34176-47-1

Usage

Uses

Used in Pharmaceutical Development:
5-Ethyl-4-phenyl-1,3-thiazol-2-amine is used as a building block in the synthesis of bioactive molecules for medicinal chemistry. Its unique structure allows it to be incorporated into drug candidates that target specific biological pathways, potentially leading to the development of new treatments for various diseases and conditions.
Used in Agrochemical Development:
In the agrochemical industry, 5-Ethyl-4-phenyl-1,3-thiazol-2-amine is used as a potential candidate for the development of new crop protection products. Its thiazole ring structure may offer novel properties that can be harnessed to create effective and environmentally friendly pesticides or other agricultural chemicals.

InChI:InChI=1/C11H12N2S/c1-2-9-10(13-11(12)14-9)8-6-4-3-5-7-8/h3-7H,2H2,1H3,(H2,12,13)

Upstream product

• 495-40-9 propiophenone 
• 17356-08-0 thiourea 
• 877-35-0 2-bromo-1-phenylbutan-1-one 
• 104-51-8 1-butylbenzene 
• 622-76-4 1-phenyl-1-butyne 
• 1158211-74-5 5-ethynyl-4-phenyl-thiazol-2-ylamine 
• 614-14-2 1-Phenyl-1-butanol 
• 100-52-7 benzaldehyde 

Downstream Products

• 1240057-28-6 (S)-1-(1,1-dioxo-1λ6-thiomorpholine-4-carbonyl)-piperidine-2-carboxylic acid (5-ethyl-4-phenyl-thiazol-2-yl)-amide 

Relevant academic research and scientific papers

2-Amino-4-arylthiazoles through One-Pot Transformation of Alkylarenes with NBS and Thioureas

Treatment of alkylarenes with N-bromosuccinimide in a mixture of ethyl acetate and water at 60 °C, a mixture of acetonitrile and water at 80 °C, or a mixture of diethyl carbonate and water under irradiation with a tungsten lamp, followed by a reaction with thioureas or arenethioamides provided the corresponding 2-amino- 4-arylthiazoles or 2,4-diarylthiazoles in good to moderate yields, respectively, in one pot. The present reaction is an efficient one-pot transformation method of alkylarenes into 2-amino-4-arylthiazoles and 2,4-diarylthiazoles directly under mild and transition-metal-free conditions.

Synthesis of α-heterosubstituted ketones through sulfur mediated difunctionalization of internal alkynes

Synthesis of α-heterosubstituted ketones was achieved through sulfur mediated difunctionalization of internal alkynes in one pot. The reaction design involves: phenyl substituted internal alkyne attacking triflic anhydride activated diphenyl sulfoxide to

Discovery of novel N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides as potent RORγt inhibitors

Novel series of N-(5-(arylcarbonyl)thiazol-2-yl)amides and N-(5-(arylcarbonyl)thiophen-2-yl)amides were discovered as potent retinoic acid receptor-related orphan receptor-gamma-t (RORγt) inhibitors. SAR studies of the RORγt HTS hit 6a led to identification of thiazole ketone amide 8h and thiophene ketone amide 9g with high binding affinity and inhibitory activity of Th17 cell differentiation. Compound 8h showed in vivo efficacy in both mouse experimental autoimmune encephalomyelitis (EAE) and collagen induced arthritis (CIA) models via oral administration.

NEW AMINOTHIAZOLES AS FBPASE INHIBITORS FOR DIABETES

Compounds of formula (I) as well as pharmaceutically acceptable salts and esters thereof, wherein R1 to R3 have the significance given in claim 1 and which can be used in the form of pharmaceutical compositions.

Positive allosteric modulators of the nicotinic acetylcholine receptor

The invention provides compounds of Formula I: These compounds may be in the form of pharmaceutical salts or compositions, may be in pure enantiomeric form or racemic mixtures, and are useful in pharmaceuticals used to treat diseases or conditions in which α7 nAChR is known to be involved.

Sulfonylated aminothiazoles as new small molecule inhibitors of protein phosphatases

Based on a previously identified lead structure, SC-ααδ9, we have developed a versatile new chemical scaffold that can be readily modified to generate libraries of both Tyr and dual specificity phosphatase inhibitors with reduced molecular weight and lipophilicity. The most potent analogue identified to date, aminothiazole 8z, inhibits the dual specificity phosphatase Cdc25B with a Ki of 4.6 ± 0.4 μM and a Hill coefficient of 2.