Tag: M.W=200-250

Sweeney, Joseph B. published the artcileA Simple, Broad-Scope Nickel(0) Precatalyst System for the Direct Amination of Allyl Alcohols, SDS of cas: 87179-40-6, the publication is Angewandte Chemie, International Edition (2018), 57(32), 10202-10206, database is CAplus and MEDLINE.

The first broad-scope nickel-catalyzed direct amination of allyl alcs., using an inexpensive Ni^II/Zn couple enabling the allylation of primary, secondary, and electron-deficient amines without the need for glove-box techniques, was reported. Under mild conditions, primary and secondary aliphatic amines reacted smoothly with a range of allyl alcs., giving secondary and tertiary amines efficiently. This “totally catalytic” method was also applied to electron-deficient nitrogen nucleophiles and the practicality of the process was demonstrated in an efficient, gram-scale preparation of the calcium antagonist drug substance flunarizine (Sibelium).

Angewandte Chemie, International Edition 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 C6H13BO3, SDS of cas: 87179-40-6.

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

Liang, Honggang published the artcileSynthesis of Cyanamides from Cyanogen Bromide under Mild Conditions through N-Cyanation of Allylic Tertiary Amines, Formula: C10H17N3O2, the publication is Synlett (2017), 28(19), 2675-2679, database is CAplus.

Cyanamides were selectively formed through a one-step nucleophilic substitution reaction of allylic tertiary amines with cyanogen bromide. Because of the mild reaction conditions and good yields of the reaction, as well as the com. availability of the starting materials, this new method represented a valuable tool for the synthesis of cyanamides through an N-deallylation reaction and an N-cyanation reaction in one pot.

Synlett published new progress about 113534-02-4. 113534-02-4 belongs to piperazines, auxiliary class Piperazine,Nitrile,Amide, name is tert-Butyl 4-cyanopiperazine-1-carboxylate, and the molecular formula is C10H17N3O2, Formula: C10H17N3O2.

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

Chapman, David R. published the artcileSynthesis of diastereomeric ketoconazole analogs, SDS of cas: 67914-60-7, the publication is Journal of Heterocyclic Chemistry (1990), 27(7), 2063-8, database is CAplus.

Syntheses of trans-isomers of ketoconazole (I) and the corresponding des-acetyl, 1-Me, 1-formyl and 1-methanesulfonyl analogs were investigated. These isomers, along with the corresponding cis-diastereomers were characterized by their carbon-13 NMR spectra.

Journal of Heterocyclic 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 C12H16N2O2, SDS of cas: 67914-60-7.

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

Spadoni, Gilberto published the artcileTowards the development of 5-HT₇ ligands combining serotonin-like and arylpiperazine moieties, Safety of 1-Biphenyl-4-yl-piperazine, the publication is European Journal of Medicinal Chemistry (2014), 8-35, database is CAplus and MEDLINE.

Many known 5-HT₇ ligands contain either a serotonin-like or an arylpiperazine structure that, in published SAR studies, are generally supposed to bind the same receptor pocket. Conversely, the authors explored the hypothesis that two such moieties can coexist in the same ligand, binding to different pockets. The authors thus designed and synthesized a set of compounds including both a 5-hydroxyindol-3-ylethyl and a 1-arylpiperazine moieties connected by a short linker, e.g. I [R¹ = HO, NH₂, Cl, etc.; R² = Ph, α-naphthyl, β-naphthyl, etc.; X = CH₂, O, NH, etc.; Y = (CH₂)_n; n = 2, 3, 4, 5, 6]. The compounds were tested for their affinity for human 5-HT₇ serotonin receptor. The authors further prepared a novel series of 5-HT₇ ligands, where the 5-hydroxyindol-3-ylethyl moiety was bioisosterically replaced by a 3-hydroxyanilinoalkyl one. Among the newly synthesized compounds, potent ligands at the 5-HT₇ receptor, behaving as antagonists in functional tests, were identified, even if they showed limited subtype selectivity. Docking studies within a model of the 5-HT₇ receptor showed that the binding site can actually accommodate both moieties, with the serotonin-like one in the putative orthosteric site and the arylpiperazine one occupying an accessory pocket. The present results demonstrate that it is possible to devise and develop new 5-HT₇ ligands merging two privileged structures in the same mol.

European Journal of Medicinal Chemistry published new progress about 180698-19-5. 180698-19-5 belongs to piperazines, auxiliary class Piperazine,Benzene, name is 1-Biphenyl-4-yl-piperazine, and the molecular formula is C6H12N2O, Safety of 1-Biphenyl-4-yl-piperazine.

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

Sardana, Malvika published the artcileVisible-Light-Enabled Aminocarbonylation of Unactivated Alkyl Iodides with Stoichiometric Carbon Monoxide for Application on Late-Stage Carbon Isotope Labeling, Application In Synthesis of 87179-40-6, the publication is Journal of Organic Chemistry (2019), 84(24), 16076-16085, database is CAplus and MEDLINE.

A visible-light-mediated late-stage aminocarbonylation of unactivated alkyl iodides with stoichiometric amounts of carbon monoxide is presented. The method provides a mild, one-step route to [carbonyl-^13/14C] alkyl amides, thereby reducing radioactive waste, and handling of radioactive materials. Easily accessible and low-cost equipment and a palladium catalyst were successfully used for the synthesis of a wide range of alkyl amides.

Journal of Organic 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, Application In Synthesis of 87179-40-6.

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

Faudone, Giuseppe published the artcilePropranolol Activates the Orphan Nuclear Receptor TLX to Counteract Proliferation and Migration of Glioblastoma Cells, Recommanded Product: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is Journal of Medicinal Chemistry (2021), 64(12), 8727-8738, database is CAplus and MEDLINE.

The ligand-sensing transcription factor tailless homolog (TLX, NR2E1) is an essential regulator of neuronal stem cell homeostasis with appealing therapeutic potential in neurodegenerative diseases and central nervous system tumors. However, knowledge on TLX ligands is scarce, providing an obstacle to target validation and medicinal chem. To discover TLX ligands, we have profiled a drug fragment collection for TLX modulation and identified several structurally diverse agonists and inverse agonists of the nuclear receptor. Propranolol evolved as the strongest TLX agonist and promoted TLX-regulated gene expression in human glioblastoma cells. Structure-activity relationship elucidation of propranolol as a TLX ligand yielded a structurally related neg. control compound In functional cellular experiments, we observed an ability of propranolol to counteract glioblastoma cell proliferation and migration, while the neg. control had no effect. Our results provide a collection of TLX modulators as initial chem. tools and set of lead compounds and support therapeutic potential of TLX modulation in glioblastoma.

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 C12H16N2O2, Recommanded Product: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

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

Gerpe, Alejandra published the artcileNaftifine-analogues as anti-Trypanosoma cruzi agents, Category: piperazines, the publication is European Journal of Medicinal Chemistry (2010), 45(6), 2154-2164, database is CAplus and MEDLINE.

Chagas disease represents a relevant health problem in Central and South America. The first line of treatment is Nifurtimox and Benznidazole which have a great deal of disadvantages; this demands the rapid generation of therapeutic alternatives. Based in our research on aza-thiaheterocycles as anti-Trypanosoma cruzi agents we identified pharmacophores that act through oxidative stress. Here, we describe the synthesis and the activity of new containing bioactive-heterocycles analogs of naftifine as potential T. cruzi membrane sterol biosynthesis inhibitors. Benzimidazole 1,3-dioxides and quinoxaline 1,4-dioxides displayed excellent parasite/mammal selectivity indexes. Anal. of the free sterols from parasite incubated with the compounds showed that any of them are able to accumulate squalene suggesting that in the anti-T. cruzi mechanism of action is not involved the inhibition of sterol biosynthesis. Some derivatives were also tested as antifungal agents. The results obtained in the present work open potential therapeutic possibilities of new compounds for these infectious diseases.

European Journal of Medicinal 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, Category: piperazines.

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

Mghandef, Marwa published the artcile1-(4-Hydroxyphenyl)piperazine-1,4-diium tetrachloridocobalt(II) monohydrate, Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is Acta Crystallographica, Section E: Structure Reports Online (2014), 70(2), m75, database is CAplus and MEDLINE.

The asym. unit of the title inorganic-organic hybrid compound, (C₁₀H₁₆N₂O)[CoCl₄]·H₂O, consists of a tetrahedral [CoCl₄]^2- anion, together with a [C₁₀H₁₈N₂O]²⁺ cation and a water mol. Crystal cohesion is achieved through N-H···Cl, O-H···Cl and N-H···O hydrogen bonds between organic cations, inorganic anions and the water mols., building up a three-dimensional network.

Acta Crystallographica, Section E: Structure Reports Online 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 C12H16N2O2, Name: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone.

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

Dezi, Cristina published the artcileMultistructure 3D-QSAR Studies on a Series of Conformationally Constrained Butyrophenones Docked into a New Homology Model of the 5-HT_2A Receptor, Synthetic Route of 945953-41-3, the publication is Journal of Medicinal Chemistry (2007), 50(14), 3242-3255, database is CAplus and MEDLINE.

The present study is part of a long-term research project aiming to gain insight into the mechanism of action of atypical antipsychotics. Here we describe a 3D-QSAR study carried out on a series of butyrophenones with affinity for the serotonin-2A receptor, aligned by docking into the binding site of a receptor model. The series studied has two peculiarities: (i) all the compounds have a chiral center and can be represented by two enantiomeric structures, and (ii) many of the structures can bind the receptor in two alternative orientations, posing the problem of how to select a single representative structure for every compound We have used an original solution consisting of the simultaneous use of multiple structures, representing different configurations, binding conformations, and positions. The final model showed good statistical quality (n = 426, r² = 0.84, q²_LOO = 0.81) and its interpretation provided useful information, not obtainable from the simple inspection of the ligand-receptor complexes.

Journal of Medicinal Chemistry published new progress about 945953-41-3. 945953-41-3 belongs to piperazines, auxiliary class Piperazine,Amide,Aldehyde, name is tert-Butyl 4-(2-oxoethyl)piperazine-1-carboxylate, and the molecular formula is C11H20N2O3, Synthetic Route of 945953-41-3.

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

Hopper, Allen T. published the artcileDiscovery of selective Toxoplasma gondii dihydrofolate reductase inhibitors for the treatment of toxoplasmosis, Related Products of piperazines, the publication is Journal of Medicinal Chemistry (2019), 62(3), 1562-1576, database is CAplus and MEDLINE.

A safer treatment for toxoplasmosis would be achieved by improving the selectivity and potency of dihydrofolate reductase (DHFR) inhibitors, such as pyrimethamine I, for Toxoplasma gondii DHFR (TgDHFR) relative to human DHFR (hDHFR). We previously reported on the identification of meta-biphenyl analog II, designed by in silico modeling of key differences in the binding pocket between TgDHFR and hDHFR. II improves TgDHFR selectivity 6.6-fold and potency 16-fold relative to I. Here, we report on the optimization and structure-activity relationships of this arylpiperazine series leading to the discovery of 5-(4-(3-(2-methoxypyrimidin-5-yl)phenyl)piperazin-1-yl)pyrimidine-2,4-diamine III. III has a TgDHFR IC₅₀ of 1.57 ± 0.11 nM and a hDHFR to TgDHFR selectivity ratio of 196, making it 89-fold more potent and 16-fold more selective than I. III was highly effective in control of acute infection by highly virulent strains of T. gondii in the murine model, and it possesses the best combination of selectivity, potency, and prerequisite drug-like properties to advance into IND-enabling, preclin. development.

Journal of Medicinal Chemistry published new progress about 180698-19-5. 180698-19-5 belongs to piperazines, auxiliary class Piperazine,Benzene, name is 1-Biphenyl-4-yl-piperazine, and the molecular formula is C16H18N2, Related Products of piperazines.

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