Category: piperidines

Johnson, Henry W. B.’s team published research in ACS Medicinal Chemistry Letters in 8 | CAS: 72002-30-3

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.

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

 

Meador, Rowan I. L.’s team published research in Organic & Biomolecular Chemistry in 19 | CAS: 219543-09-6

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.

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

 

Fries, David S.’s team published research in Journal of Medicinal Chemistry in 20 | CAS: 13444-24-1

Journal of Medicinal Chemistry 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, SDS of cas: 13444-24-1.

Fries, David S. published the artcileSynthesis and preliminary pharmacological activity of aminoalkoxy isosteres of glycolate ester anticholinergics, SDS of cas: 13444-24-1, the publication is Journal of Medicinal Chemistry (1977), 20(10), 1250-4, database is CAplus and MEDLINE.

Five 2-[(dialkylamino)alkoxy]-1,1-diphenylethanols and 5 2-(N-heterocycleoxy)-1,1-diphenylethanols were prepared by the reaction of 2,2-diphenyloxirane [882-59-7] with the alkoxide form of the appropriate amino alc. Most of the compounds had moderate anticholinergic activity when tested on the isolated rat jejunum or for inhibition of perphenazine-induced catatonia in rats. The most active compounds were I [63624-24-8], II [63624-25-9], and III [63624-26-0]. Structure-activity relations are discussed.

Journal of Medicinal Chemistry 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, SDS of cas: 13444-24-1.

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

 

Maricich, Tom J.’s team published research in Journal of Organic Chemistry in 49 | CAS: 4972-31-0

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, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

Maricich, Tom J. published the artcileReaction of benzenesulfinyl azide with thiols and amines. Preparation of thiosulfinates and sulfinamides, Recommanded Product: 1-(Phenylsulfinyl)piperidine, the publication is Journal of Organic Chemistry (1984), 49(11), 1931-4, database is CAplus.

Treating PhS(O)N3 with RSH (R = Ph, PhCH2, Pr, Me2CH, Me3C, HOCH2CH2, Me3CCH2) at -20° gave PhS(O)SR and HN3. A similar reaction using R1NHR2 [R1 = Ph, Bu, HOCH2CH2, R2 = H; R1R2 = (CH2)5] gave PhS(O)NR1R2 and HN3. Thiosulfinates and sulfinamides containing a free OH group could be prepared Yields ranged from 41 to 93%.

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, Recommanded Product: 1-(Phenylsulfinyl)piperidine.

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

 

Vettorazzi, Marcela’s team published research in European Journal of Medicinal Chemistry in 139 | CAS: 39546-32-2

European 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 C8H11NO, Quality Control of 39546-32-2.

Vettorazzi, Marcela published the artcileAn integrative study to identify novel scaffolds for sphingosine kinase 1 inhibitors, Quality Control of 39546-32-2, the publication is European Journal of Medicinal Chemistry (2017), 461-481, database is CAplus and MEDLINE.

Sphingosine kinase 1 (SphK1), the enzyme that produces the bioactive sphingolipid metabolite, sphingosine-1-phosphate, is a promising new mol. target for therapeutic intervention in cancer and inflammatory diseases. In view of its importance, the main objective of this work was to find new and more potent inhibitors for this enzyme possessing different structural scaffolds than those of the known inhibitors. The authors’ theor. and exptl. study has allowed the authors to identify two new structural scaffolds (three new compounds), which could be used as starting structures for the design and then the development of new inhibitors of SphK1. The authors’ study was carried out in different steps: virtual screening, synthesis, bioassays and mol. modeling. From the results, the authors propose a new dihydrobenzo[b]pyrimido[5,4-f]azepine and two alkyl{3-/4-[1-hydroxy-2-(4-arylpiperazin-1-yl)ethyl]phenyl}carbamates as initial structures for the development of new inhibitors. In addition, the authors’ mol. modeling study using QTAIM calculations, allowed the authors to describe in detail the mol. interactions that stabilize the different Ligand-Receptor complexes. Such analyses indicate that the cationic head of the different compounds must be refined to obtain an increase in the binding affinity of these ligands.

European 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 C8H11NO, Quality Control of 39546-32-2.

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

 

Taylor, Doris Mia’s team published research in ACS Infectious Diseases in 6 | CAS: 39546-32-2

ACS Infectious Diseases 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 C15H25BN2O4, Application In Synthesis of 39546-32-2.

Taylor, Doris Mia published the artcileIdentifying Oxacillinase-48 Carbapenemase Inhibitors Using DNA-Encoded Chemical Libraries, Application In Synthesis of 39546-32-2, the publication is ACS Infectious Diseases (2020), 6(5), 1214-1227, database is CAplus and MEDLINE.

