Day: October 11, 2022

《Organocatalytic asymmetric [4+2] cyclization of 2-benzothiazolimines with azlactones: access to chiral benzothiazolopyrimidine derivatives》 was published in Chemical Communications (Cambridge, United Kingdom) in 2020. These research results belong to Ni, Qijian; Wang, Xuyang; Xu, Fangfang; Chen, Xiaoyun; Song, Xiaoxiao. Computed Properties of C7H5ClN2S The article mentions the following:

An organocatalytic asym. domino Mannich/cyclization reaction between 2-benzothiazolimines I (R = H, 6-OMe, 5-Br, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.) with azlactones II (R2 = Me, Bn, 4-FC6H4CH2, etc.; R3 = Ph, 4-MeC6H4, 1-naphthyl, etc.) has been successfully developed. With the bifunctional squaramide catalyst, this formal [4+2] cyclization occurs with good to high yields and excellent stereoselectivities (up to 99% ee, >20 : 1 dr), providing an efficient and mild access to chiral benzothiazolopyrimidines III (R = H, 6-OMe, 5-Br, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.; R2 = Me, Bn, 4-FC6H4CH2, etc.; R3 = Ph, 4-MeC6H4, 1-naphthyl, etc.) bearing adjacent tertiary and quaternary stereogenic centers. The results came from multiple reactions, including the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9Computed Properties of C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H5ClN2SThiazoles can also be used as protected formyl groups, which can be released in later stages of complex natural product synthesis.

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

《Phytochemical composition and biological activity of Neurada procumbens L. growing in southern Algeria》 was published in Journal of Food Processing and Preservation in 2020. These research results belong to Chelalba, Imane; Benchikha, Naima; Begaa, Samir; Messaoudi, Mohammed; Debbeche, Hanane; Rebiai, Abdelkrim; Youssef, Fadia S.. HPLC of Formula: 30931-67-0 The article mentions the following:

Neurada procumbens L. (Neuradaceae) is one of the most popular plants in the province of El-Oued in south-eastern Algeria. This study aimed to determine the antioxidant effectiveness of the 80% methanol extract of the aerial parts of the plant via the study of three-way antioxidant activity namely, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS), Catalase activity (CAT), and 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging capacity assays in addition to examining its inhibitory capacity on the proliferation of hepatic (HepG2) and colon cancer (HCT116) cells. Chem. profiling of the major constituents of its extract was tentatively done using LC-MS in addition to quant. determination of phenols, flavonoids, and chem. mineral elements by Inductively coupled plasma-optical emission spectrometry technique (ICP-OES). Practical applications : UHPLC/MS profiling resulted in the tentative identification of 14 compounds including fatty acids, flavones, flavonoids and sesquiterpenes. ICP-OES technique showed that Algerian N. procumben represents a potential source for essential macronutrient like Na, Fe, Ca, and K, it is also a rich source of phenolic compounds evidenced by its high total phenol content (56.23 mg GAE/g extract) and high total flavonoid content (30.10 mg RE/g extract). It also revealed a significant antioxidant potential in DPPH, CAT, and ABTS assays with EC50 equals to 75.84 mg TE/g extract, 136.55 mg eq. AG/g and 92.06 mg TE/g extract, resp., with no cytotoxic effect on hepatic and colon cancer cells revealing its relative safety. Thus, it can be concluded that N. procumbens L., acts as a promising source of antioxidants owing to its richness with phenolic compounds The results came from multiple reactions, including the reaction of ABTS Diammonium(cas: 30931-67-0HPLC of Formula: 30931-67-0)

ABTS Diammonium(cas: 30931-67-0) belongs to anime. The reaction of alkyl halides, R―X, where X is a halogen, or analogous reagents with ammonia (or amines) is useful with certain compounds. Not all alkyl halides are effective reagents; the reaction is sluggish with secondary alkyl groups and fails with tertiary ones. Its usefulness is largely confined to primary alkyl halides (those having two hydrogen atoms on the reacting site).HPLC of Formula: 30931-67-0

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

Related Products of 152937-04-7On September 15, 2012 ,《Synthesis and structure-activity relationship of 4-(1,3-benzothiazol-2-yl)-thiophene-2-sulfonamides as cyclin-dependent kinase 5 (cdk5)/p25 inhibitors》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Malmstroem, Jonas; Viklund, Jenny; Slivo, Can; Costa, Ana; Maudet, Mickael; Sandelin, Catrin; Hiller, Goesta; Olsson, Lise-Lotte; Aagaard, Anna; Geschwindner, Stefan; Xue, Yafeng; Vasaenge, Mervi. The article contains the following contents:

4-(1,3-Benzothiazol-2-yl)thiophene-2-sulfonamide (I) was found to be a moderately potent inhibitor of cyclin-dependent kinase 5 (cdk5) from a HTS screen. The synthesis and SAR around this hit is described. The X-ray coordinates of ligand I with cdk5 are also reported, showing an unusual binding mode to the hinge region via a water mol. The results came from multiple reactions, including the reaction of 2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7Related Products of 152937-04-7)

2-Bromo-6-fluorobenzothiazole(cas: 152937-04-7) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Related Products of 152937-04-7Their presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

COA of Formula: C7H5ClN2SOn October 31, 2021 ,《Design, Synthesis and Biological Evaluation of a Novel Series of Thiadiazole- Based Anticancer Agents as Potent Angiogenesis Inhibitors》 appeared in Anti-Cancer Agents in Medicinal Chemistry. The author of the article were Altug-Tasa, Burcugul; Kaya-Cavusoglu, Betul; Koparal, Ayse T.; Turan, Gulhan; Koparal, Ali S.; Kaplancikli, Zafer A.. The article conveys some information:

Thiadiazole has attracted a great deal of interest as a versatile heterocycle for the discovery and development of potent anticancer agents. Thiadiazole derivatives exert potent antitumor activity against a variety of human cancer cell lines through various mechanisms. The goal of this work was to design and synthesize thiadiazole-based anticancer agents with anti-angiogenic activity. N-aryl-2-[(5-(aryl)amino-1,3,4-thiadiazol-2-yl)thio]acetamides (4a-r) were synthesized via the reaction of 5-(aryl)amino-1,3,4-thiadiazole-2(3H)-thiones with N-(aryl)-2-chloroacetamides in the presence of potassium carbonate. The compounds were investigated for their cytotoxic effects on three cancer (A549, HepG2, SH-SY5Y), two normal (HUVEC and 3T3-L1) cell lines using MTT and WST-1 assays. In order to examine whether the compounds have anti-angiogenic effects or not, HUVECs were cultured on matrigel matrix to create a vascular-like tube formation. Compounds 4d, 4m and 4n were more effective on A549 human lung adenocarcinoma cells than cisplatin. The IC50 values of compounds 4d, 4m and 4n for A549 cell line were found to be 7.82 ± 0.4, 12.5 ± 0.22, 10.1 ± 0.52 μM, resp. when compared with cisplatin (IC50= 20 ± 0.51 μM), while their IC50 values for HUVEC cell line were determined as 138.7 ± 0.84, 78 ± 0.44, 177.6 ± 0.2 μM, resp. after 48 h of the treatment. The concentrations (10-20-50 μM) of compounds 4d, 4e, 4l, 4m, 4n, 4q and 4r were found to inhibit vascular like tube formation. According to their anticancer and anti-angiogenic effects, compounds 4d, 4m and 4n may be potential anticancer agents for further in vivo studies. The experimental process involved the reaction of 6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9COA of Formula: C7H5ClN2S)

6-Chlorobenzothiazol-2-ylamine(cas: 95-24-9) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.COA of Formula: C7H5ClN2SThe thiazole ring has been identified as a central feature of numerous natural products, perhaps the most famous example of which is epothilone.

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

Davidsson, Oejvind; Nilsson, Kristina; Braanalt, Jonas; Andersson, Terese; Berggren, Kristina; Chen, Yantao; Fjellstroem, Ola; Graden, Henrik; Gustafsson, Linda; Hermansson, Nils-Olov; Jansen, Frank; Johannesson, Petra; Ohlsson, Bengt; Tyrchan, Christian; Wellner, Annika; Wellner, Eric; Oelwegaard-Halvarsson, Maria published an article on February 15 ,2020. The article was titled 《Identification of novel GPR81 agonist lead series for target biology evaluation》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine The information in the text is summarized as follows:

GPR81 is a novel drug target that is implicated in the control of glucose and lipid metabolism The lack of potent GPR81 modulators suitable for in vivo studies has limited the pharmacol. characterization of this lactate sensing receptor. We performed a high throughput screen (HTS) and identified a GPR81 agonist chem. series containing a central acyl urea scaffold linker. During SAR exploration two addnl. new series were evolved, one containing cyclic acyl urea bioisosteres and another a central amide bond. These three series provide different selectivity and physicochem. properties suitable for in-vivo studies. In the experiment, the researchers used many compounds, for example, 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine)

4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine(cas: 97817-23-7) belongs to anime.Typically the presence of an amine functional group is deduced by a combination of techniques, including mass spectrometry as well as NMR and IR spectroscopies. 1H NMR signals for amines disappear upon treatment of the sample with D2O. In their infrared spectrum primary amines exhibit two N-H bands, whereas secondary amines exhibit only one.Name: 4,5,6,7-Tetrahydro-thiazolo[5,4-c]pyridin-2-ylamine

