13243-76-0

Upstream product

• 5664-49-3 benzene 
• 96-50-4 2-thiazolylamine 
• 100-52-7 benzaldehyde 
• 41593-98-0 N-benzylthiazol-2-amine 
• 67-56-1 methanol 

Downstream Products

• 133691-55-1 5-(4-nitro-phenylsulfanyl)-thiazol-2-ylamine 
• 59775-52-9 2-phenyl-2-(thiazol-2-ylamino)acetonitrile 
• 41593-98-0 N-benzylthiazol-2-amine 
• 96-50-4 2-thiazolylamine 
• 100-52-7 benzaldehyde 
• 918891-41-5 (E)-3-ethylidene-4-phenyl-1-(1,3-thiazol-2-yl)-azetidin-2-one 
• 1372853-85-4 5-benzyl-6-phenylimidazo[2,1-b]thiazole 
• 1426293-33-5 N-[cyano(phenyl)methyl]-N-(thiazol-2-yl)-4-chlorobenzamide 
• 1426293-22-2 N-[cyano(phenyl)methyl]-N-(thiazol-2-yl)benzamide 
• 1426293-26-6 N-[cyano(phenyl)methyl]-N-(thiazol-2-yl)-4-methylbenzamide 
• 1426293-29-9 N-[cyano(phenyl)methyl]-N-(thiazol-2-yl)-3-methylbenzamide 

Relevant academic research and scientific papers

Design, synthesis and biological evaluation of new 1,3-thiazole derivatives as potential anti-inflammatory agents

Thiazoles are widely recognized as nuclei of great value for obtaining molecules with various biological activities, including analgesic, anti-inflammatory, anti-HIV, antidiabetic, antitumor and antimicrobial. A library of 26 thiazole derivatives as fragments were designed, synthesized and evaluated for their anti-inflammatory activities. Some screened compounds showed promising results and were found to be potent in the series by inhibiting LPS-induced TNFα and IL-8 release with IC50 values in μM range without cytotoxic activity.

Sulfated polyborate: A dual catalyst for the reductive amination of aldehydes and ketones by NaBH4

An efficient, quick, and environment-friendly one-pot reductive amination of aldehydes or ketones was developed. In ethanol at 70 °C, a imination catalyzed by sulfated polyborate and further reduced by sodium borohydride yields various amines. The present method has many significant benefits, including a shorter reaction time, excellent yields, and a hassle-free, straightforward experimental process. The reaction has a wide range of applications due to its flexibility, including secondary amine for reductive amination.

CuSO4-glucose for in situ generation of controlled Cu(I)-Cu(II) bicatalysts: Multicomponent reaction of heterocyclic azine and aldehyde with alkyne, and cycloisomerization toward synthesis of N-fused imidazoles

The catalytic efficiency of mixed Cu(I)-Cu(II) system in situ generated by partial reduction of CuSO4 with glucose in ethanol (nonanhydrous) under open air has been explored. With this catalysis, the multicomponent cascade reaction of A3-coupling of heterocyclic amidine with aldehyde and alkyne, 5-exo-dig cycloisomerization, and prototropic shift has afforded an efficient and eco-friendly synthesis of therapeutically important versatile N-fused imidazoles. Diverse heterocyclic amidines, several of which are known to be poorly reactive, and aldehydes are compatible in this catalytic process.

Theoretical calculations and experimental verification of the antibacterial potential of some monocyclic β-lactams containing two synergetic buried antibacterial pharmacophore sites

