6318-74-7

Usage

Uses

Used in Catalyst Industry:
Bax 439 is used as a ligand for the creation of coordination complexes with central metal ions, such as Titanium. This application is crucial in the development of catalysts that facilitate specific chemical reactions.
Used in Chemical Reactions:
Bax 439 is used as a component in the head-to-tail dimerization of 1-alkynes, such as 3-Penten-1-yne. One of its complexes, Permethyltitanocene-bis(trimethylsilyl)acetylene, acts as a catalyst in this process, enabling the formation of new chemical compounds with potential applications in various industries.

InChI:InChI=1/C15H12N2S.ClH/c16-15-17-13(11-7-3-1-4-8-11)14(18-15)12-9-5-2-6-10-12;/h1-10H,(H2,16,17);1H

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 17356-08-0 thiourea 
• 1484-50-0 desyl bromide 
• 199915-38-3 9-fluorenylmethoxycarbonyl isothiocyanate 
• 333-20-0 potassium thioacyanate 
• 5773-56-8 1,2-Diphenylethanol 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 2010-06-2 2-Amino-4-phenylthiazole 
• 70-11-1 α-bromoacetophenone 
• 61954-82-3 2-amino-4-phenyl-5-bromo-1,3-thiazole 
• 98-80-6 phenylboronic acid 
• 26226-48-2 1,2-diphenyl-1-nitrooxirane 
• 61795-22-0 (1-azidoethene-1,2-diyl)dibenzene 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 7713-93-1 bis-(4,5-diphenyl-thiazol-2-yl)-amine 
• 74636-86-5 3-(4,5-diphenyl-thiazol-2-yl)-2-phenyl-3H-quinazolin-4-one 
• 105197-02-2 2,4-Dibromo-6-{[(E)-4,5-diphenyl-thiazol-2-ylimino]-methyl}-phenol 
• 105212-92-8 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-(4,5-diphenyl-thiazol-2-yl)-amine 
• 105197-00-0 (4,5-Diphenyl-thiazol-2-yl)-[1-phenyl-meth-(E)-ylidene]-amine 
• 99756-64-6 4',5'-diphenylthiazole-2'-imino-(4-hydroxy)-benzylidene 
• 105196-97-2 (4,5-Diphenyl-thiazol-2-yl)-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-amine 
• 105196-96-1 2-{[(E)-4,5-Diphenyl-thiazol-2-ylimino]-methyl}-phenol 
• 89405-40-3 4-{[(E)-4,5-Diphenyl-thiazol-2-ylimino]-methyl}-2-methoxy-phenol 
• 105212-91-7 [1-(4-Dimethylamino-phenyl)-meth-(E)-ylidene]-(4,5-diphenyl-thiazol-2-yl)-amine 
• 105196-99-4 1-{[(E)-4,5-Diphenyl-thiazol-2-ylimino]-methyl}-naphthalen-2-ol 
• 105197-01-1 4-Bromo-2-{[(E)-4,5-diphenyl-thiazol-2-ylimino]-methyl}-phenol 

Relevant academic research and scientific papers

A one-pot synthesis of 2-aminothiazoles via the coupling of ketones and thiourea using I2/dimethyl sulfoxide as a catalytic oxidative system

A series of 2-aminothiazoles is prepared in moderate-to-good yields by the direct coupling of ketones and thiourea using I2/dimethyl sulfoxide as a catalytic oxidative system. This method avoids the preparation of lachrymatory and toxic α-haloketones and the use of an acid-binding agent, thus providing a more convenient approach to 2-aminothiazoles compared to the Hantzsch reaction.

Method for preparing 2-aminothiazole compound

The invention discloses a method for preparing a 2-aminothiazole compound. The method comprises the following steps: in an organic solvent, carrying out a condensation reaction on thiourea representedby a formula (II) and a ketone compound represented by a formula (III) at 50-120 DEG C for 6-24 h under the catalysis of elemental iodine, and after the reaction is finished, carrying out post-treatment on the reaction solution to obtain the 2-aminothiazole compound represented by a formula (I). According to the invention, the method has characteristics of cheap and easily available reaction rawmaterials, mild reaction conditions, simpleness, no requirement of transition metal catalysts and a stoichiometric halogenating reagents and cost reducing, and can be used for synthesizing a series of2-aminothiazole derivatives, and the prepared products can be used as important intermediates for synthesizing thiazole structure-containing drugs or bioactive compounds.

