Tag: 200-300

Reactions of 2-aminobenzothiazoles with phenyl glycidyl ether was written by Ambartsumova, R. F.;Kosmacheva, L. P.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1991.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Aminobenzothiazoles I (R = H, Me, Et, Ph, CH₂Ph, COMe, cyclohexyl; R¹ = H) react with Ph glycidyl ether at the ring N atom to form II, while in base the reaction takes place at the amino group to give phenoxypropylamino derivatives, e.g., I [R = CH₂CH(OH)CH₂OPh]. 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. 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.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine

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

A Novel Route to Substituted 2-(N-Arylamino)benzothiazoles via Iron-Promoted C-S Bond Formation was written by Pinapati, Srinivasa Rao;Mandapati, Usha Rani;Tamminana, Ramana;Rudraraju, Ramesh Raju. And the article was included in ChemistrySelect in 2019.Computed Properties of C13H10N2S This article mentions the following:

The synthesis of 2-(N-arylamino)benzothiazoles I (R = Bu, cyclohexyl, 2-nitrophenyl, etc.; R¹ = H, 5-Me, 7-NO₂, etc.) has been demonstrated in the presence of transition metal under mild reaction conditions. In this paper, disubstituted thioureas R²NHC(S)NHR (R² = 2-iodo-4-methylphenyl, 2-iodo-6-nitrophenyl, 4,5-dimethyl-2-iodophenyl, etc.) have also been reported from isothiocyanates R²NCS at room temperature Subsequently, C-S cross-coupling reaction was described for the construction of benzothiazoles I using cheap, readily available and air stable iron catalyst. Moreover, no other byproducts could be observed except target products. Furthermore, control experiments were performed for reveal the mechanism. In addition, a broad range of substrate scope has been explored. 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. 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. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Computed Properties of C13H10N2S

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

Direct transition metal-free C-S bond formation: synthesis of 2-aminobenzothiazole derivatives via base-mediated approach was written by Wang, Rui;Chen, Zhi;Yue, Liang;Pan, Wei;Zhao, Jun-Jie. And the article was included in Tetrahedron Letters in 2012.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

A general, efficient, and more practical protocol for the base-mediated intermol. or intramol. S-arylation leading to the 2-aminobenzothiazole derivatives, e.g., I (R¹ = H, Me, Meo, F, Cl; R² = H, Me, Cl, Br, NO₂), is reported. Remarkably, all reactions were carried out under transition-metal-free conditions with good to excellent yields, rendering the methodol. presented herein highly valuable from both environmental and economic points of view. 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. 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.Name: N-Phenylbenzo[d]thiazol-2-amine

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

Cyclization of 1-arylthiosemicarbazides into benzothiazoles was written by Kost, A. N.;Lebedenko, N. Yu.;Sviridova, L. A.;Torocheshnikov, V. N.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1978.Product Details of 1843-21-6 This article mentions the following:

Benzothiazoles I (R, R¹, R² = H, Cl, Me, R³ = H, Me, Ph) were obtained by cyclization of RR¹R²C₆H₂NHNHCSNHR³ with polyphosphoric acid. 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. 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.Various laboratory methods exist for the organic synthesis of thiazoles. For example, 2,4-dimethylthiazole is synthesized from thioacetamide and chloroacetone.Product Details of 1843-21-6

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

QSAR study on H₃-receptor affinity of benzothiazole derivatives of thioperamide was written by Bordi, Fabrizio;Mor, Marco;Morini, Giovanni;Plazzi, Pier Vincenzo;Silva, Claudia;Vitali, Tullo;Caretta, Antonio. And the article was included in Farmaco in 1994.Application of 80945-86-4 This article mentions the following:

Starting from the structure of thioperamide, a known H₃-antagonist, a new series of compounds I (R = H, NO₂, Br, etc.) with a benzothiazole nucleus instead of the cyclohexylcarbothioamide moiety was synthesized. Various substituents, selected by exptl. design, were introduced in position 6 of the benzothiazole nucleus, in order to change its physico-chem. characteristics. The lipophilicity of the synthesized compounds was measured by means of RP-HPLC, and their H₃-receptor affinity was evaluated by competitive binding assays on rat cortex synaptosomes, with the labeled ligand N^α-[³H]methylhistamine. A QSAR anal. was performed on the exptl. data, using also substituent constants taken from the literature. The newly synthesized compounds showed lower H₃-affinities than thioperamide; quant. structure-activity relationships, described by models obtained with PLS and MRS techniques, were observed among benzothiazole derivatives According to these relationships, any attempt to improve the potency of these compounds should involve the substitution of the benzothiazole moiety with less bulky and/or more flexible structures, which should also be less lipophilic and allow better electronic interactions with the binding site. 1-(Benzothiazol-2-yl)-4-[(1H)-imidazol-4-yl]piperidine represents a limit structure for H₃-activity, since it seems impossible to improve its affinity by means of substitution in the studied position of the benzothiazole nucleus, as shown by predictions performed by a PLS model. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Application of 80945-86-4).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) belongs to thiazole derivatives. The thiazole ring is notable as a component of the vitamin thiamine (B1). The pyridine-type nitrogen in the thiazole ring deactivates the ring for electrophilic substitution reactions, which is further reduced in acid due to protonation of the thiazole ring.Application of 80945-86-4

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

Product class 18: benzothiazoles and related compounds was written by Ulrich, H.. And the article was included in Science of Synthesis in 2002.Electric Literature of C13H10N2S This article mentions the following:

Methods for preparing benzothiazoles and related annulated thiazoles are reviewed. Preparative methods include ring-closure reactions, ring transformations, aromatization and synthesis by substituent modification. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Electric Literature 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. 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.Electric Literature of C13H10N2S

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

Ionic Reactivity of 2-Isocyanoaryl Thioethers: Access to 2-Halo and 2-Aminobenzothia/Selenazoles was written by Dong, Jinhuan;Hu, Junlin;Liu, Xiaoli;Sun, Shaoguang;Bao, Lan;Jia, Mengying;Xu, Xianxiu. And the article was included in Journal of Organic Chemistry.Safety of N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

An ionic cascade insertion/cyclization reaction of thia-/selena-functionalized arylisocyanides has been successfully developed for the efficient and practical synthesis of 2-halobenzothiazole/benzoselenazole derivatives This synthetic protocol, incorporating a halogen atom when forming the five-membered ring of benzothia/selenazoles, is different from the existing ones, where halogenation of the preformed benzothia/selenazole precursors happens. Addnl., a facile access to 2-aminobenzothiazoles is also achieved by the one-pot cascade reaction of 2-isocyanoaryl thioethers, iodine, and amines. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Safety of N-Phenylbenzo[d]thiazol-2-amine).

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 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.Safety of N-Phenylbenzo[d]thiazol-2-amine

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

Dipole moments and structure of some 2-aminobenzothiazole derivatives was written by Moiseeva, G. P.;Saprykina, V. A.;Rozhkova, N. K.;Yagudaev, M. R.. And the article was included in Doklady Akademii Nauk UzSSR in 1976.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Dipole moments (μ) were determined for I and II (R = H, Ph; R1= H, CO2Me, COCH:CH2) in benzene and dioxane. Comparison of calculated and exptl. μ indicated that I (R = R1= H) existed in the amino form. 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. The thiazole ring is notable as a component of the vitamin thiamine (B1). 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

Development of CXCR3 antagonists. Part 2: Identification of 2-amino(4-piperidinyl)azoles as potent CXCR3 antagonists was written by Watson, Robert J.;Allen, Daniel R.;Birch, Helen L.;Chapman, Gayle A.;Hannah, Duncan R.;Knight, Roland L.;Meissner, Johannes W. G.;Owen, David A.;Thomas, Elizabeth J.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Formula: C7H3BrClNS This article mentions the following:

Development of a lead series of piperidinylurea CXCR3 antagonists has led to the identification of mols. with alternative linkages which retain good potency. A novel 5-(piperidin-4-yl)amino-1,2,4-thiadiazole derivative (I) was found to have satisfactory in vitro metabolic stability and to be orally bioavailable in mice, giving high plasma concentrations and a half life of 5.4 h. In the experiment, the researchers used many compounds, for example, 6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4Formula: C7H3BrClNS).

6-Bromo-2-chlorobenzothiazole (cas: 80945-86-4) 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.Formula: C7H3BrClNS

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

A practical synthesis of 2-aminobenzothiazoles via the tandem reactions of 2-haloanilines with isothiocyanates catalyzed by immobilization of copper in MCM-41 was written by Xiao, Ruian;Hao, Wenyan;Ai, Jinting;Cai, Ming-Zhong. And the article was included in Journal of Organometallic Chemistry in 2012.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

The heterogeneous tandem reactions of 2-haloanilines with isothiocyanates were achieved in DMSO using Et₃N as base at 80 °C in the presence of a 3-(2-aminoethylamino)propyl-functionalized MCM-41-immobilized copper(II) complex [MCM-41-2N-CuSO₄], yielding a variety of 2-aminobenzothiazoles in good to excellent yields. This heterogeneous copper catalyst exhibited higher activity than CuSO₄ and can be recovered and recycled by a simple filtration of the reaction solution and used for at least 10 consecutive trials without any decreases in activity. 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 are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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