3673-53-8

Usage

InChI:InChI=1/C9H9N3S/c10-7-3-1-6(2-4-7)8-5-13-9(11)12-8/h1-5H,10H2,(H2,11,12)

Upstream product

• 99-92-3 p-aminobenzophenone 
• 17356-08-0 thiourea 
• 2104-09-8 4-(4-nitro-phenyl)-thiazol-2-ylamine 
• 99-81-0 4-Nitrophenacyl bromide 
• 556-18-3 4-aminobenzaldehyde 
• 14235-81-5 4-Ethynylaniline 

Downstream Products

• 99983-85-4 N-4-(4-aminophenyl)-thiazol-2-yl-chloroacetamide 
• 359714-00-4 [190a] 2-Amino-4-(4-tert-butoxycarbonylaminophenyl)thiazole 
• 193345-56-1 tert-Butyl 2(S)-{{{4-(2-Amino-4-thiazolyl)phenyl}-amino}carbonyl}-1-pyrrolidinecarboxylate 
• 21674-96-4 N-[4-(2-amino-1,3-thiazol-4-yl)phenyl]acetamide 
• 1356855-38-3 C₁₉H₁₅N₅O₅S 
• 101428-33-5 N-[4-(4-amino-phenyl)-thiazol-2-yl]-2-piperidin-1-yl-acetamide 
• 105492-90-8 4-Methyl-piperazine-1-carboxylic acid {4-[4-(7-chloro-quinolin-4-ylamino)-phenyl]-thiazol-2-yl}-amide 
• 105492-82-8 {4-[4-(7-Chloro-quinolin-4-ylamino)-phenyl]-thiazol-2-yl}-carbamic acid ethyl ester 
• 105492-81-7 4-<4-(2-carbomethoxyamino-4-thiazolyl)phenylamino>-7-chloroquinoline 
• 105492-78-2 4-<(2-amino-4-thiazolyl)-phenylamino>-7-chloroquinoline 
• 101860-88-2 4-(4-amino-phenyl)-5-bromo-thiazol-2-ylamine 

Relevant academic research and scientific papers

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.

Synthesis and Molecular Docking Studies of Some 1,2-Dimethyl-3(4-substituted phenyl-1,3-thiazol-2-yl)2,3-dihydroquinazolin-4(1H)-ones as Anticancer Agents

Synthesis of 1, 2-dimethyl-3(4-substituted phenyl-1,3-thiazol-2-yl)2,3-dihydro quinazolin-4(1H)-ones (5Aa1-5Ak11) derivatives was effected by refluxing 1,2-dimethylbenzoxazine-4-one with different 4-substituted phenyl-1,3-thiazol-2-amines. Synthesized compounds were characterized through elemental analysis, infrared, proton nuclear magnetic resonance, and Carbon-13 nuclear magnetic resonance. Molecular docking studies were carried out using Schr?dinger Glide (version 2020_1) which was docked into selective P38alpha and Activin A Receptor Type 1 (ACVR1) Activin receptor-like kinase-2 (ALK2) kinase with Protein Data Bank (PDB) code 3GC7, 6GI6. Based on the docking score of synthesized quinazolin-4-one derivatives, co-crystallized ligands interaction was evaluated with 5-fluorouracil (5-FU) as a reference drug. Compounds 5Ae5, 5Aa1, 5Ai9, and 5Ab2 with P38alpha, 5Af6, 5Ae5, 5Ad4, and 5Ab2 with ACVR1 (ALK2) kinase score were -7.265, -7.078, -7.058, and -6.836; -8.929, -8.749, -8.735, and -8.464 Kcal/mol against enzymes responsible for cancer treatment. The results indicated that quinazolin-4-one derivatives had scored better than ligand and 5-FU.

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.

Design and Synthesis of 3-Substituted-thiazolyl-2-iminothiazolidin-4-ones as a New Class of Anticonvulsants

A new series of 3-substituted-thiazolyl-2-iminothiazolidin-4-ones were synthesized by nucleophilic substitution of p-substituted-thiazol-2-yl-chloroacetamides with potassium thiocyanide by cyclization. The starting material p-substituted-thiazol-2-yl-chloroacetamides were synthesized from p-substituted-thiazol-2-yl-amines with chloroacetyl chloride, which in turn was prepared from one pot reaction of substituted aryl acetophenone and amino group of thiourea. The title compounds were investigated for their anticonvulsant activity. Among the tested compounds, compound 3-(4-(4-fluorophenyl)thiazol-2-yl)-2-iminothiazolidin-4-one (16) emerged as the most active compound of the series, and it is moderately more potent than the reference standard diazepam.

Synthesis of 2-aminothiazole derivatives from easily available thiourea and alkyl/aryl ketones using aqueous NaICl2

A simple methodology was developed to synthesize substituted aminothiazoles from the corresponding thiourea and substituted ketones using aqueous NaICl2 at reflux temperature in THF. The products were obtained in good to excellent yields.

