Category: thiazole

Ligand- and solvent-free synthesis of 2-aminobenzothiazoles by copper-catalyzed tandem reaction of 2-haloanilines with isothiocyanates was written by Yao, Ruiya;Liu, Haiyi;Wu, Yichao;Cai, Mingzhong. And the article was included in Applied Organometallic Chemistry in 2013.Related Products of 1843-21-6 This article mentions the following:

An environmentally friendly, efficient and practical synthesis of 2-aminobenzothiazoles by a copper(II)-catalyzed tandem reaction of 2-haloanilines with isothiocyanates under ligand- and solvent-free conditions in air was carried out. The developed methodol. conforms to the principles of green chem. and addresses the shortage of such methods for the synthesis of 2-aminobenzothiazoles. The reaction is quite general and generates a variety of 2-aminobenzothiazoles in good to excellent yields. © 2012 John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Related Products of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Related Products of 1843-21-6

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Imidazole derivatives was written by Dash, B.;Mohapatra, P. K.. And the article was included in Journal of the Institution of Chemists (India) in 1984.COA of Formula: C15H12N2S This article mentions the following:

Imidazothiazoles I (R, R¹ = H, 2-Cl, 4-Cl, 4-MeO; R² = H, 4-Cl, 4-Me, 4-MeO) and imidazooxadiazoles II (R³ = H, 2-Cl, 4-Cl, 4-MeO; R⁴ = H, 4-Br, 4-Cl, 4-Me, 4-MeO) were prepared by cyclocondensation of substituted phenacyl bromides with 4,5-diaryl-2-thiazolamines or 5-aryl-1,3,4-oxadiazol-2-amines, resp. Mass fragmentation of I and II were studied to confirm their structures and compare fragmentation patterns of thiazoles and oxadiazoles. At 500 ppm I and II inhibited Curvularia species by 78-83% and 55-64%, resp. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7COA of Formula: C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazoles in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications. The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.COA of Formula: C15H12N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

trans-3,4-Disubstituted pyrrolidines as inhibitors of the human aspartyl protease renin. Part II: Prime site exploration using an oxygen linker was written by Sellner, Holger;Cottens, Sylvain;Cumin, Frederic;Ehrhardt, Claus;Kosaka, Takatoshi;Lorthiois, Edwige;Ostermann, Nils;Webb, Randy L.;Rigel, Dean F.;Wagner, Trixie;Maibaum, Jurgen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Recommanded Product: Thiazol-2-ylmethanamine This article mentions the following:

Inhibition of the aspartyl protease renin is considered as an efficient approach for treating hypertension. Lately, we described the discovery of a novel class of direct renin inhibitors which comprised a pyrrolidine scaffold (e.g., 2). Based on the x-ray structure of the lead compound 2 bound to renin we predicted that optimization of binding interactions to the prime site could offer an opportunity to further expand the scope of this chemotype. Pyrrolidine-based inhibitors were synthesized in which the prime site moieties are linked to the pyrrolidine core through an oxygen atom, resulting in an ether or a carbamate linker subseries. Especially the carbamate derivatives showed a pronounced increase in in vitro potency compared to 2. Here we report the structure-activity relation of both subclasses and demonstrate blood pressure lowering effects for an advanced prototype in a hypertensive double-transgenic rat model after oral dosing. In the experiment, the researchers used many compounds, for example, Thiazol-2-ylmethanamine (cas: 55661-33-1Recommanded Product: Thiazol-2-ylmethanamine).

Thiazol-2-ylmethanamine (cas: 55661-33-1) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The nitrogen in thiazole is sp2 hybridized and the lone pair of electrons localized on the nitrogen is less reactive due to increased aromatic character and decreased basicity. It is protonated and alkylated/acylated at nitrogen forming hydrochloride and quaternary thiazolium salt.Recommanded Product: Thiazol-2-ylmethanamine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and evaluation of novel diphenylthiazole derivatives as potential anti-inflammatory agents was written by Abdelazeem, Ahmed H.;Habash, Maha;Maghrabi, Ibrahim A.;Taha, Mutasem O.. And the article was included in Medicinal Chemistry Research in 2015.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

In the presented study, we synthesized a novel series of 18 diphenylthiazole derivatives and tested their anti-inflammatory properties. They showed significant anti-inflammatory properties in inflamed mice paws animal model. Docking-based anal. suggested that they act as COX enzyme inhibitors. The most potent compound 9e is significantly more active in reducing inflamed animal paws compared to diclofenac. Accordingly, we believe these compounds are good leads for further development into potent anti-inflammatory drugs. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application In Synthesis of 4,5-Diphenylthiazol-2-amine).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Synthesis and antimicrobial screening of substituted 2-mercaptobenzothiazoles was written by Murti, Y.;Pathak, D.. And the article was included in Journal of Pharmaceutical Research in 2008.Application In Synthesis of 5-Nitrobenzothiazole-2-thiol This article mentions the following:

The study explores the antimicrobial activity of some 2-mercaptobenzothiazoles and correlates the effect on the antimicrobial potency by varying the substituents in the benzene part of the benzothiazole ring system. Substituted 2-mercaptobenzothiazoles, e.g., I, were prepared by heterocyclization of anilines with carbon disulfide. The synthetic methods used are simple, rapid, and economical and found to be accurate and reproducible. The results of antibacterial and antifungal studies have been found to be satisfactory. Antibacterial activity of the compounds was tested using Escherichia coli, Staphylococcus aureus and Bacillus subtilis and antifungal activity of the compounds was tested using Aspergillus niger and Candida albicans. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Application In Synthesis of 5-Nitrobenzothiazole-2-thiol).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Application In Synthesis of 5-Nitrobenzothiazole-2-thiol

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Solid-phase synthesis and modification of thiazole orange and its derivatives and their spectral properties was written by Fei, Xuening;Yang, Shaobin;Zhang, Baolian;Liu, Zhijun;Gu, Yingchun. And the article was included in Journal of Combinatorial Chemistry in 2007.Reference of 58759-63-0 This article mentions the following:

A new solid-phase synthesis is shown to be effective in the preparation of the cyanine dye thiazole orange (TO) and its derivatives, which can be obtained as a traceless cleavage of the Merrifield resin method. The influence of different solvents and substituent groups on benzothiazole (such as Cl, Me, and NO₂) was extensively studied. The changes of the spectral characteristics and fluorescence intensity of the TO derivatives were described. The phenomenon of the synergetic effect was also depicted after modifying the TO mol. with chitosan oligosaccharide at the end of the alkyl, which can effectively improve the sensitivity of the fluorescent probe. In the experiment, the researchers used many compounds, for example, 5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0Reference of 58759-63-0).

5-Nitrobenzothiazole-2-thiol (cas: 58759-63-0) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Reference of 58759-63-0

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Design, synthesis, and structure-activity relationships of unsubstituted piperazinone-based transition state factor Xa inhibitors was written by Huang, Wenrong;Naughton, Mary Ann;Yang, Hua;Su, Ting;Dam, Suiko;Wong, Paul W.;Arfsten, Ann;Edwards, Susan;Sinha, Uma;Hollenbach, Stanley;Scarborough, Robert M.;Zhu, Bing-Yan. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Formula: C6H7ClN2O3S2 This article mentions the following:

A series of novel transition state factor Xa inhibitors containing a variety of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them, the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC₅₀ below 1 nM against factor Xa. In the experiment, the researchers used many compounds, for example, 2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9Formula: C6H7ClN2O3S2).

