2104-04-3

Basic information

• Product Name: 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine
• Synonyms: TIMTEC-BB SBB006971;TOSLAB 14873;AURORA 6429;BUTTPARK 41\03-37;ASISCHEM T30919;IFLAB-BB F0370-0004;2-AMINO-4-(4-METHOXYPHENYL)THIAZOLE;4-(4-METHOXYPHENYL)-1,3-THIAZOLE-2-YLAMINE
• CAS NO: 2104-04-3
• Molecular Formula: C₁₀H₁₀N₂OS
• Molecular Weight: 206.26
• Product Categories: fine chemicals
• Mol File: 2104-04-3.mol
• Article Data: 117

Chemical Properties

• Melting Point: 204-208°C
• Boiling Point: 396.7 °C at 760 mmHg
• Flash Point: 193.7 °C
• Appearance: /
• Density: 1.259 g/cm³
• Vapor Pressure: 1.67E-06mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: 2-8°C
• PKA: 4.57±0.10(Predicted)
• CAS DataBase Reference: 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine(2104-04-3)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine(2104-04-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 2104-04-3(Hazardous Substances Data)

Usage

General Description

4-(4-Methoxyphenyl)-1,3-thiazol-2-amine is a compound with the molecular formula C11H10N2OS. It is a thiazole derivative with an amine group attached to the thiazole ring. The presence of the methoxyphenyl group suggests that this compound may have potential use in pharmaceutical or medicinal chemistry, as methoxy groups are often found in bioactive compounds. Thiazole derivatives have been researched for their various biological activities, including antimicrobial, antiviral, and antitumor properties. Further studies on 4-(4-Methoxyphenyl)-1,3-thiazol-2-amine could reveal its potential as a lead compound for the development of new drugs or therapeutic agents.

InChI:InChI=1/C10H10N2OS/c1-13-8-4-2-7(3-5-8)9-6-14-10(11)12-9/h2-6H,1H3,(H2,11,12)

Upstream product

• 98946-76-0 2-amino-4-(4'-methoxyphenyl)-5-bromothiazole 
• 114710-75-7 3-Allyl-2-[(Z)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-thiazolidin-4-one 
• 13664-92-1 2,2-dibromo-1-(4-methoxyphenyl)ethanone 
• 17356-08-0 thiourea 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 199915-38-3 9-fluorenylmethoxycarbonyl isothiocyanate 
• 333-20-0 potassium thioacyanate 
• 114710-71-3 N¹-<4-(p-methoxyphenyl)-2-thiazolyl>-N²-allylthiourea 
• 93435-57-5 α-tosyloxy-p-methoxyacetophenone 
• 80336-72-7 2-iodo-1-(4-methoxyphenyl)ethanone 
• 637-69-4 4-Methoxystyrene 
• 34910-42-4 1-(1-azidovinyl)-4-methoxybenzene 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 103566-23-0 4-(4-methoxy-phenyl)-5-thiocyanato-thiazol-2-ylamine 
• 104095-79-6 4,4'-bis-(4-methoxy-phenyl)-5,5'-benzylidene-bis-thiazol-2-ylamine 
• 77925-47-4 N-acetyl-sulfanilic acid-[4-(4-methoxy-phenyl)-thiazol-2-ylamide] 
• 74636-81-0 3-[4-(4-methoxy-phenyl)-thiazol-2-yl]-2-methyl-3H-quinazolin-4-one 
• 62684-52-0 2-{bis-[4-(4-methoxy-phenyl)-thiazol-2-ylamino]-methyl}-phenol 
• 64517-92-6 2-chloro-3-[4-(4-methoxy-phenyl)-thiazol-2-ylamino]-[1,4]naphthoquinone 
• 74636-87-6 3-[4-(4-methoxy-phenyl)-thiazol-2-yl]-2-phenyl-3H-quinazolin-4-one 
• 54890-73-2 N,N-phthaloyl-glycine 4-(4-methoxy-phenyl)-thiazol-2-ylamide 
• 22757-84-2 4-acetylamino-naphthalene-1-sulfonic acid 4-(4-methoxy-phenyl)-thiazol-2-ylamide 
• 23893-47-2 6-acetylamino-naphthalene-2-sulfonic acid 4-(4-methoxy-phenyl)-thiazol-2-ylamide 
• 7713-83-9 N-(4-p-methoxyphenyl-2-thiazolyl)thiourea 
• 3471-85-0 1-[4-(4-methoxy-phenyl)-thiazol-2-yl]-3-p-tolyl-thiourea 
• 77203-45-3 2-hydroxybenzylidene-4-(4-methoxyphenyl)-2-amino thiazole 
• 64343-66-4 4-{[4-(4-methoxy-phenyl)-thiazol-2-ylimino]-phenyl-methyl}-benzene-1,3-diol 

