Heterocyclic Building Blocks-piperidine

Vystorop, I. V. published the artcileRegioselective Synthesis, Structure, and Chemosensitizing Antitumor Activity of Cyclic Hydroxamic Acid Based on DL-Valine, Product Details of C9H17NO, the publication is Russian Journal of Bioorganic Chemistry (2021), 47(3), 757-764, database is CAplus.

The reaction of DL-valine hydroxamic acid with triacetonamine proceeds as the N,N’-regioselective condensation to form (±)-1-hydroxy-3-isopropyl-7,7,9,9-tetramethyl-1,4,8-triazaspiro[4,5]decan-2-one. A study of the antimetastatic and antitumor activities of the resulting hydroxamic acid in vivo by the combined therapy with a cytostatic of the alkylation type on a model of exptl. transplanted mouse melanoma B16 showed that the compound is capable of increasing the sensitivity of the tumor to the known antitumor drug cyclophosphamide applied at a subtherapeutic dose. The chemosensitizing activity of hydroxamic acid combined with cyclophosphamide led to an almost twofold increase in the antitumor effect of the cytostatic and a marked decrease in the number of metastases, which showed up as an increase in the metastasis inhibition index (MII) to 74%.

Russian Journal of Bioorganic Chemistry published new progress about 826-36-8. 826-36-8 belongs to piperidines, auxiliary class Natural product, name is 2,2,6,6-Tetramethylpiperidin-4-one, and the molecular formula is C10H15ClO3S, Product Details of C9H17NO.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Luo, Zonghua published the artcileSynthesis and Evaluation of Multi-Target-Directed Ligands against Alzheimer’s Disease Based on the Fusion of Donepezil and Ebselen, COA of Formula: C6H12N2O, the publication is Journal of Medicinal Chemistry (2013), 56(22), 9089-9099, database is CAplus and MEDLINE.

Benzylpiperidinylalkyl benzoisoselenazolones I [R = H, MeO; R¹ = H, Cl, F, MeO; X = (CH₂)_n; n = 1-4] were prepared as donepezil-ebselen hybrids for potential use as anti-Alzheimer’s disease agents. I (R = R¹ = MeO; n = 2) was one of the most potent acetylcholinesterase inhibitors of the compounds tested (IC₅₀ values of 0.042 μM for Electrophorus electricus acetylcholinesterase and 0.097 μM for human acetylcholinesterase) and was found to be a strong butyrylcholinesterase inhibitor with an IC₅₀ value of 1.586 μM, to possess rapid H₂O₂ and peroxynitrite scavenging activity and glutathione peroxidase-like activity (ν₀ = 123.5 μM min^-1), and to be a substrate of mammalian thioredoxin reductase. I (R = R¹ = MeO; n = 2) showed no acute toxicity at doses of up to 2000 mg/kg; by comparing its permeation in an artificial blood-brain barrier permeation assay, I (R = R¹ = MeO; n = 2) was expected to be able to penetrate the central nervous system.

Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, COA of Formula: C6H12N2O.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Mamros, Audrey N. published the artcileOxidation of primary and secondary alcohols by 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate in aqueous media, Product Details of C11H21BF4N2O2, the publication is ARKIVOC (Gainesville, FL, United States) (2011), 23-33, database is CAplus.

The water-soluble oxidant 4-(acetylamino)-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate oxidized primary and secondary aliphatic, primary allylic, and primary and secondary benzylic alcs. to the corresponding aldehydes and ketones in aqueous media in good to excellent yields.

ARKIVOC (Gainesville, FL, United States) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Product Details of C11H21BF4N2O2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Crich, David published the artcileInfluence of the O3 Protecting Group on Stereoselectivity in the Preparation of C-Mannopyranosides with 4,6-O-Benzylidene Protected Donors, Synthetic Route of 4972-31-0, the publication is Journal of Organic Chemistry (2010), 75(24), 8383-8391, database is CAplus and MEDLINE.