Bacterial resistance to β-lactam antibiotics is largely mediated by β-lactamases, which catalyze the hydrolysis of these drugs and continue to emerge in response to antibiotic use. β-Lactamases that hydrolyze the last resort carbapenem class of β-lactam antibiotics (carbapenemases) are a growing global health threat. Inhibitors have been developed to prevent β-lactamase-mediated hydrolysis and restore the efficacy of these antibiotics. However, there are few inhibitors available for problematic carbapenemases such as oxacillinase-48 (OXA-48). A DNA-encoded chem. library approach was used to rapidly screen for compounds that bind and potentially inhibit OXA-48. Using this approach, a hit compound, CDD-97(), was identified with submicromolar potency (Ki = 0.53 ± 0.08μM) against OXA-48. X-ray crystallog. showed that CDD-97 binds noncovalently in the active site of OXA-48. Synthesis and testing of derivatives of CDD-97 revealed structure-activity relationships and informed the design of a compound with a 2-fold increase in potency. CDD-97, however, synergizes poorly with β-lactam antibiotics to inhibit the growth of bacteria expressing OXA-48 due to poor accumulation into E. coli. Despite the low in vivo activity, CDD-97 provides new insights into OXA-48 inhibition and demonstrates the potential of using DNA-encoded chem. technol. to rapidly identify β-lactamase binders and to study β-lactamase inhibition, leading to clin. useful inhibitors.

ACS Infectious Diseases 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 C15H25BN2O4, Application In Synthesis of 39546-32-2.

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

 

Tantry, Subramanyam J.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2015-08-15 | CAS: 137419-24-0

Bioorganic & Medicinal Chemistry Letters published new progress about Mutation. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Recommanded Product: tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate.

Tantry, Subramanyam J. published the artcileWhole cell screen based identification of spiropiperidines with potent antitubercular properties, Recommanded Product: tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, the main research area is spiropiperidine antitubercular; Antimycobacterial; Hypoxic conditions; MmpL3; Non-replicating phase; Whole cell screen; ss18b.

Whole cell based screens to identify hits against Mycobacterium tuberculosis (Mtb), carried out under replicating and non-replicating (NRP) conditions, resulted in the identification of multiple, novel but structurally related spiropiperidines with potent antitubercular properties. These compounds could be further classified into three classes, namely, 3-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[indene-1,4′-piperidine] (abbr. spiroindenes), 4-(3-aryl-1,2,4-oxadiazol-5-yl)-1′-alkylspiro[chromene-2,4′-piperidine] (abbr. spirochromenes) and 1′-benzylspiro[indole-1,4′-piperidin]-2(1H)-one (abbr. spiroindolones). Spiroindenes showed ≥4 log10 kill (at 2-12 μM) on replicating Mtb, but were moderately active under non replicating conditions. Whole genome sequencing efforts of spiroindene-resistant mutants resulted in the identification of the I292L mutation in MmpL3 (Mycobacterial membrane protein Large), required for the assembly of mycolic acid into the cell wall core of Mtb. MIC modulation studies demonstrated that the mutants were cross-resistant to spirochromenes but not to spiroindolones. This paper describes lead identification efforts to improve potency while reducing the lipophilicity and hERG liabilities of spiroindenes. Addnl., as deduced from the SAR studies, the authors provide insights regarding the new chem. opportunities that the spiroindolones can offer to the TB drug discovery initiatives.

Bioorganic & Medicinal Chemistry Letters published new progress about Mutation. 137419-24-0 belongs to class piperidines, name is tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate, and the molecular formula is C18H23NO2, Recommanded Product: tert-Butyl spiro[indene-1,4′-piperidine]-1′-carboxylate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

van Iperen, Jolanda’s team published research in Studies in Conservation in 2021 | CAS: 52829-07-9

Studies in Conservation published new progress about Beeswax. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Application of Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate.

van Iperen, Jolanda published the artcileCrystalline Deposits in New Display Cases at the Rijksmuseum: Characterisation and Origin, Application of Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, the main research area is raman spectroscopy carboxylic acid.

An unusual phenomenon occurred in new display cases at the Rijksmuseum four months after their installation in Apr. 2013. White deposits were visible on glass windows, silicone door gaskets, black structural adhesive seals, and on works of art. The works of art most affected by these deposits were bronze sculptures, wooden and waxed objects, tempera, and oil paintings. It was found that TMP-ol, which is part of the UV-light stabilizer Tinuvin-770, emitted from the structural adhesive Terostat-9220. Terostat-9220 was used in large quantities in the display cases to adhere glass windows to metal parts. The carboxylic acids derived from both construction materials used to build the cases and from conservation materials present on the exhibited works of art. The carboxylic acids involved were 2,4-dichlorobenzoic acid, formic acid, methacrylic acid, palmitic acid, and an unknown carboxylic acid, resp. emitted from peroxide-cured silicone gaskets, panels of medium-d. fiberboard (MDF), UV-adhesive, beeswax containing products, and from an unknown acidic conservation product or binding medium. The identification of the crystalline deposits was supported by their syntheses in the laboratory Since 2013, similar deposits have been observed in a number of museum collections worldwide. A treatment for preventing further growth of the deposits was developed and applied in the Rijksmuseum showcases.

