185613-91-6

Basic information

• Product Name: 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE
• Synonyms: 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE;5-(2-AMINO-4-THIAZOLYL)-1,3-BENZODIOXOLE;4-(1,3-BENZODIOXOL-5-YL)-1,3-THIAZOL-2-AMINE;4-(1,3-BENZODIOXOL-5-YL)-1,3-THIAZOL-2-YLAMINE;4-(2H-1,3-Benzodioxol-5-yl)-1,3-thiazol-2-amine;4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine
• CAS NO: 185613-91-6
• Molecular Formula: C₁₀H₈N₂O₂S
• Molecular Weight: 220.25
• Mol File: 185613-91-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE(185613-91-6)
• EPA Substance Registry System: 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE(185613-91-6)

Safety Data

• Hazardous Substances Data: 185613-91-6(Hazardous Substances Data)

Usage

General Description

4-Benzo[1,3]dioxol-5-yl-thiazol-2-ylamine is a chemical compound with the molecular formula C11H8N2OS. It is a heterocyclic compound that contains a thiazole ring and a benzo[1,3]dioxole ring. 4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE has potential applications in the field of medicinal chemistry, as it may possess biological activities such as antimicrobial, antifungal, or antitumor properties. Its precise uses and potential pharmacological effects are the subject of ongoing research.

Upstream product

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Downstream Products

• 488815-95-8 2-[4-(benzo[1,3]dioxol-5-yl)-thiazol-2-ylaminocarbonyl]-benzoic acid 

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.

Synthesis, biological evaluation, and metabolic stability of chlorogenic acid derivatives possessing thiazole as potent inhibitors of α-MSH-stimulated melanogenesis

A series of catechol and dioxolane analogs containing thiazole CGA derivatives have been synthesized and evaluated for their inhibitory activity against α-MSH. The inhibitory activity was improved by replacing an α,β-unsaturated carbonyl of previously reported caffeamides with thiazole motif. Surprisingly, compound 7d, one of the derivatives of dioxolane analogs, displayed the most potent inhibitory activity with an IC50 of 0.90 μM. Further studies on metabolic stability and bioactivation potential were also accomplished.

I2/CuO-catalyzed tandem cyclization strategy for one-pot synthesis of substituted 2-aminothiozole from easily available aromatic ketones/α,β-unsaturated ketones and thiourea

A concise and efficient one-pot process from easily available methyl ketones/unsaturated methyl ketones and thiourea was developed for the synthesis of 2-aminothiazoles under the media of I2/CuO. The method can highly stereoselectivity obtain the E-isomers of 4-ethenyl-2-aminothiazoles (5a-f). All these target molecules were characterized by NMR, HRMS and IR spectra. Furthermore, the target compounds 3c and 5b were further determined by X-ray crystallographic analysis.