α-C-Glucopyranosides and mannopyranosides are obtained in 65-85% yields from 4,6-O-benzylidene-protected glucosyl and mannosyl thioglycosides bearing ester functionality at the 3-O-position by a coupling reaction with C-nucleophiles on activation with di-Ph sulfoxide, 2,4,6-tri-tert-butylpyrimidine, and trifluoromethanesulfonic anhydride.

Journal of Organic Chemistry published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Synthetic Route of 4972-31-0.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Crich, David published the artcileIs Donor-Acceptor Hydrogen Bonding Necessary for 4,6-O-Benzylidene-directed β-Mannopyranosylation? Stereoselective Synthesis of β-C-Mannopyranosides and α-C-Glucopyranosides, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Organic Letters (2008), 10(21), 4731-4734, database is CAplus and MEDLINE.

2,3-Di-O-benzyl-4,6-O-benzylidene-thiohexopyranosides, on activation with 1-benzenesulfinyl piperidine and triflic anhydride, react with allyl silanes and stannanes, and with silyl enolethers to give C-glycosides. In the mannose series the β-isomers are formed selectively whereas the glucose series provides the α-anomers. This selectivity pattern parallels that of O-glycoside formation and eliminates the need to consider donor-acceptor hydrogen bonding in the formation of the O-glycosides.

Organic Letters published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Matsui, Ryosuke published the artcileConvergent Total Synthesis of (+)-TMC-151C by a Vinylogous Mukaiyama Aldol Reaction and Ring-Closing Metathesis, Formula: C11H15NOS, the publication is Angewandte Chemie, International Edition (2011), 50(3), 680-683, S680/1-S680/66, database is CAplus and MEDLINE.

Total synthesis of (+)-TMC-151C by a highly convergent synthetic route, is reported. Characteristic features of the present synthesis include the construction of the C₁-C₅ and C9-C₁₃ units by vinylogous Mukaiyama aldol reactions and the use of a silicon-tethered diene for the stereoselective formation of the C₆-C₇ double bond by our recently developed E-selective ring-closing metathesis reaction to give an eight-membered ring. This synthetic strategy should provide efficient access to a range of related naturally occurring polyketides containing pent-2-ene-1,5-diol units.

Angewandte Chemie, International Edition published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Formula: C11H15NOS.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Kennedy, Nicole M. published the artcileOptimization of a Series of Mu Opioid Receptor (MOR) Agonists with High G Protein Signaling Bias, Category: piperidines, the publication is Journal of Medicinal Chemistry (2018), 61(19), 8895-8907, database is CAplus and MEDLINE.

While mu opioid receptor (MOR) agonists are especially effective as broad-spectrum pain relievers, it has been exceptionally difficult to achieve a clear separation of analgesia from many problematic side effects. Recently, MOR agonists that induce minimal βarrestin-mediated signaling were extensively investigated because MOR agonist-treated βarrestin2 knockout mice were found to display enhanced antinociceptive effects with significantly less respiratory depression and tachyphylaxis. Substantial data now exists to support the premise that G protein signaling biased MOR agonists can be effective analgesic agents. It was recently shown that, within a chem. series, the degree of bias correlates linearly with the magnitude of the respiratory safety index. Herein, the synthesis and optimization of (piperidinyl)benzimidazolone MOR agonists I (R¹ = H, 4-Cl, 5-Me, 5-CN, 5,6-Cl₂, etc.; R² = H, Me; R³ = Ph, 2-ClC₆H₄, 2-F-4-BrC₆H₃, etc.) and analogs that display a wide range of bias (G/βarr2) is described. The structural features affecting potency and maximizing bias were identified and many compounds were shown to have desirable properties, such as long half-lives and high brain penetration.