Relevant articles and documents

Synthesis, in vitro assays, molecular docking, theoretical ADMET prediction, and evaluation of 4-methoxy-phenylthiazole-2-amine derivatives as acetylcholinesterase inhibitors

Based on the cholinergic hypothesis of the reported compound, N-(4-(4-methoxy-phenyl)thiazol-2-yl)-3-(pyrrolidin-1-yl)propionamide, which had a good inhibitory activity to acetylcholinesterase (AChE), the new 4-methoxy-phenylthiazole-2-amine derivatives as AChE inhibitors (AChEIs) have been designed and synthesized in this study. Their chemical structures were confirmed by proton nuclear magnetic resonance, carbon-13 nuclear magnetic resonance, mass spectrometry, and infrared. Furthermore, their inhibitory activities against AChE in vitro were also tested by Ellman spectrophotometry, and the inhibitory activity test results showed that most of the compounds of 4-methoxy-phenylthiazole-2-amine derivatives had a certain AChE inhibitory activity in vitro, and the IC50 (half-maximal inhibitory concentration) value of compound 5g was 5.84 μmol/L, which was higher than that of the reference compound, rivastigmine. Moreover, it had almost no inhibitory effect on butyrylcholinesterase. In addition, compound 5g was subjected to enzyme inhibition kinetics experiments, and the result of Lineweaver–Burk’s V?1–[S]?1 double-reciprocal plot showed that the acting type of compound 5g was mixed inhibition type. Furthermore, the AChE inhibitory activity mechanism of compound 5g was explored by the conformational analysis and molecular docking, which was based on the principle of the four-point pharmacophore model necessary for AChE inhibition. Finally, in silico molecular property and ADMET (absorption, distribution, metabolism, excretion, and toxicity) of the synthesized compounds were predicted by using Molinspiration and PreADMET online servers, respectively. It can be concluded that the lead AChEI compound 5g presented satisfactory drug-like characteristics and ADME properties.

One-Pot Multi-Component Synthesis of 1,4-Dihydropyridines Using Zn2+@KSF and Evaluating Their Antibacterial and Antioxidant Activities

New 5-aryl-10-(4-(4-methoxyphenyl)thiazole-2-yl)-9,10-dihydropyrido[2,3-d:5,6-d′]dipyrimidinone-2,4,6,8-(1H,3H,5H,7H)-tetraones 6a-d were synthesized through one-pot four-component reaction of aldehydes, barbituric acid, and thiazole using Zn2+

Sodium alginate: Biopolymeric catalyst for the synthesis of 2-amino-4-arylthiazole derivatives in aqueous medium

Regarded as a naturally occurring macromolecule and without any post-modification, sodium alginate which possesses a granular form was found to be an efficient and recoverable bifunctional heterogeneous organocatalyst for the synthesis of 2-amino-4-arylthiazole derivatives was carried out by the reaction of substituted phenyl acetylene and thiourea in an eco-friendly condition in the presence of TBBDA (tetrabromobenzene-1,3-disulfonamide (tetrabromobenzene-1,3-disulfonamide). Mild reaction conditions, simple reaction procedure, easy purification, high yields of products, eco-friendly catalyst usage and convenient reusability are the highlighted points of this protocol.

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.