Day: October 13, 2022

《Design, synthesis, and biological evaluation of [1,2,4]triazolo[4,3-a] pyrazine derivatives as novel dual c-Met/VEGFR-2 inhibitors》 was published in Frontiers in Chemistry (Lausanne, Switzerland) in 2022. These research results belong to Liu, Xiaobo; Li, Yuzhen; Zhang, Qian; Pan, Qingshan; Zheng, Pengwu; Dai, Xinyang; Bai, Zhaoshi; Zhu, Wufu. HPLC of Formula: 144060-98-0 The article mentions the following:

In this study, a series of novel [1,2,4]triazolo[4,3-a]pyrazine derivatives, I (R = 4-methyl-2-phenyl-1,3-thiazol-5-yl, 4-(4-methyl-1,3-thiazol-2-yl)pyridine, 3-(thiophen-2-yl)-1H-pyrazol-5-yl, etc.; R1 = H, Me; X = H, F) evaluated for their inhibitory activities toward c-Met/VEGFR-2 kinases and antiproliferative activities against tested three cell lines in vitro was designed and synthesized. Most of the compounds I showed satisfactory activity compared with lead compound foretinib. Among them, the most promising compound I (R = 1-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrazol-4-yl, R1 = Me; X = F) (II) exhibited excellent antiproliferative activities against A549, MCF-7, and Hela cancer cell lines with IC50 values of 0.98 ± 0.08, 1.05 ± 0.17, and 1.28 ± 0.25μM, resp., as well as excellent kinase inhibitory activities (c-Met IC50 = 26.00 nM and VEGFR-2 IC50 = 2.6μM). Moreover, compound II inhibited the growth of A549 cells in G0/G1 phase in a dose-dependent manner, and induced the late apoptosis of A549 cells. Its intervention on intracellular c-Met signaling of A549 was verified by the result of Western blot. Fluorescence quant. PCR showed that compound 17l inhibited the growth of A549 cells by inhibiting the expression of c-Met and VEGFR-2, and its hemolytic toxicity was low. Mol. docking and mol. dynamics simulation indicated that compound II could bind to c-Met and VEGFR-2 protein, which was similar to that of foretinib. In the experiment, the researchers used 4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0HPLC of Formula: 144060-98-0)

4-Methyl-2-(pyridin-4-yl)thiazole-5-carboxylic acid(cas: 144060-98-0) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.HPLC of Formula: 144060-98-0

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

《N-thiophenylethyl-2,2-dichloro-1-cyclopropanecarboxamides: modification of the amide part of carpropamid and examination of fungicidal activity》 was published in Journal of Pesticide Science (Tokyo, Japan) in 2009. These research results belong to Kagabu, Shinzo; Shimizu, Maiko; Mori, Masaru; Kurahashi, Yoshio; Yamaguchi, Isamu. Quality Control of 2-(2-Chlorothiazol-5-yl)acetonitrile The article mentions the following:

The synthetic route for a halo-substituted thiophenylethyl variant of blasticide carpropamid is described. First, halo-substituted acetylthiophene was homologated to thiophenylacetic acid using Pb(OAc)4 and BF3OEt2, followed by reduction to CH2CH2OH with NaBH4/I2 or BH3Me2S, and then to the azide via the tosylate. The azide was transformed to the amine using triphenylphosphine, which was then allowed to react with the corresponding acyl chloride to yield the final amide product. Fungicidal tests of 50 related products for gray mold and downy mildew on cucumber, and leaf rust and powdery mildew on wheat were conducted in 500 mg/l on pot. Many compounds showed efficacy to control these plant diseases. It should be noted that several blasticide-oriented compounds displayed high control effectiveness on downy mildew. In the experiment, the researchers used 2-(2-Chlorothiazol-5-yl)acetonitrile(cas: 865660-15-7Quality Control of 2-(2-Chlorothiazol-5-yl)acetonitrile)

2-(2-Chlorothiazol-5-yl)acetonitrile(cas: 865660-15-7) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of 2-(2-Chlorothiazol-5-yl)acetonitrile

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

《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. Application of 95-24-9 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: 95-24-9Application of 95-24-9)

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.Application of 95-24-9Thiazoles 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.. Quality Control of ABTS Diammonium 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: 30931-67-0Quality Control of ABTS Diammonium)

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).Quality Control of ABTS Diammonium

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

Related Products of 95-24-9On 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: 95-24-9Related Products of 95-24-9)

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.Related Products of 95-24-9The 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.Recommanded Product: 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: 97817-23-7Recommanded Product: 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.Recommanded Product: 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.. HPLC of Formula: 3622-40-0. 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: 3622-40-0HPLC of Formula: 3622-40-0) 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.HPLC of Formula: 3622-40-0Their 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

Recommanded Product: ABTS DiammoniumOn 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: 30931-67-0Recommanded Product: ABTS Diammonium)

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.Recommanded Product: ABTS Diammonium

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