Month: October 2022

《Design, Synthesis, and Molecular Modeling Studies of Novel Coumarin Carboxamide Derivatives as eEF-2K Inhibitors》 was published in Journal of Chemical Information and Modeling in 2020. These research results belong to Comert Onder, Ferah; Durdagi, Serdar; Sahin, Kader; Ozpolat, Bulent; Ay, Mehmet. HPLC of Formula: 109-01-3 The article mentions the following:

Eukaryotic elongation factor-2 kinase (eEF-2K) is an unusual alpha kinase commonly upregulated in various human cancers, including breast, pancreatic, lung, and brain tumors. We have demonstrated that eEF-2K is relevant to poor prognosis and shorter patient survival in breast and lung cancers and validated it as a mol. target using genetic methods in related in vivo tumor models. Although several eEF-2K inhibitors have been published, none of them have shown to be potent and specific enough for translation into clin. trials. Therefore, development of highly effective novel inhibitors targeting eEF-2K is needed for clin. applications. However, currently, the crystal structure of eEF-2K is not known, limiting the efforts for designing novel inhibitor compounds Therefore, using homol. modeling of eEF-2K, we designed and synthesized novel coumarin-3-carboxamides including compounds (I) and (II) and evaluated their activity by performing in silico anal. and in vitro biol. assays in breast cancer cells (structures contained within. The Mol. Mechanics/Generalized Born Surface Area (MM/GBSA) area results showed that I have interaction energies with eEF-2K better than those of II compounds Our in vitro results indicated that compounds I were highly effective in inhibiting eEF-2K at 1.0 and 2.5μM concentrations compared to compounds II, supporting the in silico findings. In conclusion, the results of this study suggest that our homol. modeling along with in silico anal. may be effectively used to design inhibitors for eEF-2K. Our newly synthesized compounds I may be used as novel eEF-2K inhibitors with potential therapeutic applications.1-Methylpiperazine(cas: 109-01-3HPLC of Formula: 109-01-3) was used in this study.

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..HPLC of Formula: 109-01-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Computed Properties of C5H12N2In 2020 ,《The effect of novel 7-methyl-5-phenyl-pyrazolo[4,3-e]tetrazolo[4,5-b] [1,2,4]triazine sulfonamide derivatives on apoptosis and autophagy in DLD-1 and HT-29 colon cancer cells》 appeared in International Journal of Molecular Sciences. The author of the article were Gornowicz, Agnieszka; Szymanowska, Anna; Mojzych, Mariusz; Bielawski, Krzysztof; Bielawska, Anna. The article conveys some information:

The objective of this study was to synthesize title compounds I (R = [(2S)-1-hydroxy-4-methylpentan-2-yl]aminyl, 4-methylpiperazin-1-yl) by utilizing nucleophilic substitution reaction at the position N1. The biol. activity of tested compounds was assessed in DLD-1 and HT-29 cell lines. The induction of apoptosis was confirmed by Annexin V binding assay and acridine orange/ethidium bromide staining. The loss of mitochondrial membrane potential and caspase-8 activity was estimated using cytometer flow anal. The concentration of p53, LC3A, LC3B and beclin-1 was measured using the ELISA technique. The study revealed that anticancer activity of title compounds I is related with initiation of apoptosis occurred on the intrinsic pathway with mitochondrial membrane decrease and extrinsic with increase of activity of caspase-8. Moreover, a decrease in beclin-1, LC3A, and LC3B was observed in two cell lines after treatment with novel compounds This study showed that novel title compounds I might be a potential strategy in colon cancer treatment. The experimental process involved the reaction of 1-Methylpiperazine(cas: 109-01-3Computed Properties of C5H12N2)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Computed Properties of C5H12N2

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Formula: C12H15N3On May 31, 2020, Zhu, Chenghao; Sawrey-Kubicek, Lisa; Beals, Elizabeth; Rhodes, Chris H.; Houts, Hannah Eve; Sacchi, Romina; Zivkovic, Angela M. published an article in Nutrition Research (New York, NY, United States). The article was 《Human gut microbiome composition and tryptophan metabolites were changed differently by fast food and Mediterranean diet in 4 days: a pilot study》. The article mentions the following:

Diets rich in animal source foods vs plant-based diets have different macronutrient composition, and they have been shown to have differential effects on the gut microbiome. In this study, we hypothesized that diets with very different nutrient composition are able to change gut microbiome composition and metabolites in a very short period. We compared a fast food (FF) diet (ie, burgers and fries) with a Mediterranean (Med) diet, which is rich in vegetables, whole grains, olive oil, nuts, and fish. Plasma metabolites and bile acids were analyzed using liquid chromatog.-mass spectrometry. Certain bile-tolerant microbial genera and species including Collinsella, Parabacteroides, and Bilophila wadsworthia significantly increased after the FF diet. Some fiber-fermenting bacteria, including Lachnospiraceae and Butyricicoccus, increased significantly after the Med diet and decreased after the FF diet. Bacterially produced metabolites indole-3-lactic acid and indole-3-propionic acid, which have been shown to confer beneficial effects on neuronal cells, increased after the Med diet and decreased after the FF diet. Interindividual variability in response to the treatments may be related to differences in background diet, for example as shown by differences in Bilophila response in relationship to the saturated fat content of the baseline diet. In conclusion, an animal fat-rich, low-fiber FF diet v. a high-fiber Med diet altered human gut microbiome composition and its metabolites after just 4 days. The results came from multiple reactions, including the reaction of 4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Formula: C12H15N3)

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) belongs to piperazines. Two common salts in the form of which piperazine is usually prepared for pharmaceutical or veterinary purposes are the citrate, 3C4H10N2.2C6H8O7 (i.e. containing 3 molecules of piperazine to 2 molecules of citric acid), and the adipate, C4H10N2.C6H10O4 (containing 1 molecule each of piperazine and adipic acid).Formula: C12H15N3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Zhang, Dou-Sheng; Liu, Wen; Li, Ya-Ping; Hu, Chang-Qin published an article in Journal of Planar Chromatography–Modern TLC. The title of the article was 《Establishment and optimization of an HPTLC method for the analysis of gatifloxacin and related substances by design of experiment》.Related Products of 182868-72-0 The author mentioned the following in the article:

The objective of this study was to establish and optimize high-performance thin-layer chromatog. (HPTLC) anal. of gatifloxacin and related substances by the method of design of experiment (DOE). First, preliminary screening of 22 solvents was performed using uniform design (UD) to establish the developing solvent proposed to be optimized. The optimal proportions of components in the developing solvent were established by central composite design (CCD) to establish and validate HPTLC anal. of gatifloxacin and related substances. Using DOE, it was found that the optimal proportions (by volume) of components in the developing solvent in the HPTLC anal. method were methanol-1,2-dichloroethane-concentrated ammonia solution-acetonitrile (2.8:7.2:0.5:0.5, ν/ν). Methodol. validation showed that the established HPTLC method could sep. gatifloxacin and 8 related substances with similar structures effectively. In particular, impurity pairs with the greatest separation difficulty (due to their similar polarities and dipole moments), e.g., impurity #3 (8-fluorogatifloxacin) and impurity #8 (gatifloxacin 2-methylpiperazine), impurity #3, and substance #9 (gatifloxacin), could also be separated effectively. The HPTLC method was simple, accurate, reliable, and suitable for rapid qual. anal. of gatifloxacin and related substances in routine tests. Addnl., the anal. results presented here may provide useful supplemental information on the current reversed phase high-performance liquid chromatog. (RP-HPLC) method, especially in terms of the mechanism of normal-phase separation In the experiment, the researchers used many compounds, for example, 1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0Related Products of 182868-72-0)

1-Cyclopropyl-8-ethoxy-6-fluoro-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid(cas: 182868-72-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Related Products of 182868-72-0

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Category: piperazinesOn May 26, 2015, Kooistra, Albert J.; Leurs, Rob; de Esch, Iwan J. P.; de Graaf, Chris published an article in Journal of Chemical Information and Modeling. The article was 《Structure-based prediction of G-protein-coupled receptor ligand function: A β-adrenoceptor case study》. The article mentions the following:

The spectacular advances in G-protein-coupled receptor (GPCR) structure determination have opened up new possibilities for structure-based GPCR ligand discovery. The structure-based prediction of whether a ligand stimulates (full/partial agonist), blocks (antagonist), or reduces (inverse agonist) GPCR signaling activity is, however, still challenging. A total of 31 β1 (β1R) and β2 (β2R) adrenoceptor crystal structures, including antagonist, inverse agonist, and partial/full agonist-bound structures, allowed the authors to explore the possibilities and limitations of structure-based prediction of GPCR ligand function. The authors used all unique protein-ligand interaction fingerprints (IFPs) derived from all ligand-bound β-adrenergic crystal structure monomers to post-process the docking poses of known β1R/β2R partial/full agonists, antagonists/inverse agonists, and physicochem. similar decoys in each of the β1R/β2R structures. The systematic anal. of these 1920 unique IFP-structure combinations offered new insights into the relative impact of protein conformation and IFP scoring on selective virtual screening (VS) for ligands with a specific functional effect. The authors’ studies show that ligands with the same function can be efficiently classified on the basis of their protein-ligand interaction profile. Small differences between the receptor conformation (used for docking) and reference IFP (used for scoring of the docking poses) determine, however, the enrichment of specific ligand types in VS hit lists. Interestingly, the selective enrichment of partial/full agonists can be achieved by using agonist IFPs to post-process docking poses in agonist-bound as well as antagonist-bound structures. The authors have identified optimal structure-IFP combinations for the identification and discrimination of antagonists/inverse agonist and partial/full agonists, and defined a predicted IFP for the small full agonist norepinephrine that gave the highest retrieval rate of agonists over antagonists for all structures (with an enrichment factor of 46 for agonists and 8 for antagonists on average at a 1% false-pos. rate). This β-adrenoceptor case study provides new insights into the opportunities for selective structure-based discovery of GPCR ligands with a desired function and emphasizes the importance of IFPs in scoring docking poses. The results came from multiple reactions, including the reaction of 4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0Category: piperazines)

4-(Piperazin-1-yl)-1H-indole(cas: 84807-09-0) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Category: piperazines

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

In 2019,Analytical Chemistry (Washington, DC, United States) included an article by Wang, Shan-Shan; Wang, Yun-Jun; Zhang, Jing; Sun, Tuan-Qi; Guo, Yin-Long. Recommanded Product: 109-01-3. The article was titled 《Derivatization Strategy for Simultaneous Molecular Imaging of Phospholipids and Low-Abundance Free Fatty Acids in Thyroid Cancer Tissue Sections》. The information in the text is summarized as follows:

Matrix-assisted laser desorption/ionization (MALDI) mass spectrometry imaging (MSI) has been applied in many fields for detecting and imaging a variety of metabolites. In cancer research, this fast-growing imaging method also helps to elucidate the connection between the changes of metabolites in the microenvironment and the proliferation and survival of cancer cells. Free fatty acids (FFAs) are a vital building block of phospholipids (PLs) that can serve as a second cellular messenger and provide nutrients in the cancer microenvironment. The metabolism process of FFAs and PLs is highly relevant to the initiation and progression of different cancers. To better understand the metabolism process in cancer tissues, simultaneously detecting and imaging FFAs and PLs is essential. Despite the crucial developments that have been performed in the field of lipids imaging, FFAs and PLs have rarely been detected and imaged simultaneously in pos. ion mode with good detection sensitivity. In this work, an on-tissue derivatization method was used to add a permanently quaternary amine onto FFAs; then, the FFAs and PLs were simultaneously imaged in pos. ion mode. The derivatized FFAs are suitable for detection in pos. ion mode. In comparison with the traditional matrix and the previous derivatization method, the derivatization reagent has a higher sensitivity for imaging FFAs. In addition, for simultaneous imaging anal. of FFAs and PLs, the number of imaged FFAs and PLs is greater than that with the previous on-tissue derivatization method. This high-sensitivity on-tissue derivatization method was applied to detect and image PLs and fatty acids in thyroid cancer tissues. In the MSI experiment, FFA derivatives and PLs were imaged while mol. localization and tissue integrity were maintained. Meanwhile, the correlation between PLs and FFAs was also studied, and the results showed that the correlations between saturated FFAs of C16:0 and C18:0 and PLs are better than the correlations of unsaturated FFAs with PLs. In the part of experimental materials, we found many familiar compounds, such as 1-Methylpiperazine(cas: 109-01-3Recommanded Product: 109-01-3)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Recommanded Product: 109-01-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Dalmijn, Joost A.; Poursat, Baptiste A. J.; van Spanning, Rob J. M.; Brandt, Bernd W.; de Voogt, Pim; Parsons, John R. published their research in Environmental Science: Water Research & Technology in 2021. The article was titled 《Influence of short- and long-term exposure on the biodegradation capacity of activated sludge microbial communities in ready biodegradability tests》.SDS of cas: 109-01-3 The article contains the following contents:

