Category: piperazines

Watanabe, Toshihiro; Kakefuda, Akio; Kinoyama, Isao; Takizawa, Kenji; Hirano, Seiko; Shibata, Hiroshi; Yanagisawa, Isao published the artcile< Synthesis of novel succinamide derivatives having a 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one skeleton as potent and selective M2 muscarinic receptor antagonists. II>, Computed Properties of 197638-83-8, the main research area is pyridobenzodiazepinone preparation muscarinic receptor antagonist; succinamide pyridobenzodiazepinone preparation muscarinic receptor antagonist; structure activity pyridobenzodiazepinone muscarinic receptor antagonist; antibradycardiac pyridobenzodiazepinone piperazinylbenzylmethylamino preparation; cardiotonic pyridobenzodiazepinone piperazinylbenzylmethylamino preparation.

Title compounds I (R = H, OMe, Cl, Me, Et, i-Pr, MeS, HO, n-PrO, Me2N, pyrrolidino, morpholino, 4-alkyl-1-piperazinyl; R1 = Me, Et)(26 compounds) were prepared and evaluated for binding affinity to muscarinic receptors in vitro and for antagonism of bradycardia and salivation in vivo in comparison with AF-DX 116 (II). Structure-activity relationships studies in vitro indicated that the 4-(4-alkyl-1-piperazinyl)benzylamino moiety plays a crucial role in enhancing the affinity for M2 muscarinic receptors. I containing a 4-(4-isopropyl-1-piperazinyl)benzylmethylamino moiety, exhibited the highest affinity for M2 muscarinic receptors, being 200 times as potent as II, and I (R = C-4 4-ethyl-1-piperazinyl, R1 = Et)(III) containing a 4-(4-ethyl-1-piperazinyl)benzylethylamino moiety, showed the highest selectivity for M2 over M3 muscarinic receptors. III and I (R = C-4 4-isopropyl-1-piperazinyl, R1 = Me) also antagonized the oxotremorine-induced bradycardia in rats after i.v. or oral administration. Oral evaluation in conscious dogs showed that the efficacy for increasing the heart rate was at least 3-fold greater than that of II.

Chemical & Pharmaceutical Bulletin published new progress about Cardiotonics. 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Computed Properties of 197638-83-8.

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

Wang, Lan; Stanley, Mark; Boggs, Jason W.; Crawford, Terry D.; Bravo, Brandon J.; Giannetti, Anthony M.; Harris, Seth F.; Magnuson, Steven R.; Nonomiya, Jim; Schmidt, Stephen; Wu, Ping; Ye, Weilan; Gould, Stephen E.; Murray, Lesley J.; Ndubaku, Chudi O.; Chen, Huifen published the artcile< Fragment-based identification and optimization of a class of potent pyrrolo[2,1-f][1,2,4]triazine MAP4K4 inhibitors>, Quality Control of 229009-40-9, the main research area is fragment identification pyrrolo triazine MAP4K4 inhibitor; Fragment-based lead discovery; Kinase inhibitors; MAP4K4; P-loop conformation; Pyrrolotriazine.

MAP4K4 has been shown to regulate key cellular processes that are tied to disease pathogenesis. In an effort to generate small mol. MAP4K4 inhibitors, a fragment-based screen was carried out and a pyrrolotriazine fragment with excellent ligand efficiency was identified. Further modification of this fragment guided by X-ray crystal structures and mol. modeling led to the discovery of a series of promising compounds with good structural diversity and physicochem. properties. These compounds exhibited single digit nanomolar potency and compounds 35 and 44 achieved good in vivo exposure.

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure. 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Quality Control of 229009-40-9.

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

Chen, Xiaolan; Yuan, Jinwei; Qu, Lingbo; Qu, Zhibo; Xu, Shaohua; Wang, Fujun; Zhao, Yufen published the artcile< Synthesis and Spectroscopic Characterization of Some New Piperazine Phosphoramide Derivatives of 4-Hydroxycoumarin>, Recommanded Product: tert-Butyl piperazine-1-carboxylate hydrochloride, the main research area is piperazine phosphoramide hydroxycoumarin preparation.

A series of new piperazine phosphoramide derivatives of 4-hydroxycoumarin were synthesized through a facile phosphorylating reaction starting from 4-hydroxycoumarin and various phosphorylating agents. The title compounds were characterized by IR, NMR, electrospray ionization-mass spectrometry, and high-resolution mass spectrometry, and their spectroscopic data were further analyzed to feature the related spectroscopic characteristics of the compounds of this class.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Phosphorylation. 76535-74-5 belongs to class piperazines, and the molecular formula is C9H19ClN2O2, Recommanded Product: tert-Butyl piperazine-1-carboxylate hydrochloride.

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

Tryniszewski, Michal; Basiak, Dariusz; Barbasiewicz, Michal published the artcile< Olefination with Sulfonyl Halides and Esters: Synthesis of Unsaturated Sulfonyl Fluorides>, Name: 1-Boc-4-(4-Formylphenyl)piperazine, the main research area is unsaturated sulfonyl fluoride preparation; sulfonyl halide ester arylaldehyde olefination.

Methanedisulfonyl fluoride, CH2(SO2F)2, transforms aromatic aldehydes into β-arylethenesulfonyl fluorides, useful substrates for the SuFEx “”click””-type transformations. The reaction mimics mechanism of the Horner-Wadsworth-Emmons olefination, which runs via addition of the carbanion, followed by cyclization-fragmentation of the four-membered ring intermediate. In the absence of base, electron-rich aldehydes follow an alternative pathway of the Knoevenagel condensation to provide unsaturated 1,1-disulfonyl fluorides. Authors demonstrate also trapping of elusive ethene-1,1-disulfonyl fluoride, CH2=C(SO2F)2, with 4-(dimethylamino)pyridine (DMAP) that forms zwitterionic adduct, characterized with X-ray studies.

Organic Letters published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 197638-83-8 belongs to class piperazines, and the molecular formula is C16H22N2O3, Name: 1-Boc-4-(4-Formylphenyl)piperazine.

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

Dong, Weizhe; Badir, Shorouk O.; Zhang, Xuange; Molander, Gary A. published the artcile< Accessing Aliphatic Amines in C-C Cross-Couplings by Visible Light/Nickel Dual Catalysis>, Product Details of C13H19BrN4O2, the main research area is trimethylsilylmethanamine aryl bromide nickel catalyst regioselective aminoalkylation; aryl methanamine preparation.

A general aminoalkylation of aryl halides were developed, overcoming intolerance of free amines in nickel-mediated C-C coupling. This transformation features broad functional group tolerance and high efficiency. Taking advantage of the fast desilylation of α-silylamines upon single-electron transfer (SET) facilitated by carbonate, α-amino radicals were generated regioselectively, which then engage in nickel-mediated C-C coupling. The reaction displays high chemoselectivity for C-C over C-N bond formation. Highly functionalized pharmacophores and peptides were also amenable.

Organic Letters published new progress about Alkylation, chemoselective. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Product Details of C13H19BrN4O2.

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

Wang, Xin; Liu, Wei-Gang; Tung, Chen-Ho; Wu, Li-Zhu; Cong, Huan published the artcile< A Monophosphine Ligand Derived from Anthracene Photodimer: Synthetic Applications for Palladium-Catalyzed Coupling Reactions>, Safety of tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, the main research area is monophosphine ligand anthracene photodimer preparation coupling catalyst; Miyaura borylation Suzuki couplings heterocyclic electrophile.

Herein, we present an air-stable dianthracenyl monophosphine ligand (diAnthPhos) which can be prepared in two steps from com. available anthracene derivatives The ligand exhibits excellent efficiency for palladium-catalyzed coupling reactions. In particular, Miyaura borylation of heterocycle-containing electrophiles can be facilitated employing the diAnthPhos ligand with a broad substrate scope and low catalyst loading. The valuable synthetic utility of the new ligand is further demonstrated by a one-pot Miyaura borylation/Suzuki coupling protocol for heteroaryl-containing substrates.

Organic Letters published new progress about Arylation. 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Safety of tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate.

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

Xiang, Ming; Pfaffinger, Dana E.; Ortiz, Eliezer; Brito, Gilmar A.; Krische, Michael J. published the artcile< Enantioselective Ruthenium-BINAP-Catalyzed Carbonyl Reductive Coupling of Alkoxyallenes: Convergent Construction of syn-sec,tert-Diols via (Z)-σ-Allylmetal Intermediates>, Application In Synthesis of 374930-88-8, the main research area is benzhydryloxyallene aldehyde ruthenium catalyst diastereoselective enantioselective reductive coupling reaction; aryl alc benzhydryloxyallene ruthenium catalyst diastereoselective enantioselective reductive coupling; benzhydryloxy alkenol preparation.

The first catalytic enantioselective ruthenium-catalyzed carbonyl reductive couplings of allene pronucleophiles was described. Using an iodide-modified ruthenium-BINAP-catalyst and O-benzhydryl alkoxyallene, carbonyl (α-alkoxy)allylation occurs from the alc. or aldehyde oxidation level to form enantiomerically enriched syn-sec,tert-diols. Internal chelation directs intervention of (Z)-σ-alkoxyallylruthenium isomers, which engage in stereospecific carbonyl addition

Journal of the American Chemical Society published new progress about Alkenyl alcohols Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 374930-88-8 belongs to class piperazines, and the molecular formula is C13H19BrN4O2, Application In Synthesis of 374930-88-8.

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

Donnell, Andrew F.; Zhang, Yong; Stang, Erik M.; Wei, Donna D.; Tebben, Andrew J.; Perez, Heidi L.; Schroeder, Gretchen M.; Pan, Chin; Rao, Chetana; Borzilleri, Robert M.; Vite, Gregory D.; Gangwar, Sanjeev published the artcile< Macrocyclic pyrrolobenzodiazepine dimers as antibody-drug conjugate payloads>, Electric Literature of 229009-40-9, the main research area is macrocyclic pyrrolo benzodiazepine dimer preparation antibody drug conjugate mesothelin; Antibody-drug conjugates; Macrocycles; Pyrrolobenzodiazepines.

Macrocyclic pyrrolobenzodiazepine dimers were designed and evaluated for use as antibody-drug conjugate payloads. Initial structure-activity exploration established that macrocyclization could increase the potency of PBD dimers compared with non-macrocyclic analogs. Further optimization overcame activity-limiting solubility issues, leading to compounds with highly potent (picomolar) activity against several cancer cell lines. High levels of in vitro potency and specificity were demonstrated with an anti-mesothelin conjugate.

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Electric Literature of 229009-40-9.

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

Rudolf, Klaus; Eberlein, Wolfgang; Engel, Wolfhard; Pieper, Helmut; Entzeroth, Michael; Hallermayer, Gerhard; Doods, Henri published the artcile< Development of Human Calcitonin Gene-Related Peptide (CGRP) Receptor Antagonists. Potent and Selective Small Molecule CGRP Antagonists. 1-[N2-[3,5-Dibromo-N-[[4-(3,4-dihydro-2(1H)-oxoquinazolin-3-yl)-1- piperidinyl]carbonyl]-D-tyrosyl]-L-lysyl]-4-(4-pyridinyl)piperazine: The First CGRP Antagonist for Clinical Trials in Acute Migraine>, Computed Properties of 76535-74-5, the main research area is oxoquinazolinpiperazine derivative preparation CGRP receptor antagonist antimigraine migraine.

Although the triptans have greatly improved the acute treatment of migraine headache, there are yet many shortcomings. Therefore, new strategies for the treatment of migraine are needed which offer advantages over current therapy, e.g. triptans. Our novel approach was based on the hypothesis that the release of calcitonin gene-related peptide (CGRP) could play a causative role in migraine headache. Thus the authors initiated a program aimed at the design and synthesis of small mol. CGRP receptor antagonists. High throughput screening led to the identification of (R)-Tyr-(S)-Lys dipeptide-like compounds that showed weak but unequivocal binding to the human CGRP receptor. Lead optimization afforded highly potent CGRP antagonists, the prototype being compound (I) (BIBN4096). This compound exhibiting a favorable biol. profile was selected for initial clin. trials. A proof of concept study indicated that i.v. application of I was effective in the treatment of acute migraine headache. This finding strongly supports our initial working hypothesis that CGRP plays an important role in the pathophysiol. of migraine.

Journal of Medicinal Chemistry published new progress about Antimigraine agents. 76535-74-5 belongs to class piperazines, and the molecular formula is C9H19ClN2O2, Computed Properties of 76535-74-5.

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

Sung, Dan-Bi; Mun, Bohyun; Park, Sol; Lee, Hyi-Seung; Lee, Jihoon; Lee, Yeon-Ju; Shin, Hee Jae; Lee, Jong Seok published the artcile< Synthesis, Molecular Engineering, and Photophysical Properties of Fluorescent Thieno[3,2-b]pyridine-5(4H)-ones>, Formula: C11H17BN2O2, the main research area is thienopyridinone synthesis regioselective aza cycloaddition aminothiophene unsaturated carboxylic acid; fluorescent thienopyridinone synthesis.

We describe a synthetic approach for a set of fluorescent thieno[3,2-b]pyridine-5(4H)-one derivatives and their photophys. properties. These fluorophores are prepared by a series of reactions employing the Suzuki-Miyaura cross-coupling reaction and a regioselective aza-[3 + 3] cycloaddition of 3-aminothiophenes with α,β-unsaturated carboxylic acids. Our findings revealed that the photophys. properties are chem. tunable by an appropriate choice of functional group on the thieno[3,2-b]pyridine-5(4H)-one scaffold.

Journal of Organic Chemistry published new progress about [3+3] Cycloaddition reaction (regioselective aza-[3 + 3] cycloaddition). 229009-40-9 belongs to class piperazines, and the molecular formula is C11H17BN2O2, Formula: C11H17BN2O2.

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