Category: piperazines

Salama, Ismail published the artcileStructure-Selectivity Investigations of D₂-Like Receptor Ligands by CoMFA and CoMSIA Guiding the Discovery of D₃ Selective PET Radioligands, Product Details of C18H19ClN4, the publication is Journal of Medicinal Chemistry (2007), 50(3), 489-500, database is CAplus and MEDLINE.

Elucidation of the physiol. role of the D₃ receptor and its distribution in the brain using positron emission tomog. (PET) is hampered by the lack of bioavailable subtype selective tracer ligands. To develop appropriate D₃ radioligands, we designed an integrative procedure involving the elucidation of structural features determining D₃ selectivity over both congeners D₂ and D₄ by comparative mol. anal. Thus, we have successfully generated CoMFA and CoMSIA models based on the affinity differences of a series of 79 ligands representing a broad range of selectivities. These models yielded highly significant cross-validations (q²_cv(D₃/D₂) = 0.86; q²_cv(D₃/D₄) = 0.92) and excellent predictions of a 16-ligand test set (r²_pred = 0.79-0.93). Exploiting this information, synthesis and receptor binding studies directed us to the fluorinated lead compounds 78 and 79, featuring subnanomolar D₃ affinities and considerable selectivities over D₂ and D₄ and, subsequently, to the subtype selective PET tracers [¹⁸F]78 and [¹⁸F]79.

Journal of Medicinal Chemistry published new progress about 337972-47-1. 337972-47-1 belongs to piperazines, auxiliary class Inhibitor, name is 2-((4-(4-Chlorophenyl)piperazin-1-yl)methyl)pyrazolo[1,5-a]pyridine, and the molecular formula is C18H19ClN4, Product Details of C18H19ClN4.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Danneman, Michael W. published the artcileOxidative Inter-/Intermolecular Alkene Diamination of Hydroxy Styrenes with Electron-Rich Amines, Recommanded Product: (E)-1-Cinnamylpiperazine, the publication is Organic Letters (2015), 17(10), 2558-2561, database is CAplus and MEDLINE.

Doubly intermol. alkene diamination is achieved with electron-rich, terminal alkenes through the use of a hypervalent iodine (PhI(OAc)₂) reagent, iodide, and electron-rich amines. Mono- and disubstituted amines combine with electron-rich alkenes, particularly o-hydroxystyrenes, to achieve the greatest level of generality. This operationally straightforward protocol, unreliant on conventional metal-based activation, is compatible with a broad range of functional groups.

Organic Letters published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Recommanded Product: (E)-1-Cinnamylpiperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Danneman, Michael W. published the artcileA Unified Approach to the Four Azaindoline Families by Inter-/Intramolecular Annulative Diamination of Vinylpyridines, Related Products of piperazines, the publication is Organic Letters (2015), 17(15), 3806-3809, database is CAplus and MEDLINE.

An operationally straightforward and metal-free inter-/intramol. oxidative diamination of vinyl aminopyridines is a common gateway to access all four azaindoline heterocycle families. 3-Amino azaindolines are formed by the reaction of ortho-vinyl N-tosyl anilines with electron-rich amines using phenyliododiacetate (PIDA) and an iodide additive.

Organic Letters published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, Related Products of piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Cheung, Peter K. published the artcileA Parallel Synthesis Approach to the Identification of Novel Diheteroarylamide-Based Compounds Blocking HIV Replication: Potential Inhibitors of HIV-1 Pre-mRNA Alternative Splicing, Application In Synthesis of 55403-35-5, the publication is Journal of Medicinal Chemistry (2016), 59(5), 1869-1879, database is CAplus and MEDLINE.

A 256-compound library was evaluated in an anti-HIV screen to identify structural “mimics” of the fused tetracyclic indole compound 1 (IDC16) that conserve its anti-HIV activity without associated cytotoxicity. Four diheteroarylamide-type compounds, containing a common 5-nitroisobenzothiazole motif, were identified as active. In subsequent screens, the most potent compound 9 (1C8) was active against wild-type HIV-1_IIIB (subtype B, X4-tropic) and HIV-1 97USSN54 (subtype A, R5-tropic) with EC₅₀‘s of 0.6 and 0.9 μM, resp. Compound 9 also inhibited HIV strains resistant to drugs targeting HIV reverse transcriptase, protease, integrase, and coreceptor CCR5 with EC₅₀‘s ranging from 0.9 to 1.5 μM. The CC₅₀ value obtained in a cytotoxicity assay for compound 9 was >100 μM, corresponding to a therapeutic index (CC₅₀/EC₅₀) of approx. 100. Further comparison studies revealed that, whereas the anti-HIV activity for compound 9 and the parent mol. 1 are similar, the cytotoxic effect for compound 9 was, as planned, markedly suppressed.

