Tag: 180.1839

Synthesis and Evaluation of Three ¹⁸F-Labeled Aminophenylbenzothiazoles as Amyloid Imaging Agents was written by Serdons, Kim;Van Laere, Koen;Janssen, Peter;Kung, Hank F.;Bormans, Guy;Verbruggen, Alfons. And the article was included in Journal of Medicinal Chemistry in 2009.Synthetic Route of C7H4N2O2S This article mentions the following:

Three ¹⁸F-labeled fluorophenylbenzothiazoleamines I (R = H₂N, MeNH, Me₂N; R¹ = ¹⁸F) are prepared which display high in vitro binding affinity for human amyloid β plaques (K_i ≤ 10 nM). I (R¹ = ¹⁸F) are prepared by aromatic nucleophilic substitution of I [R = BocNH, BocN(Me), Me₂N; R¹ = O₂N; Boc = tert-butoxycarbonyl] with ¹⁸F-fluoride, followed by deprotection of the Boc group if required; preparation by other methods, for example cyclocondensation of diaminobenzenethiols with benzoic acids, is unsuccessful. Determination of the octanol/water partition coefficient, biodistribution studies in mice, and in vivo μPET studies in rats and a rhesus monkey show that initial brain uptake is high and brain washout is fast in normal animals. Radiometabolites are quantified in plasma and brain of mice and in monkey plasma using HPLC. Of the tested compounds, I (R = H₂N; R¹ = ¹⁸F) shows the most favorable brain kinetics in mice, rats, and a monkey; its polar plasma radiometabolites do not cross the blood-brain barrier. Preliminary results strongly suggest that I (R = H₂N; R¹ = ¹⁸F) is a promising candidate as a PET brain amyloid imaging agent. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Synthetic Route of C7H4N2O2S).

6-Nitrobenzothiazole (cas: 2942-06-5) 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.Synthetic Route of C7H4N2O2S

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

Nitrogen-Doped Graphene-Activated Iron-Oxide-Based Nanocatalysts for Selective Transfer Hydrogenation of Nitroarenes was written by Jagadeesh, Rajenahally V.;Natte, Kishore;Junge, Henrik;Beller, Matthias. And the article was included in ACS Catalysis in 2015.Category: thiazole This article mentions the following:

Nanoscaled iron oxides on carbon were modified with nitrogen-doped graphene (NGr) and found to be excellent catalysts for the chemoselective transfer hydrogenation of nitroarenes to anilines. Under standard reaction conditions, a variety of functionalized and structurally diverse anilines, which serve as key building blocks and central intermediates for fine and bulk chems., were synthesized in good to excellent yields. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Category: thiazole).

6-Nitrobenzothiazole (cas: 2942-06-5) 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. 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.Category: thiazole

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

N-doped graphitic carbon-improved Co-MoO₃ catalysts on ordered mesoporous SBA-15 for chemoselective reduction of nitroarenes was written by Huang, Haigen;Liang, Xiangcheng;Wang, Xueguang;Sheng, Yao;Chen, Chenju;Zou, Xiujing;Lu, Xionggang. And the article was included in Applied Catalysis, A: General in 2018.Computed Properties of C7H4N2O2S This article mentions the following:

Metallic Co-MoO₃ catalysts supported on ordered mesoporous SBA-15 were first prepared through in situ reaction of SBA-15-supported Co-Mo oxides with 1,10-phenanthroline. The resulting Co-MoO₃/NC@SBA-15 catalysts with N-doped carbon (NC) exhibited high catalytic activity and chemoselectivity for selective reduction of various functionalized nitroarenes to the corresponding arylamines in ethanol with hydrazine hydrate at near room temperature (30°). For reduction of all tested substrates (28 examples), the catalyst could afford a conversion of >99% and arylamine selectivity of >99%. The excellent catalytic performance of the Co-MoO₃/NC@SBA-15 was attributed to the Co-N_χ(C)-Mo active sites generated through the interaction between the surface Co-N_χ(C) and MoO₃ species, promoting the dissociation of hydrazine mol. into the active H* species for the reduction of nitro groups. After the seventh cycle for reduction of 4-methoxylnitrobenzene, the 2%Co-MoO₃/NC@SBA-15 showed little change in catalytic performance, textural properties, size and dispersion of metal species and valence states of elements, indicating high stability and recyclability. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Computed Properties of C7H4N2O2S).

6-Nitrobenzothiazole (cas: 2942-06-5) 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. 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.Computed Properties of C7H4N2O2S

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

Synthesis and broad-spectrum antiviral activity of some novel benzo-heterocyclic amine compounds was written by Zhang, Da-Jun;Sun, Wen-Fang;Zhong, Zhao-Jin;Gao, Rong-Mei;Yi, Hong;Li, Yu-Huan;Peng, Zong-Gen;Li, Zhuo-Rong. And the article was included in Molecules in 2014.Recommanded Product: 2942-06-5 This article mentions the following:

A series of novel unsaturated five-membered benzo-heterocyclic amine derivatives I [X = NH, O, S; Y = CH, N; R = 4-chlorobenzyl, 3-phenylallyl, 5-methylthiophene, etc.]. were synthesized and assayed to determine their in vitro broad-spectrum antiviral activities. The biol. results showed that most of the synthesized compounds exhibited potent broad-spectrum antiviral activity. Notably, compounds I [X = S; Y = N; R = (2-methoxy-phenyl)amine] (IC₅₀ = 3.21-5.06 μM) and I [X = S; Y = N; R = 5-methylfuran] (IC₅₀ = 0.71-34.87 μM) showed potent activity towards both RNA viruses (influenza A, HCV and Cox B3 virus) and a DNA virus (HBV) at low micromolar concentrations The SAR study showed that electron-withdrawing substituents located on the aromatic or heteroaromatic ring favored antiviral activity towards RNA viruses. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Recommanded Product: 2942-06-5).

6-Nitrobenzothiazole (cas: 2942-06-5) 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.Recommanded Product: 2942-06-5

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

Ruthenium-catalyzed hydrosilylation of C:N bond in benzothiazole was written by Kucinski, Krzysztof;Hreczycho, Grzegorz. And the article was included in Journal of Organometallic Chemistry in 2017.SDS of cas: 2942-06-5 This article mentions the following:

Various tertiary hydrosilanes are shown to be compatible with ruthenium-catalyzed hydrosilylation of carbon-nitrogen double bond in benzothiazole. The addition reaction was successfully performed by using a catalytic amount of Ru₃(CO)₁₂. The products were isolated and characterized by IR, ¹H NMR, ¹³C NMR, ²⁹Si NMR, HRMS and MS anal. This is the first example for the catalytic hydrosilylation of benzothiazole. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5SDS of cas: 2942-06-5).

6-Nitrobenzothiazole (cas: 2942-06-5) 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. Various laboratory methods exist for the organic synthesis of thiazoles. Prominent is the Hantzsch thiazole synthesis is a reaction between haloketones and thioamides.SDS of cas: 2942-06-5

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

A highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates was written by Wang, Min;Li, Dengke;Zhou, Wei;Wang, Lei. And the article was included in Tetrahedron in 2012.Related Products of 2942-06-5 This article mentions the following:

A highly efficient palladium-catalyzed direct desulfitative arylation of azoles at C2-position has been developed using sodium arylsulfinates as aryl sources. Azoles including benzoxazoles, benzothiazoles, oxazoles, thiazoles, and 1,3,4-oxadiazoles reacted with sodium arylsulfinates smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Related Products of 2942-06-5).

6-Nitrobenzothiazole (cas: 2942-06-5) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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.Related Products of 2942-06-5

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

Synthesis and Evaluation of Three ¹⁸F-Labeled Aminophenylbenzothiazoles as Amyloid Imaging Agents was written by Serdons, Kim;Van Laere, Koen;Janssen, Peter;Kung, Hank F.;Bormans, Guy;Verbruggen, Alfons. And the article was included in Journal of Medicinal Chemistry in 2009.Synthetic Route of C7H4N2O2S This article mentions the following:

Three ¹⁸F-labeled fluorophenylbenzothiazoleamines I (R = H₂N, MeNH, Me₂N; R¹ = ¹⁸F) are prepared which display high in vitro binding affinity for human amyloid β plaques (K_i ≤ 10 nM). I (R¹ = ¹⁸F) are prepared by aromatic nucleophilic substitution of I [R = BocNH, BocN(Me), Me₂N; R¹ = O₂N; Boc = tert-butoxycarbonyl] with ¹⁸F-fluoride, followed by deprotection of the Boc group if required; preparation by other methods, for example cyclocondensation of diaminobenzenethiols with benzoic acids, is unsuccessful. Determination of the octanol/water partition coefficient, biodistribution studies in mice, and in vivo μPET studies in rats and a rhesus monkey show that initial brain uptake is high and brain washout is fast in normal animals. Radiometabolites are quantified in plasma and brain of mice and in monkey plasma using HPLC. Of the tested compounds, I (R = H₂N; R¹ = ¹⁸F) shows the most favorable brain kinetics in mice, rats, and a monkey; its polar plasma radiometabolites do not cross the blood-brain barrier. Preliminary results strongly suggest that I (R = H₂N; R¹ = ¹⁸F) is a promising candidate as a PET brain amyloid imaging agent. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Synthetic Route of C7H4N2O2S).

6-Nitrobenzothiazole (cas: 2942-06-5) 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.Synthetic Route of C7H4N2O2S

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

One-Pot Reductive Methylation of Nitro- and Amino-Substituted (Hetero)Aromatics with DMSO/HCOOH: Concise Synthesis of Fluorescent Dimethylamino-Functionalized Bibenzothiazole Ligands with Tunable Emission Color upon Complexation was written by Osusky, Patrik;Smolicek, Maros;Nociarova, Jela;Rakovsky, Erik;Hrobarik, Peter. And the article was included in Journal of Organic Chemistry in 2022.Formula: C7H4N2O2S This article mentions the following:

One-pot reductive N,N-dimethylation of suitable nitro- and amino-substituted (hetero)arenes e.g., 6-nitrobenzothiazole can be achieved using a DMSO/HCOOH/Et₃N system acting as a low-cost but efficient reducing and methylating agent. The transformation of heteroaryl-amines can be accelerated by using DMSO/oxalyl chloride or chloromethyl sulfide as the source of active CH₃SCH₂⁺ species, while the exclusion of HCOOH in the initial stage of the reaction allows avoiding N-formamides as resting intermediates. The developed procedures are applicable in multigram-scale synthesis, and because of the lower electrophilicity of CH₃SCH₂⁺, they also work in pathol. cases, where common methylating agents provide N,N-dimethylated products e.g., I in no yield or inferior yields due to concomitant side reactions. The method is particularly useful in one-pot reductive transformation of 2-H-nitrobenzazoles to corresponding N,N-dimethylamino-substituted heteroarenes. These, upon Cu(II)-catalyzed oxidative homocoupling, afford 2,2′-bibenzazoles II (Z = S, NMe; R¹ = H, Me; R² = H, N(Me)₂; R³ = H, N(Me)₂) substituted with dimethylamino groups as charge-transfer N,N ligands with intensive absorption/emission in the visible region. The fluorescence of NMe₂-functionalized bibenzothiazoles II remains intensive even upon complexation with ZnCl₂, while emission maxima are bathochromically shifted from the green/yellow to orange/red spectral region, making these small-mol. fluorophores, exhibiting large emission quantum yields and Stokes shifts, an attractive platform for the construction of various functional dyes and light-harvesting materials with tunable emission color upon complexation. In the experiment, the researchers used many compounds, for example, 6-Nitrobenzothiazole (cas: 2942-06-5Formula: C7H4N2O2S).

6-Nitrobenzothiazole (cas: 2942-06-5) belongs to thiazole derivatives. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities. 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: C7H4N2O2S

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