A new series of N-thiazole, 3-phenyl, 4-substituted phenyl azetidine-2-ones 4(a-h) have been synthesized in good yields starting from 2-aminothiazole 1. In the first step, then Schiff's bases 3(a-h) are prepared by the condensation of 2-aminothiazole 1 with different aryl aldehydes 2(a-h). Finally, monocyclic β-lactams, i.e. substituted azetidinones 4(a-h), were the products formed using three different methods by the dehydrative cyclocondensation of 3(a-h) with phenyl acetyl chloride in dioxane, phenyl acetic acid-thionyl chloride in dichloromethane and phenyl acetic acid-phosphorus oxychloride in dichloromethane in the presence of triethylamine. We found that latter method is the best as compared with the former two methods. The synthesized molecules 4(a-h) were screened for their antibacterial activity against four microorganisms: Staphylococcus aureus (Gram positive), Pseudomonas vulgaris (Gram positive), Pseudomonas aeruginosa (Gram negative), and Escherichia coli (Gram negative). Their antibacterial activities are reported, and on the basis of the screening data available, attempt is also made to elucidate the structure-activity relationship. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Synthesis and isomerization of N-α-aza-heteroaryl-β-lactams

The [2+2] carbonylative cycloaddition of N-α-aza-heteroaryl substituted imines with allyl bromide led partially to β-lactams, which underwent isomerization to the more stable α,β-unsaturated carbonyl compound. Pyrimidinone derivatives together with doubly

Heteroaryl substituted bis-trifluoromethyl carbinols as malonyl-CoA decarboxylase inhibitors

A series of heteroaryl-substituted bis-trifluoromethyl carbinols were prepared and evaluated as malonyl-CoA decarboxylase (MCD) inhibitors. Some thiazole-based derivatives showed potent in vitro MCD inhibitory activities and significantly increased glucos

Synthesis and biological evaluation of benzo[d]isothiazole, benzothiazole and thiazole Schiff bases

Three new series of benzo[d]isothiazole, benzothiazole and thiazole Schiff bases were synthesized and tested in vitro with the aim of identifying novel lead compounds active against emergent and re-emergent human and cattle infectious diseases (AIDS, hepatitis B and C, tuberculosis, bovine viral diarrhoea) or against drug-resistant cancers (leukaemia, carcinoma, melanoma, MDR tumors) for which no definitive cure or efficacious vaccine is available at present. In particular, these compounds were evaluated in vitro against representatives of different virus classes, such as a HIV-1 (Retrovirus), a HBV (Hepadnavirus) and the single-stranded RNA+ viruses Yellow fever virus (YFV) and Bovine viral diarrhoea virus (BVDV), both belonging to Flaviviridae. Title compounds were also tested against representatives of Gram-positive and Gram-negative bacteria (Staphylococcus aureus, Salmonella spp.), various atypic mycobacterial strains (Mycobacterium fortuitum and Mycobacterium smegmatis), yeast (Candida albicans) and mould (Aspergillus fumigatus). None of the compounds showed antiviral or antimicrobial activity. The benzo[d]isothiazole compounds showed a marked cytotoxicity (CC 50=4-9 μM) against the human CD4+ lymphocytes (MT-4) that were used to support HIV-1 growth. For this reason, the most cytotoxic compounds of this series were evaluated for their antiproliferative activity against a panel of human cell lines derived from haematological and solid tumors. The results highlighted that all the benzo[d]isothiazole derivatives inhibited the growth of leukaemia cell lines, whereas only one of the above mentioned compounds (1e) showed antiproliferative activity against two solid tumor-derived cell lines.

Formation of azomethines from 2-aminothiazoles and (heterocyclic) aromatic aldehydes

Reexamination of previous work and new studies show that the reactions of 2-aminothiazoles with (heterocyclic) aromatic aldehydes are not straightforward; there are wide divergencies in behaviour between the various amine-aldehyde pairs. Simple efficient

CONDENSATION REACTIONS BETWEEN AROMATIC ALDEHYDES AND SOME HETEROCYCLIC AROMATIC AMINES

1,1-Diamino derivatives are obtained by means of reactions between 2-aminothiazole and aromatic aldehydes carried out in methanol (and in dimethyl sulphoxide).The reaction of amine with the C=N of imine occurs without catalyst and is an easier process than its addition to C=O.This behaviour is also displayed by a number of aromatic heterocycles and homocyclic amines and may be explained by considering the activating effect of the electron-withdrawing group present in the imine moiety.