Tag: M.W=100-150

Salama, J. Y. published the artcileSome piperidine derivatives of organophosphorus compounds, COA of Formula: C7H15NO, the publication is Muslim Scientist (1983), 12(1), 8-12, database is CAplus.

PhP(X)(OMe)OR (I; X = O, S; R = N-methyl- and N-ethyl-4-piperidinyl, N-methyl- and N-ethyl-3-piperidinyl) were prepared from PhP(X)(OMe)Cl and alkylhydroxypiperidines. I (X = S; R = N-methyl-3-piperidinyl) was active against harmful bacteria such as E. coli and B. subtilis.

Muslim Scientist published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, COA of Formula: C7H15NO.

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

Pettenuzzo, Andrea published the artcileAn innovative and efficient route to the synthesis of metal-based glycoconjugates: proof-of-concept and potential applications, Safety of Piperidine-4-carboxamide, the publication is Dalton Transactions (2018), 47(31), 10721-10736, database is CAplus and MEDLINE.

With a view to developing more efficient strategies to the functionalization of metallodrugs with carbohydrates, the authors here report on an innovative and efficient synthetic route to generate Au(III) glycoconjugates in high yields and purity. The method is based on the initial synthesis of the Zn(II)-dithiocarbamato intermediate [Zn^II(SSC-Inp-GlcN)₂] (Inp = isonipecotic moiety; GlcN = amino-glucose) followed by the transfer of the glucoseisonipecoticdithiocarbamato ligand to the Au(III) center via transmetalation reaction between the Zn(II) intermediate and K[Au^IIIBr₄] in 1 : 2 stoichiometric ratio, yielding the corresponding glucose-functionalized Au(II)-dithiocarbamato derivative [Au^IIIBr₂(SSC-Inp-GlcN)]. No protection/deprotection of the amino-glucose scaffold and no chromatog. purification were needed. The synthetic protocol was optimized for glucose precursors bearing the amino function at either the C² or the C⁶ position, and works in the case of both α and β anomers. The application of the synthetic strategy was also successfully extended to other metal ions of biomedical interest, such as Au(I) and Pt(II), to obtain [Au^I(SSC-Inp-GlcN)(PPh₃)] and [Pt^II(SSC-Inp-GlcN)₂], resp. All compounds were fully characterized by elemental anal., mid- and far-IR, mono- and multidimensional NMR spectroscopy, and, where possible, x-ray crystallog. Results and potential applications are here discussed.

Dalton Transactions 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, Safety of Piperidine-4-carboxamide.

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

Bogolubsky, Andrey V. published the artcileBis(2,2,2-trifluoroethyl) Carbonate as a Condensing Agent in One-Pot Parallel Synthesis of Unsymmetrical Aliphatic Ureas, Name: Piperidine-4-carboxamide, the publication is ACS Combinatorial Science (2014), 16(6), 303-308, database is CAplus and MEDLINE.

One-pot parallel synthesis of unsym. aliphatic ureas was achieved with bis(2,2,2-trifluoroethyl) carbonate. The procedure worked well for both the monosubstituted and functionalized alkylamines and required no special conditions (temperature control, order, or rate of addition). Thus, an acetonitrile solution of the first alkylamine, N,N-diisopropylethylamine, and bis(2,2,2-trifluoroethyl) carbonate was heated at 75 °C in a sealed tube for 2 h. After complete removal of bis(2,2,2-trifluoroethyl) carbonate and addition of DBU, the second alkylaminewas added to the crude trifluoroethyl carbamate to give the unsym. aliphatic urea. A library of 96 diverse ureas was easily synthesized.

ACS Combinatorial Science 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, Name: Piperidine-4-carboxamide.

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

Powell, Jonathan published the artcileSmall Molecule Neuropilin-1 Antagonists Combine Antiangiogenic and Antitumor Activity with Immune Modulation through Reduction of Transforming Growth Factor Beta (TGFβ) Production in Regulatory T-Cells, Computed Properties of 39546-32-2, the publication is Journal of Medicinal Chemistry (2018), 61(9), 4135-4154, database is CAplus and MEDLINE.

We report the design, synthesis and comprehensive biol. evaluation of a range of some potent small-mol. neuropilin-1 (NRP1) antagonists. NRP1 is implicated in the immune response to tumors, particularly in Treg cell fragility, required for PD1 checkpoint blockade. The design of these compounds was based on a previously identified compound EG00229 which was used a starting point for optimization. Through targeting of specific amino-acid residues addnl. H-bonding interactions were introduced, which led to increases in binding affinity and potency. The design of these mols. was informed and supported by X-ray crystal structures. Pharmacokinetic data was obtained for some of the most potent compounds, and compound 1 (EG01377) was identified as having properties suitable for further investigation. Compound 1 was then tested in several in vitro assays, and was shown to have anti-angiogenic, anti-migratory and anti-tumor effects. Remarkably, 1 was shown to be selective for NRP1 over the closely related protein NRP2. In purified Nrp1+, FoxP3+, CD25+ populations of Tregs from mice 1 was able to block a glioma conditioned medium induced increase in TGFβ production This study therefore represents a comprehensive characterization of a small-mol. NRP1 antagonist, and provides the basis for future in vivo studies.

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, Computed Properties of 39546-32-2.

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

Abdel-Ghaffar, S. A. published the artcileSynthesis and antimicrobial activity of some new benzenesulphonylglycine derivatives, Quality Control of 13444-24-1, the publication is Ultra Scientist of Physical Sciences (1999), 11(2), 115-121, database is CAplus.

Reaction of benzenesulfonylglycine with PCl₅ yielded the acid chloride which was reacted with amines, sulfa drugs and alcs. to give amides and esters. Condensation of PhSO₂NHCH₂CONHNH₂ with different aromatic aldehydes gave the Schiff’s bases. PhSO₂NHCH₂CON₃ was prepared by the reaction of sodium azide with PhSO₂NHCH₂COCl. Heating PhSO₂NHCH₂CON₃ in benzene, followed by condensation with amines or alcs. afforded urea and carbamate derivatives All the synthesized compound have been tested against a number of microorganisms. The amides possessed high activity against Bacillus subtilis, whereas the other compounds were inactive. The esters showed promising activity against several organisms.

Ultra Scientist of Physical Sciences published new progress about 13444-24-1. 13444-24-1 belongs to piperidines, auxiliary class Piperidine,Alcohol, name is 1-Ethylpiperidin-3-ol, and the molecular formula is C7H15NO, Quality Control of 13444-24-1.

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

Bellale, Eknath published the artcileDiarylthiazole: an antimycobacterial scaffold potentially targeting PrrB-PrrA two-component system, Name: Piperidine-4-carboxamide, the publication is Journal of Medicinal Chemistry (2014), 57(15), 6572-6582, database is CAplus and MEDLINE.

Diarylthiazole (DAT), a hit from diversity screening, was found to have potent antimycobacterial activity against Mycobacterium tuberculosis (Mtb). In a systematic medicinal chem. exploration, the authors demonstrated chem. opportunities to optimize the potency and physicochem. properties. The effort led to more than 10 compounds with submicromolar MICs and desirable physicochem. properties. The potent antimycobacterial activity, in conjunction with low mol. weight, made the series an attractive lead (antibacterial ligand efficiency (ALE) >0.4). The series exhibited excellent bactericidal activity and was active against drug-sensitive and resistant Mtb. Mutational anal. showed that mutations in prrB impart resistance to DAT compounds but not to reference drugs tested. The sensor kinase PrrB belongs to the PrrBA two component system and is potentially the target for DAT. PrrBA is a conserved, essential regulatory mechanism in Mtb and has been shown to have a role in virulence and metabolic adaptation to stress. Hence, DATs provide an opportunity to understand a completely new target system for antimycobacterial drug discovery.

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, Name: Piperidine-4-carboxamide.

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

Shidore, Mahesh published the artcileBenzylpiperidine-Linked Diarylthiazoles as Potential Anti-Alzheimer’s Agents: Synthesis and Biological Evaluation, HPLC of Formula: 39546-32-2, the publication is Journal of Medicinal Chemistry (2016), 59(12), 5823-5846, database is CAplus and MEDLINE.

A novel series of hybrid mols. were designed and synthesized by fusing the pharmacophoric features of cholinesterase inhibitor donepezil and diarylthiazole as potential multitarget-directed ligands for the treatment of Alzheimer’s disease (AD). The compounds showed significant in vitro anticholinesterase (anti-ChE) activity, the most potent compound I among them showing the highest activity (IC₅₀ value of 0.30 ± 0.01 μM) for AChE and (1.84 ± 0.03 μM) for BuChE. Compound I showed mixed inhibition of AChE in the enzyme kinetic studies. Some compounds exhibited moderate to high inhibition of AChE-induced Aβ_1-42 aggregation and noticeable in vitro antioxidant and antiapoptotic properties. Compound I showed significant in vivo anti-ChE and antioxidant activities. Furthermore, compound I demonstrated in vivo neuroprotection by decreasing Aβ_1-42-induced toxicity by attenuating abnormal levels of Aβ_1-42, p-Tau, cleaved caspase-3, and cleaved PARP proteins. Compound I exhibited good oral absorption and was well tolerated up to 2000 mg/kg, po, dose without showing toxic effects.

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 C8H8O3, HPLC of Formula: 39546-32-2.

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

de Andrade, Peterson published the artcileHighly potent and selective aryl-1,2,3-triazolyl benzylpiperidine inhibitors toward butyrylcholinesterase in Alzheimer’s disease, Synthetic Route of 39546-32-2, the publication is Bioorganic & Medicinal Chemistry (2019), 27(6), 931-943, database is CAplus and MEDLINE.

Acetylcholinesterase (AChE) is the key enzyme targeted in Alzheimer’s disease (AD) therapy, nevertheless butyrylcholinesterase (BuChE) has been drawing attention due to its role in the disease progression. Thus, we aimed to synthesize novel cholinesterases inhibitors considering structural differences in their peripheral site, exploiting a moiety replacement approach based on the potent and selective hAChE drug donepezil. Hence, two small series of N-benzylpiperidine based compounds have successfully been synthesized as novel potent and selective hBuChE inhibitors. The most promising compounds (9(I) and 11(II)) were not cytotoxic and their kinetic study accounted for dual binding site mode of interaction, which is in agreement with further docking and mol. dynamics studies. Therefore, this study demonstrates how our strategy enabled the discovery of novel promising and privileged structures. Remarkably, II proved to be one of the most potent (0.17 nM) and selective (>58,000-fold) hBuChE inhibitor ever reported.

Bioorganic & 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, Synthetic Route of 39546-32-2.

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

Hutchins, Robert O. published the artcileConformational analysis of phosphorus heterocycles. Proton and phosphorus-31 nuclear magnetic resonance study of N,N’-dimethyl-(2R)-2-phospha-1,3-diazacyclohexanes, Safety of (1-Methylpiperidin-3-yl)methanamine, the publication is Journal of the American Chemical Society (1972), 94(26), 9151-8, database is CAplus.

An examination of a series of N,N’-dimethyl-(2R)-2-phospha- and N,N’-5,5-tetramethyl-(2R)-2-phospha-1,3-diazacyclohexanes (R = Cl, OMe, Et, Me, Ph) by H and 31P NMR spectra reveals predominantly single chair conformations, probably with diequatorial N-methyl groups. The P-N-C-H coupling constants are quite variant with the P substituent and suggest that the N hybridization, and consequently the flattening of the rings, is very dependent upon the electronegativity of the P substituent. The stereochemistry of the P substituents is discussed.

Journal of the American Chemical Society published new progress about 14613-37-7. 14613-37-7 belongs to piperidines, auxiliary class Piperidine,Amine, name is (1-Methylpiperidin-3-yl)methanamine, and the molecular formula is C7H16N2, Safety of (1-Methylpiperidin-3-yl)methanamine.

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

Chen, Feng published the artcileHydrogenation of Pyridines Using a Nitrogen-Modified Titania-Supported Cobalt Catalyst, Category: piperidines, the publication is Angewandte Chemie, International Edition (2018), 57(44), 14488-14492, database is CAplus and MEDLINE.

Heterogeneous recyclable catalysts were prepared by pyrolysis of Co(OAc)₂, melamine, and titanium dioxide; in their presence, pyridines underwent chemoselective hydrogenation to piperidines in water under acid-free conditions. The resulting materials show an unusual nitrogen-modified titanium structure through partial incorporation of nitrogen into the support. The catalyst was also used for the preparation of N-isopropylpiperidines by hydrogenation of pyridines in isopropanol.

Angewandte Chemie, International Edition 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