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.

SUBSTITUTED PROPANAMIDES AS INHIBITORS OF NUCLEASES

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

Efficient and facile strategy to substituted 2-aminothiazoles via ring opening of α-nitroepoxides

A novel and efficient reaction has been developed to synthesize a set of substituted 2-aminothiazoles from α-nitroepoxides and ammonium thiocyanate. This reaction could proceed smoothly at mild condition, to afford products for a wide range of substrates with good to excellent yields. A possible mechanism has also been proposed.

Method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light

The invention relates to a method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light. The method comprises the following steps: adding an olefin azide compound, ammonium thiocyanate and copper acetate into a solvent acetonitrile separately, performing driving reaction by using visible light with wavelength of 450 to 460 nm at the temperature of 25 DEG C for 20 to36 hours to obtain reaction liquid, and spin-drying the reaction liquid to obtain concentrate; and performing silica-gel column chromatography on the concentrate to obtain the 4-alkyl or aryl-2-aminothiazole. The method is high in yield, mild in condition and low in environmental pollution.

Vicinal diaryl azole-based urea derivatives as potential cholesterol lowering agents acting through inhibition of SOAT enzymes

A novel series of vicinal diaryl azole-urea derivatives were synthesized and evaluated for their potential to inhibit SOAT enzyme. Among the reported compounds, compound (12d) emerged as the most potent compound with an IC50value of 2.43?μM. In polaxamer-407 induced lipoprotein lipase inhibition model, compound (12d) reduced triglyceride turnover in?vivo. Compound (12d) also showed dose-dependent prevention of serum total cholesterol and prevention of LDL-C elevation at a dose of 30?mg/kg. Furthermore, compound (12d) showed potential to stop falling levels of serum HDL-C dose-dependently and improved the atherogenic index. Effect of 12d on body weight, plaque formation and development of atherogenic lesions were studied. Toxicological study of compound (12d) indicated that at a dose of 2000?mg/kg, 12d was devoid of any signs of toxicity or mortality.

Design, synthesis and analgesic/anti-inflammatory evaluation of novel diarylthiazole and diarylimidazole derivatives towards selective COX-1 inhibitors with better gastric profile

The inhibition of gastric cyclooxygenase 1 (COX-1) enzyme was believed to be the major cause of non-steroidal anti-inflammatory drugs (NSAIDs)-induced gastric ulcer. Recent studies disproved this belief and showed that the gastric tissues vulnerability is not solely connected to COX-1 inhibition. This work aimed at exploring and rationalizing the differential analgesic and anti-inflammatory activities of novel selective COX-1 inhibitors with improved gastric profile. Two novel series of 4,5-diarylthiazole and diarylimidazole were designed, synthesized in analogy to selective COX-1 inhibitors (mofezolac and FR122047) which lack gastric damaging effects. The new compounds were evaluated in vitro for their COXs inhibitory activity and in vivo for their anti-inflammatory and analgesic potentials. Four compounds; diphenylthiazole glycine derivatives (15a, 15b) and diphenylimidazolo acetic acid derivatives (19a, 19b), which possess carboxylic acid group exhibited significant activity and selectivity against COX-1 over COX-2. Of these compounds, (4,5-bis(4-methoxyphenyl)thiazol-2-yl)glycine 15b was the most potent compound against COX-1 with an inhibitory half maximal concentration (IC50) of 0.32 μM and a selectivity index (COX-2 IC50/COX-1 IC50) of 28.84. Furthermore, an ulcerogenicity study was performed where the tested compounds demonstrated a significant gastric tolerance. Interestingly, the most selective COX-1 inhibitor showed higher analgesic activity in vivo as expected compared to their moderate anti-inflammatory activity. This study underscores the need for further design and development of novel analgesic agents with low tendency to cause gastric damage based on improving their COX-1 affinity and selectivity profile.