Tag: 200-300

Transition-metal-free O-, S-, and N-Arylation of alcohols, thiols, amides, amines, and related heterocycles was written by Cano, Rafael;Ramon, Diego J.;Yus, Miguel. And the article was included in Journal of Organic Chemistry in 2011.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

A new protocol for the Ullmann-type arylation process of different aromatic heterocycles without any transition-metal catalyst, implying the use of a combination of an excess of potassium hydroxide and DMSO, is described. The reaction can be performed between a broad range of starting nucleophiles including phenol, alcs., amines, nitrogen-containing five-membered systems such as pyrazoles, imidazoles, and indoles, and amides with haloarenes, iodide and bromide derivatives giving the best results, the possible pathway involving the in situ generation of the corresponding benzyne intermediate. When the reaction was performed with 2-iodoaniline and either carboxamides or isothiocyanato derivatives, the corresponding benzoazole derivatives were obtained. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Name: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. Thiazoles frequently appear in peptide studies. Thiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis. 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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

Anti-infective and herbicidal activity of N-substituted 2-aminobenzothiazoles was written by Fajkusova, Dagmar;Pesko, Matus;Keltosova, Stanislava;Guo, Jiahui;Oktabec, Zbynek;Vejsova, Marcela;Kollar, Peter;Coffey, Aidan;Csollei, Jozef;Kralova, Katarina;Jampilek, Josef. And the article was included in Bioorganic & Medicinal Chemistry in 2012.Synthetic Route of C13H10N2S This article mentions the following:

In this study, a series of N-substituted 2-aminobenzothiazoles was prepared according to a recently developed method. Twelve compounds were tested for their activity related to the inhibition of photosynthetic electron transport (PET) in spinach (Spinacia oleracea L.) chloroplasts. Primary in vitro screening of the discussed compounds was also performed against fungal, bacterial and mycobacterial species. The biol. activities of some compounds were comparable or higher than the standards phenoxymethylpenicillin or pyrazinamide. The most effective compounds demonstrated insignificant toxicity against the human monocytic leukemia THP-1 cell line. For all compounds, the structure-activity relationships are discussed. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Synthetic Route of C13H10N2S).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) belongs to thiazole derivatives. The higher aromaticity of thiazole is due to delocalization of a lone pair of sulfur electrons across the ring, which is evidenced by chemical shifts of ring hydrogen at δ 7.27 and 8.77 ppm (C2 and C4), indicating diamagnetic ring current. 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.Synthetic Route of C13H10N2S

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

An efficient synthesis of 2-aminobenzoxazoles and 2-aminobenzothiazoles from 2-aminophenols or 2-aminothiophenols and isoselenocyanates was written by Xie, Yuanyuan;Zhang, Fan;Chen, Xiaodong;Li, Jianjun. And the article was included in Heterocycles in 2010.Category: thiazole This article mentions the following:

An expeditious method to access 2-aminobenzoxazoles and 2-aminobenzothiazoles from various substituted 2-aminophenols and 2-aminothiophenol, resp., with isoselenocyanates in a one pot procedure is reported. Elemental Se precipitates nearly quant. in the reaction without any deselenizing agent and it can be reused. A possible mechanism for the formation of the target products is proposed. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Category: thiazole).

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. Thiazole is a versatile building block for the construction and lead generation of new drug discoveries. Numerous diazole-based compounds are in clinical use as anticancer, antileukemic, antiinflammatory, antiviral, antifungal, antirheumatic, immunomodulator, and antiparasitic agents.Category: thiazole

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

Design, synthesis and biological evaluation of novel diphenylthiazole-based cyclooxygenase inhibitors as potential anticancer agents was written by Abdelazeem, Ahmed H.;Gouda, Ahmed M.;Omar, Hany A.;Tolba, Mai F.. And the article was included in Bioorganic Chemistry in 2014.Application In Synthesis of 4,5-Diphenylthiazol-2-amine This article mentions the following:

Non-steroidal anti-inflammatory drugs (NSAIDs) are among the most widely used medications as analgesics and antipyretics. Currently, there is a growing interest in their antitumor activity and their ability to reduce the risk and mortality of several cancers. While several studies revealed the ability of NSAIDs to induce apoptosis and inhibit angiogenesis in cancer cells, their exact anticancer mechanism is not fully understood. However, both cyclooxygenase (COX)-dependent and -independent pathways were reported to have a role. In an attempt to develop new anticancer agents, a series of diphenylthiazole substituted thiazolidinone derivatives was synthesized and evaluated for their anticancer activity against a panel of cancer cell lines. Addnl., the inhibitory activity of the synthesized derivatives against COX enzymes was investigated as a potential mechanism for the anticancer activity. Cytotoxicity assay results showed that compounds 15b and 16b were the most potent anticancer agents with half maximal inhibitory concentrations (IC₅₀) between 8.88 and 19.25 μM against five different human cancer cell lines. Interestingly, COX inhibition assay results were in agreement with that of the cytotoxicity assays where the most potent anticancer compounds showed good COX-2 inhibition comparable to that of celecoxib. Further support to our results were gained by the docking studies which suggested the ability of compound 15b to bind into COX-2 enzyme with low energy scores. Collectively, these results demonstrated the promising activity of the newly designed compounds as leads for subsequent development into potential anticancer agents. 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. 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

Mass spectrometry of some heterocycles was written by Dash, B.;Das, Kasturi;Dash, P. K.. And the article was included in Journal of Teaching and Research in Chemistry in 1994.Recommanded Product: 4,5-Diphenylthiazol-2-amine This article mentions the following:

The fragmentation pattern of some thiazoles and their Schiff bases, thiazolidones, oxadiazoles, thiazolopyrimidones, rhodanines, and 2-amino-3-(2-pyridylamino)benzofuran have been described. Apart from determining the mol. weights, the mass spectral fragmentations have been used in assigning the structure of the compounds Some important rearrangements have been discussed. The mass spectra of some Schiff base metal complexes in which ion decomposition is markedly dependent on the oxidation states normally assumed by the metals have also been discussed. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Recommanded Product: 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. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Recommanded Product: 4,5-Diphenylthiazol-2-amine

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

Copper-catalyzed tandem reactions of 2-halobenzenamines with isothiocyanates under ligand- and base-free conditions was written by Guo, Yan-Jin;Tang, Ri-Yuan;Zhong, Ping;Li, Jin-Heng. And the article was included in Tetrahedron Letters in 2010.Reference of 1843-21-6 This article mentions the following:

A ligand-free copper-catalyzed reaction of 2-halobenzenamines with isothiocyanates has been developed for the synthesis of 2-aminobenzothiazoles. In the presence of CuBr and TBAB (tetra-Bu ammonium bromide, additive), a variety of 2-halobenzenamines underwent the reaction with isothiocyanates at 40 °C, affording 2-aminobenzothiazoles, e.g., I (R¹ = H, MeO, Cl, NO₂; R² = H, Me, Cl, F), in moderate to excellent yields. It is noteworthy that the reaction is conducted under mild, relatively low catalyst loading, and ligand- and base-free conditions. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Reference 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Reference of 1843-21-6

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

Synthesis and properties of novel Y-shaped NLO molecules containing thiazole and imidazole chromophores was written by Ren, Jun;Wang, Shi-Min;Wu, Li-Fang;Xu, Zu-Xun;Dong, Bing-Hai. And the article was included in Dyes and Pigments in 2008.Application of 6318-74-7 This article mentions the following:

Two new second-order NLO mols., derived from a five-membered heterocyclic ring (thiazole and imidazole), were synthesized. The thermal stability, optical transparency and second-order nonlinear optical (NLO) properties were investigated. As a result, good nonlinearity-transparency-thermal stability trade-off was achieved. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Application of 6318-74-7).

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

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

Synthesis and Carbonic Anhydrase Inhibition of Novel 2-(4-(Aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione Derivatives was written by Kocyigit, Umit M.;Aslan, Osman Nuri;Gulcin, Ilhami;Temel, Yusuf;Ceylan, Mustafa. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2016.Reference of 6318-74-7 This article mentions the following:

A number of 2-(4-(aryl)thiazole-2-yl)-3a,4,7,7a-tetrahydro-1H-4,7-methanoisoindole-1,3(2H)-dione derivatives were synthesized and evaluated for their inhibitory characteristics against the human CA isoenzymes I and II (hCA I and hCA II). The structures of the new isoindolylthiazole derivatives were confirmed by means of IR, ¹H NMR, ¹³C NMR, and elemental anal. These compounds exhibited excellent inhibitory effects, in the low nanomolar range, with K_i values in the range of 27.07-37.80 nM against hCA I and in the range of 11.80-25.81 nM against hCA II. Our findings suggested that the new isoindolylthiazole derivatives have superior inhibitory effect over acetazolamide (AZA), which was used as clin. CA inhibitor with K_i values of 34.50 and 28.93 nM against the hCA I and hCA II isoenzymes, resp. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Reference of 6318-74-7).

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.Reference of 6318-74-7

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

An economically and environmentally sustainable synthesis of 2-aminobenzothiazoles and 2-aminobenzoxazoles promoted by water was written by Zhang, Xinying;Jia, Xuefei;Wang, Jianji;Fan, Xuesen. And the article was included in Green Chemistry in 2011.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Tandem reactions of isothiocyanates (1) with 2-aminothiophenols (2), or isothiocyanates (1) with 2-aminophenols (4), were carried out rapidly and efficiently in water. A significant rate acceleration of the reaction between 1a and 2a in water compared with commonly used volatile organic solvents was observed Through these reactions, a variety of structurally and pharmaceutically interesting 2-aminobenzothiazoles (3) and 2-aminobenzoxazoles (5) were synthesized in good yields. This novel synthetic approach toward 3 and 5 has advantages such as high efficiency, readily available starting materials, environmentally benign solvent, and highly simple and practical exptl. procedures. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine).

N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6) 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. There are numerous natural products that possess a thiazole ring with broad pharmacological activities. Thiamine, also known as vitamin B1, possesses a thiazole ring linked with 2-methylpyrimidine-4-amine as hydrochloride salt.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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

Photochemical synthesis of 2-substituted benzothiazoles was written by Muthusamy, Sengoden;Paramasivam, Rangasamy;Ramakrishnan, Vayalakkavoor T.. And the article was included in Journal of Heterocyclic Chemistry in 1991.Computed Properties of C13H10N2S This article mentions the following:

The photochem. cyclization of indolethiocarbanilides I (R, R¹ = H, Cl; R², R³ = H, Me; R⁴ = Cl, Br), o-ClC₆H₄NHCSNR⁵R⁶ (R⁵ = H, Ph; R⁶ = COPh, Ph) and dioxothiocyclohexanecarboxanilides II (R⁷ = H; R⁸ = H, Me; R⁷R⁸ = CH:CHCH:CH) affording the resp. benzothiazoles e.g., III, IV, V are described. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Computed Properties of C13H10N2S).

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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Computed Properties of C13H10N2S

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