Tag: M.W=100-200

Li, Bing-Yu; Voets, Lauren; Van Lommel, Ruben; Hoppenbrouwers, Fien; Alonso, Mercedes; Verhelst, Steven H. L.; De Borggraeve, Wim M.; Demaerel, Joachim published the article 《SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates》. Keywords: triflate triflamide triflimidate synthesis click reaction.They researched the compound: 4-(Piperazin-1-yl)phenol( cas:56621-48-8 ).Reference of 4-(Piperazin-1-yl)phenol. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:56621-48-8) here.

Sulfur(VI) Fluoride Exchange (SuFEx) chem. has emerged as a next-generation click reaction, designed to assemble functional mols. quickly and modularly. Here, we report the ex situ generation of trifluoromethanesulfonyl fluoride (CF3SO2F) gas in a two chamber system, and its use as a new SuFEx handle to efficiently synthesize triflates and triflamides. This broadly tolerated protocol lends itself to peptide modification or to telescoping into coupling reactions. Moreover, redesigning the SVI-F connector with a S=O → S=NR replacement, furnished the analogous triflimidoyl fluorides as SuFEx electrophiles, which were engaged in the synthesis of rarely reported triflimidate esters. Notably, experiments showed H2O to be the key towards achieving chemoselective trifluoromethanesulfonation of phenols vs. amine groups, a phenomenon best explained-using ab initio metadynamics simulations-by a hydrogen bonded termol. transition state for the CF3SO2F triflylation of amines.

From this literature《SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates》,we know some information about this compound(56621-48-8)Reference of 4-(Piperazin-1-yl)phenol, but this is not all information, there are many literatures related to this compound(56621-48-8).

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Biotransformation of LASSBio-579 and pharmacological evaluation of p-hydroxylated metabolite a N-phenylpiperazine antipsychotic lead compound》. Authors are Gomes, Tatiana F.; Pompeu, Thais E. T.; Rodrigues, Daniel A.; Noel, Francois; Menegatti, Ricardo; Andrade, Carolina H.; Sabino, Jose R.; Gil, Eric S.; Dalla Costa, Teresa; Betti, Andresa H.; Antonio, Camila B.; Rates, Stela M. K.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; de Oliveira, Valeria.The article about the compound:4-(Piperazin-1-yl)phenolcas:56621-48-8,SMILESS:OC1=CC=C(N2CCNCC2)C=C1).Product Details of 56621-48-8. Through the article, more information about this compound (cas:56621-48-8) is conveyed.

Using a combination of docking and mol. dynamics simulations, we predicted that p-hydroxylation by CYP1A2 would be the main metabolic pathway for the 1-[1-(4-chlorophenyl)-1H-4pyrazolylmethyl] phenylhexahydropiperazine, LASSBio-579. As the result of a screening process with strains of filamentous fungi, Cunninghamella echinulata ATCC 9244 was chosen to scale up the preparation of the p-hydroxylated metabolite. About 30 min after i.p. administration of LASSBio-579 to rats was identified as the p-hydroxylated metabolite, confirming our in silico previsions. Chem. synthesis of the metabolite was performed and allowed its pharmacol. evaluation in binding assays revealing its high affinity for D2 and D4 receptors, indicating that this metabolite should participate to the antipsychotic effect of LASSBio-579 in vivo. Furthermore, we report here that both LASSBio-579 and its p-hydroxylated metabolite have a much lower affinity than clozapine for two receptors involved in adverse reactions. Voltammetric assays were useful to understand the redox profile of LASSBio-579.

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Ether – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, European Journal of Medicinal Chemistry called Design, synthesis and antibacterial evaluation of novel pleuromutilin derivatives possessing piperazine linker, Author is Gao, Mei-Ling; Zeng, Jie; Fang, Xi; Luo, Jian; Jin, Zhen; Liu, Ya-Hong; Tang, You-Zhi, which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Related Products of 56621-48-8.

A series of pleuromutilin derivatives bearing piperazine ring have been reported. The in vitro antibacterial activities of the synthetic derivatives against MRSA (ATCC 43300), Staphylococcus aureus (ATCC 29213), Enterococcus faecalis (ATCC 29212), Enterococcus faecium (ATCC35667) and Escherichia coli (ATCC25922) were evaluated by the broth dilution method. Most of the synthesized derivatives displayed potent activities. Compounds 11c, 12a and 12c were found to be the most active antibacterial derivatives against MRSA (min. inhibitory concentration = 0.015 μg/mL). The binding of compounds 11c, 12a and 12c (I – III, resp.) to the 50s ribosome were investigated by mol. modeling. Compound 11c possessed lower binding free energy compared with compounds 12a and 12c. Compound 11c was further evaluated in MRSA systemic infection model and displayed superior in vivo efficacy to that of tiamulin.

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Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application In Synthesis of 4-(Piperazin-1-yl)phenol. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about A novel class of ethacrynic acid derivatives as promising drug-like potent generation of anticancer agents with established mechanism of action. Author is Mignani, Serge; El Brahmi, Nabil; El Kazzouli, Said; Eloy, Laure; Courilleau, Delphine; Caron, Joachim; Bousmina, Mosto M.; Caminade, Anne-Marie; Cresteil, Thierry; Majoral, Jean-Pierre.

The well-known diuretic Ethacrynic acid (EA, Edecrin), showing low anti-proliferative activities, was chem. modified at different positions. The new EA derivatives have been tested in vitro in anti-proliferative assays on both tumor KB (epidermal carcinoma) and leukemia HL60 (promyelocytic) cells suitable targets for anticancer activity. Reduction of the α-β double bond of EA completely abolished anti-cancer activities, whereas introduction of either 2-(4-substituted phenyl)ethanamine (series A) or 4-(4-substituted phenyl)piperazine (series B) moieties generated compounds showing moderate to strong anti-proliferative activities against human cancer cell lines. Several substitutions on the Ph of these two moieties are tolerated. The mechanism of action of the EA derivatives prepared in this study is more complex than the inhibition of glutathione S-transferase π ascribed as unique effect to EA and might help to overcome tumor resistances.

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Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 56621-48-8, is researched, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2OJournal, Article, Bioorganic & Medicinal Chemistry Letters called Potent, selective, and orally active adenosine A2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines, Author is Neustadt, Bernard R.; Hao, Jinsong; Lindo, Neil; Greenlee, William J.; Stamford, Andrew W.; Tulshian, Deen; Ongini, Ennio; Hunter, John; Monopoli, Angela; Bertorelli, Rosalia; Foster, Carolyn; Arik, Leyla; Lachowicz, Jean; Ng, Kwokei; Feng, Kung-I., the main research direction is pyrazolo triazolo pyrimidine arylpiperazine preparation adenosine receptor antagonist SAR.COA of Formula: C10H14N2O.

Antagonism of the adenosine A2A receptor offers great promise in the treatment of Parkinson’s disease. Employing the known pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine A2A antagonist SCH 58261 as a starting point, we identified the potent and selective (vs. A1) antagonist 11h (I), orally active in the rat haloperidol-induced catalepsy model. We further optimized this lead to the methoxyethoxyethyl ether 12a (SCH 420814), which shows broad selectivity, good pharmacokinetic properties, and excellent in vivo activity.

There is still a lot of research devoted to this compound(SMILES：OC1=CC=C(N2CCNCC2)C=C1)COA of Formula: C10H14N2O, and with the development of science, more effects of this compound(56621-48-8) can be discovered.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Acaricidal properties of piperazine and its derivatives against house-dust and stored-food mites.COA of Formula: C10H14N2O.

Piperazine derivatives possess pharmacol. properties, yet the acaricidal activity of these compounds has not been investigated. This study was conducted to evaluate the color alteration and acaricidal activity of piperazine derivatives against Dermatophagoides spp. and Tyrophagus putrescentiae using filter paper and fumigant methods. In a fumigant bioassay, 1-phenylpiperazine (7.83 μg/cm2) against D. farinae was found to be 4.7-fold more toxic than DEET (36.84 μg/cm2), followed by benzyl benzoate (9.72 μg/cm2), piperazine (11.41 μg/cm2), 1-ethoxycarbonylpiperazine (20.14 μg/cm2), and 1-(2-methoxyphenyl)piperazine (22.14 μg/cm2). In a filter paper bioassay, 1-(2-methoxyphenyl)piperazine (3.65 μg/cm2) was 5.7-fold more toxic than DEET (20.64 μg/cm2), followed by 1-ethoxycarbonylpiperazine (4.02 μg/cm2), 1-phenylpiperazine (4.75 μg/cm2), benzyl benzoate (7.83 μg/cm2), and piperazine (10.59 μg/cm2). Similar results have been exhibited with piperazine derivatives against D. pteronyssinus. However, no activity against T. putrescentiae was observed for piperazine derivatives, except for piperazine. These results indicate that piperazine derivatives may be suitable as vapor-phase acaricide fumigants owing to their high volatility, acaricidal activity and safety. 1-Phenylpiperazine was found to be an excellent mite indicator based on the color change it induced. Taken together, these findings indicate that piperazine derivatives may be used to replace existing problematical acaricides owing to their activity and ability to act as a mite indicator.

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Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Molecular Mechanism for Isoform-Selective Inhibition of Acyl Protein Thioesterases 1 and 2 (APT1 and APT2).Name: 4-(Piperazin-1-yl)phenol.

Post-translational S-palmitoylation directs the trafficking and membrane localization of hundreds of cellular proteins, often involving a coordinated palmitoylation cycle that requires both protein acyltransferases (PATs) and acylprotein thioesterases (APTs) to actively redistribute S-palmitoylated proteins toward different cellular membrane compartments. This process is necessary for the trafficking and oncogenic signaling of S-palmitoylated Ras isoforms, and potentially other peripheral membrane proteins. Depalmitoylating enzymes APT1 and APT2 are sep. conserved in all vertebrates, suggesting unique functional roles for each enzyme. The recent discovery of APT isoform-selective inhibitors ML348 and ML349 has opened new possibilities to probe the function of each enzyme, yet it remains unclear how each inhibitor achieves orthogonal inhibition. Here, the authors report the high-resolution structure of human APT2 in complex with ML349 (1.64 Å), as well as the complementary structure of human APT1 bound to ML348 (1.55 Å). Although the overall peptide backbone structures are nearly identical, each inhibitor adopted a distinct conformation within each active site. In APT1, ML348 was positioned above the catalytic triad, but in APT2, the sulfonyl group of ML349 formed H-bonds with active site resident water mols. to indirectly engage the catalytic triad and oxyanion hole. Reciprocal mutagenesis and activity profiling revealed several differing residues surrounding the active site that served as critical gatekeepers for isoform accessibility and dynamics. Structural and biochem. anal. suggested that the inhibitors occupy a putative acyl-binding region, establishing the mechanism for isoform-specific inhibition, hydrolysis of acyl substrates, and structural orthogonality important for future probe development.

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Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Russian Journal of Organic Chemistry called N-Substituted S-Alkyl Carbamothioates in the Synthesis of Nitrogen-containing Functional Derivatives of the Adamantane Series, Author is Klimochkin, Yu. N.; Ivleva, E. A., which mentions a compound: 56621-48-8, SMILESS is OC1=CC=C(N2CCNCC2)C=C1, Molecular C10H14N2O, Formula: C10H14N2O.

A series of new asym. ureas, urethanes, and other derivatives of the framework structure I [R = OCH2C2OH, (2-methylquinolin-4-yl)aminyl, 4-methylpiperazin-1-yl.HCl, etc.] have been synthesized by the reactions of adamantan-1-yl isocyanate generated in situ by the thermolysis of S-Et (adamantan-1-yl)carbamothioate with nitrogen-containing nucleophiles and alcs.

There is still a lot of research devoted to this compound(SMILES：OC1=CC=C(N2CCNCC2)C=C1)Formula: C10H14N2O, and with the development of science, more effects of this compound(56621-48-8) can be discovered.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of C10H14N2O. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-(Piperazin-1-yl)phenol, is researched, Molecular C10H14N2O, CAS is 56621-48-8, about Biotransformation of LASSBio-579 and pharmacological evaluation of p-hydroxylated metabolite a N-phenylpiperazine antipsychotic lead compound. Author is Gomes, Tatiana F.; Pompeu, Thais E. T.; Rodrigues, Daniel A.; Noel, Francois; Menegatti, Ricardo; Andrade, Carolina H.; Sabino, Jose R.; Gil, Eric S.; Dalla Costa, Teresa; Betti, Andresa H.; Antonio, Camila B.; Rates, Stela M. K.; Fraga, Carlos A. M.; Barreiro, Eliezer J.; de Oliveira, Valeria.

Using a combination of docking and mol. dynamics simulations, we predicted that p-hydroxylation by CYP1A2 would be the main metabolic pathway for the 1-[1-(4-chlorophenyl)-1H-4pyrazolylmethyl] phenylhexahydropiperazine, LASSBio-579. As the result of a screening process with strains of filamentous fungi, Cunninghamella echinulata ATCC 9244 was chosen to scale up the preparation of the p-hydroxylated metabolite. About 30 min after i.p. administration of LASSBio-579 to rats was identified as the p-hydroxylated metabolite, confirming our in silico previsions. Chem. synthesis of the metabolite was performed and allowed its pharmacol. evaluation in binding assays revealing its high affinity for D2 and D4 receptors, indicating that this metabolite should participate to the antipsychotic effect of LASSBio-579 in vivo. Furthermore, we report here that both LASSBio-579 and its p-hydroxylated metabolite have a much lower affinity than clozapine for two receptors involved in adverse reactions. Voltammetric assays were useful to understand the redox profile of LASSBio-579.

There is still a lot of research devoted to this compound(SMILES：OC1=CC=C(N2CCNCC2)C=C1)Synthetic Route of C10H14N2O, and with the development of science, more effects of this compound(56621-48-8) can be discovered.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called SuFEx-enabled, chemoselective synthesis of triflates, triflamides and triflimidates, published in 2021, which mentions a compound: 56621-48-8, mainly applied to triflate triflamide triflimidate synthesis click reaction, Application of 56621-48-8.

Sulfur(VI) Fluoride Exchange (SuFEx) chem. has emerged as a next-generation click reaction, designed to assemble functional mols. quickly and modularly. Here, we report the ex situ generation of trifluoromethanesulfonyl fluoride (CF3SO2F) gas in a two chamber system, and its use as a new SuFEx handle to efficiently synthesize triflates and triflamides. This broadly tolerated protocol lends itself to peptide modification or to telescoping into coupling reactions. Moreover, redesigning the SVI-F connector with a S=O → S=NR replacement, furnished the analogous triflimidoyl fluorides as SuFEx electrophiles, which were engaged in the synthesis of rarely reported triflimidate esters. Notably, experiments showed H2O to be the key towards achieving chemoselective trifluoromethanesulfonation of phenols vs. amine groups, a phenomenon best explained-using ab initio metadynamics simulations-by a hydrogen bonded termol. transition state for the CF3SO2F triflylation of amines.

There is still a lot of research devoted to this compound(SMILES：OC1=CC=C(N2CCNCC2)C=C1)Application of 56621-48-8, and with the development of science, more effects of this compound(56621-48-8) can be discovered.

Reference:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem