Tag: 229.097

2-Trifluoromethylthiazole-5-carboxamides: Analogues of a Stilbene-Based Anti-HIV Agent that Impact HIV mRNA Processing was written by Zamiri, Maryam;Cheung, Peter K.;Brockman, Mark A.;Brumme, Zabrina L.;Chabot, Benoit;Cochrane, Alan;Grierson, David S.. And the article was included in ACS Medicinal Chemistry Letters in 2021.Related Products of 15864-32-1 This article mentions the following:

The observation that stilbene 3 (5350150) blocks HIV replication through its impact on HIV mRNA processing prompted a program to develop non-cytotoxic analogs that maintain its mechanism of action. This initially involved replacement of the central double bond in 3 by an amide function and the quinoline motif by a 2-aminobenzothiazole subunit, as in 12jj (R’ = Cl), 12pp (R = NO₂), and 12vv (R = CF₃). On the basis of the possible CF₃ 鈫?NO₂ bioisostere relationship in 12vv and 12pp, compound 23 was prepared and also found to be active. In the final step, the thiazole compounds 28 (GPS488) (EC₅₀ = 1.66渭M) and 29 (GPS491) (EC₅₀ = 0.47渭M) were prepared and evaluated. Similar activity and cell viability values (therapeutic index (TI = CC₅₀/EC₅₀) values of 50-100) were observed in primary peripheral blood mononuclear cells. Furthermore, they remained active against a panel of HIV mutant strains displaying resistance to individual drugs used in antiretroviral therapy. It was determined that compound 29 suppressed expression of the HIV-1 structural protein Gag and altered HIV-1 RNA accumulation, decreasing the abundance of RNAs encoding the structural proteins while increasing levels of viral RNAs encoding the regulatory proteins, a pattern similar to that seen for compound 3. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Related Products of 15864-32-1).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) belongs to thiazole derivatives. Thiazole is a five-membered, unsaturated, planar, 蟺-excessive heteroaromatic containing one sulfur atom and one pyridine-type nitrogen atom at position 3 of the cyclic ring system. 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.Related Products of 15864-32-1

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

DNA – binding and cleavage studies of macrocyclic metal complexes containing heteroatomic ligands was written by Mathur, Neha;Bargotya, Sonlata. And the article was included in Chemical Science Transactions in 2016.Formula: C7H5BrN2S This article mentions the following:

Designing of improved metal complexes, irreversibly modifying the nucleic acids is important from chem. and biol. point of view. In this regard copper nucleases are of great significance, since they form an important class of artificial nucleases possessing biol. accessible redox potentials and high cleavage affinity. Therefore, they are potential reagents for cleavage of DNA. For the same, coordination compounds using Cu(II) surfactant with N and S donor ligands in a M:L (1:2) molar ratio, complexes Cu₂(C₁₅H₃₁COO)₄L₂ and Cu₂(C₇H₁₅COO)₄L₂ where L is 2-amino-6-bromobenzothiazole, were synthesized and fully characterized by elemental and spectral anal., ¹H NMR, FTIR, ESR and mass spectra. The interaction of the complexes with Lactobacillus acidophilus DNA was studied using agarose gel electrophoresis measurements and visualization of cleavage pattern was done on a UV transilluminator. Results suggest the Cu(II) complexes bind to DNA via different modes. Gel electrophoresis study reveals the fact that the Cu complexes involving N and S donor moieties cleave super-coiled DNA to nicked linear forms. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Formula: C7H5BrN2S).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) 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.Formula: C7H5BrN2S

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

Copper-catalyzed one-pot coupling reactions of aldehydes (ketones), tosylhydrazide and 2-amino(benzo)thiazoles: An efficient strategy for the synthesis of N-alkylated (benzo)thiazoles was written by Xie, Zengyang;Chen, Ruijiao;Ma, Mingfang;Kong, Lingdong;Liu, Jun;Wang, Cunde. And the article was included in Applied Organometallic Chemistry in 2019.Application of 15864-32-1 This article mentions the following:

An efficient and practical C-N bond formation methodol. for the synthesis of N-(alkyl)benzothiazoles I [R = H, 4-Me, 6-Br, etc.; R¹ = n-Pr, Ph, 4-MeOC₆H₄, etc.] and N-(alkyl)thiazoles II [R² = H, Me; R³ = Ph, 2-MeC₆H₄, 2-naphthyl, etc.; R²R³ = (CH₂)₅; R⁴ = H, 4-Me, 5-Me] was developed via Cu-catalyzed one-pot two-step cross-coupling of 2-aminobenzothiazoles/2-aminothiazoles and aldehydes/ketones with tosylhydrazide. This cross-coupling reaction proceeded smoothly and tolerated a broad range of functional groups. A variety of functionalized benzothiazoles/thiazoles were obtained in moderate to high yields. Notably, gram-scale synthesis of fanetizole (anti-inflammatory drug) was also realized through this protocol. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Application of 15864-32-1).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) 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.Application of 15864-32-1

