Day: December 30, 2022

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

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

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

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

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

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

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

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

Preparation and spectroscopy of new bi-, tri-, and tetracyclic thiazole derivatives was written by Sanchez-Viesca, F.. And the article was included in Revista Latinoamericana de Quimica in 1990.Synthetic Route of C15H12N2S This article mentions the following:

Thiazoles I [R – NH₂, Me; R¹ = 2,4,5-(MeO)₃C₆H₂, Ph; R² = H, Me, Ph] were obtained from RCSNH₂ and ClCHR²COR¹. Thiazolothiazole II and bithiazole III were prepared from 2,4,5-(MeO)₃C₆H₂CHO or 2,4,5-(MeO)₃C₆H₂COCH₂Cl and dithiooxamide. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Synthetic Route of C15H12N2S).

4,5-Diphenylthiazol-2-amine (cas: 6318-74-7) 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.Synthetic Route of C15H12N2S

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

Design, synthesis and analgesic/anti-inflammatory evaluation of novel diarylthiazole and diarylimidazole derivatives towards selective COX-1 inhibitors with better gastric profile was written by Abdelazeem, Ahmed H.;El-Saadi, Mohammed T.;Safi El-Din, Asmaa G.;Omar, Hany A.;El-Moghazy, Samir M.. And the article was included in Bioorganic & Medicinal Chemistry in 2017.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

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. 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. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Application In Synthesis of 4,5-Diphenylthiazol-2-amine

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