Studies in Conservation published new progress about Beeswax. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Application of Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Tirri, Teija’s team published research in Polymer Degradation and Stability in 2019-06-30 | CAS: 52829-07-9

Polymer Degradation and Stability published new progress about Chars. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Quality Control of 52829-07-9.

Tirri, Teija published the artcileSulfenamides in synergistic combination with halogen free flame retardants in polypropylene, Quality Control of 52829-07-9, the main research area is sulfenamide halogen free flame retardant polypropylene thermal fireproofing.

Sulfenamide based radical generators that contain a nitrogen-sulfur (N-S) core, can alone provide flame retardancy in polypropylene (PP), polyethylene and polystyrene, as we have earlier demonstrated. Herein, sulfenamides potential as synergists with conventional halogen free flame retardants has been explored. Thus, five different sulfenamides were individually combined with selected eco-friendly, phosphorus based flame retardants or aluminum trihydroxide (ATH), and their effect on polypropylene flammability was assessed by limiting oxygen index (LOI), vertical flammability (UL 94 V) and cone calorimeter tests. Thermogravimetric anal. (TGA) and NMR (NMR) studies were carried out to detect changes in thermal behavior when such two component FR systems were mixed together at different ratios. TGA-FTIR (thermogravimetric anal.-Fourier transform IR spectroscopy) was used to investigate the differences in decomposition products of non-flame retarded vs. flame retarded PP. Strong synergistic effects were observed, and the UL 94 V-0 rating was reached for PP with a total FR loading of 10 wt% using 8 wt% of phosphonate ester AFLAMMITPCO 900 together with 2 wt% of sulfenamide flame retardant. In a ternary mixture of an addnl. phosphazene additive (SPB-100), the needed total concentration for V-0 rating was further reduced to 9 wt%. In addition, the combination of 4 wt% of aluminum hypophosphite (AHP) with 0.5 wt% of sulfenamide offered a unique halogen free solution for achieving UL 94 V-2 rating in PP. Cone calorimeter studies of an ammonium polyphosphate-pentaerythritol based intumescent system in combination with 0.5 wt% of sulfenamide also showed encouraging results. The char stability was enhanced, the peak of heat release rate (HRR), CO and CO2 production and total smoke generation were all reduced compared to the reference sample without sulfenamide.

Polymer Degradation and Stability published new progress about Chars. 52829-07-9 belongs to class piperidines, name is Bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate, and the molecular formula is C28H52N2O4, Quality Control of 52829-07-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Khoukhi, Mostafa’s team published research in Tetrahedron Letters in 1986 | CAS: 106118-94-9

Tetrahedron Letters published new progress about active methylene alkylation azido iodoalkane; azido alkanoate chemoselective reduction; lactam azido active methylene cyclization; hydrazone alkylation azidoiodoalkane; azido ketone preparation cyclization; pyrroline; azidoiodoalkane primary amino protected electrophile. 106118-94-9 belongs to class piperidines, name is Methyl 2-oxopiperidine-3-carboxylate, and the molecular formula is C7H11NO3, Computed Properties of 106118-94-9.

Khoukhi, Mostafa published the artcileThe use of ω-iodo azides as primary protected electrophilic reagents. Alkylation of some carbanions derived from active methylene compounds and N,N-dimethylhydrazones, Computed Properties of 106118-94-9, the main research area is active methylene alkylation azido iodoalkane; azido alkanoate chemoselective reduction; lactam azido active methylene cyclization; hydrazone alkylation azidoiodoalkane; azido ketone preparation cyclization; pyrroline; azidoiodoalkane primary amino protected electrophile.

Carbanions generated from active methylene compounds RCHR1R2[R = H, Me, R1 = R2 = CO2R3(R3 = Me, Et); R = H, R1 = COMe, R2 = CO2Et, P(O)(OEt)2] were alkylated by primary amino protected electrophilic reagents, N3(CH2)nI (n = 2,3) to give N3(CH2)nCRR1R2 (I) in good yields. Chemoselective reduction of I (R = H, Me; R1 = R2 = CO2R3) with PPh3 gave lactams II (m = 1,2). Carbanions from MeCR4:NNMe2 (R4 = Me, cyclopropyl) reacted with N3CHR5CH2I (R5 = H, Bu) to give R5CH(N3)CH2CH2COR4, which cyclized to give pyrrolines II, on treatment with PPh3.

Tetrahedron Letters published new progress about active methylene alkylation azido iodoalkane; azido alkanoate chemoselective reduction; lactam azido active methylene cyclization; hydrazone alkylation azidoiodoalkane; azido ketone preparation cyclization; pyrroline; azidoiodoalkane primary amino protected electrophile. 106118-94-9 belongs to class piperidines, name is Methyl 2-oxopiperidine-3-carboxylate, and the molecular formula is C7H11NO3, Computed Properties of 106118-94-9.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem