Tag: 200-300

Synthesis of some 4H-pyrimido[2,1-b]benzothiazol-4-ones was written by Alaimo, Robert J.. And the article was included in Journal of Heterocyclic Chemistry in 1973.Product Details of 6294-52-6 This article mentions the following:

A series of 8-substituted and 7,8-disubstituted-4-oxo-3-(4H-pyrimido[2,1-b]benzothiazole)carboxylic acids (I) and esters including a 9-aza analog were synthesized from substituted 2-aminobenzothiazoles and di-Et ethoxymethylenemalonate. No significant antiparasitic activity was detected. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Product Details of 6294-52-6).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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 6294-52-6

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

Phenanthroline-functionalized porous aromatic framework: An efficient heterogeneous catalyst for the tandem reaction of 2-iodoanilines and isothiocyanates in water was written by Yue, Jie-Yu;Wang, Ling;Zhang, Li;Ma, Yu;Yang, Peng;Tang, Bo. And the article was included in Microporous and Mesoporous Materials in 2020.Reference of 1843-21-6 This article mentions the following:

A phenanthroline-functionalized porous aromatic framework (Phen-PAF) was synthesized by the Sonogashira reaction between 1,3,5-tris-(4-ethynylphenyl)benzene (TEB) and 3,8-dibromo-1,10-phenanthroline (DPHEN). Phen-PAF was demonstrated to have highly catalytic effect on the tandem reaction between 2-iodoanilines 4-R¹-2-I-C₆H₃NH₂ (R¹ = H, Me, Cl) and isothiocyanates R²C₆H₄N=C=S (R² = 2-Me, 4-Cl, 4-CN, 4-Me), leading to a series of 2-aminobenzothiazole derivatives I in good to excellent yield (80-99%). The reaction was environmentally friendly for utilizing water as solvent under mild heating conditions. More importantly, Phen-PAF catalyst can be recycled by simple filtration and drying. Phen-PAF kept its robust chem. structure and catalytic activity for at least 5 catalytic cycles, which was in accordance with sustainable chem. Phen-PAF reported so far as the first organic porous heterogeneous catalyst towards the tandem reaction of 2-iodoanilines and isothiocyanates with environmentally friendly solvent may enlighten to design more function-oriented PAF materials as heterogeneous catalysts towards various organic reactions. 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. The thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone. 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.Reference of 1843-21-6

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

In Silico Design, Synthesis and Evaluation of Novel Series of Benzothiazole- Based Pyrazolidinediones as Potent Hypoglycemic Agents was written by Haroun, Michelyne. And the article was included in Medicinal Chemistry (Sharjah, United Arab Emirates) in 2020.Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine This article mentions the following:

The discovery of novel ligand binding domain (LBD) of peroxisome proliferator- activated receptor γ (PPARγ) has recently attracted attention to few research groups in order to develop more potent and safer antidiabetic agents. This study is focused on docking-based design and synthesis of novel compounds combining benzothiazole and pyrazolidinedione scaffold as potential antidiabetic agents. Several benzothiazole-pyrazolidinedione hybrids were synthesized and tested for their in vivo anti-hyperglycemic activity. Interactions profile of title compounds against PPARγ was examined through mol. modeling approach. All tested compounds exhibited anti-hyperglycemic activity similar or superior to the reference drug Rosiglitazone. Introducing chlorine atom and alkyl group at position-6 and -5 resp. on benzothiazole core resulted in enhancing the anti-hyperglycemic effect. Docking study revealed that such groups demonstrated favorable hydrophobic interactions with novel LBD Ω – pocket of PPARγ protein. Among the tested compounds, N-(6-chloro-5-methylbenzo[d]thiazol-2-yl-4-(4((3,5- dioxopyrazolidin-4-ylidene)methyl)phenoxy)butanamide) 5b was found to be the most potent compound and provided valuable insights to further develop novel hybrids as anti-hyperglycemic agents. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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.Quality Control of 5,6-Dimethoxybenzo[d]thiazol-2-amine

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

Synthesis of 2-Aminobenzothiazole via Copper(I)-Catalyzed Tandem Reaction of 2-Iodobenzenamine with Isothiocyanate was written by Ding, Qiuping;He, Xiaodan;Wu, Jie. And the article was included in Journal of Combinatorial Chemistry in 2009.Name: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

Copper(I)-catalyzed tandem reaction of 2-iodobenzenamines with isothiocyanates under mild conditions is described, which provides an efficient and practical route for the synthesis of 2-aminobenzothiazoles. 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. 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

Dithiocarbamate promoted practical synthesis of N-Aryl-2-aminobenzazoles: Synthesis of novel Aurora-A kinase inhibitor was written by Katari, Naresh Kumar;Venkatanarayana, M.;Srinivas, Kummari. And the article was included in Journal of Chemical Sciences (Bangalore, India) in 2015.Recommanded Product: 1843-21-6 This article mentions the following:

Various N-aryl-2-aminobenzoxazoles and N-aryl-2-aminobenzothiazoles were synthesized from o-aminophenol and o-aminothiophenol, resp., mediated by dithiocarbamate in one step. The salient features of this method included mild reaction condition, high yield and large scale synthesis. Application of this methodol. was demonstrated by synthesizing potent Aurora kinase-A inhibitors. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6Recommanded Product: 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. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.Recommanded Product: 1843-21-6

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

Synthesis of 2-aminobenzothiazole via FeCl₃-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water was written by Ding, Qiuping;Cao, Banpeng;Liu, Xianjin;Zong, Zhenzhen;Peng, Yi-Yuan. And the article was included in Green Chemistry in 2010.Recommanded Product: N-Phenylbenzo[d]thiazol-2-amine This article mentions the following:

An FeCl₃-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates in water is described, which provides an environmentally benign, efficient, and practical route for the generation of 2-aminobenzothiazoles, e.g. I. This present tandem process shows broad substrate scope in the presence of octadecyltrimethylammonium chloride as a phase-transfer catalyst. In addition, the reaction media can be recovered and recycled without loss of efficiency. 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. 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. 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

Synthesis of 4-substituted imino-4H-benzo[d][1,3] thiazin-2-amines via palladium-catalysed isocyanide insertion in 2-bromophenylthioureas was written by Pandey, Garima;Bhowmik, Subhendu;Batra, Sanjay. And the article was included in RSC Advances in 2014.SDS of cas: 1843-21-6 This article mentions the following:

The palladium-catalyzed isocyanide insertion in 2-bromophenylthioureas resulted in the formation of 4-substituted imino-4H-benzo[d][1,3]thiazin-2-amines, e.g., I, via C-S cross coupling reaction of the intermediate imidoylpalladium species. The investigations into the substrate scope revealed that reactions of cyclohexyl isocyanide were successful with aromatic as well as aliphatic thioureas, whereas reactions of all other isocyanides (except Et 2-isocyanoacetate) were successful with aromatic thioureas only. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6SDS of cas: 1843-21-6).

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.SDS of cas: 1843-21-6

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

Decreased sulfotransferase gene expression in DPT-induced polycystic kidney was written by Tanaka, Yoshihiko. And the article was included in Osaka-shi Igakkai Zasshi in 2001.Safety of 4,5-Diphenylthiazol-2-amine This article mentions the following:

Polycystic kidney is induced by feeding 1% 2-amino-4,5-diphenylthiazole (DPT) to rats. The alteration of gene expressions on the fourth day in this model was investigated with differential display method (DD). Among the bands which showed different intensities on DD, the decreased expression was confirmed by Northern blot anal. Using this PCR product as a probe, mouse kidney cDNA library was screened. Cloned cDNA of 1482 bp contained open reading frame encoding 296 amino acids, which was 94.3% identical to rat SULT1C2 sulfotransferase and was thought to be an isoform of SULT1C2. Mouse SULT1C2 mRNA was abundant in kidneys and stomachs of normal mice. The expression of SULT1C2 mRNA was decreased the day after DPT feeding and was still low after 2 wk. Although the physiol. substrate and function of SULT1C2 have yet to be elucidated, it may be involved with the sulfation of proteoglycans composing the tubular basement membranes. In the experiment, the researchers used many compounds, for example, 4,5-Diphenylthiazol-2-amine (cas: 6318-74-7Safety of 4,5-Diphenylthiazol-2-amine).

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

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

Proline-Based Allosteric Inhibitors of Zika and Dengue Virus NS2B/NS3 Proteases was written by Millies, Benedikt;von Hammerstein, Franziska;Gellert, Andrea;Hammerschmidt, Stefan;Barthels, Fabian;Goeppel, Ulrike;Immerheiser, Melissa;Elgner, Fabian;Jung, Nathalie;Basic, Michael;Kersten, Christian;Kiefer, Werner;Bodem, Jochen;Hildt, Eberhard;Windbergs, Maike;Hellmich, Ute A.;Schirmeister, Tanja. And the article was included in Journal of Medicinal Chemistry in 2019.Related Products of 6294-52-6 This article mentions the following:

The NS2B/NS3 serine proteases of the Zika and Dengue flaviviruses are attractive targets for the development of antiviral drugs. We report the synthesis and evaluation of a new, proline-based compound class that displays allosteric inhibition of both proteases. The structural features relevant for protease binding and inhibition were determined to establish them as new lead compounds for flaviviral inhibitors. Based on our structure-activity relationship studies, the mols. were further optimized, leading to inhibitors with submicromolar IC₅₀ values and improved lipophilic ligand efficiency. The allosteric binding site in the proteases was probed using mutagenesis and covalent modification of the obtained cysteine mutants with maleimides, followed by computational elucidation of the possible binding modes. In infected cells, antiviral activity against Dengue virus serotype 2 using prodrugs of the inhibitors was observed In summary, a novel inhibitor scaffold targeting an allosteric site shared between flaviviral NS2B/NS3 proteases is presented whose efficacy is demonstrated in vitro and in cellulo. In the experiment, the researchers used many compounds, for example, 5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6Related Products of 6294-52-6).

5,6-Dimethoxybenzo[d]thiazol-2-amine (cas: 6294-52-6) 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. 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 6294-52-6

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

Plumbophosphates as oxidizing agents in the preparation of benzimidazoles, benzothiazoles, and benzoxazoles was written by El-Meligy, Mahmoud S. A.;Mohamed, Saoud A.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1974.COA of Formula: C13H10N2S This article mentions the following:

H2[Pb(H2PO4)2(HPO4)2] or its mixture with Pb-(H2PO4)2 were used as oxidizing agents in the cyclization of the Schiff bases I [Rn = e.g. H, 5-Cl, 5,4-Cl(O2N), or 3,5-(O2N)2; R1 = e.g. Me, Ph, NHPh, or C6H4NO2-4] or 2-H2NC6H4N:C-HPh or of R2C6H4NHCSR3 (R2 = H, 2- or 4-Br, 2-Me, 2-or 4-O2N, or 4-Cl; R3 = NH2, C1-6 alkylamino, NHPh, NHC6H4-Cl-2, NMe2, or Ph) to give benzoxazoles (II), 2-phenylbenzimid-azole (III), or benzothiazoles (IV), resp. In the experiment, the researchers used many compounds, for example, N-Phenylbenzo[d]thiazol-2-amine (cas: 1843-21-6COA of Formula: C13H10N2S).

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.COA of Formula: C13H10N2S

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