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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: 27469-61-0, is researched, SMILESS is ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3, Molecular C17H18Cl2N2Journal, Comparative Study, Article, Journal of Medicinal Chemistry called Estrogen synthetase inhibitors. 2. Comparison of the in vitro aromatase inhibitory activity for a variety of nitrogen heterocycles substituted with diarylmethane or diarylmethanol groups, Author is Jones, C. David; Winter, Mark A.; Hirsch, Kenneth S.; Stamm, Nancy; Taylor, Harold M.; Holden, Howard E.; Davenport, James D.; Krumkalns, Eriks V.; Suhr, Robert G., the main research direction is heterocycle nitrogen diphenylmethyl preparation aromatase inhibition; imidazole diphenylmethyl preparation aromatase inhibitor; pyridine diphenylmethyl preparation aromatase inhibitor.Recommanded Product: 27469-61-0.

The preparation and in vitro aromatase-inhibitory activity of a wide variety of heterocyclic diphenylmethane derivatives, e.g., (p-ClC4H4)2CRR1 (R = imidazolyl, pyridyl, pyrimidyl, etc.; R1 = H, HO, 1-imidazolyl), are described. Thus (p-ClC4H4)2CHCl was treated with imidazole in DMF containing NaH to give 1-[bis(p-chlorophenyl)methyl]imidazole. The choice of the 2 diaryl-bearing moieties as a vehicle for evaluating the heterocycles was made by comparing a series of imidazole- and pyridine-derived compounds with similar pyrimidine compounds reported previously. A structural model for the most active compounds is also presented. The activity of a related series of compounds containing 2 heterocyclic moieties was consistent with the model. Many of the compounds evaluated, including representatives of the pyridine, imidazole, pyrimidine, pyrazole, triazole, thiazole, and isothiazole classes, exhibit EC50 potencies for aromatase inhibition at low nanomolar levels. These compounds are at least as potent as other nonsteroidal aromatase inhibitors reported previously.

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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 Synthesis and quantitative structure-activity relationships of antibacterial 1-(substituted benzhydryl)-4-(5-nitro-2-furfurylideneamino)piperazines, published in 1978-07-31, which mentions a compound: 27469-61-0, mainly applied to piperazine benzhydryl nitrofurfurylideneamino; bactericide benzhydrylnitrofurylideneaminopiperazine; structure activity bactericide piperazine, Safety of 1-(Bis(4-chlorophenyl)methyl)piperazine.

Twelve title compounds I (R = H, 4-Cl, 3-Me, 3,4-Cl2, etc., R1 = H, Cl, Me) were prepared by treating the corresponding benzhydryl chloride with piperazine followed by nitrosation, reduction, and condensation with 5-nitro-2-furancarboxaldehyde. I were examined for in vitro antimicrobial activity. The compounds were active against Bacillus cereus 7, Bacillus megaterium 122, Bacillus subtilis 104, Clostridium perfringens 13, and the tetracycline-resistant Clostridium perfringens 37. Regression analyses on the antibacterial activity data based on the Hansch approach, using π, π2, and σ parameters, yielded several statistically significant correlation equations. 1-Benzhydryl-4-(5-nitro-2-furfurylideneamino)piperazine stopped the protein and DNA syntheses in C. perfringens 13, as indicated by precipitable radioactivity. The compound, however, showed no effect on the cell wall synthesis in the bacteria.

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Recommanded Product: 27469-61-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Design, Synthesis, and Biological Evaluation of 2-((4-Bisarylmethyl-piperazin-1-yl)methyl)benzonitrile Derivatives as HCV Entry Inhibitors. Author is Wang, Yixuan; Li, Jianrui; Tan, Jiali; Yang, Bo; Quan, Yanni; Peng, Zonggen; Li, Yanping; Li, Zhuorong.

Viral entry inhibitors are absent in hepatitis C virus (HCV) treatment regimens although a dozen direct-acting antiviral (DAA) drugs are available now. Based on a previously identified HCV entry inhibitor L0909, chem. space exploration and structure-activity relationship (SAR) studies led to the discovery of a new derived scaffold 2-((4-bisarylmethyl-piperazin-1-yl)methyl)benzonitrile. Several new scaffold derivatives exhibited higher in vitro anti-HCV activity at low nanomolar concentrations compared to L0909. A biol. study indicated that the high potency of few active derivatives were primarily driven by the inhibitory effect on the virus entry stage. Moreover, an SPR experiment confirmed that this class of derivatives might target the HCV E1 protein. Pharmacokinetic studies indicated that few compounds are orally available and long-lasting in rat plasma after oral administration to rats by a single dose of 15 mg/kg. In conclusion, this work provided a novel 2-((4-bisarylmethyl-piperazin-1-yl)methyl)benzonitrile chemotype deserving further investigation into its antiviral therapeutic potential.

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Shivaprakash, S.; Kiran, K. R.; Diwakar, Latha; Reddy, G. Chandrasekara published an article about the compound: 1-(Bis(4-chlorophenyl)methyl)piperazine( cas:27469-61-0,SMILESS:ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3 ).Recommanded Product: 1-(Bis(4-chlorophenyl)methyl)piperazine. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:27469-61-0) through the article.

A series of novel (Z)-1-benzhydryl-4-cinnamylpiperazines I [R1 = R2 = Ph, 4-ClC6H4, 4-MeC6H4, 4-FC6H4; R1 = Ph, R2 = 4-ClC6H4, 4-BrC6H4; R3 = Ph, 4-MeOC6H4, 3,5-(MeO)2C6H3, piperonyl, etc.] was synthesized in six steps starting from the corresponding benzophenones R1COR2. The final step was Wittig condensation of the appropriate benzyltriphenylphosphonium halides R3CH2P+Ph3 X- (X = Cl, Br) with 1-benzhydryl-4-(formylmethyl)piperazines, which afforded pure (Z)-1-benzhydryl-4-cinnamylpiperazines I. The anticancer potential (MTT assay) of the synthesized compounds was tested against human cervical cancer (HeLa) and murine microglial (BV-2) cell lines. The compound I (R1 = R2 = 4-FC6H4; R3 = Ph) (cis-flunarizine) exhibited exceptionally superior activity against both HeLa and BV-2 cell lines with IC50 value of 13.23±3.51 μM and 23.1±4.12 μM, resp. Hence, this compound may be considered as a potential lead mol. for further development.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《New derivatives of 1,4-disubstituted piperazine》. Authors are Morren, H. G.; Denayer, R.; Linz, R.; Mathieu, J.; Strubbe, H.; Trolin, S..The article about the compound:1-(Bis(4-chlorophenyl)methyl)piperazinecas:27469-61-0,SMILESS:ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3).Formula: C17H18Cl2N2. Through the article, more information about this compound (cas:27469-61-0) is conveyed.

New 1,4-disubstituted piperazines were prepared and their tranquillizing properties and action on gastric ulcers examined ο-(Chlorobenzhydryl)piperazine with Me3N and PhCH2Cl in PhMe gave N-(ο-chlorobenzhydryl)-N’-benzylpiperazine, b0.005 210°; di-HCl salt, m. 223°. By refluxing 2 moles chloroethoxyethanol or chloroethoxyethoxyethanol with 110 g. Me3N and 1 mole of various substituted benzhydrylpiperazines the following N-(R1-substituted-benzhydryl)-N’-(R-substituted) piperazines were prepared (R’ = CH2CH2OCH2CH2OH) (R and b.p./mm. given): ο-Cl, 215°/0.01; p-Br, 224°/0.01; m-Cl, 215°/0.5; m-Br, 225°/0.02; ο-Br, 215-20°/0.1; m-OMe, 225°/ 0.07; m-Me, 210°/0.1; ο-C5H11O, 248°/0.01; m-Bu, 215°/0.01; ο-Me, 205°/0.01. (R = CH2CH2OCH2CH2OCH2CH2OH): m-Br, 240-5°/0.01; ο-Br, 240-5°/0.005; p-Br, 245-50°/0.02; ο-Cl, 240-5°/0.01. In an N atm. 0.1 g. atom Na is dissolved with warming in a convenient alc., after cooling 1-benzhydryl-4-(ω-chloroalkanoyl)piperazine in toluene added, the toluene distilled, the mixture heated 3 hrs at 140°, to the cooled liquid 3:7 EtOH-C6H6 added, the filtrate evaporated, and the residue distilled in vacuo. By this method the following N-(ο-chlorobenzhydryl)-N’-(R-substituted) piperazines were prepared (R and b.p./mm. given): CH2CH2O(CH2)5OH, 225°/0.003; CH2CH2OCH2CH(OH)CH2OH, 200°/0.05; CH2CH2OCH.(CH2)2.CH(OH). CH2.CH2, 260°/0.05. By refluxing 0.1 mole 1-(ο-chlorobenzhydryloxyethyl)piperazine with 0.11 mole triethylamine and 0.1 mole halogenated derivative, RX, in xylene 12 hrs. the following N-(ο-chlorobenzhydryloxyethyl)-N’-(R-substituted)piperazines were prepared (R and b.p./mm. given): Bu, 210°/0.1; (CH2)2OCH2CH2OH, 250°/0.03 (in the presence of excess chloroethoxyethanol); CH2Ph, 230-5°/0.1; ο-MeC6H4CH2, 234-6°/0.01; ο-ClC6H4CH2, 240°/0.1; ο-ClC6H4CO, 255°/0.1; p-Me3CC6H4CH2O(CH2)2, 245-50°/0.1. By refluxing 0.1 mole monosubstituted piperazine with 0.11 mole triethylamine and 0.1 mole of various appropriate ω-chloroalkanoyl and benzhydryl oxides in xylene during 12 hrs. the following N-[(R’-substituted)benzhydryloxyalkylene] – N’ – (R-substituted)piperazines (alkylene = (CH2)n) were prepared (R1, R, n, and b.p./mm. given): ο-Cl, H(I), 2, 193-5°/0.15; ο-Cl, Me, 2, 185-190°/0.1; ο-Cl, CHMe2, 2, 184-6°/0.04; ο-Me, CHMe2, 2, 170°/0.005; ο-Cl, CH2CHMe2, 2, 185-190°/0.02; ο-Cl, (cyclohexyl, 2, 235-40°/0.05; ο-Cl, 3-methylcyclohexyl, 2; 230-2°/0.01; H, CH2CH2OH, 2, 220°/0.1; ο-Cl, CH2CH(OH)CH2OH, 2, – (decompose); ο-Cl, ο-Me-C6H4CH2; 2; 235°/0.05; ο-Me, m-MeC6H4CH2, 2, 224°/0.015; m-Cl, m-MeC6H4CH2, 2, 250°/0.1; ο-Me, ο-MeC6H4CH2, 2, 215°/0.005; ο-Cl, CHMe2, 3, 215°/0.7; ο-Cl, m-MeC6H4CH2, 3, 250°/0.5; ο-Cl, ο-MeC6H4CH2, 3, 260°/0.1; ο-Cl, CHMe2, 4, 210°/0.1; ο-Cl, m-MeC6H4CH2, 4, 245°/0.1; ο-Cl, CHMe2, 6, 230°/0.2; ο-Cl, ο-MeC6H4CH2, 6, 265°/0.1. N-[2-(ο-Chlorobenzhydryloxy)ethyl]-N’-(2-hydroxyethyl)piperazine (II), b0.1 230°, was prepared in 65% yield by melting at 150° 1.1 mole N-hydroxy-N’-ethylpiperazine, adding dropwise 0.5 mole ο-ClC6H4CHClPh, and warming 2 hrs. at 150°. The mixture is cooled at 75° and 250 ml. C6H6 added. After cooling and addition of NaOH the benzene layer is washed, evaporated, and the residue distilled in vacuo. II (0.1 mole) and 0.11 mole NaNH2 in 100 ml. toluene is refluxed until no NH3 is liberated. After cooling at 30° 0.12 mole p-tert-butylbenzyl bromide is added and the mixture refluxed 2 hrs. The cooled mass is extracted with dilute HCl, the acid-extract basified with K2CO3, and extracted with C6H6. After evaporation the residue is distilled in vacuo, giving 45% N-[2-(ο-chlorobenzhydryloxy)ethyl] – N’- [2-(p-tert-butylbenzyloxy)ethyl]piperazine, b0.1 275°. By refluxing 0.1 mole I, 11 g. triethylamine, 100 ml. toluene, and 0.1 mole AcCl during 2 hrs. N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-acetylpiperazine (III) is formed, b0.02 220-5°. Reduction of III with LiAlH4 yielded 88% N-[2-(ο-chlorobenzhydryloxy)ethyl]-N’-ethylpiperazine, b0.03 178-80°.

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Kemp, Carol A.; Flanagan, Jack U.; van Eldik, Annamaria J.; Marechal, Jean-Didier; Wolf, C. Roland; Roberts, Gordon C. K.; Paine, Mark J. I.; Sutcliffe, Michael J. published an article about the compound: 1-(Bis(4-chlorophenyl)methyl)piperazine( cas:27469-61-0,SMILESS:ClC1=CC=C(C=C1)C(N2CCNCC2)C3=CC=C(Cl)C=C3 ).Recommanded Product: 27469-61-0. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:27469-61-0) through the article.

There has been much interest in the development of a predictive model of cytochrome P 450 2D6 particularly because this enzyme is involved in the oxidation of at least 50 drugs. Previously we have described the combined use of homol. modeling and mol. docking to correctly position a range of substrates in the CYP2D6 active site with the known sites of metabolism above the heme. Here, our approach identifies correctly the site of metabolism of the atypical (no basic nitrogen) cytochrome P 450 2D6 substrate, spirosulfonamide. The same method is used to screen a small compound database for cytochrome P 450 2D6 inhibition. A database containing 33 compounds from the National Cancer Institute database was docked into our cytochrome P 450 2D6 homol. model using the program GOLDv2.0. Exptl. IC50 values for the 33 compounds were determined; comparison with the corresponding docked scores revealed a correlation with a regression coefficient of r2 = 0.61 (q2 = 0.59). The method was able to discriminate between tight and weak binding compounds and correctly identified several novel inhibitors. The results therefore suggest that our approach, which combines homol. modeling with mol. docking, has produced a useful predictive in silico tool for cytochrome P 450 2D6 inhibition, which is best used as one filter in a multifilter database screen.

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Product Details of 27469-61-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and in-vitro study of novel (Z)-1-benzhydryl-4-cinnamylpiperazine derivatives as potential anticancer agents. Author is Shivaprakash, S.; Kiran, K. R.; Diwakar, Latha; Reddy, G. Chandrasekara.

A series of novel (Z)-1-benzhydryl-4-cinnamylpiperazines I [R1 = R2 = Ph, 4-ClC6H4, 4-MeC6H4, 4-FC6H4; R1 = Ph, R2 = 4-ClC6H4, 4-BrC6H4; R3 = Ph, 4-MeOC6H4, 3,5-(MeO)2C6H3, piperonyl, etc.] was synthesized in six steps starting from the corresponding benzophenones R1COR2. The final step was Wittig condensation of the appropriate benzyltriphenylphosphonium halides R3CH2P+Ph3 X- (X = Cl, Br) with 1-benzhydryl-4-(formylmethyl)piperazines, which afforded pure (Z)-1-benzhydryl-4-cinnamylpiperazines I. The anticancer potential (MTT assay) of the synthesized compounds was tested against human cervical cancer (HeLa) and murine microglial (BV-2) cell lines. The compound I (R1 = R2 = 4-FC6H4; R3 = Ph) (cis-flunarizine) exhibited exceptionally superior activity against both HeLa and BV-2 cell lines with IC50 value of 13.23±3.51 μM and 23.1±4.12 μM, resp. Hence, this compound may be considered as a potential lead mol. for further development.

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Direct inhibition of GPX4 requires covalent modification of the active-site selenocysteine. While phenotypic screening has revealed that activated alkyl chlorides and masked nitrile-oxides can inhibit GPX4 covalently, a systematic assessment of potential electrophilic warheads with the capacity to inhibit cellular GPX4 has been lacking. Here we survey more than 25 electrophilic warheads across several distinct GPX4-targeting scaffolds. Surprisingly, we find that electrophiles with attenuated reactivity compared to chloroacetamides are unable to target GPX4. The highly reactive propiolamide warheads we uncover in this study highlight the potential need for masking strategies similar to those we have described for nitrile-oxide-based GPX4 inhibitors. Finally, our observations that there are spatial requirements between warhead and scaffold for achieving optimal GPX4 targeting and that certain low-mol.-weight analogs inhibit GPX4 with selectivity suggest that rational design of GPX4 inhibitors may be a productive approach. The generation of ligand-bound crystal structures to facilitate such studies should therefore be prioritized by the field.

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Related Products of 27469-61-0. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and Topical Antiinflammatory and Antiallergic Activities of Antioxidant o-Aminophenol Derivatives. Author is Sugiyama, Naoki; Akahoshi, Fumihiko; Kuwahara, Shigeki; Kajii, Masahiko; Sakaue, Yoshiko; Yakumaru, Haruko; Sugiura, Masanori; Fukaya, Chikara.

A series of o-aminophenol derivatives I, II, and III (R1, R2 = Ph, 4-ClC6H4, 4-FC6H4, R3 = H, Me, CHMe2, R4 = Me, CMe3, m, n = 2, 3) bearing H1-antihistaminic structures were prepared to develop novel compounds for topical use possessing antiallergic as well as antiinflammatory activities. The effects of I-III were investigated on lipid peroxidation in rat brain homogenates, antiinflammatory effect on arachidonic acid- and 12-O-tetradecanoylphorbol-13-acetate-induced mouse ear edema and antiallergic effect on 48-h homologous passive cutaneous anaphylaxis in rats. Furthermore, the effects of these compounds on delayed-type hypersensitivity reaction in mice were examined Several N-monosubstituted amino-4-methylphenols exert potent inhibitory activities in all of these assays. Of these compounds, I (R1 = R2= 4-FC6H4, R3 = H, R4 = Me, m = 3, n = 2) was chosen for further development as AD0261.

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Formula: C17H18Cl2N2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bis(4-chlorophenyl)methyl)piperazine, is researched, Molecular C17H18Cl2N2, CAS is 27469-61-0, about Synthesis and antiallergic activities of diphenylmethylpiperazine derivatives. Author is Wang, Lisheng; Jiang, Hongyu; Zhou, Yonghong; Liu, Baili; Ji, Zhizhong.

The diphenylmethylpiperazine derivatives were designed and synthesized to find high anti-allergic compounds Twenty-one compounds of 1-R3-4-[(4-R1-phenyl)(4-R2-phenyl)methyl]piperazine (R1 = H, Cl, F, methoxy, tert-Bu, or nitro; R2 = H, F, Cl, or tert-butyl; and R3 = Et, benzyl, Bu, octyl, cetyl, or dodecyl), among which 17 compounds were new ones, were designed and synthesized from benzophenone derivatives by reduction with Zn/NaOH, substitution reaction with piperazine, and substitution reaction with R3Br. Their structures were identified by IR, 1H-NMR spectral, and elemental anal. Some compounds were evaluated from two pharmacol. models of the delayed-type hypersensitivity response to 2,4-dinitrochlorobenzene (DNCB) in mice and vascular permeability reduced by histamine in mice. Two compounds (R1 = R2 = H and R3 = Bu or dodecyl) had high antiallergic effects on the delayed-type hypersensitivity, and 5 compounds (R1 = R2 = H, R3 = octyl, cetyl, or dodecyl; R1 = nitro or F, R2 = H or F, R3 = dodecyl) had high antihistamine activity. Antiallergic activity was stronger with longer carbon chains.

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