Journal of Medicinal Chemistry published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, Category: piperidines.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Belgsir, E. M. published the artcileTEMPO-modified graphite felt electrodes: attempted enantioselective oxidation of rac-1-phenylethanol in the presence of (-)-sparteine, Application In Synthesis of 219543-09-6, the publication is Chemical Communications (Cambridge) (1999), 435-436, database is CAplus.

At a TEMPO-modified graphite felt electrode (TMGFE) rac-1-phenylethanol 2 is not enantioselectively oxidized in the presence of (-)-sparteine 1, but instead 1 is dehydrogenated to its iminium salt; 2 is oxidized in solution by the oxoammonium salt 6 in the absence of 1, but not on the TMGFE in the range 0-1.0 V vs. Ag/AgNO₃.

Chemical Communications (Cambridge) published new progress about 219543-09-6. 219543-09-6 belongs to piperidines, auxiliary class Piperidine,Fluoride,Salt,Amine,Amide, name is 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, and the molecular formula is C11H21BF4N2O2, Application In Synthesis of 219543-09-6.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Izzo, Flavia published the artcileA New, Practical One-Pot Synthesis of Unprotected Sulfonimidamides by Transfer of Electrophilic NH to Sulfinamides, Application of 1-(Phenylsulfinyl)piperidine, the publication is Chemistry – A European Journal (2017), 23(60), 15189-15193, database is CAplus and MEDLINE.

Unprotected tertiary sulfonimidamides RS(O)(=NH)X (R = Ph, (CH₃)₂CH, cyclohexyl, 2-pyridyl, etc.; X = 1-piperidinyl, N(CH₃)₂, (CH₃)N(CH₂)₂OCH₃, etc.) have been prepared in good to excellent yields in a one-pot transformation from tertiary sulfinamides RS(O)X through NH transfer. The reaction is mediated by com. available (diacetoxyiodo)benzene and ammonium carbamate in methanol under convenient conditions. A wide range of functional groups is tolerated and initial results indicate that the NH transfer is stereospecific. A small mol. X-ray anal. of 1-(S-phenylsulfonimidoyl)piperidine and its behavior in selected in vitro assays in comparison to the matched 1-benzenesulfonyl-piperidine are also reported. This new reaction provides a safe, short and efficient approach to sulfonimidamides, which have been the subject of recent, growing interest in the life sciences.

Chemistry – A European Journal published new progress about 4972-31-0. 4972-31-0 belongs to piperidines, auxiliary class Piperidine,Benzene, name is 1-(Phenylsulfinyl)piperidine, and the molecular formula is C11H15NOS, Application of 1-(Phenylsulfinyl)piperidine.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem

Galvez, Alberto Osuna published the artcileChemoselective Acylation of Primary Amines and Amides with Potassium Acyltrifluoroborates under Acidic Conditions, SDS of cas: 39546-32-2, the publication is Journal of the American Chemical Society (2017), 139(5), 1826-1829, database is CAplus and MEDLINE.

Amides, imides, acylguanidines, an acylcarbamate, an acylsulfonamide, and acylureas were prepared chemoselectively by reaction of aroyltrifluoroborates with primary amines using dichlorodimethylhydantoin or with primary amides, tert-Bu carbamate, guanidines, ureas, or methanesulfonamide using trichlorocyanuric acid (TCA) in buffered aqueous THF at pH 3; chemoselective acylation of primary amines and amides occurred in the presence of alcs., carboxylic acids, and even secondary amines. Streptomycin, gentamicin C₁, and polymyxin B were chemoselectively acylated using the method, showing its potential utility in later-stage functionalization reactions.

Journal of the American Chemical Society published new progress about 39546-32-2. 39546-32-2 belongs to piperidines, auxiliary class Piperidine,Amine,Amide, name is Piperidine-4-carboxamide, and the molecular formula is C6H12N2O, SDS of cas: 39546-32-2.

Referemce:
https://en.wikipedia.org/wiki/Piperidine,
Piperidine | C5H11N – PubChem