57634-55-6

Basic information

• Product Name: 4-(2-AMINO-THIAZOL-4-YL)-PHENOL
• Synonyms: 4-(2-AMino-4-thiazolyl)phenol;TOSLAB 14875;4-(2-AMINO-THIAZOL-4-YL)-PHENOL;4-(2-AMINO-1,3-THIAZOL-4-YL)PHENOL;2-Amino-4-(4-hydroxyphenyl)- thiazole
• CAS NO: 57634-55-6
• Molecular Formula: C₉H₈N₂OS
• Molecular Weight: 192.24
• Mol File: 57634-55-6.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 417.8 °C at 760 mmHg
• Flash Point: 206.5 °C
• Appearance: /
• Density: 1.391 g/cm³
• Vapor Pressure: 1.42E-07mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-(2-AMINO-THIAZOL-4-YL)-PHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-AMINO-THIAZOL-4-YL)-PHENOL(57634-55-6)
• EPA Substance Registry System: 4-(2-AMINO-THIAZOL-4-YL)-PHENOL(57634-55-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• HazardClass: IRRITANT
• Hazardous Substances Data: 57634-55-6(Hazardous Substances Data)

Usage

General Description

4-(2-amino-thiazol-4-yl)-phenol is a chemical compound with the molecular formula C9H8N2OS. It is a phenolic thiazole derivative and is commonly used in pharmaceutical research as a building block for the synthesis of various drug compounds. This chemical has been studied for its potential therapeutic properties and has shown promise in the treatment of certain medical conditions. Additionally, 4-(2-amino-thiazol-4-yl)-phenol has been investigated for its antioxidant and antibacterial properties, making it a versatile and potentially valuable compound in the field of medicinal chemistry. Its unique structure and properties make it a valuable tool in drug discovery and development.

InChI:InChI=1/C9H8N2OS/c10-9-11-8(5-13-9)6-1-3-7(12)4-2-6/h1-5,12H,(H2,10,11)

Upstream product

• 17356-08-0 thiourea 
• 99-93-4 4-Hydroxyacetophenone 
• 1071-86-9 bis(formamidine)disulphide dihydrobromide 
• 99233-31-5 1-(4-hydroxyphenyl)-2-iodoethanone 
• 2491-38-5 2-bromo-1-(4'-hydroxyphenyl)-1-ethanone 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 2104-04-3 4-(4-methoxyphenyl)-1,3-thiazol-2-amine 
• 420-04-2 CYANAMID 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2200-91-1 4-ethynylphenol 
• 7339-87-9 4-hydroxyphenylacetaldehyde 

Downstream Products

• 103155-06-2 7-{[4-(4-hydroxy-phenyl)-thiazol-2-ylamino]-methyl}-quinolin-8-ol 
• 103096-78-2 3-[4-(4-hydroxy-phenyl)-thiazol-2-ylamino]-1-phenyl-propan-1-one 
• 50728-79-5 3,5-dichloro-2-hydroxy-N-[4-(4-hydroxy-phenyl)-thiazol-2-yl]-benzamide 
• 74675-81-3 3,5-dibromo-2-hydroxy-N-[4-(4-hydroxy-phenyl)-thiazol-2-yl]-benzamide 
• 57634-48-7 4-(2-amino-5-chloro-thiazol-4-yl)-phenol 
• 79615-43-3 2-amino-4-<4-(2-thienylmethoxy)phenyl>thiazole 
• 79667-26-8 7-{[4-(4-Hydroxy-phenyl)-thiazol-2-ylamino]-phenyl-methyl}-quinolin-8-ol 
• 112635-04-8 2-hippurylamino-4-p-hydroxyphenylthiazole 
• 103726-76-7 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-thiazol-2-yl-benzenesulfonamide 
• 103726-71-2 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-pyrimidin-2-yl-benzenesulfonamide 
• 103726-72-3 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-(2-methyl-pyrimidin-4-yl)-benzenesulfonamide 
• 103726-75-6 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-(4,6-dimethyl-pyrimidin-2-yl)-benzenesulfonamide 
• 103740-33-6 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-(3,4-dimethyl-isoxazol-5-yl)-benzenesulfonamide 
• 103726-74-5 4-[2-Amino-4-(4-hydroxy-phenyl)-thiazol-5-ylazo]-N-(6-methoxy-pyridazin-3-yl)-benzenesulfonamide 

Relevant articles and documents

1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]

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, synthesis and molecular modelling studies of 1-methyl-3-(4-substituted phenyl-1,3thiazol-2-yl)-2-(pyridin-3-yl)-2,3-dihydroquinazolin-4(1h)-ones as potent anticancer agents

The present study involves the design, synthesis, characterization and molecular docking studies of biologically active quinazolin-4-ones, which were synthesized by condensing 2-amino-4-substituted phenylthiazole with N-methylbenzoxazin-4-one. The N-methylbenzoxazin-4-one and 2-amino-4-substituted phenylthiazole were synthesized from N-methylanthranilic acid and substituted ketones, respectively. The ADME properties determined the synthetic accessibility of quinazolin-4-ones by in silico Swiss ADME. The colorectal anticancer screening was done by using cell HT-29 human colorectal adenocarcinoma based on molecular docking studies on 3GC7-the structure of p38alpha in complex with dihydroquinazolinone. Finally, compounds 5Dh8, 5DF6, 5Db2 and 5Di9 exhibited better activity at a concentration 10 μg/mL when compared to 5-fluorouracil. The ADME properties revealed that all the compounds were within the range and docking studies showed the highest binding with glide score -7.19 and -7.027 Kcal/mol compared to the target protein -10.67 Kcal/mol.