Month: November 2022

Kaoukabi, Asma published the artcileEfficient Synthesis of New 2H-Chromene Retinoid Hybrid Derivatives by Suzuki Cross-Coupling Reactions, Recommanded Product: 1-Methyl-4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfonyl)piperazine, the publication is Journal of Heterocyclic Chemistry (2019), 56(4), 1260-1274, database is CAplus.

In an attempt to improve anticancer activity, a series of retinoid-chromene hybrids were prepared The novel heterocyclic chromene-retinoid hybrids that include oxygen as a heteroatom in a six-membered cyclic ring (2H-chromene or 2H-1-benzopyran) were designed and synthesized by introducing different groups such as an aromatic or styrylphenyl group in the 6-position of 2H-chromene. These novel compounds were synthesized by using the efficient cascade one-pot process involving Wittig-Horner-Emmons reaction and Suzuki-Miyaura cross-coupling palladium-catalyzed reactions with 60% to 90% overall yields. These new compounds were tested against glioblastoma multiforme brain cancer, medulloblastoma, neuroblastoma cell lines and breast cancer MCF-7 cell lines. Two of them exhibited an appreciable antitumor activity in the low micromolar range, which opens new perspectives for therapeutic application on humans.

Journal of Heterocyclic 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 C17H27BN2O4S, Recommanded Product: 1-Methyl-4-((4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)sulfonyl)piperazine.

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

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

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

Spencer, John published the artcileMicrowave-mediated synthesis of an arylboronate library, Product Details of C22H35BN2O4, the publication is ACS Combinatorial Science (2011), 13(1), 24-31, database is CAplus and MEDLINE.

A series of arylboronates has been synthesized from the reaction of 2-(2-, (3-, or (4-(bromomethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane resp. with a range of N-, S-, and O-nucleophiles, using microwave-mediated chem. For the synthesis of N- and S-substituted boronates, a supported base, PS-NMM, was employed, and many reactions were complete within 15 min. With O-nucleophiles, a mixture of tetrabutylammonium bromide, potassium carbonate, and sodium hydroxide was employed. The resulting aminomethyl, mercaptomethyl, or alkoxy-/phenoxymethyl-arylboronates were subjected to microwave-mediated Suzuki Miyaura coupling reactions to afford a range of biaryls in moderate to good yields. The x-ray structures of five boronates were determined

ACS Combinatorial Science published new progress about 1012785-48-6. 1012785-48-6 belongs to piperazines, auxiliary class Boronic acid and ester, name is tert-Butyl 4-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperazine-1-carboxylate, and the molecular formula is C3H5F3O, Product Details of C22H35BN2O4.

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

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

Sasmal, Sanjita published the artcileDesign and optimization of quinazoline derivatives as melanin concentrating hormone receptor 1 (MCHR1) antagonists, SDS of cas: 71260-16-7, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(9), 3157-3162, database is CAplus and MEDLINE.

Melanin concentrating hormone (MCH) is an important mediator of energy homeostasis and plays a role in metabolic and CNS disorders. The modeling-supported design, synthesis and multi-parameter optimization (biol. activity, solubility, metabolic stability, hERG) of novel quinazoline derivatives as MCHR1 antagonists are described. The in vivo proof of principle for weight loss with a lead compound from this series is exemplified. Clusters of refined hMCHR1 homol. models derived from the X-ray structure of the β2-adrenergic receptor, including extracellular loops, were developed and used to guide the design.

Bioorganic & Medicinal Chemistry Letters 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 C8H16N2O, SDS of cas: 71260-16-7.

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

Deka, Nabajyoti published the artcileSynthesis of N-(6-(4-(piperazin-1-yl)phenoxy)pyridin-3-yl)benzenesulfonamide derivatives for the treatment of metabolic syndrome, Recommanded Product: 1-(4-(4-Hydroxyphenyl)piperazin-1-yl)ethanone, the publication is International Journal of Medicinal Chemistry (2013), 201580/1-201580/11, 11 pp., database is CAplus and MEDLINE.

Metabolic syndrome is a widely prevalent multifactorial disorder associated with an increased risk of cardiovascular disease and type 2 diabetes mellitus. High plasma levels of insulin and glucose due to insulin resistance are a major component of the metabolic disorder. Thiazolidinediones (TZDs) are potent PPARγ ligands and used as insulin sensitizers in the treatment of type 2 diabetes mellitus. They are potent insulin-sensitizing agents but due to adverse effects like hepatotoxicity, a safer alternative of TZDs is highly demanded. The synthesis of N-(6-(4-(piperazin-1-yl)phenoxy)pyridin-3-yl)benzenesulfonamide derivatives I (R = 2,4-Cl₂C₆H₃, 2,5-(OCH₃)₂C₆H₃, 2-thienyl, etc.) an alternate remedy for insulin resistance is reported.

International 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

Huang, Yiyun published the artcileSynthesis of potent and selective serotonin 5-HT_1B receptor ligands, Synthetic Route of 180698-19-5, the publication is Bioorganic & Medicinal Chemistry Letters (2005), 15(21), 4786-4789, database is CAplus and MEDLINE.

A series of serotonin 5-HT_1B ligands were synthesized and evaluated for their potency and selectivity against other 5-HT receptor subtypes. Many of these new compounds displayed high affinity and selectivity for the 5-HT_1B receptor and one compound was found to have the in vitro binding profile necessary for development as a PET radioligand.

Bioorganic & Medicinal Chemistry Letters 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, Synthetic Route of 180698-19-5.

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

Heeres, J. published the artcileAntimycotic azoles. 7. Synthesis and antifungal properties of a series of novel triazol-3-ones, Category: piperazines, the publication is Journal of Medicinal Chemistry (1984), 27(7), 894-900, database is CAplus and MEDLINE.

The antifungal triazolone derivatives I [R = H, Me, Q (X = N, CH); R¹ = H, alkyl; R² = H, Me) were prepared by a multistep sequence from 1-(p-methoxyphenyl)piperazine or MeSO₃Q via piperazines III (R³ = H, Bz) and cyclization of III [R³ = C(:NH)NH₂] with R²C(:NH)NH₂. In vitro and in vivo antifungal properties of I are reported. Compound I [R = Q (X = N), R¹ = MeEtCH, R² = H], which displays a pronounced oral activity against vaginal candidosis in rats and against microsporosis in guinea pigs, was selected for clin. evaluation.

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, Category: piperazines.

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