Category: piperazines

Kurokawa, Mikio published the artcileSynthesis and biological activity of 11-[4-(cinnamyl)-1-piperazinyl]-6,11-dihydrodibenz[b,e]oxepin derivatives, potential agents for the treatment of cerebrovascular disorders, Category: piperazines, the publication is Chemical & Pharmaceutical Bulletin (1991), 39(10), 2564-73, database is CAplus and MEDLINE.

A series of 11-[4-(cinnamyl)-1-piperazinyl]-6,11-dihydrodibenz[b,e]oxepins and related compounds were synthesized and evaluated for their protective activities against complete ischemia, normobaric hypoxia, lipid peroxidation and convulsion. Structure-activity relationship studies of this series led to the finding of (E)-1-(3-fluoro-6,11-dihydrodibenz[b,e]oxepin-11-yl)-4-(3-phenyl-2-propenyl)piperazine dimaleate (I), AJ-3941, with the most appropriate property for combined pharmacol. activities. I also shows an inhibitory effect against cerebral edema as well when orally given to rats.

Chemical & Pharmaceutical Bulletin 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

Jiang, Jie published the artcileA_2B Adenosine Receptor Antagonists with Picomolar Potency, Synthetic Route of 67914-60-7, the publication is Journal of Medicinal Chemistry (2019), 62(8), 4032-4055, database is CAplus and MEDLINE.

The A2B adenosine receptor (A2BAR) was proposed as a novel target for the (immuno)therapy of cancer since A2BAR blockade results in antiproliferative, anti-angiogenic, anti-metastatic, and immuno-stimulatory effects. In this study, we explored the structure-activity relationships of xanthin-8-yl-benzenesulfonamides mainly by introducing a variety of linkers and substituents attached to the sulfonamide residue. A new, convergent strategy was established which facilitated the synthesis of the target compounds Many of the new compounds exhibited subnanomolar affinity for the A2BAR combined with high selectivity. Functional groups were introduced which will allow the attachment of dyes and other reporter groups. 8-(4-((4-(4-Bromophenyl)piperazin-1-yl)sulfonyl)phenyl)-1-propylxanthine (34, PSB-1901) was the most potent A2B-antagonist (Ki 0.0835 nM, KB 0.0598 nM, human A2BAR) with >10,000-fold selectivity vs. all other AR subtypes. It was similarly potent and selective at the mouse A2BAR, making it a promising tool for preclin. studies. Computational studies predicted halogen bonding to contribute to the outstanding potency of 34.

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, Synthetic Route of 67914-60-7.

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

Tanoury, Gerald J. published the artcilePd-catalyzed aminations of aryltriazolones: effective synthesis of hydroxyitraconazole enantiomers, Formula: C12H16N2O2, the publication is Tetrahedron Letters (1998), 39(38), 6845-6848, database is CAplus.

A palladium-catalyzed amination of triazolone I by piperazine II was used as the key step in an efficient synthesis of highly enantiomerically pure hydroxyitraconazole (III). II (>99% ee) was prepared by reaction of an achiral phenol precursor with the corresponding dioxolyl tosylate (>99% ee).

Tetrahedron Letters 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 C8H7NO4, Formula: C12H16N2O2.

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

Hamamoto, Tomoyuki published the artcileVisualization and analysis of adverse reactions of molecularly targeted anticancer agents using the self-organizing map (SOM), Product Details of C22H28ClN7O3S, the publication is Yakugaku Zasshi (2014), 134(10), 1069-1080, database is CAplus and MEDLINE.

Molecularly targeted anticancer agents cause a variety of adverse reactions compared with conventional anticancer agents because of their unique mechanisms of action. Sources of drug information such as package inserts (PIs) provide primarily document-based and numerical information. Therefore it is not easy to obtain a complete picture of drugs with similar effects, or to understand differences among drugs. In this study we used the self-organizing map (SOM) technique to visualize the adverse reactions indicated on PIs of 23 molecularly targeted anticancer agents as of March 2013. In both the presence/absence version and the frequency version, SOM was divided into domains according to mechanism of action, antibody drug or low-mol. weight drug, and mol. target. The component planes of the 753 adverse reaction items in the frequency version enabled us to grasp all available information and differences among the drugs. In some component planes in the presence/absence version, an adverse reaction that had not been reported for a drug but had already been reported for its proximally positioned drug (s) as of March 2013, was found to be reported thereafter by the Drug Safety Update (DSU) or the Adverse Event Report Search System “CzeekV,” which is based on FDA Adverse Event Reporting System (FAERS). Our results suggest that visualization of the adverse reactions of molecularly targeted anticancer agents by the SOM technique is useful not only to acquire all available information and differences among drugs, but also to predict the appearance of adverse reactions.

Yakugaku Zasshi published new progress about 863127-77-9. 863127-77-9 belongs to piperazines, auxiliary class TGF-beta/Smad,Bcr-Abl,Natural product, name is N-(2-Chloro-6-methylphenyl)-2-((6-(4-(2-hydroxyethyl)piperazin-1-yl)-2-methylpyrimidin-4-yl)amino)thiazole-5-carboxamide hydrate, and the molecular formula is C22H28ClN7O3S, Product Details of C22H28ClN7O3S.

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

Zhang, Yun published the artcileDicationic Electrophiles from Olefinic Amines in Superacid, Synthetic Route of 87179-40-6, the publication is Journal of Organic Chemistry (2003), 68(13), 5119-5122, database is CAplus and MEDLINE.

Olefins containing amine moieties undergo Friedel-Crafts alkylations with benzene and substituted benzenes in the presence of triflic acid to yield arenes in 49-99% yields. Suspension of the amine-containing olefins in triflic acid and an arene yields the product arenes. This method is used in brief syntheses of the anti-spasmodic agents fenpiprane and prozapine from 1-(trans-cinnamyl)piperidine and 1-(trans-cinnamyl)hexahydroazepine, resp. Alkenes can be immobilized on polystyrene beads with triflic acid to yield resin-bound amines and piperazines; beads crosslinked with 2% divinylbenzene are stable to the reaction conditions while macroporous beads are damaged under the reaction conditions. The alkylation reactions are proposed to occur via dicationic carbocation intermediates containing protonated amine salts; the ¹³C NMR spectra of a dication generated in situ from (4,4-diphenyl-3-butenyl)piperidine under superacidic conditions is obtained as evidence for the proposed intermediates.

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 C19H14O2, Synthetic Route of 87179-40-6.

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

Hansen-Petrik, Melissa B. published the artcileSelective inhibition of ¦¤-6 desaturase impedes intestinal tumorigenesis, Computed Properties of 218136-59-5, the publication is Cancer Letters (Shannon, Ireland) (2002), 175(2), 157-163, database is CAplus and MEDLINE.

Arachidonic acid is an important polyunsaturated fatty acid involved in cell signaling. It is derived primarily from dietary linoleic acid, and the rate-limiting step in its biosynthesis is the initial desaturation of linoleic acid via ¦¤-6 desaturase. Evidence suggests that downstream metabolic products of arachidonic acid, e.g. prostaglandins, are involved in colorectal cancer, but involvement of the biosynthetic pathway of arachidonic acid has not been previously investigated. In the present study, the authors report the effects of a novel selective ¦¤-6 desaturase inhibitor, SC-26196, on tumorigenesis in two in vivo models of intestinal cancer. SC-26196 treatment resulted in 36-37% fewer tumors in Apc^Min/+ mice and 35% decrease in primary tumor size in nude mice bearing HT-29 human colon cancer cell xenografts. As expected, SC-26196 treatment resulted in significantly higher linoleic acid levels in tissue phospholipids and lower levels of arachidonic acid. The effects on both tissue fatty acid composition and tumorigenesis in Apc^Min/+ mice were abrogated by concomitant treatment with dietary arachidonic acid, indicating that the observed effects were due to interference with the biosynthetic pathway of arachidonic acid.

Cancer Letters (Shannon, Ireland) published new progress about 218136-59-5. 218136-59-5 belongs to piperazines, auxiliary class Metabolic Enzyme,D6D, name is 2,2-Diphenyl-5-(4-((pyridin-3-ylmethylene)amino)piperazin-1-yl)pentanenitrile, and the molecular formula is C27H29N5, Computed Properties of 218136-59-5.

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

Liu, Hangyu published the artcileSynthesis of formamides containing unsaturated groups by N-formylation of amines using CO₂ with H₂, Quality Control of 87179-40-6, the publication is Green Chemistry (2017), 19(1), 196-201, database is CAplus.

The selective and efficient N-formylation of amines containing unsaturated groups using CO₂ and H₂ with a Cu(OAc)₂-4-dimethylaminopyridine (DMAP) catalytic system was described. The substrates were converted to the desired formamides, while the unsaturated groups, such as the carbonyl group, the C=C bond, CN bond and the ester group remained. The main reason for the excellent selectivity of the Cu(OAc)₂-DMAP catalytic system was that it was very active for the N-formylation reaction, but was not active for the hydrogenation of the unsaturated groups.

Green 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, Quality Control of 87179-40-6.

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

Li, Gang published the artcileThe optimization of xanthine derivatives leading to HBK001 hydrochloride as a potent dual ligand targeting DPP-IV and GPR119, SDS of cas: 113534-02-4, the publication is European Journal of Medicinal Chemistry (2020), 112017, database is CAplus and MEDLINE.

A series of xanthine compounds derived from the previous hit I with modification on the terminal side chain was discovered through ring formation strategy. Systematic optimization of the compounds with rigid heterocycles in the hydrophobic side chain led to the new lead compound HBK001 (II) with the improved DPP-IV inhibition and moderate GPR119 agonism activity in vitro. As a continuing work to further study the PK and PD profiles, II and its hydrochloride (22) were synthesized on grams scale and evaluated on the ADME/T and oral glucose tolerance test (OGTT) in ICR mice. Compound 22 showed the improved bioavailability and blood glucose-lowering effect in vivo compared to its free base 21h probably attributed to its improved solubility and permeability. The preliminary toxicity studies on compound 22 exhibited that the result of mini-Ames was neg. and the preliminary acute toxicity LD₅₀ in mice was above 1.5 g/kg, while it showed moderate inhibition on hERG channel with IC₅₀ 4.9¦ÌM maybe due to its high lipophilicity. These findings will be useful for the future drug design for more potent and safer dual ligand targeting DPP-IV and GPR119 for the treatment of diabetes.

European Journal of Medicinal Chemistry 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, SDS of cas: 113534-02-4.

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

Upton, Kristen published the artcileDesign and synthesis of potent inhibitors of the mono(ADP-ribosyl)transferase, PARP14, Recommanded Product: 1-Biphenyl-4-yl-piperazine, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(13), 2907-2911, database is CAplus and MEDLINE.

A series of (Z)-4-(3-carbamoylphenylamino)-4-oxobut-2-enyl amides were synthesized and tested for their ability to inhibit the mono-(ADP-ribosyl)transferase, PARP14 (a.k.a. BAL-2; ARTD-8). Two synthetic routes were established for this series and several compounds were identified as sub-micromolar inhibitors of PARP14, the most potent of which was compound 4t (I), IC₅₀ = 160 nM. Furthermore, profiling other members of this series identified compounds with >20-fold selectivity over PARP5a/TNKS1, and modest selectivity over PARP10, a closely related mono-(ADP-ribosyl)transferase.

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 C6H12O2, Recommanded Product: 1-Biphenyl-4-yl-piperazine.

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

Kumar, Dhananjay published the artcileSynthesis of 2-N/S/C-Substituted Benzothiazoles via Intramolecular Cyclative Cleavage of Benzotriazole Ring, Quality Control of 87179-40-6, the publication is Journal of Organic Chemistry (2014), 79(1), 251-266, database is CAplus and MEDLINE.

The synthesis of numerous 2-N/S/C-substituted benzothiazoles was achieved from substituted thiocarbonylbenzotriazoles via free-radical intramol. cyclative cleavage of the benzotriazole ring in the presence of (TMS)₃SiH and AIBN under mild conditions. The developed methodol. demonstrates significant compatibility under microwave conditions and is important as it avoids the use of toxic metals for radical cyclization.

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, Quality Control of 87179-40-6.

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