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

In 2020,European Journal of Organic Chemistry included an article by Rathnayake, Manjula D.; Weaver, Jimmie D.. Computed Properties of C7H3BrClNS. The article was titled 《A General Photocatalytic Route to Prenylation》. The information in the text is summarized as follows:

Prenylation is an essential reaction on which nature relies to modify properties of mols. and build terpenoids, but remains a challenging chem. reaction. Aiming to capitalize on recent advances in photocatalysis to easily and cleanly generate a broad range of carbon-based radicals, we have developed a prenyl transfer reagent, PhSO2C(Me)2CH:CH2, that is captured by transiently generated radicals. The reagent can be made in bulk, is bench stable, and broadly applicable such that it can be used with existing photocatalytic methods with very few changes to reaction conditions. Ultimately, this provides a true drop-in solution for prenylation, expanding the scope of substrates that can be readily prenylated. In addition to this study using 2-Bromo-4-chlorobenzo[d]thiazole, there are many other studies that have used 2-Bromo-4-chlorobenzo[d]thiazole(cas: 3622-40-0Computed Properties of C7H3BrClNS) was used in this study.

2-Bromo-4-chlorobenzo[d]thiazole(cas: 3622-40-0) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Computed Properties of C7H3BrClNSTheir presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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

In 2010,Sidduri, Achyutharao; Grimsby, Joseph S.; Corbett, Wendy L.; Sarabu, Ramakanth; Grippo, Joseph F.; Lou, Jianping; Kester, Robert F.; Dvorozniak, Mark; Marcus, Linda; Spence, Cheryl; Racha, Jagdish K.; Moore, David J. published 《2,3-Disubstituted acrylamides as potent glucokinase activators》.Bioorganic & Medicinal Chemistry Letters published the findings.HPLC of Formula: 3034-22-8 The information in the text is summarized as follows:

The phenylacetamide 1 represents the archtypical glucokinase activator (GKA) in which only the R-isomer is active. In order to probe whether the chiral center could be replaced, we prepared a series of olefins 2 and show in the present work that these compounds represent a new class of GKAs. Surprisingly, the SAR of the new series paralleled that of the saturated derivatives with the exception that there was greater tolerance for larger alkyl and cycloalkyl groups at R2 region in comparison to the phenylacetamides. In normal Wistar rats, the 2,3-disubstituted acrylamide analog 10 was well absorbed and demonstrated robust glucose lowering effects. The experimental part of the paper was very detailed, including the reaction process of 5-Bromothiazol-2-amine(cas: 3034-22-8HPLC of Formula: 3034-22-8)

5-Bromothiazol-2-amine(cas: 3034-22-8) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.HPLC of Formula: 3034-22-8

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

COA of Formula: C18H24N6O6S4On March 31, 2019, Xiang, Qisen; Liu, Xiufang; Liu, Shengnan; Ma, Yunfang; Xu, Chunqing; Bai, Yanhong published an article in Innovative Food Science & Emerging Technologies. The article was 《Effect of plasma-activated water on microbial quality and physicochemical characteristics of mung bean sprouts》. The article mentions the following:

The efficacy of nonthermal plasma-activated water (PAW) in the decontamination of mung bean sprouts was evaluated in this work. After being treated with PAW for 30 min, the populations of total aerobic bacteria and total yeasts and molds on mung bean sprouts were decreased by 2.32- and 2.84- log10 CFU/g, resp. The PAW treatment had no significant effect on the antioxidant potential of mung bean sprouts as shown by using 2,2-diphenyl-1-picrylhydrazyl free radical (DPPH•) scavenging activity assay, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt (ABTS) method, and ferric reducing antioxidant power (FRAP) assay (p > 0.05). Addnl., the PAW treatment caused no significant changes in the total phenolic and flavonoid contents, nor the sensory characteristics of mung bean sprouts (p > 0.05). Reactive species such as nitrates, nitrites, and H2O2 were generated in PAW, which presumably contributed to the disinfection efficacy of PAW. These data show that PAW can be used as a promising nonthermal technol. for the control of microbial contamination in sprouts. Edible sprouts are common food ingredients across the world. However, sprouts can be contaminated by pathogenic microorganisms, which may result in health risks to humans. Recently, PAW has been shown to be a safe and effective method for food surface sanitation. However, the application of PAW in the microbial control for sprouts is less investigated. In this study, the influences of PAW on the microbial load, chem. and sensory quality of mung bean sprouts were investigated for the first time. The results showed that PAW could effectively inactivate bacteria and yeasts and molds on mung bean sprouts without resulting in significant changes in the antioxidant capacities, total phenolic and flavonoid contents, and sensory characteristics of mung bean sprouts. These data indicated that PAW can be used as a promising nonthermal technol. for reducing microbial populations on sprouts. In the experiment, the researchers used ABTS Diammonium(cas: 30931-67-0COA of Formula: C18H24N6O6S4)

