893652-36-3

Usage

Uses

Used in Organic Synthesis:
METHYL 2-AMINO-4-PHENYLTHIAZOLE-5-CARBOXYLATE is used as a building block in organic synthesis for the production of pharmaceuticals and agrochemicals. Its functional groups and structural properties facilitate the creation of complex molecules with biological activity.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, METHYL 2-AMINO-4-PHENYLTHIAZOLE-5-CARBOXYLATE is utilized as a key intermediate. Its unique chemical properties allow for the development of new drugs with potential therapeutic applications.
Used in Pharmaceutical Development:
METHYL 2-AMINO-4-PHENYLTHIAZOLE-5-CARBOXYLATE is used as a precursor in the development of new pharmaceuticals. Its role in the synthesis of biologically active molecules makes it instrumental in advancing drug discovery and innovation.
Used in Agrochemical Production:
METHYL 2-AMINO-4-PHENYLTHIAZOLE-5-CARBOXYLATE is also used in the agrochemical industry as a building block for the synthesis of agrochemicals. Its contribution to the development of effective and safe agrochemicals is significant for agricultural productivity and pest management.

Upstream product

• 59864-01-6 methyl 2-bromo-3-oxo-3-phenylpropanoate 
• 17356-08-0 thiourea 
• 614-27-7 methyl 3-oxo-3-phenylpropionate 
• 86971-60-0 (Z)-3-amino-3-phenylacrylic acid methyl ester 
• 333-20-0 potassium thioacyanate 
• 98-86-2 acetophenone 

Downstream Products

• 1552267-48-7 methyl 2-({[4-(ethylsulfonyl)phenyl]acetyl}amino)-4-phenyl-1,3-thiazole-5-carboxylate 
• 228413-61-4 2-amino-4-phenylthiazole-5-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of thiazolyl-based hydroxamic acids as histone deacetylase inhibitors

Herein we report the synthesis of 4-phenyl substituted thiazolyl-based hydroxamates as histone deacetylase inhibitors. The synthesis of the target compounds is comprised of a Hantzsch-thiazole reaction, a HATU-mediated acylation and a hydroxamic acid synthesis. Preliminary docking results indicated an isozyme selectivity by addressing the lower pocket of HDAC4 with 4-phenyl thiazoles. Surprisingly, this new series of thiazolyl based hydroxamates revealed a moderate HDAC6 inhibitory activity in the low micromolar range. Two of the hydroxamic acids did not show an HDAC4 inhibition up to 100 μM, whilst a third with a 4-pyridinyl CAP moiety displayed a moderate HDAC4 inhibitory activity in the micromolar range.

Solvent-Controlled Synthesis of Thiocyanated Enaminones and 2-Aminothiazoles from Enaminones, KSCN, and NBS

An effective and simple solvent-controlled synthesis of thiocyanated enaminones and 2-aminothiazoles has been demonstrated from enaminones, potassium thiocyanate, and N-bromosuccinimide. This process features mild reaction conditions, simple and easy oper

TBHP/AIBN-Mediated Synthesis of 2-Amino-thioazoles from Active Methylene Ketones and Thiourea under Metal-free Conditions

A new oxidative system of tert-butyl hydroperoxide (TBHP)/azodiisobutyronitrile (AIBN) has been used for the first time for a convenient, metal-free synthesis of substituted 2-aminothioazoles from active methylene ketone derivatives and thiourea. The reaction is postulated to proceed via an oxidative cyclization initiated by a radical process and followed by a condensation reaction.

Method for synthesizing 2-aminothiazole derivative

The invention discloses a method for synthesizing a 2-aminothiazole derivative. The method comprises the following steps: by taking a ketone derivative (I) with an electron withdrawing group at the alpha position and thiourea (II) as raw materials, t-buty

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.