5039-09-8

Usage

Uses

Used in Pharmaceutical Industry:
N-(4-phenyl-1,3-thiazol-2-yl)acetamide is used as a pharmaceutical agent for its potential antibacterial, antifungal, and antiviral properties. Its ability to combat various types of infections makes it a valuable asset in the development of new treatments for infectious diseases.
Used in Anti-inflammatory and Analgesic Applications:
N-(4-phenyl-1,3-thiazol-2-yl)acetamide is used as an anti-inflammatory and analgesic agent due to its potential to reduce inflammation and alleviate pain. This makes it a candidate for the development of new medications to treat conditions characterized by inflammation and pain, such as arthritis and other inflammatory disorders.
Used in Organic Synthesis:
In the field of organic synthesis, N-(4-phenyl-1,3-thiazol-2-yl)acetamide is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for the creation of a wide range of chemical products, contributing to the advancement of chemical research and the development of new materials.
Used in Drug Discovery and Medicinal Chemistry:
N-(4-phenyl-1,3-thiazol-2-yl)acetamide is used as a target for drug discovery and medicinal chemistry due to its potential therapeutic uses and biological activity. Its unique chemical properties make it an interesting subject for further research, with the aim of developing new drugs and therapies to address various health conditions.

Upstream product

• 2010-06-2 2-Amino-4-phenylthiazole 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 87273-75-4 3‐oxo‐N‐(4‐phenylthiazol‐2yl)butanamide 
• 87273-73-2 6-Methyl-2-(2-oxo-2-phenyl-ethylsulfanyl)-[1,3]oxazin-4-one 
• 87273-74-3 N-(4-phenylthiazol-2-yl)-3-aminocrotonamide 
• 70-11-1 α-bromoacetophenone 
• 127-09-3 sodium acetate 
• 19433-17-1 acetophenone O-acetyloxime 

Downstream Products

• 99970-50-0 N-(4-phenyl-5-thiocyanato-thiazol-2-yl)-acetamide 
• 4588-03-8 N-(5-diethylaminomethyl-4-phenyl-thiazol-2-yl)-acetamide 
• 62263-07-4 4-(2-acetylamino-thiazol-4-yl)-benzenesulfonyl chloride 
• 4588-10-7 1,4-bis-(2-acetylamino-4-phenyl-thiazol-5-ylmethyl)-piperazine 
• 4588-08-3 N-(5-benzoimidazol-1-ylmethyl-4-phenyl-thiazol-2-yl)-acetamide 
• 4588-07-2 N-[5-(N-benzyl-anilinomethyl)-4-phenyl-thiazol-2-yl]-acetamide 
• 4588-06-1 N-[5-(N-ethyl-anilinomethyl)-4-phenyl-thiazol-2-yl]-acetamide 
• 4588-04-9 N-[5-(dimethylamino-methyl)-4-phenyl-thiazol-2-yl]-acetamide 
• 14269-47-7 N-(3-methyl-4-phenyl-3H-thiazol-2-ylidene)-acetamide 
• 4896-98-4 N-[5-(N-methyl-anilinomethyl)-4-phenyl-thiazol-2-yl]-acetamide 
• 73034-84-1 3-(2-acetylamino-thiazol-4-yl)-benzenesulfonyl chloride 
• 2241-59-0 2-acetylamino-4-phenylthiazole-5-sulphonyl chloride 
• 5039-15-6 N-ethyl-4-phenyl-1,3-thiazol-2-amine 
• 89021-12-5 N-[(5-formyl-4-phenyl)-1,3-thiazol-2-yl]acetamide 

Relevant academic research and scientific papers

NOVEL COMPOUNDS

The present invention relates to novel compounds of formula (I) and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 or ubiquitin spec

Access to Thiazole via Copper-Catalyzed [3+1+1]-Type Condensation Reaction under Redox-Neutral Conditions

A new strategy for thiazoles via copper-catalyzed [3+1+1]-type condensation reaction from oximes, anhydrides and potassiumthiocyanate (KSCN) is developed herein. The transformation has good functional group tolerance and various thiazoles were formed smoothly in good to excellent yields under mild reaction conditions. This process involves copper-catalyzed N-O/C-S bond cleavages, activation of vinyl sp2 C-H bond, and C-S/C-N bond formations which are under redox-neutral conditions as well as operational simplicity.

2-amino-4-arylthiazole derivatives as anti-giardial agents: Synthesis, biological evaluation and QSAR studies

A series of seven 2-amino-4-arylthiazoles were prepared following Hantzsch's modified method under microwave irradiation. A set of 50 derivatives was obtained and the in vitro activity against Giardia intestinalis was evaluated. The results on the biological activity revealed that, in general, the N-(5-bromo-4-aryl-thiazol-2-yl)-acetamide scaffold showed high bioactivity. In particular, compounds 6e (IC50= 0.39 μM) and 6b (IC50= 0.87 μM) were found to be more potent than the positive control metronidazole. Citoxicity and acute toxicity tests performed showed low toxicity and high selectivity of the most active compounds (6e SI = 139, 6b SI = 52.3). A QSAR analysis was applied to a data set of 37 obtained 2-amino-4-arylthiazoles derivatives and the best model described a strongly correlation between the anti-giardiasic activity and molecular descriptors as E2M, RDF115m, F10, MATS6v, and Hypnotic-80, with high statistical quality. This finding indicates that N-substituted aminothiazole scaffold should be investigated for the development of highly selective anti-giardial agent.

Amorphous carbon-silica composites bearing sulfonic acid as solid acid catalysts for the chemoselective protection of aldehydes as 1,1-diacetates and for N-, O- and S-acylations

Amorphous carbon-silica composites bearing sulfonic acid derived from inexpensive natural organic compounds (glucose, maltose, cellulose, chitosan and starch) were prepared by partial carbonization followed by sulfonation and their catalytic activity was evaluated for the protection of aldehydes as 1,1-diacetates and for N-, O- and S-acylations under solvent-free conditions. Different biomaterials have been chosen, with a view to select the most active solid acid catalyst. Carbon-silica composites were characterized by FTIR, XRD and elemental analysis. Sulfonated carbon-silica composite derived from starch was found to be the most active and could be recycled for several runs without loss of significant activity. It was also characterized by TGA, SEM and TEM.

Preparation, antimicrobial activity, and toxicity of 2-amino-4-arylthiazole derivatives

Seven 2-amino-4-aryl-1,3-thiazoles (1a-g) and their corresponding 2-aminoacetyl (2a-g) and 2-aminoacetyl-5-bromo (3a-g) derivatives were synthesized and tested in vitro against 11 reference strains, three Gram-positive and four Gram-negative bacteria, two yeasts, and two moulds. Toxicity of the compounds was also evaluated using the brine shrimp test. Compounds 1a, 1b, 1e-g, and 3b showed moderate antimicrobial activity at different concentrations. The results indicated that acetylation of the amino group and bromination at position 5 of the thiazole moiety cause lost of activity. Compounds 1a, 1e, and 1f showed toxicity to brine shrimp nauplii below 10 ppm. Most other compounds showed moderate toxicity, LD50 above 100 ppm. Structures of all compounds were confirmed by NMR and MS data.

Vilsmeier Haack reaction of substituted 2-acetamidothiazole derivatives and their antimicrobial activity

Vilsmeier Haack (VMH) reaction of 2-acetamidothiazole having carbethoxy group at C-4 affords the unexpected N-formylated product, which is followed by deacetylation. The same reaction with substituents other than carbethoxy group at C-4 position (viz CHs

Structure-activity relationships of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists

4-(4-Methoxyphenyl)-2-aminothiazole and 3-(4-methoxyphenyl)-5- aminothiadiazole derivatives have been synthesized and evaluated as selective antagonists for human adenosine A3 receptors. A methoxy group in the 4-position of the phenyl ring and

Ac2O-Py/basic alumina as a versatile reagent for acetylations in solvent-free conditions under microwave irradiation

Acetic anhydride-pyridine over basic alumina has been used in order to carry out acetylations of hydroxy, thiol and amino groups in solvent-free conditions under microwave irradiation. The technique can be extended for selective acetylations by regulation of irradiation time.

Synthesis and characterization of new alkylating agents from 2-amino-4-phenylthiazole

Starting with 2-amino-4-phenylthiazole (1), the preparation of two new nitrosoureas 1-(4'-phenyl-2'-thiazolyl)-3-(2-chloroethyl)-3-nitrosourea (3), 1-(5'-bromo-4'-phenylthiazolyl)-3-(2-chloroethyl)-3-nitrosourea (8) and the N,N-bis(2-chloroethyl)-4-phenyl

S-PHENACYLATION OF 6-METHYL-4-OXO-2-THIO-2,3-DIHYDRO-4H-1,3-OXAZINE AND THE RING TRANSFORMATION OF THE S-PHENACYLATED COMPOUND

1,3-oxazine 1 reacted with phenacyl bromide in water using sodium hydroxide as a base to give S-phenacylated derivative 2, but the homogeneous conditions such as NaH in THF or NaOMe in methanol caused the base-induced cycloreversion of 1, resulting in the formation of thiocyanate 3.For the purpose of the intramolecular transformation to pyrimidine-fused heterocycle 11, 2 was treated with ammonia in refluxing ethanol, but gave amidamine 6 while 8 was obtained with ammonium acetate in refluxing acetic acid.Although the direct ring closure failed, the target 11 was finally synthesized by the cyclodehydration of ketamide 7 with phosphorus pentoxide at 250 deg C.