Ready biodegradability tests (RBTs) are extensively used to screen the potential of chems. to be biodegraded. The use of RBT protocols often results in large variations of test results that may lead to wrong interpretations. The present study aims to obtain a fundamental understanding of this variability. For this, we subjected the compounds 4-chloroaniline (4CA), carbamazepine (CBZ), metformin (MET), and N-methylpiperazine (NMP) to a variety of different test conditions. Inocula from five local wastewater treatment plants (WWTPs) were used in an attempt to enhance the Organization for Economic Co-operation and Development (OECD) 310 biodegradability tests. The biodegradation capacity in RBTs, community composition and adaptation of the communities were compared after one week of pre-exposure in batch and four months exposure in chemostat. The results confirm that none of the test compounds is readily biodegradable in the standard OECD 310 RBT. However, when pre-exposure under either batch or chemostat conditions was included, 4CA was degraded in some cases and less variability among different inocula was observed for the transformation of MET. Bacterial communities from the five locations were found to be significantly different in composition from one another. In addition, pre-treatment performed before the RBT significantly changed the composition of each community. Results of this experiment show that short-term pre-exposure may increase the absolute number of degraders and deserves to be further investigated as a potential method to reduce the outcome variability of RBTs. In the experiment, the researchers used 1-Methylpiperazine(cas: 109-01-3SDS of cas: 109-01-3)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..SDS of cas: 109-01-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Zak, Agnieszka; Lemaire, Lucas; Chalon, Sylvie; Chicheri, Gabrielle; Marzag, Hamid; Bodard, Sylvie; Serriere, Sophie; Routier, Sylvain; Buron, Frederic; Vercouillie, Johnny published an article in 2021. The article was titled 《[18F]-labeled positron emission tomography ligand for the histamine H4 receptor》, and you may find the article in Journal of Labelled Compounds and Radiopharmaceuticals.Application of 109-01-3 The information in the text is summarized as follows:

We synthesized 5-[18F]-fluoro-1H-indol-2-yl)(4-methyl-1-piperazinyl)methanone ([18F]5) via a Suzuki approach starting from a protected pinacol borane precursor followed by acidic hydrolysis of the t-Boc protecting group. The non-optimized radiochem. yield was 5.7 ± 1.35%, radiochem. purity was over 99%, and molar activity was 100.7 ± 34.5 GBq/μmol (n = 3). [18F]5 was stable in rat plasma for at least 4 h and was evaluated by μPET imaging and biodistribution using a unilateral quinolinic acid rat model of neuroinflammation. The time-activity curve showed that [18F]5 entered the brain immediately after i.v. injection and then left it progressively with a very low level reached from 30 min after injection. The biodistribution study showed no difference in the accumulation of [18F]5 between the lesioned and intact side of the brain and between control rats and animals pretreated with a saturating dose of JNJ-7777120 as a specific H4R antagonist. Hence, despite its in vitro nanomolar affinity for H4R, and its ability to cross the blood-brain barrier in rats, [18F]5 does not appear suitable to image in vivo the receptor by PET. The results came from multiple reactions, including the reaction of 1-Methylpiperazine(cas: 109-01-3Application of 109-01-3)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Application of 109-01-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Synthetic Route of C5H12N2In 2020 ,《Design and optimization of quinazoline derivatives: new non-nucleoside inhibitors of bovine viral diarrhea virus》 appeared in Frontiers in Chemistry (Lausanne, Switzerland). The author of the article were Fernandez, Gabriela A.; Castro, Eliana F.; Rosas, Rocio A.; Fidalgo, Daniela M.; Adler, Natalia S.; Battini, Leandro; Espana de Marco, Maria J.; Fabiani, Matias; Bruno, Ana M.; Bollini, Mariela; Cavallaro, Lucia V.. The article conveys some information:

In a previous work, potential mols. that dock into an allosteric binding pocket of BVDV RdRp via a structure-based virtual screening approach was identified. One of them, N-(2-morpholinoethyl)-2-phenylquinazolin-4-amine I [R2 = Ph; R4 = 2-morpholinoethylamino; R7 = H] [50% effective concentration (EC50) = 9.7 ± 0.5μM], was selected to perform different chem. modifications. Among synthesized derivatives I [R2 = H, Ph, 4-MeC6H4, etc.; R4 = 4-methylpiperazin-1-yl, HN(CH2)5CH3, 4-methoxyanilino, etc.; R7 = H, Cl], compound I [R2 = H, Ph, 4-(Me)2NC6H4; R4 = 4-methylpiperazin-1-yl, 3-(dimethylamino)propylamino, 4-(2-hydroxyethyl)piperazin-1-yl, (2-morpholinoethylamino), 2-(1-piperidyl)ethylamino, 2-(1-piperidyl)ethylamino, (2,2,6,6-tetramethyl-4-piperidyl)amino, ; R7 = H, Cl] of them showed considerable antiviral activity. Mol. modeling of the most active compounds I [R2 = H, Ph, 4-MeC6H4, 4-MeOC6H4, 4-O2NC6H4, 4-(Me)2NC6H4; R4 = 4-methylpiperazin-1-yl, 3-(dimethylamino)propylamino, 4-(2-hydroxyethyl)piperazin-1-yl, 2-morpholinoethylamino, 2-(1-piperidyl)ethylamino, (2,2,6,6-tetramethyl-4-piperidyl)amino; R7 = H, Cl] showed that they bind to a pocket located in the fingers and thumb domains in BVDV RdRp, which was different than that identified for other non-nucleoside inhibitors (NNIs) such as thiosemicarbazone (TSC). Compound 2-[4-(2-phenylquinazolin-4-yl)piperazin-1-yl]ethanol I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] ( EC50 = 1.7 ± 0.4μM) was selected for further anal. Compound I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] was found to inhibit the in vitro replication of TSC-resistant BVDV variants, which carry the N264D mutation in the RdRp. In addition, I [R2 = Ph; R4 = 4-(2-hydroxyethyl)piperazin-1-yl; R7 = H] presented adequate solubility in different media and a high-stability profile in murine and bovine plasma. In the experiment, the researchers used 1-Methylpiperazine(cas: 109-01-3Synthetic Route of C5H12N2)

1-Methylpiperazine(cas: 109-01-3) can be used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). It was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative..Synthetic Route of C5H12N2

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Reference of 1-Methylpiperazine dihydrochlorideOn May 31, 1981, Valenta, Vladimir; Bartosova, Marie; Protiva, Miroslav published an article in Collection of Czechoslovak Chemical Communications. The article was 《Neurotropic and psychotropic agents. CLI. 1-[3-(2-Alkoxyphenoxy)-3-phenylpropyl]piperazines and some related compounds》. The article mentions the following:

Mannich bases PhCOCH2CH2NRR1 (NRR1 = NMe2, 4-methylpiperazino, 4-benzylpiperazino) were reduced to the alc. HOCHPhCH2CH2NRR1 which were transformed with SOCl2 to PhCHClCH2CH2NRR1. Substitution reactions with Na salts of guaiacol, 2-ethoxyphenol and 2-benzyloxyphenol gave 2-R2OC6H4OCHPhCH2CH2NRR1 (RR1 = NMe2, 4-methylpiperazino, 4-benzylpiperazino; R2 = Me, Et, CH2Ph). 2-PhCH2OC6H4OCHPhCH2CH2NMe2 was partially demethylated by treatment with ClCO2Et followed by alk. hydrolysis to 2-PhCH2OCHPhCH2CH2NHMe. The products in high doses exhibited central excitation but did not show antireserpine activity; they had several structurally less specific effects (hypotensive, local anesthetic, spasmolytic (LD and ED given). In the experimental materials used by the author, we found 1-Methylpiperazine dihydrochloride(cas: 34352-59-5Reference of 1-Methylpiperazine dihydrochloride)

1-Methylpiperazine dihydrochloride(cas: 34352-59-5) is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), 1-methylpiperazine-1,4-diium tetrachloridozincate hemihydrate, 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug..Reference of 1-Methylpiperazine dihydrochloride

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics