Month: November 2022

Meador, Rowan I. L. published the artcileTandem elimination-oxidation of tertiary benzylic alcohols with an oxoammonium salt, COA of Formula: C11H21BF4N2O2, the publication is Organic & Biomolecular Chemistry (2021), 19(28), 6233-6236, database is CAplus and MEDLINE.

Tertiary benzylic alcs. reacted with oxoammonium salts, underwent a tandem elimination/allylic oxidation to provide an allylic ether product in a single step. This mode of reactivity provided a rapid entry into allylic ethers from certain benzylic tertiary alcs. The allylic ether cleaved under reductive conditions to reveal the allylic alc.

Organic & Biomolecular Chemistry 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, COA of Formula: C11H21BF4N2O2.

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

Johnson, Henry W. B. published the artcileDiscovery of Highly Selective Inhibitors of the Immunoproteasome Low Molecular Mass Polypeptide 2 (LMP2) Subunit, HPLC of Formula: 72002-30-3, the publication is ACS Medicinal Chemistry Letters (2017), 8(4), 413-417, database is CAplus and MEDLINE.

Building upon the success of bortezomib (VELCADE) and carfilzomib (KYPROLIS), the design of a next generation of inhibitors targeting specific subunits within the immunoproteasome is of interest for the treatment of autoimmune disease. There are three catalytic subunits within the immunoproteasome (low mol. mass polypeptide-7, -2, and multicatalytic endopeptidase complex subunit-1; LMP7, LMP2, and MECL-1), and a campaign was undertaken to design a potent and selective LMP2 inhibitor with sufficient properties to allow for sustained inhibition in vivo. Screening a focused library of epoxyketones revealed a series of potent dipeptides that were optimized to provide the highly selective inhibitor KZR-504 (12).

ACS Medicinal Chemistry Letters published new progress about 72002-30-3. 72002-30-3 belongs to piperidines, auxiliary class Piperidine,Chiral,Carboxylic acid,Amide, name is (R)-6-Oxopiperidine-2-carboxylic acid, and the molecular formula is C6H9NO3, HPLC of Formula: 72002-30-3.

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

Down, Kenneth published the artcileDiscovery of GSK251: A Highly Potent, Highly Selective, Orally Bioavailable Inhibitor of PI3Kδ with a Novel Binding Mode, SDS of cas: 859833-21-9, the publication is Journal of Medicinal Chemistry (2021), 64(18), 13780-13792, database is CAplus and MEDLINE.

Optimization of a previously reported lead series of PI3Kδ inhibitors with a novel binding mode led to the identification of a clin. candidate compound 31 (GSK251)(I). Removal of an embedded Ames-pos. heteroaromatic amine by reversing a sulfonamide followed by locating an interaction with Trp760 led to a highly selective compound 9 (II). Further optimization to avoid glutathione trapping, to enhance potency and selectivity, and to optimize an oral pharmacokinetic profile led to the discovery of compound 31 (GSK251) that had a low predicted daily dose (45 mg, b.i.d) and a rat toxicity profile suitable for further development.

Journal of Medicinal Chemistry published new progress about 859833-21-9. 859833-21-9 belongs to piperidines, auxiliary class Piperidine,Boronic acid and ester,Benzene,Boronic Acids,Boronate Esters, name is 1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)piperidine, and the molecular formula is C18H28BNO2, SDS of cas: 859833-21-9.

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

Waser, Philipp published the artcileAn RCM-Based Total Synthesis of the Antibiotic Disciformycin B, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Angewandte Chemie, International Edition (2020), 59(40), 17393-17397, database is CAplus and MEDLINE.

The total synthesis of the potent new antibiotic disciformycin B is described, which shows significant activity against methicillin- and vancomycin-resistant Staphylococcus aureus (MRSA/VRSA) strains. The synthetic route is based on macrocyclization of a tetraene substrate to the 12-membered macrolactone core by ring-closing olefin metathesis (RCM). Although macrocyclization was accompanied by concomitant cyclopentene formation by an alternative RCM pathway, conditions were established to give the macrocycle as the major product. Key steps in the construction of the Ring Closure Metathesis substrate include a highly efficient Evans syn-aldol reaction, the asym. Brown allylation of angelic aldehyde, and the stereoselective Zn(BH₄)₂-mediated 1,2-reduction of an enone. The synthesis was completed by late-stage dehydrative glycosylation to introduce the D-arabinofuranosyl moiety and final chemoselective allylic alc. oxidation

Angewandte Chemie, International Edition 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 C15H21BO3, Recommanded Product: 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

Rizwan, Muhammad published the artcileSynthesis, characterization, HOMO-LUMO study, and antimicrobial activity of organotin(IV) complexes of 4-piperidine carboxamide and its Schiff base, HPLC of Formula: 39546-32-2, the publication is Journal of Coordination Chemistry (2014), 67(2), 341-351, database is CAplus.

A series of organotin(IV) complexes has been synthesized by reacting 4-piperidine carboxamide with CS₂ and R₂SnCl₂/R₃SnCl in 1 : 1 M/L ratio at room temperature The synthesized complexes were further treated with benzaldehyde to synthesize Schiff bases under stirring. All the complexes were characterized by elemental anal., FT-IR, ¹H and ¹³C NMR. FT-IR and semi-empirical study confirm the bidentate nature of ligand. The complexes exhibit four-coordinate geometry in solution Thermodn. parameters and mol. descriptors were calculated by using semi-empirical PM3 method. HOMO-LUMO calculations show that chlorodiorganotin complexes are more susceptible to nucleophilic attack when compared with triorganotin complexes. Neg. heats of formation at 298 K demonstrate that , and are thermodynamically stable. The antimicrobial results have shown that complexes containing Schiff base exhibit significantly better activity compared to complexes with carboxamide derivatives

Journal of Coordination 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, HPLC of Formula: 39546-32-2.

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

Hammer, C. F. published the artcileReactions of β-substituted amines. III. Complete product study of the reactions of 3-chloro-1-ethylpiperidine and 2-(chloromethyl)-1-ethylpyrrolidine with hydroxide ion, Application of 1-Ethylpiperidin-3-ol, the publication is Tetrahedron (1973), 29(13), 1767-72, database is CAplus.

3-Chloro-1-ethylpiperidine (I) in 10% NaOH gave 1-ethyl-2-(hydroxymethyl)pyrrolidine 22, 1-ethyl-3-hydroxypiperidine 42, 2,2′-bis(N-ethyl-2-pyrrolidinomethyl) ether 16, 3-(N-ethyl-2-pyrrolidinylmethoxy)-N-ethylpiperidine 16, and 3,3′-bis(N-ethyl-3-piperidinyl) ether 2%. The products were separated by gas liquid chromatog. The MeOH solvate of 2-(chloromethyl)-1-ethylpyrrolidine hydrochloride in 25% NaOH gave the same products and 1-ethyl-2-(methoxymethyl)pyrrolidine and 1-ethyl-3-methoxypiperidine. The reaction of I with EtO- was also examined

Tetrahedron 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, Application of 1-Ethylpiperidin-3-ol.

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

Zafar, Shaista published the artcileSynthesis, characterization and antimicrobial activity of piperidine derivatives, Recommanded Product: Piperidine-4-carboxamide, the publication is Journal of the Chemical Society of Pakistan (2019), 41(2), 363-367, database is CAplus.

Synthesis of various piperidine derivatives having important biol. and pharmacol. potentials has been discussed in the past. In present study we reported the synthesis of benzoyl and sulfonyl derivatives by taking Piperidine-4-carboxamide as principal mol. These compounds were characterized by various spectroscopic techniques such as NMR, FTIR and Mass spectrometry. Elemental composition was explored using CHN analyzer. Antimicrobial activity study of the synthesized compounds was performed using disk diffusion method. Dissociation constant (pKa) of the synthesized compounds were determined by potentiometric titration method. In addition The findings of the study predicted good absorption of these newly synthesized compounds Besides, compound III showed good antifungal activity which can be helpful in pharmacokinetics and pharmacodynamics approaches of antibiotics.

Journal of the Chemical Society of Pakistan 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 C8H11NO, Recommanded Product: Piperidine-4-carboxamide.

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

Rauf, Azra published the artcileSynthesis and pharmacological evaluation of novel benzoyl derivatives of piperidine-4-carboxamide, Related Products of piperidines, the publication is International Journal of Research in Pharmacy and Chemistry (2014), 4(3), 509-516, database is CAplus.

Synthesis and pharmacol. evaluation of two novel derivatives of piperidine-4-carboxamide, I (R¹,R³,R⁵ = H; R²,R³,R⁴ = MeO; R²,R⁴ = O₂N) were reported. They were synthesized by condensing the parent mol. with substituted benzoyl chlorides. The products were then assessed on different pharmacol. parameters such as analgesic, antimicrobial, antioxidant, and anxiolytic activities. It was observed that compound I (R¹,R⁵ = H; R²,R³,R⁴ = MeO) displayed good analgesic profile. Both compounds possessed least to moderate antibacterial effects against tested strains of gram pos. and gram neg. bacteria. Compound I (R¹,R³,R⁵ = H, R²,R⁴ = O₂N) expressed moderate antifungal activity against some filamentous fungi and yeast while compound I (R¹,R⁵ = H; R²,R³,R⁴ = MeO) possessed least activity for fungi only. Both compounds were inactive as antioxidants and also failed to produce remarkable change in behavior at the dose 50 mg/Kg body weight SAR was also established.

International Journal of Research in Pharmacy and 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, Related Products of piperidines.

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

Vaisanen, Saija published the artcileCellulose dissolution in aqueous NaOH-ZnO: cellulose reactivity and the role of ZnO, Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate, the publication is Cellulose (Dordrecht, Netherlands) (2021), 28(3), 1267-1281, database is CAplus.

Cellulose utilization at its full potential often requires its dissolution which is challenging. Aqueous NaOH is the solvent of choice due to the rapid, non-toxic, low cost and environmentally friendly dissolution process. However, there are several limitations, such as the required low temperature and cellulose’s moderately low d.p. and concentration Moreover, there is a tendency for gelation of semidilute solutions with time and temperature The addition of ZnO aids cellulose dissolution and hinders self-aggregation in the NaOH solution; however, the exact role of ZnO has remained as an open question. In this work, we studied cellulose dissolution in the aqueous NaOH-ZnO system as well as the reactivity of the dissolved cellulose by oxidation with 4-AcNH-TEMPO⁺ (TEMPO⁺). Based on Raman spectroscopic studies and the TEMPO⁺-reactivities, we propose a new structure for cellulose dissolved in aqueous NaOH-ZnO.

Cellulose (Dordrecht, Netherlands) 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 C7H8BClO2, Safety of 4-Acetamido-2,2,6,6-tetramethyl-1-oxopiperidinium Tetrafluoroborate.

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

Smetanin, Ilia A. published the artcileStereoselective assembly of 3,4-epoxypyrrolines via nucleophilic addition induced domino cyclization of 6-halo-1-oxa-4-azahexatrienes, HPLC of Formula: 39546-32-2, the publication is Organic Chemistry Frontiers (2020), 7(3), 525-530, database is CAplus.

A two-step method for the preparation of 3,4-epoxypyrroline derivatives (6-oxa-3-azabicyclo[3.1.0]hex-2-enes) from 2-halo-2H-azirine-2-carboxylates, diazo keto esters and amines was developed. 6-Halo-1-oxa-4-azahexa-1,3,5-trienes, prepared in the first step from the azirines and diazo compounds under Rh(II) catalysis were subjected to nucleophile-induced tandem cyclization to afford highly functionalized rac-(1R,4R,5S)-6-oxa-3-azabicyclo[3.1.0]hex-2-enes in good yields. The stereochem. outcome of the tandem cyclization induced by the secondary amines was rationalized in terms of the structural rigidity of the betaine-type precursor due to the hydrogen bonding between the ammonium group and ester group adjacent to the halogen atom. Post-modification of the 3,4-epoxypyrrolines by the Stille cross-coupling, reduction, and UV-irradiation was also demonstrated.

Organic Chemistry Frontiers 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 C14H10O4, HPLC of Formula: 39546-32-2.

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