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

Catalyst and additive-free regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with elemental sulfur/selenium and TMSCN was written by Feng, Chengtao;Peng, Ya;Ding, Guangrong;Li, Xiangxiao;Cui, Chang;Yan, Yizhe. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Recommanded Product: 15864-32-1 This article mentions the following:

A regioselective oxidative C-H thio/selenocyanation of arenes and heteroarenes with TMSCN and elemental sulfur/selenium was demonstrated under catalyst-free and additive-free conditions. DMSO (DMSO) was employed as the mild oxidant as well as the solvent. The reaction was operationally simple and scalable with a broad substrate scope. Compared to previous reports, this protocol was distinguished by avoiding the use of any catalyst or additive, the novel SCN/SeCN source, the different reaction mechanism and gram-scale synthesis. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Recommanded Product: 15864-32-1).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) 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: 15864-32-1

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

2-Trifluoromethylthiazole-5-carboxamides: Analogues of a Stilbene-Based Anti-HIV Agent that Impact HIV mRNA Processing was written by Zamiri, Maryam;Cheung, Peter K.;Brockman, Mark A.;Brumme, Zabrina L.;Chabot, Benoit;Cochrane, Alan;Grierson, David S.. And the article was included in ACS Medicinal Chemistry Letters in 2021.Related Products of 15864-32-1 This article mentions the following:

The observation that stilbene 3 (5350150) blocks HIV replication through its impact on HIV mRNA processing prompted a program to develop non-cytotoxic analogs that maintain its mechanism of action. This initially involved replacement of the central double bond in 3 by an amide function and the quinoline motif by a 2-aminobenzothiazole subunit, as in 12jj (R’ = Cl), 12pp (R = NO₂), and 12vv (R = CF₃). On the basis of the possible CF₃ ↔ NO₂ bioisostere relationship in 12vv and 12pp, compound 23 was prepared and also found to be active. In the final step, the thiazole compounds 28 (GPS488) (EC₅₀ = 1.66μM) and 29 (GPS491) (EC₅₀ = 0.47μM) were prepared and evaluated. Similar activity and cell viability values (therapeutic index (TI = CC₅₀/EC₅₀) values of 50-100) were observed in primary peripheral blood mononuclear cells. Furthermore, they remained active against a panel of HIV mutant strains displaying resistance to individual drugs used in antiretroviral therapy. It was determined that compound 29 suppressed expression of the HIV-1 structural protein Gag and altered HIV-1 RNA accumulation, decreasing the abundance of RNAs encoding the structural proteins while increasing levels of viral RNAs encoding the regulatory proteins, a pattern similar to that seen for compound 3. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Related Products of 15864-32-1).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) 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 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.Related Products of 15864-32-1

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

DNA – binding and cleavage studies of macrocyclic metal complexes containing heteroatomic ligands was written by Mathur, Neha;Bargotya, Sonlata. And the article was included in Chemical Science Transactions in 2016.Formula: C7H5BrN2S This article mentions the following:

Designing of improved metal complexes, irreversibly modifying the nucleic acids is important from chem. and biol. point of view. In this regard copper nucleases are of great significance, since they form an important class of artificial nucleases possessing biol. accessible redox potentials and high cleavage affinity. Therefore, they are potential reagents for cleavage of DNA. For the same, coordination compounds using Cu(II) surfactant with N and S donor ligands in a M:L (1:2) molar ratio, complexes Cu₂(C₁₅H₃₁COO)₄L₂ and Cu₂(C₇H₁₅COO)₄L₂ where L is 2-amino-6-bromobenzothiazole, were synthesized and fully characterized by elemental and spectral anal., ¹H NMR, FTIR, ESR and mass spectra. The interaction of the complexes with Lactobacillus acidophilus DNA was studied using agarose gel electrophoresis measurements and visualization of cleavage pattern was done on a UV transilluminator. Results suggest the Cu(II) complexes bind to DNA via different modes. Gel electrophoresis study reveals the fact that the Cu complexes involving N and S donor moieties cleave super-coiled DNA to nicked linear forms. In the experiment, the researchers used many compounds, for example, 2-Amino-6-bromobenzothiazole (cas: 15864-32-1Formula: C7H5BrN2S).

2-Amino-6-bromobenzothiazole (cas: 15864-32-1) 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.Formula: C7H5BrN2S

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