ABTS Diammonium(cas: 30931-67-0) belongs to anime. Amine, any member of a family of nitrogen-containing organic compounds that is derived, either in principle or in practice, from ammonia (NH3). Naturally occurring amines include the alkaloids, which are present in certain plants; the catecholamine neurotransmitters (i.e., dopamine, epinephrine, and norepinephrine); and a local chemical mediator, histamine, that occurs in most animal tissues.COA of Formula: C18H24N6O6S4

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

Synthetic Route of C18H24N6O6S4On May 31, 2022, Zhang, Xiaowei; Ren, Xiangrui; Zhao, Xiaoyan; Liu, Hongkai; Wang, Meng; Zhu, Yunping published an article in Journal of the American Oil Chemists’ Society. The article was 《Stability, structure, and antioxidant activity of astaxanthin crystal from Haematococcus pluvialis》. The article mentions the following:

Crystallized anthaxanthin was prepared through the cleaning crystallization method and the stabilities during thermal, lighting, and pH treatment, and antioxidant activities in vitro were evaluated. The structural characterizations of astaxanthin crystal were verified by 1H, 13C NMR, and XRD anal. The stability data showed that the astaxanthin crystal was more sensitive to heat, light, and pH compared to oleoresin. The sucrose had no outstanding influence on the astaxanthin crystal, while the stability of astaxanthin oleoresin slightly increased with the increase of sugar concentration The XRD and NMR spectra elucidated that the astaxanthin crystal was all trans structure. The astaxanthin crystal showed the dominant 1,1′-diphenyl-2-picrylhydrazyl (IC50 18.65μmol L-1), 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt +(21.1μmol L-1), •OH (IC50 49.46μmol L-1) and ferric reducing antioxidant power (IC50 81.60μmol L-1) activities. The investigated results would be helpful for improving the development of astaxanthin crystal in food products. In the experimental materials used by the author, we found ABTS Diammonium(cas: 30931-67-0Synthetic Route of C18H24N6O6S4)

ABTS Diammonium(cas: 30931-67-0) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Synthetic Route of C18H24N6O6S4

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

Pollack, Scott J.; Beyer, Kim S.; Lock, Christopher; Mueller, Ilka; Sheppard, David; Lipkin, Mike; Hardick, David; Blurton, Peter; Leonard, Philip M.; Hubbard, Paul A.; Todd, Daniel; Richardson, Christine M.; Ahrens, Thomas; Baader, Manuel; Hafenbradl, Doris O.; Hilyard, Kate; Buerli, Roland W. published an article in Journal of Computer-Aided Molecular Design. The title of the article was 《A comparative study of fragment screening methods on the p38α kinase: new methods, new insights》.Synthetic Route of C11H13N3OS The author mentioned the following in the article:

The stress-activated kinase p38α was used to evaluate a fragment-based drug discovery approach using the BioFocus fragment library. Compounds were screened by surface plasmon resonance (SPR) on a Biacore T100 against p38α and two selectivity targets. A sub-set of the library was the focus of detailed follow-up analyses that included hit confirmation, affinity determination on 24 confirmed, selective hits and competition assays of these hits with respect to a known ATP binding site inhibitor. In addition, functional activity against p38α was assessed in a biochem. assay using a mobility shift platform (LC3000, Caliper LifeSciences). A selection of fragments was also evaluated using fluorescence lifetime (FLEXYTE) and microscale thermophoresis (Nanotemper) technologies. A good correlation between the data for the different assays was found. Crystal structures were solved for four of the small mols. complexed to p38α. Interestingly, as determined both by X-ray anal. and SPR competition experiments, three of the complexes involved the fragment at the ATP binding site, while the fourth compound bound in a distal site that may offer potential as a novel drug target site. A first round of optimization around the remotely bound fragment has led to the identification of a series of triazole-containing compounds This approach could form the basis for developing novel and active p38α inhibitors. More broadly, it illustrates the power of combining a range of biophys. and biochem. techniques to the discovery of fragments that facilitate the development of novel modulators of kinase and other drug targets.6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2Synthetic Route of C11H13N3OS) was used in this study.

6-Morpholinobenzo[d]thiazol-2-amine(cas: 94641-22-2) belongs to thiazoles. Thiazoles are a class of five-membered rings containing nitrogen and sulfur with excellent antitumor, antiviral and antibiotic activities.Synthetic Route of C11H13N3OSTheir presence in peptides or their ability to bind proteins, DNA and RNA has led to many synthetic studies and new applications.

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