Journal of Medicinal Chemistry published new progress about 55403-35-5. 55403-35-5 belongs to piperazines, auxiliary class Pyridine,Piperazine,Amine, name is 6-(4-Methylpiperazin-1-yl)pyridin-3-amine, and the molecular formula is C10H16N4, Application In Synthesis of 55403-35-5.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Wollweber, H. published the artcile3-Amino-2H-1,2,4-benzothiadiazine-1,1-dioxides with antihypertensive and possibly diabetogenic activity, Synthetic Route of 71260-16-7, the publication is Arzneimittel-Forschung (1981), 31(2), 279-88, database is CAplus and MEDLINE.

Aminobenzothiadiazine dioxides I (R = Cl, OPh, SPh, CF₃; R¹ = amino) (74 compounds) were prepared by substitution in I (R¹ = Cl, SMe, SO₂Me). Some I have antihypertensive activity and are devoid of diuretic or antidiuretic activity, but some them inhibited insulin secretion.

Arzneimittel-Forschung published new progress about 71260-16-7. 71260-16-7 belongs to piperazines, auxiliary class Piperazine, name is 2-Methyl-1-(piperazin-1-yl)propan-1-one, and the molecular formula is C12H9N3O4, Synthetic Route of 71260-16-7.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Bodner, Ruth A. published the artcileNew directions for neurodegenerative disease therapy. Using chemical compounds to boost the formation of mutant protein inclusions, Application In Synthesis of 115687-05-3, the publication is Cell Cycle (2006), 5(14), 1477-1480, database is CAplus and MEDLINE.

A review. Neurodegenerative diseases such as Huntington’s, Parkinson’s and Alzheimer’s diseases are marked by neuronal accumulation of toxic misfolded protein. Developing therapies for these misfolding diseases requires finding chem. compounds that can either clear toxic misfolded protein, or can protect neurons from their impact. Such compounds could not only provide the starting points for potential drugs, but could also provide valuable research tools for untangling the complexities of the disease process. Until now, chem. screens for these diseases have focused on finding compounds that prevent aggregation of mutant protein. We recently published a compound, B2, which promotes the formation of large inclusions by mutant Huntingtin and α-synuclein, while rescuing some of the toxic effects of these proteins. As inclusions were long believed to be toxic to cells, this contradicts previous therapeutic approaches. At the same time, the results support growing evidence for the protective effects of inclusions. In this review, we discuss these results, and place them in the context of ongoing therapeutic discovery efforts for Huntington’s disease and other neurodegenerative diseases.

Cell Cycle published new progress about 115687-05-3. 115687-05-3 belongs to piperazines, auxiliary class Epigenetics,Sirtuin, name is (4-Chlorophenyl)(4-(8-nitroquinolin-5-yl)piperazin-1-yl)methanone, and the molecular formula is C20H17ClN4O3, Application In Synthesis of 115687-05-3.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Yu, Le-Mao published the artcileSynthesis and structure-activity relationship of furoquinolinediones as inhibitors of Tyrosyl-DNA phosphodiesterase 2 (TDP2), Related Products of piperazines, the publication is European Journal of Medicinal Chemistry (2018), 777-796, database is CAplus and MEDLINE.

Tyrosyl-DNA phosphodiesterase 2 (TDP2) is a recently discovered enzyme specifically repairing topoisomerase II (TOP2)-mediated DNA damage. It has been shown that inhibition of TDP2 synergize with TOP2 inhibitors. Herein, we report the discovery of the furoquinolinedione chemotype as a suitable skeleton for the development of selective TDP2 inhibitors. Compound 1 was identified as a TDP2 inhibitor as a result of screening our inhouse compound library for compounds selective for TDP2 vs. TDP1. Further SAR studies provide several selective TDP2 inhibitors at low-micromolar range. The most potent compound 74 shows inhibitory activity with IC₅₀ of 1.9 and 2.1 μM against recombinant TDP2 and TDP2 in whole cell extracts (WCE), resp.

European Journal of Medicinal Chemistry published new progress about 67914-60-7. 67914-60-7 belongs to piperazines, auxiliary class Piperazine,Benzene,Phenol,Amide, name is 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, and the molecular formula is C11H9NO3, Related Products of piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Gitto, Rosaria published the artcileN-Substituted isoquinoline derivatives as potential AChE inhibitors, SDS of cas: 87179-40-6, the publication is Journal of Heterocyclic Chemistry (2010), 47(1), 54-62, database is CAplus.

N-Substituted donepezil-related 1,2,3,4-tetrahydroisoquinolines were prepared as potential acetyl choline esterase inhibitors. Microwave-assisted procedures and solution-phase parallel synthesis were chosen to optimize the synthetic approach and improve the yields. All synthesized compounds were tested for AChE inhibitory activity by colorimetry, and some of them displayed low inhibitory effects at μM concentrations

Journal of Heterocyclic Chemistry published new progress about 87179-40-6. 87179-40-6 belongs to piperazines, auxiliary class Benzenes, name is (E)-1-Cinnamylpiperazine, and the molecular formula is C13H18N2, SDS of cas: 87179-40-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Zhang, Weihe published the artcileUNC2025, a Potent and Orally Bioavailable MER/FLT3 Dual Inhibitor, Related Products of piperazines, the publication is Journal of Medicinal Chemistry (2014), 57(16), 7031-7041, database is CAplus and MEDLINE.

We previously reported a potent small mol. Mer tyrosine kinase inhibitor UNC1062. However, its poor PK properties prevented further assessment in vivo. We report here the sequential modification of UNC1062 to address DMPK properties and yield a new potent and highly orally bioavailable Mer inhibitor, 11, capable of inhibiting Mer phosphorylation in vivo, following oral dosing as demonstrated by pharmaco-dynamic (PD) studies examining phospho-Mer in leukemic blasts from mouse bone marrow. Kinome profiling vs. more than 300 kinases in vitro and cellular selectivity assessments demonstrate that 11 has similar subnanomolar activity against Flt3, an addnl. important target in acute myelogenous leukemia (AML), with pharmacol. useful selectivity vs. other kinases examined

Journal of Medicinal Chemistry published new progress about 914610-39-2. 914610-39-2 belongs to piperazines, auxiliary class Piperazine,Boronic acid and ester,Sulfamide,Benzene,Piperazine,Boronate Esters,Boronic acid and ester,, name is 1-Methyl-4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfonyl)piperazine, and the molecular formula is C19H14Cl2, Related Products of piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Fernandez, Ariadna published the artcilePiperazinyl Bicyclic Derivatives as Selective Ligands of the α2δ-1 Subunit of Voltage-Gated Calcium Channels, Application In Synthesis of 207284-20-6, the publication is ACS Medicinal Chemistry Letters (2021), 12(11), 1802-1809, database is CAplus and MEDLINE.

The synthesis and pharmacol. activities of a new series of piperazinyl quinazolin-4-(3H)-one derivatives I [R¹ = H, 5-Br, 6-(4-pyridinyl), 8-Br, etc.; R² = 2-methoxyethyl, benzyl, 2-furylmethyl, etc.; R³ = H, Me, Pr, n-Bu, etc.; R⁴ = piperazin-1-yl, (3R,5S)-3,5-dimethylpiperazin-1-yl, (S)-3-methylpiperazin-1-yl, etc.] acting toward the α2δ-1 subunit of voltage-gated calcium channels (Cavα2δ-1) were reported. Different positions of a micromolar HTS hit were explored, and best activities were obtained for compounds I containing a small alkyl group in position 3 of the quinazolin-4-(3H)-one scaffold and a 3-methyl-piperazin-1-yl- or 3,5-dimethyl-piperazin-1-yl-Bu group in position 2. The activity was shown to reside in the R enantiomer of the chain in position 2, and several eutomers reached single digit nanomolar affinities. Final modification of the central scaffold to reduce lipophilicity provided the pyrido[4,3-d]pyrimidin-4(3H)-one II, which showed high selectivity for Cavα2δ-1 vs. Cavα2δ-2, probably linked to its improved analgesic efficacy-safety ratio in mice over pregabalin.

ACS Medicinal Chemistry Letters published new progress about 207284-20-6. 207284-20-6 belongs to piperazines, auxiliary class Piperazine,Chiral, name is (S)-2-Ethylpiperazine, and the molecular formula is C6H14N2, Application In Synthesis of 207284-20-6.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics