Month: January 2023

gem-Difluoromethylene Alkyne-Enabled Diverse C-H Functionalization and Application to the on-DNA Synthesis of Difluorinated Isocoumarins was written by Gao, Hui;Lin, Shuang;Zhang, Shuning;Chen, Weijie;Liu, Xiawen;Yang, Guang;Lerner, Richard A.;Xu, Hongtao;Zhou, Zhi;Yi, Wei. And the article was included in Angewandte Chemie, International Edition in 2021.Computed Properties of C16H22N2O4 This article mentions the following:

Using gem-difluoromethylene alkynes as effectors, unprecedented diverse C-H activation/[4+2] annulations of simple benzoic acids are reported. The chemodivergent reaction outcomes are well-tuned by Rh/Ir-catalyzed system; in the Rh^III catalysis, 3-alkenyl-1H-isochromen-1-one and 3,4-dialkylideneisochroman-1-one skeletons are afforded in a solvent-dependent manner (e.g., benzoic acid + I → II (in MeOH)/III (in TFE)) under whereas difluoromethylene-substituted 1H-isochromen-1-ones (IV) are generated under the Ir^III-catalyzed system. Mechanistic studies revealed that unusually double β-F eliminations and fluorine effect-induced regioselective reductive elimination are independently involved to enable distinct reaction modes for divergent product formations. Besides, synthetic application in both the derivatization of obtained diene products and the on-DNA synthesis of DNA-tagged difluorinated isocoumarin have been demonstrated, which manifested great potential for synthetic utility of the developed protocols. In the experiment, the researchers used many compounds, for example, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4Computed Properties of C16H22N2O4).

4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Computed Properties of C16H22N2O4

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

Discovery of BAY-985, a Highly Selective TBK1/IKKε Inhibitor was written by Lefranc, Julien;Schulze, Volker Klaus;Hillig, Roman Christian;Briem, Hans;Prinz, Florian;Mengel, Anne;Heinrich, Tobias;Balint, Jozsef;Rengachari, Srinivasan;Irlbacher, Horst;Stoeckigt, Detlef;Boemer, Ulf;Bader, Benjamin;Gradl, Stefan Nikolaus;Nising, Carl Friedrich;von Nussbaum, Franz;Mumberg, Dominik;Panne, Daniel;Wengner, Antje Margret. And the article was included in Journal of Medicinal Chemistry in 2020.Reference of 21867-64-1 This article mentions the following:

The serine/threonine kinase TBK1 (TANK-binding kinase 1) and its homolog IKKε are noncanonical members of the inhibitor of the nuclear factor κB (IκB) kinase family. These kinases play important roles in multiple cellular pathways and, in particular, in inflammation. Herein, we describe our investigations on a family of benzimidazoles and the identification of the potent and highly selective TBK1/IKKε inhibitor BAY-985. BAY-985 inhibits the cellular phosphorylation of interferon regulatory factor 3 and displays antiproliferative efficacy in the melanoma cell line SK-MEL-2 but showed only weak antitumor activity in the SK-MEL-2 human melanoma xenograft model. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Reference of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.Reference of 21867-64-1

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

Piperazine compounds. III. Syntheses of 1-piperazinylalkyltheophylline derivatives was written by Ikeda, Yoshiaki. And the article was included in Yakugaku Zasshi in 1969.Application of 21867-64-1 This article mentions the following:

The following I were prepared by known methods (R, X, % yield, and b.p./mm. or m.p. given): Pr, H, 42, 45.5-7°/10 (dipicrate, m. 234-6.5°); p-ClC6H4CH2, CH2CH(OH)CHCl, 83, 78-9°. Theophylline (II) (10.9 g.), 2.3 g. NaOH, and 42 ml. H2O treated at 80-5° with 12.5 ml. BrCH2CH2Br in 20 ml. iso-PrOH over 1 hr. and refluxed 7-8 hrs. gave 48% QCH2CH2Br (Q = 7-theophyllinyl in this abstract) (III), m. 144-5°. The following IV were prepared by heating III with 2 moles I (X = H) 7-8 hrs. in EtOH (R, % yield, and m.p. given): Et, 98, 93-4°; Pr, 70, – (2HCl salt m. 278-80°); allyl, 82, 87-8°; Bu, 95, 77-9°; HOCH2CH2, 68, – (2HCl.H2O salt m. 268-9°); HO(CH2)3, 47, 114-15°; Ph-CH2 (IVa), 95, 120-1°; p-ClC6H4CH2, 70, 152-2.5°; o-ClC6H4-CH2, 72, 159.5-60.5; m-ClC6H4CH2, 71, 127.5-9.5°; PhCH2CH2, 73, – (2HCl salt m. 264-6°); EtO2C, 84, 135.5-7.5°; Ac, 71, 140-1°; Bz, 90, 184-5°. Similarly prepared were V.2HCl (same data given): Pr, 96, 302-3°; allyl, 73, 269-70°; Bu, 61, – (base m. 70-1°); HOCH2CH2, 92, – (base m. 80-2°); HO(CH2)3, 82, 108-11°; PhCH2, 95, 285-6°. The following VI were prepared by heating 7-(2,3-epoxypropyl)theophylline with 1.2 moles I (X = H) in EtOH (besides a little QCH2CH(OH)CH2Q, m. 267-8°) (same data given): Et, 30, 145-5.5°; Pr, 65, 153-4°; allyl, 45, 140.5-1°; Bu, 74, 146-7°; HOCH2CH2, 82, 153.5-4.5°; HO(CH2)3, 85, 164-5°; PhCH2, 76, 175-5.5°; p-ClC6H4CH2, 80, 156-7°; o-ClC6H4CH2, 84, 169-70°; m-Cl-C6H4CH2 (VIa), 75, 160-60.5°; p-MeOC6H4CH2, 71, 151.5-2.5°; p-MeC6H4CH2, 73, 156.5-7.5°; p-iso-PrC6H4CH2, 80, 175-6°; PhCH2CH2, 70, 148.5-9.5°; HCO, 75, 107-10; EtO2C (VIb), 84, 178-9°; Ac, 88, 174.5-6.5°; Bz, 80, 155-6°. O-Acylation gave VII (Z = Ac or Bz) (R and m.p. of acetate and of benzoate given): PhCH2, 153-4°, 148-9.5°; p-ClC6H4CH2, 145-7°, 155-7°; o-ClC6H4CH2, 158-9°, 141-2°; m-ClC6H4CH2, 152-3°, 139.5-40°; p-MeC6H4CH2, -, 122-3°; p-iso-PrC6H4-CH2, 134-5°, 90.5-1.5°; PhCH2CH2, 133-4°, 155.5-6.5°; EtO2C, 128-9°, 176-7°. Piperazine hexahydrate (33 g.) and 5.9 g. K2CO3 in 200 ml. EtOH treated at reflux over 2 hrs. with 24.5 g. III, clarified, and treated with p-MeC6H4SO3H (Ts) gave 80% IV.2Ts (R = H) (IVb), m. 223-4°, and 15% VIII.2Ts (Y = CH2CH2), m. 289-90°. Also prepared were 81% VI.2Ts (R = H) (VIc), m. 250-1.5°, and 10% VIII.2Ts (Y = CH2CHOHCH2), m. 274-6°, converted to VIII.2Ts (Y = CH2CHOAcCH2), m. 264-5°. IVa was also prepared in 70 or 75% yield by heating II, I (R = PhCH2, X = CH2CH2Cl), and K2CO3 in EtOH or by heating IVb, PhCH2Cl, and Et3N in EtOH, resp. Similar alkylation of VIc gave 79% VIa or the following VI (R, % yield, and m.p. given): α-naphthylmethyl, 62, – (2HCl salt, m. 272-4°); 2-pyridylethyl, 76 (heated with 2-vinylpyridine and AcOH in EtOH), 169.5-70.5°. Hydrolysis of VIb in 35% HBr-AcOH 4 hrs. at 60° also gave 90% VIc. Similarly, hydrolysis with concentrated HCl 20-5 hrs. at reflux removed Ac and Bz groups and gave 68-75% VIc. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Application of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Application of 21867-64-1

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

Ruthenium catalyzed β-C(sp³)-H functionalization on the ‘privileged’ piperazine nucleus was written by Murugesh, V.;Bruneau, Christian;Achard, Mathieu;Sahoo, Apurba Ranjan;Sharma, Gangavaram V. M.;Suresh, Surisetti. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.HPLC of Formula: 21867-64-1 This article mentions the following:

β-C(sp³)-H functionalization on the ‘privileged’ piperazine nucleus was disclosed using ruthenium catalysis. The ruthenium catalyzed synthesis of a variety of piperazine fused indoles I [R = Me, Et, n-Pr; R¹ = H, 9-Cl, 7-CF₃, etc.] from ortho-piperazinyl (hetero)aryl aldehydes was presented. This transformation was not limited to only ortho-piperazinyl aromatic aldehydes as N-heteroaryl piperazine like 8-methyl-2-(4-methyl-piperazin-1-yl)quinoline-3-carbaldehyde also served as a good substrate in this transformation to afford the corresponding piperazine fused aza-indole system in good yield. This transformation took place via the dehydrogenation of piperazine followed by an intramol. nucleophilic addition of the transient enamine moiety onto the carbonyl group and aromatization cascade. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1HPLC of Formula: 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.HPLC of Formula: 21867-64-1

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

Synthesis and SAR of piperazinyl-N-phenylbenzamides as inhibitors of hepatitis C virus RNA replication in cell culture was written by Conte, Immacolata;Giuliano, Claudio;Ercolani, Caterina;Narjes, Frank;Koch, Uwe;Rowley, Michael;Altamura, Sergio;De Francesco, Raffaele;Neddermann, Petra;Migliaccio, Giovanni;Stansfield, Ian. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2009.Computed Properties of C16H22N2O4 This article mentions the following:

The RNA replication machinery of HCV is a multi-subunit membrane-associated complex. NS5A has emerged as an active component of HCV replicase, possibly involved in regulation of viral replication and resistance to the antiviral effect of interferon. Substituted piperazinyl-N-(aryl)benzamides were prepared as potent inhibitors of HCV replication exerted via modulation of the dimerization of NS5A. In the experiment, the researchers used many compounds, for example, 4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4Computed Properties of C16H22N2O4).

4-(4-(tert-Butoxycarbonyl)piperazin-1-yl)benzoic acid (cas: 162046-66-4) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines. The connecting property of all these chemicals is the presence of a piperazine functional group.Computed Properties of C16H22N2O4

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

Immobilized palladium nanoparticles on silica functionalized N-propylpiperazine sodium N-propionate (SBPPSP): catalytic activity evaluation in copper-free Sonogashira reaction was written by Niknam, Khodabakhsh;Deris, Abdollah;Panahi, Farhad;Reza Hormozi Nezhad, M.. And the article was included in Journal of the Iranian Chemical Society in 2013.Electric Literature of C7H16N2 This article mentions the following:

An efficient heterogeneous palladium catalyst system has been developed based on immobilization of Pd nanoparticles on silica-bonded N-propylpiperazine sodium N-propionate (SBPPSP) substrate. SBPPSP substrate can stabilize the Pd nanoparticles effectively so that it can improve their stability against aggregation. In addition, grafted piperazine species on to the silica backbone prevent the removing of Pd nanoparticles from the substrate surface. Transmission electron microscopy (TEM) of catalyst is shown the size of Pd nanoparticles, also it confirmed by particle size analyzer which shown the average size of 21 nm for Pd. The catalytic activity of these catalysts was investigated in the Sonogashira reaction. The catalyst could be recycled several times without appreciable loss in catalytic activity. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Electric Literature of C7H16N2).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. The piperazine scaffold is often found in biologically active compounds in different therapeutic areas. These therapeutic areas include antifungals, antidepressants, antivirals, and serotonin receptor (5-HT) antagonists/agonists. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Electric Literature of C7H16N2

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

Synthesis of N-(3-amino-2-hydroxy propyl)-N-sulfonylanilines derivatives. Potential antianginal activities was written by Goldenberg, Charles;Van Meerbeeck, Clement;Wandestrick, Raymond;Descamps, Marcel;Tornay, Chantal;Dirks, Michel;Colot, Michel;De Claviere, Michel. And the article was included in European Journal of Medicinal Chemistry in 1980.Category: piperazines This article mentions the following:

The title compounds I [R = 2-allyloxy, 4-AcNH, 4-H₂NCOCH₂, R¹ = H; R = 2-Cl, R¹ = 6-Cl; R = 3-Cl, R¹ = 4-Cl; R² = Me, 4-MeC₆H₄, 4-MeOC₆H₄, Ph; R³ = H, R⁴ = CHMe₂, CMe₃, CH₂CH₂OPh, (CH₂)₃Ph; NR³R⁴ = pyrrolidino, morpholino, 4-substituted piperazino] were prepared by sulfonylating RR¹C₆H₃NH₂, treating RR¹C₆H₃NHSO₂R² with epichlorohydrin, and aminolysis. I have both α- and β-sympatholytic activity. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Category: piperazines).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine causes primary dermal irritation and skin burns at high concentrations. Piperazine also causes eye irritation in humans. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Category: piperazines

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

Syntheses of piperazines substituted on the nitrogen atoms with allyl, propyl, 2-hydroxypropyl and 3-hydroxypropyl groups was written by Kafka, Stanislav;Cermak, Jan;Novak, Tomas;Pudil, Frantisek;Viden, Ivan;Ferles, Miloslav. And the article was included in Collection of Czechoslovak Chemical Communications in 1985.Recommanded Product: 21867-64-1 This article mentions the following:

The piperazines I [R = allyl, Pr, HO(CH₂)₃, H, 2,3-epoxypropyl, MeCH(OH)CH₂, MeCOCH₂, EtCO, Bz; R¹ = allyl, Pr, 2,3-epoxypropyl, MeCOCH₂, EtCO₂(CH₂)₃, HO(CH₂)₃, MeCH(OH)CO, MeCH(OH)CH₂] were prepared Thus, piperazine was alkylated with allyl bromide to give 55% I (R = R¹ = allyl), mass spectra and gas-liq chromatog. indexes of I were reported. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Recommanded Product: 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine was first introduced as an anthelmintic in 1953. Piperazine compounds mediate their anthelmintic action by generally paralyzing parasites, allowing the host body to easily remove or expel the invading organism. Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.Recommanded Product: 21867-64-1

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

New piperazine amidines and related compounds. Potential antihypertensives and diuretics was written by Areschka, Alex;Mahaux, Jean;Verbruggen, Francis;Houben, Christian;Descamps, Marcel;Heyndrickx, Jean P.;Beersaerts, Joseph;Colot, Michel;Charlier, Robert. And the article was included in European Journal of Medicinal Chemistry in 1976.Product Details of 21867-64-1 This article mentions the following:

Amidines I (R = 2-ethyl-3-benzothienyl, 2-butyl-3-benzothienyl, 2-methyl-3-benzothienyl, 3-methyl-5-chloro-2-benzothienyl, Ph, 2-ClC6H4, 4-ClC6H4, 4-MeOC6H4, 2-benzodioxanyl, H, Me, Et; R1 = Me, Et, Pr, 2-pyridyl, 4-pyridyl, H, CHMe2, Bu, 4-ClC6H4, 4-FC6H4, 3-F3CC6H4, CH2Ph) and II [X = CH2, CHMe, CHOH, O, (CH2)3, CH2NMe] were prepared by ethanolysis of RCH2CN and aminolysis of the product RCH2C(:NH)OEt. Some I and II displayed diuretic and antihypertensive activity in animal tests, which were not observed in clinical tests, however. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Product Details of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Industrial applications of piperazine include the manufacture of plastics, resins, pesticides and brake fluids. Although many piperazine derivatives occur naturally, piperazine itself can be synthesized by reacting alcoholic ammonia with 1,2-dichloroethane, by the action of sodium and ethylene glycol on ethylene diamine hydrochloride, or by reduction of pyrazine with sodium in ethanol.Product Details of 21867-64-1

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

Synthesis and Biological Evaluation of Novel 1H-Benzo[d]imidazole Derivatives as Potential Anticancer Agents Targeting Human Topoisomerase I was written by Pandey, Stuti;Tripathi, Pragya;Parashar, Palak;Maurya, Vikas;Malik, Zubbair Md.;Singh, Raja;Yadav, Pooja;Tandon, Vibha. And the article was included in ACS Omega in 2022.Reference of 21867-64-1 This article mentions the following:

Small mols. that modulate biol. functions are targets of modern-day drug discovery efforts. A new series of novel 1H-benzo[d]imidazoles (BBZs) were designed and synthesized with different functional groups at the Ph ring and variable lengths of the alkyl chain at the piperazine end as anticancer agents. We identified human topoisomerase I (Hu Topo I) as a probable target of these mols. through a computational study and DNA relaxation assay, a functional assay of the Hu Topo I enzyme. UV absorption, fluorescence, and CD spectroscopy were used to study interactions between BBZ and DNA. Out of 16 compounds, three substances showed strong binding affinity and thermal stabilization of AT sequence-specific DNA. BBZs were screened against a panel of 60 human cancer cell lines at National Cancer Institute, USA. Most potent mols. showed 50% growth inhibition (GI₅₀) in a concentration range from 0.16 to 3.6μM cancer cells. Moreover, one compound showed 50% inhibition of the relaxation of DNA by Hu Topo I at 16μM. Furthermore, flow cytometry revealed that the three substances cause prominent G2M arrest of cancer cells. In view of the above, we propose that I deserves to be further evaluated for its therapeutic use as an anticancer agent. In the experiment, the researchers used many compounds, for example, 1-Propylpiperazine (cas: 21867-64-1Reference of 21867-64-1).

1-Propylpiperazine (cas: 21867-64-1) belongs to piperazine derivatives. Piperazine is a fairly basic compound and is an amine solvent. Piperazine is formed as a co-product in the ammoniation of 1,2-dichloroethane or ethanolamine. These are the only routes to the chemical used commercially.Reference of 21867-64-1

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