by condensation reaction between 2-amino, 4-substituted phenyl 2-amino thiazole and pyrazine 2-carboxylic acid. These synthesized thiazole derivatives (5a-j) were evaluated for their inhibitory activity against Mycobacterium tuberculosis (Mtb), H37Rv using microplate Alamar Blue assay (MABA). The compound, 5c and 5h showed high anti-mycobacterial activity with MIC value of 6.25 μg/ml, and the compound 5g also exhibited anti-mycobacterial activity with MIC value of 12.50 μg/ml. Molecular docking studies of these synthesized molecules with b-Ketoacyl-ACP Synthase (KasA) protein of Mycobacterium tuberculosis (Mtb) have been carried out to understand the mechanism of antimycobacterial action.