290835-51-7

Usage

Uses

Used in Pharmaceutical Research and Drug Discovery:
5-(4-chlorobenzyl)thiazol-2-aMine is used as a chemical intermediate for the development of new antibiotics and antimicrobial agents. Its unique structure and properties make it a promising candidate for the creation of novel therapeutic agents to combat drug-resistant infections.
Used in Agrochemicals:
In the agrochemical industry, 5-(4-chlorobenzyl)thiazol-2-aMine is used as a building block for the synthesis of various agrochemicals, such as pesticides and herbicides. Its potential antimicrobial properties may also contribute to the development of new products for crop protection and disease management.
Used in Material Science:
5-(4-chlorobenzyl)thiazol-2-aMine may have applications in material science, where its unique chemical structure could be utilized to develop new materials with specific properties. This could include the creation of advanced coatings, sensors, or other materials with potential uses in various industries.

Upstream product

• 99846-92-1 2-chloro-3-(4-chlorophenyl)propanal 
• 17356-08-0 thiourea 
• 2028-74-2 p-chlorobenzenediazonium chloride 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 924824-35-1 N-[5-(4-chlorobenzyl)-1,3-thiazol-2-yl]chromane-3-carboxamide 
• 1200399-18-3 1,1-dimethylethyl 6-[({5-[(4-chlorophenyl)methyl]-1,3-thiazol-2-yl}amino)carbonyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate 
• 862265-00-7 C₁₃H₁₂Cl₂N₂OS 
• 301306-14-9 2-chloro-N-[5-[(4-chlorophenyl)methyl]thiazol-2-yl]acetamide 
• 1353638-26-2 C₁₃H₁₀ClN₃OS₂ 
• 1200399-64-9 N-{5-[(4-chlorophenyl)methyl]-1,3-thiazol-2-yl}-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide hydrochloride 
• 1208553-00-7 C₂₂H₂₂Cl₂N₂OS 

Relevant academic research and scientific papers

Synthesis and BK channel-opening activity of 2-amino-1,3-thiazole derivatives

A series of 2-amino-5-arylmethyl- or 5-heteroarylmethyl-1,3-thiazole derivatives were synthesized and evaluated for BK channel-opening activities in cell-based fluorescence assay and electrophysiological recording. The assay results indicated that the activities of the investigated compounds were influenced by the physicochemical properties of the substituent at benzene ring.

Synthesis and antitumor activities of new n-(5-benzylthiazol-2-yl)-2-(heteryl-5-ylsulfanyl)-acetamides

Aim. Synthesis of a series of new N-(5-benzyl-thiazol-2-yl)-2-(heteryl-5-ylsulfanyl)-acetamides and study of their anticancer activity. Methods. Organic synthesis, analytical and spectral methods, pharmacological screening. Results. [2-chloro-N-(5-aryl-1,

Glucose promoted facile reduction of azides to amines under aqueous alkaline conditions

A quick and efficient method for the reduction of azides to amines in water using d-glucose and KOH as green reagents is reported. The protocol is simple, inexpensive, scalable, and can be applied to different aromatic, heteroaromatic and sulphonyl azides. A high level of chemoselectivity is observed for azide reduction in the presence of other reducible functionalities like cyano, nitro, ether, ketone, amide and acid. The reaction gets completed in a short time (5-20 minutes), and furnishes the amines in high yield (85-99%). Unlike conventional hydrogenations, this reduction protocol does not require any metal catalyst, elaborate experimental setup or use of high-pressure equipment.

Aminothiazoles as Potent and Selective Sirt2 Inhibitors: A Structure-Activity Relationship Study

Sirtuins are NAD+-dependent protein deacylases that cleave off acetyl but also other acyl groups from the ε-amino group of lysines in histones and other substrate proteins. Dysregulation of human Sirt2 (hSirt2) activity has been associated with the pathogenesis of cancer, inflammation, and neurodegeneration, which makes the modulation of hSirt2 activity a promising strategy for pharmaceutical intervention. The sirtuin rearranging ligands (SirReals) have recently been discovered by us as highly potent and isotype-selective hSirt2 inhibitors. Here, we present a well-defined structure-activity relationship study, which rationalizes the unique features of the SirReals and probes the limits of modifications on this scaffold regarding inhibitor potency. Moreover, we present a crystal structure of hSirt2 in complex with an optimized SirReal derivative that exhibits an improved in vitro activity. Lastly, we show cellular hyperacetylation of the hSirt2 targeted tubulin caused by our improved lead structure.

A convenient method for the synthesis of 2-[(5-benzyl-1,3-thiazol-2-yl) imino]-1,3-thiazolidin-4-one derivatives

It was found that the reaction of 2-chloroacetamido/chloropropioamido-5- benzylthiazole with potassium thiocyanate gave, via rearrangement, 2-[(5-benzyl-1,3-thiazol-2-yl)imino]-1,3-thiazolidin-4-ones.

Synthesis of 2-azido-1,3-thiazoles as 1,2,3-triazole precursors

By diazotization of 2-aminothiazoles and reaction with sodium azide, the derivatives of 2-azidothiazole were synthesized. Conditions of diazotization were selected according to the nature of a substituent in thiazoles. 2-Azidothiazole derivatives were studied in the base-catalysed condensation reactions with activated methylenic compounds to yield new 1-(1,3-thiazol-2-yl)- 1H-1,2,3-triazole-4-carboxylic acids.

Discovery and potency optimization of 2-amino-5-arylmethyl-1,3-thiazole derivatives as potential therapeutic agents for prostate cancer

A new chemical series was identified via high-throughput screening as having antiproliferative activity on DU-145 human prostate carcinoma cell line (hit compound potency - 2.9 μM). Medicinal chemistry optimization of two peripheral diversity vectors of t

MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS

The present invention relates to modulators of ATP-Binding Cassette ("ABC") transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator ("CFTR"), compositions thereof, and methods therewith. The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators (I) or a pharmaceutically acceptable salt thereof, wherein: Ht is a 5-membered heteroaromatic ring containing 1-4 heteroatoms selected from O, S, N or NH, wherein said ring is optionally fused to a 6-membered monocyclic or 10-membered bicyclic carbocyclic or heterocyclic, aromatic or non-aromatic ring, wherein Ht is optionally substituted with w occurrences of -WRw, wherein w is 0-5; ring A is 3-7 membered monocyclic ring having 0-3 heteroatoms selected from O, S, N, or NH, wherein ring A is optionally substituted with q occurrences of QRQ; ring B is optionally fused to 5-6 membered carbocyclic or heterocyclic, aromatic or non-aromatic ring .

Heterocyclic syntheses on the basis of arylation products of unsaturated compounds: X. 3-aryl-2-chloropropanals as reagents for the synthesis of 2-amino-1,3-thiazole derivatives

Meerwein reaction of arenediazonium chlorides with acrolein gave 3-aryl-2-chloropropanals which were brought into cyclocondensation with thiourea. The resulting 2-amino-5-benzyl-1,3-thiazoles were acylated with carboxylic acid chlorides and phthalic anhydride to afford, respectively, 2-acylamino-5-benzyl-1,3-thiazoles and N-(5-benzyl-1,3-thiazol-2-yl) phthalimides.