Promiscuous 2-aminothiazoles (PrATs): A frequent hitting scaffold

We have identified a class of molecules, known as 2-aminothiazoles (2-ATs), as frequent-hitting fragments in biophysical binding assays. This was exemplified by 4-phenylthiazol-2-amine being identified as a hit in 14/14 screens against a diverse range of

AZO DYE, COLORING COMPOSITION, INK FOR INKJET RECORDING, INKJET RECORDING METHOD, INKJET PRINTER CARTRIDGE, AND INKJET RECORDING MATERIAL

PROBLEM TO BE SOLVED: To provide: an azo dye and a coloring composition excellent in moisture resistance; an ink for inkjet recording containing the coloring composition; and an inkjet recording method, an inkjet printer cartridge and an inkjet recording material using the ink for inkjet recording. SOLUTION: The dye is represented by the general formula (1) in the figure. (R1b, R1c, R1d and R1e are each independently a hydrogen atom or substituent or may form a ring with coupling between the substituents; Y1 is a nitrogen atom, or a carbon atom provided with a hydrogen atom or substituent; A1 is an aromatic group that may have a substituent, where the aromatic group represented by A1 may have a heteroatom; and Q1 is a divalent linking group.) COPYRIGHT: (C)2015,JPOandINPIT

Synthesis, characterization, biological activity, and 3D-QSAR studies on some novel class of pyrrole derivatives as antitubercular agents

A new series of pyrrole derivatives have been designed, synthesized, and their structures have been elucidated along with the evaluation of antitubercular activity against Mycobacterium tuberculosis H37Rv using the microplate alamar blue assay method and antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumoniae, and Escherichia coli by broth micro-dilution assay method. Structural activity relationships and 3D-QSAR analysis have been carried out by Topomer Comparative Molecular Field Analysis (CoMFA). Training set of 42 and test set of 8 active compounds were used to develop the method that showed cross-validated correlation coefficient (q 2) of 0.815, standard error of prediction of 0.36, non-cross-validated correlation coefficient (r 2) of 0.973, and standard error of estimate of 0.14 with six components. Graphical Abstract: Synthesis; spectral and 3D-QSAR studies; and antibacterial, antitubercular, and cytotoxic activities of a novel series of pyrrole derivatives are described.[Figure not available: see fulltext.]

NOVEL AZO COMPOUND, AQUEOUS SOLUTION, INK COMPOSITION, INK FOR INKJET RECORDING, INKJET RECORDING METHOD, INK CARTRIDGE FOR INKJET RECORDING AND INKJET RECORDING

The present invention relates to an aqueous solution and an ink composition, which can provide a stable ink which has a good hue as black ink, imparts colored images or colored materials having an excellent fastness, and furthermore, has a small change in physical properties, particularly suppressed bronzing even when preserved over a long period of time. In addition, there is provided a method of forming an image, which provides ink for printing or recording, such as inkjet, and prevents a reduction in image quality of the formed image (a method of preventing a reduction in image quality). An aqueous solution containing (a) a preservative and (b) at least one azo compound represented by the following Formula (1) or a salt thereof, in which the content of (b) is 1% by mass to 25% by mass. (In Formula (1), G represents a nitrogen atom or -C(R2)=. R2 represents a hydrogen atom, a sulfo group, a carboxyl group, a substituted or unsubstituted carbamoyl group or a cyano group. X1, X2, X3, X4, X5, X6 and X7 each independently represents a hydrogen atom or a monovalent substituent. Y2, Y3 and Y4 each independently represents a hydrogen atom or a monovalent substituent. Y2, Y3 and Y4 may be bonded with each other to form a ring. All of Y2, Y3 and Y4 do not represent hydrogen atoms at the same time. M each independently represents a hydrogen atom or a monovalent countercation.)

NOVEL AZO COMPOUND, AQUEOUS SOLUTION, INK COMPOSITION, INK FOR INKJET RECORDING, INKJET RECORDING METHOD, INK CARTRIDGE FOR INKJET RECORDING AND INKJET RECORDING

Provided is an aqueous solution and an ink composition having a favorable color as black ink, providing a colored image or a colored material having excellent fastness by removing a change in image quality of a record by a difference in recording paper, and providing stable ink having a small change in physical properties, particularly, suppressed bronze gloss, even though preservation is performed over a long period of time. In addition, there is provided a method of forming an image, which provides ink for printing or recording, such as inkjet, and prevents a reduction in image quality of the formed image (a method of preventing a reduction in image quality). An aqueous solution including: (a) a preservative, and (b) at least one kind of an azo compound represented by the following Formula (1) or a salt thereof, wherein a content of (b) is 1% by mass to 25% by mass: wherein, in Formula (1), A represents a substituted phenyl group or a substituted or unsubstituted nitrogen-containing 5-membered heterocyclic group, G represents a nitrogen atom or -C(R2)=, R2 represents a hydrogen atom, a sulfo group, a carboxy group, a substituted or unsubstituted carbamoyl group or cyano group, Y2, Y3 and Y4 each independently represents a hydrogen atom or a monovalent substituent, Y2, Y3 and Y4 may be bonded to each other to form a ring, all of Y2, Y3 and Y4 do not represent a hydrogen atom at the same time, and M each independently represents a hydrogen atom or a monovalent countercation.