2-Acetamido-4-methylthiazole-5-sulfonyl chloride (cas: 69812-29-9) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Thiazole sulfonation occurs only under forcing conditions: the action of oleum at 250 °C for 3 hours in the presence of mercury(II) sulfate leads to 65% formation of 5-thiazole sulfonic acid.Formula: C6H7ClN2O3S2

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Thiazole derivatives as vulcanization accelerators. II-IV was written by Kimijima, Takuzo;Miyama, Shunichi. And the article was included in Kogyo Kagaku Zasshi in 1943.Product Details of 1843-21-6 This article mentions the following:

Equivalent amounts of PhNH₂, CS₂, and S were made to react in an autoclave under pressure at 180-260° for 6 hrs. to obtain mercaptobenzothiazole, with the pressure varying from 20 to 50 atm. according to the temperature used. Analysis showed that at 180° the reaction was incomplete, the product being mostly anilinobenzothiazole with a large amount of aniline left unreacted. Yields of mercaptobenzothiazole at 200, 220, 240, and 260° of 13.3, 86.5, 76.4, and 67.6%, resp., were obtained. From the reaction products at various temperatures, it was deduced that mercaptobenzothiazole is formed through anilinobenzothiazole and that the reaction is endothermic. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Product Details of 1843-21-6).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, π-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Product Details of 1843-21-6

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

High-Yield Synthesis of Pyridyl Conjugated Microporous Polymer Networks with Large Surface Areas: From Molecular Iodine Capture to Metal-Free Heterogeneous Catalysis was written by Zuo, Hongyu;Wei, Lyu;Zhang, Weiyi;Li, Ying;Liao, Yaozu. And the article was included in Macromolecular Rapid Communications in 2020.Formula: C13H10N2S This article mentions the following:

Capturing volatile radioactive nuclides including iodine (I129 or I131) is one of the major problems to be solved for environmental sustainability. Multiple types of functional microporous materials such as metal organic frameworks and covalent organic frameworks have been constructed for iodine emission control. However, most of the microporous materials are limited by their weak binding force with iodine and low stability, leading to low capture efficiencies. Herein, the synthesis of pyridyl conjugated microporous polymer networks with large surface areas (PCMP-Y) up to 1304 m2 g-1 and high yields up to 95% via a simple Yamamoto cross-coupling reaction, is reported. The PCMP-Y carries amine and pyridine N groups which have stronger interactions with iodine mols. The high sp. surface areas and porosities of PCMP-Y facilitate iodine capture, delivering a maximum adsorption capacity of 4.75 g g-1 in a short time (3 h), which is superior to a majority of porous materials reported. Moreover, the reversible desorption nature of PCMP-Y capturing iodine imparts a platform for metal-free heterogeneous catalyst, which can be applied to synthesize aminobenzothiazole medicines via O2-promoted cascade reactions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Formula: C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazole rings are planar and aromatic. Thiazoles are characterized by larger pi-electron delocalization than the corresponding oxazoles and have therefore greater aromaticity. Electrophilic attack at nitrogen depends on the presence of electron density at nitrogen as well as the position and nature of substituent linked to the thiazole ring.Formula: C13H10N2S

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The scope and limitations of deuteration mediated by Crabtree’s catalyst was written by Ellames, George J.;Gibson, Jennifer S.;Herbert, John M.;McNeill, Alan H.. And the article was included in Tetrahedron in 2001.Recommanded Product: 5-Phenylthiazole This article mentions the following:

Exchange of protons for deuterons mediated by Crabtree’s catalyst is directed efficiently by a functional group containing an sp²-hybridized nitrogen or oxygen atom; more electron-rich substrates are, in general, deuterated more efficiently. The electronic effects of substituents in the arene ring are critical only where the directing group is poor, in which case exchange is generally promoted by electron donating substituents, but the exchange is impeded by bulky meta-substituents. In the experiment, the researchers used many compounds, for example, 5-Phenylthiazole (cas: 1826-13-7Recommanded Product: 5-Phenylthiazole).

5-Phenylthiazole (cas: 1826-13-7) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 5-Phenylthiazole

Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica