Kosak, Urban’s team published research in Journal of Medicinal Chemistry in 61 | CAS: 39546-32-2

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, HPLC of Formula: 39546-32-2.

Kosak, Urban published the artcileThe Magic of Crystal Structure-Based Inhibitor Optimization: Development of a Butyrylcholinesterase Inhibitor with Picomolar Affinity and in Vivo Activity, HPLC of Formula: 39546-32-2, the publication is Journal of Medicinal Chemistry (2018), 61(1), 119-139, database is CAplus and MEDLINE.

The enzymic activity of butyrylcholinesterase (BChE) in the brain increases with the progression of Alzheimer’s disease, thus classifying BChE as a promising drug target in advanced Alzheimer’s disease. Structure-based drug discovery approaches to develop potent, selective and reversible human BChE inhibitors was used. The most potent, compound I, had a picomolar inhibition constant vs. BChE due to strong cation-π interactions, as revealed by the solved crystal structure of its complex with human BChE. Addnl., compound I inhibits BChE ex vivo and is noncytotoxic. In vitro pharmacokinetic experiments show that compound I is highly protein bound, highly permeable and metabolically stable. Finally, compound I crosses the blood-brain barrier, and it improves memory, cognitive functions and learning abilities of mice in a scopolamine model of dementia. Compound I is thus a promising advanced lead compound for the development of drugs for alleviating symptoms of cholinergic hypofunction in patients with advanced Alzheimer’s disease.

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, HPLC of Formula: 39546-32-2.

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

 

Kosak, Urban’s team published research in Tetrahedron Letters in 55 | CAS: 39546-32-2

Tetrahedron Letters 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.

Kosak, Urban published the artcileStraightforward synthesis of orthogonally protected piperidin-3-ylmethanamine and piperidin-4-ylmethanamine derivatives, Related Products of piperidines, the publication is Tetrahedron Letters (2014), 55(12), 2037-2039, database is CAplus.

The synthesis of orthogonally protected piperidin-3-ylmethanamines and piperidin-4-ylmethanamines from com. available nipecotamide, isonipecotamide, nipecotic acid, and isonipecotic acid was presented. This is a straightforward 2-step procedure that gives high overall yields. Purification of the intermediates is not necessary, and the final compounds are purified by simple flash column chromatog.

Tetrahedron Letters 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

 

Ribeiro da Silva, Manuel A. V.’s team published research in Journal of Chemical & Engineering Data in 51 | CAS: 13444-24-1

Journal of Chemical & Engineering Data 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.

Ribeiro da Silva, Manuel A. V. published the artcileExperimental Study on the Thermochemistry of Some Derivatives of Piperidinol, Application of 1-Ethylpiperidin-3-ol, the publication is Journal of Chemical & Engineering Data (2006), 51(2), 767-771, database is CAplus.

Standard (p° = 0.1 MPa) energies of combustion for 1-methyl-3-piperidinol, 1-ethyl-3-piperidinol, and 1-methyl-4-piperidinol were measured at 298.15 K by static bomb calorimetry. The standard molar enthalpies of formation of the condensed phase were derived. The standard molar enthalpies of vaporization at 298.15 K of the three piperidinol derivatives studied were determined by high-temperature Calvet microcalorimetry. The resp. standard molar enthalpies of formation in the gaseous phase at 298.15 K were derived.

Journal of Chemical & Engineering Data 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

 

Falsini, Matteo’s team published research in Bioorganic & Medicinal Chemistry Letters in 30 | CAS: 39546-32-2

Bioorganic & Medicinal Chemistry Letters 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, Product Details of C6H12N2O.

Falsini, Matteo published the artcileNew 8-amino-1,2,4-triazolo[4,3-a]pyrazin -3-one derivatives. Evaluation of different moieties on the 6-aryl ring to obtain potent and selective human A2A adenosine receptor antagonists, Product Details of C6H12N2O, the publication is Bioorganic & Medicinal Chemistry Letters (2020), 30(11), 127126, database is CAplus and MEDLINE.

In this work, further structural investigations on the 8-amino-2-phenyl-6-aryl-1,2,4-triazolo[4,3-a]pyrazin-3-one series were carried out to achieve potent and selective human A2A adenosine receptor (AR) antagonists. Different ether and amide moieties were attached at the para-position of the 6-Ph ring, thus leading to compounds 1-9 and 10-18, resp. Most of these moieties contained terminal basic rings (pyrrolidine, morpholine, piperidine and substituted piperazines) which were thought to confer good physicochem. and drug-like properties. Compounds 11-16, bearing the amide linker, possessed high affinity and selectivity for the hA2A AR (Ki = 3.6-11.8 nM). Also derivatives 1-9, featuring an ether linker, preferentially targeted the hA2A AR but with lower affinity, compared to those of the relative amide compounds Docking studies, carried out at the hA2A AR binding site, highlighted some crucial ligand-receptor interactions, particularly those provided by the appended substituent whose nature deeply affected hA2A AR affinity.

Bioorganic & Medicinal Chemistry Letters 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, Product Details of C6H12N2O.

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

 

Najer, Henri’s team published research in Bulletin de la Societe Chimique de France in | CAS: 13444-24-1

Bulletin de la Societe Chimique de France 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.

Najer, Henri published the artcileSpasmolytically active α-phenyl-α-tertiary-aminoacetates, Application of 1-Ethylpiperidin-3-ol, the publication is Bulletin de la Societe Chimique de France (1958), 355-9, database is CAplus.

cf. C.A. 52, 10073a. To assess their spasmolytic activity with respect to acetylcholine and BaCl2, beta;-tertiary-aminoethyl β-tertiary-aminoethoxyethyl α-phenyl-α-tertiary-aminoacetate dihydrochlorides, RPhCHCO2R1.2HCl (R1 = CH2CH2R2) (I) and (R1 =CH2CH2OCH2CH2R2) (II) were prepared Treatment of the appropriate alc in Et2O at 0° with PhCHClCOCl gave α-phenyl-α-chloroacetate HCl salts, PhCHClCO2R1.HCl (R1 = CH2CH2R2) (III), and (R1 = CH2CH2OCH2CH2R2) (IV). The unstable corresponding bases (V, VI) refluxed several hrs. in C6H6 with a suitable secondary amine gave the bases of I and II (VII, VIII). The toxicity (L.D.50 in mg./kg.) was determined by intravenous injection in white mice according to the method of Kaerber and Behrens. The spasmolytic activity on isolated guinea pig intestine against acetylcholine spasm and BaCl2 spasm was measured in comparison with Ph2CHCO2CH2CH2NEt2.HCl (IX) and papaverine hydrochloride (X), resp. Piperidine (76.5 g.) and 50 g. AcOCH2CH2OCH2CH2Cl in 75 ml. absolute alc. heated 18 hrs. in a sealed tube, the cooled solution evaporated in vacuo, the residue in 30 ml. H2O made alk. with 40 ml. 40% Na2CO3, the oily product extracted 4 times with 100 ml. Et2O, the dried extracts (Na2SO4) evaporated, the residual oil distilled gave 39.5 g. β-piperidinoethoxyethanol, b3 105-6°; HCl salt, m. 120° (Me2CO) (all m.ps. on Maquenne block). Similarly was prepared 70% β-morpholinoethoxyethanol, b3 106-8°; HCl salt, m. 157° (iso-PrOH). PhCHClCOCl (245 g.) in 1 l. anhydrous Et2O at 0° stirred 1 hr. with gradual addition of 151 g. Et2NCH2CH2OH in 800 ml. Et2O and the mixture kept 1 hr. at 0° and 24 hrs. at room temperature, filtered, and the Et2O-washed product air-dried gave III (R2 = NEt2) (IIIa). IIIa (357 g.) in 1 l. H2O adjusted to pH 9 with saturated aqueous Na2CO3 and the oily product extracted 4 times with 500 ml. Et2O gave 236 g. crude V (R2 = NEt2) (Va) suitable for immediate condensation with the appropriate secondary amine. PhCHClCOCl (48 g.) in 200 ml. Et2O at 0° stirred with gradual addition in 20 min. of 32 g. β-(1,2,5,6-tetrahydro-1-pyridyl)ethanol (cf. C., et al., loc. cit.) in 200 ml. Et2O and the mixture kept 30 min. at 0° and 24 hrs. at room temperature gave 50 g. oily III (R2 = NC5H9). Similarly were prepared the analogous hydrochlorides, III and IV (series, R2, m.p. (solvent), and % yield given): III, NEt2, 123° (iso-BuOH), 91; III, NC4H8O (= morpholino), 166° (iso-BuOH), 74; 3-(N-ethylpiperidinyl), 166° (iso-PrOH) (hygroscopic), 99; IV, NEt2, oil (-), -; IV, NC5H10 (= piperidino), 116° (AcEt), 98; IV, NC4H8O, 84° (EtOAc), 80. Va (56.4 g.) in 250 ml. dry C6H6 refluxed 8 hrs. with 34.8 g. 1,2,5,6-tetrahydropyridine, the cooled mixture filtered, the precipitated HCl salt washed repeatedly with dry C6H6, the filtrate and washings evaporated in vacuo, the residue in 200 ml. H2O extracted 3 times with 200 ml. Et2O and the dried extract evaporated gave VII (R = NC5H8, R2 = NEt2), converted in dry Et2O by passage of dry HCl to the corresponding I; di-HBr salt, m. 197-200° (iso-PrOH). Similarly were prepared the analogous bases VII, VIII and the corresponding di-HCl salts [series, R, R2, b.p./mm. and % yield of base, m.p. (solvent) of dihydrochlorides, toxicity (L.D.50), and spasmolytic activity in respect to acetylcholine and BaCl2 given]: I (Ia), NC5H10, NEt2, 163-4°/0.2, 68, 214-15° (alc.-Et2O), 55, 1.30, 0.9; I (Ib) NC5H10, NC5H10, 169-70°/0.4 79, 238° (iso-PrOH), 80, 2, 6; I, NC5H10, C7H14N (= 1-ethyl-3-piperidyl), 170-2°/0.5, 61, 235° (alc.-Et2O), 85, 0.2, 0.2; I, NC5H10, NC5H8, 180-2°/0.5, 90, 227-8° (iso-PrOH), 92, 0.8, 3; I, NC5H10, NC4H8O, 180-3°/0.09, 70, 195-200° (alc.-Et2O), 205, 0.02, 0.1; II, NC5H10, NEt2, 186-7°/0.4, 74, paste (-), 57, 0.75, 1.0; II, NC5H10, NC5H10, 190-2°/0.2, 45, 214° (iso-PrOH), 77, 0.10, 0.7; II, NC5H10, NC4H8O, 218-20°/1.0, 72, 211-12° (iso-PrOH), 210, 0.02, 0.2; I, 3-methylpiperidino, NEt2, 164-6°/0.5-0.6, 68, 227° (alc.-Et2O), 67.5, 0.25, 1.0; I, 3-methylpiperidino, NC5H10, 180-2°/0.6-0.8, 69, 229° (alc.-Et2O), 75, 0.40, 1.2; I, 3-methylpiperidino, C7H14N, 177/0.4, 64, 216° (alc.-Et2O), 90, 0.07, 1.0; I, 4-methylpiperidino, NEt2, 192-3°/3.0, 42, 225° (alc.-EtOAc), 80, 0.75, 6; I, 4-methylpiperidino, NC5H10, 185-7°/1.0, 67, 239° (alc.-Et2O), 70, 0.45, 1.0; I, 4-methylpiperidino, C7H14N, 168-9°/0.2, 61, 233° (alc.-Et2O), 80, 0.15, 0.8; I, NC5H8, NEt2, 167-70°/0.8-0.9, 69, hygroscopic (iso-PrOH-Et2O), 97, 1.0, 5.0; I, NC5H8, NC5H10, 215-18°/1.5, 49, 236° (iso-PrOH), 92.5, 1.0, 1.0; I, NC5H8, NC5H8, 189-90°/0.8, 70, 222-4° (iso-PrOH), 107, 0.5, 4.0; II, NC5H8, NEt2, 189-91°/0.3, 42, 161° (Me2CO), 55, 0.5, 1.0; II, NC5H8, NC5H10, 199-200°/0.5, 76, hygroscopic (-), 82, 0.05, 1.5; II, NC5H8, NC4H8O, 203-5°/0.2, 57, 198° (iso-PrOH), 285, 0.01, 0.4 I, NC4H8, NEt2, 138-40°/0.05, 60, 135-40° (hygroscopic), 117.5, 1.0, 1.3; I, NC4H8, NC5H10, 168-70°/0.5, 66, 218° (alc.-Et2O), 87.5, 1.0, 0.5; I, NC4H8, C7H14N, 160-2°/0.5, 70, hygroscopic (iso-PrOH-Et2O), 82.5, 0.05, 1.0; I, NC4H8O, NEt2, 154-6°/0.05-0.06, 56, 217° (AcEt-alc.), 275, 0.03, 0.9; I, NC4H8O, NC5H10, 174-6°/0.05, 36, 170-5° (hygroscopic), 138, 0.1, 0.1; I, NC4H8O, C7H14N, 170-4°/0.7, 60, 214° (iso-PrOH-Et2O), 180, less than 0.1, 0.2. In comparison, IX and X had L.D.50 42 and 30 and spasmolylic activities 1 against acetylcholine and 1 against BaCl2, resp. The compounds with most favorable spasmoltyic action are I in which R is piperidino or 1,2,5,6-tetrahydropyridyl, and whatever the nature of R the antiacetylcholenic action is greatest when R2 is NEt2 or piperidino. No particular conclusion was made as to the relation between the nature of R2 and the musculotropic activity against BaCl2. Ib had the most favorable activities of all the compounds examined and had a favorable therapeutic coefficient in comparison with IX and X.

Bulletin de la Societe Chimique de France 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

 

Murugesan, Kathiravan’s team published research in Angewandte Chemie, International Edition in 59 | CAS: 39546-32-2

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, Application of Piperidine-4-carboxamide.

Murugesan, Kathiravan published the artcileA General Catalyst Based on Cobalt Core-Shell Nanoparticles for the Hydrogenation of N-Heteroarenes Including Pyridines, Application of Piperidine-4-carboxamide, the publication is Angewandte Chemie, International Edition (2020), 59(40), 17408-17412, database is CAplus and MEDLINE.

Herein, we report the synthesis of specific silica-supported Co/Co3O4 core-shell based nanoparticles prepared by template synthesis of cobalt-pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2-a]pyridine, and indole under comparably mild reaction conditions. In addition, recycling of these Co nanoparticles and their ability for dehydrogenation catalysis are showcased.

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, Application of Piperidine-4-carboxamide.

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

 

Galambos, Janos’s team published research in European Journal of Medicinal Chemistry in 133 | 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 C6H12N2O, Product Details of C6H12N2O.

Galambos, Janos published the artcileDiscovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators, Product Details of C6H12N2O, the publication is European Journal of Medicinal Chemistry (2017), 240-254, database is CAplus and MEDLINE.

Neg. allosteric modulators of metabotropic glutamate receptor 5 (mGlu5) showed efficacy in a number of animal models of different CNS diseases including anxiety and depression. Virtually all of the compounds which reached the clinic belong to the same chemotype having an acetylenic linker that connects (hetero)cyclic moieties. Searching for new chemotypes we identified a morpholino-sulfoquinoline derivative (1) by screening our corporate compound deck. The HTS hit showed reasonable affinity and selectivity towards mGlu5 receptors, however, its inferior metabolic stability prevented its testing in vivo. In a chem. program we aimed to improve the affinity, physicochem. properties and metabolic stability exploring three regions of the hit. Systematic variation of different amines at position 4 (region I) led to the identification of 4-methyl-piperidinyl analogs. Substituents of the quinoline core (region II) and the phenylsulfonyl moiety (region III) were mapped by parallel synthesis. Evaluation of both morpholino- and 4-methyl-piperidinyl-sulfoquinoline libraries of about 270 derivatives revealed beneficial substituent combinations in regions II and III. Blood levels of optimized 4-methyl-piperidinyl-sulfoquinolines, however, were still insufficient for robust in vivo efficacy. Finally, introducing 4-hydoxymethyl-piperidinyl substituent to region I resulted in new sulfoquinolines with greatly improved solubility and reasonable affinity coupled with affordable metabolic stability. The most promising analogs (24 and 25) showed high blood levels and demonstrated significant efficacy in the exptl. model of anxiety.

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 C6H12N2O, Product Details of C6H12N2O.

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

 

Kung, Pei-Pei’s team published research in ACS Medicinal Chemistry Letters in 11 | 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, Related Products of piperidines.

Kung, Pei-Pei published the artcileCharacterization of Specific N-α-Acetyltransferase 50 (Naa50) Inhibitors Identified Using a DNA Encoded Library, Related Products of piperidines, the publication is ACS Medicinal Chemistry Letters (2020), 11(6), 1175-1184, database is CAplus and MEDLINE.

Two novel compounds were identified as Naa50 binders/inhibitors using DNA-encoded technol. screening. Biophys. and biochem. data as well as cocrystal structures were obtained for both compounds (3a and 4a) to understand their mechanism of action. These data were also used to rationalize the binding affinity differences observed between the two compounds and a MLGP peptide-containing substrate. Cellular target engagement experiments further confirm the Naa50 binding of 4a and demonstrate its selectivity toward related enzymes (Naa10 and Naa60). Addnl. analogs of inhibitor 4a were also evaluated to study the binding mode observed in the cocrystal structures.

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, Related Products of piperidines.

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

 

Dahlbom, Richard’s team published research in Acta Chemica Scandinavica in 15 | CAS: 13444-24-1

Acta Chemica Scandinavica 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, Category: piperidines.

Dahlbom, Richard published the artcileN- Alkyl – 3 – piperidyl phenothiazine – 10 – carboxylates, Category: piperidines, the publication is Acta Chemica Scandinavica (1961), 2043-6, database is CAplus.

cf. Biel, et al., CA 48, 694a; Schmitt, et al., CA 52, 1172d. From phenothiazine-10-carbonyl chlorides were prepared the title compounds, potential spasmolytic agents. 2-Methylphenothiazine (42.4 g.) in 750 ml. PhMe with 330 ml. 10% by volume COCl2-PhMe was refluxed 4 hrs. at 90°, 50 ml. EtOH added to the cold product, and the solvent evaporated in vacuo to give 54 g. 2-methylphenothiazine-10-carbonyl chloride, m. 122-2.5° (AcOEt). 2-Ethyl- (I) and 2-methoxyphenothiazine-10-carbonyl chloride (II) were similarly prepared I did not crystallize. II (88% yield) m. 94-5° (MeOH). In the modified method for the preparation of 2-chlorophenothiazine-10-carbonyl chloride (III) from 46.5 g. 2-chlorophenothiazine (IV), heating 6 hrs. at 140° was followed by addition of 130 ml. more COCl2 solution and heating 8 hrs. at 140°. Filtration, after the addition of C6H6 to the crude III, removed IV as a residue. Evaporation of C6H6 gave 35.0 g. III, m. 100-1° (AcOEt). AlCl3 (200 g.) was added to 131 g. phenothiazine-10-carbonyl chloride (V) stirred in 800 ml. CS2, the mixture refluxed to dissolve V, and to the cold product added 54.9 g. AcCl in portions. Heating to 30° started a vigorous reaction and after 1 hr. the mixture was refluxed 3 hrs. The cold lower layer from the product was poured on 1 kg. ice and 25 ml. 10N HCl to precipitate 150 g. 2-acetyl derivative of V, m. 120-2° (AcOEt), giving with KOH in EtOH 2-acetylphenothiazine. The appropriate 2-substituted V (0.05 mole), 0.05 mole N-methyl- (VI) or N-ethyl3-hydroxypiperidine (VII), 0.075 mole NEt3, and 50 ml. PhMe were refluxed (4 hrs. with VI, 8 hrs. with VII), the Et3NHCl filtered off from the cold product, the PhMe solution washed (H2O), and then extracted (N HCl). VIII.HCl separated, was dissolved in H2O, and the solution combined with the aqueous acidic extract before being made alk. (Na2CO3) to precipitate VIII. VIII was converted into VIII.HCl by HCl in Et2O or was quaternized (CA 49, 4659c). Thus, the following VIII and derivatives were prepared [R, R’, nature of derivative, recrystallizing solvent, % yield, and m.p. (the salts decomposed) given]: H, Me, free base, petr. ether, 72, 88-90°; H, Me, HCl, MeOH-Et2O (IX), -, 230-2°; H, Me, MeBr, MeOH, 86, 273-4°; H, Et, HCl, EtOH-Et2O (X), 55, 222-3°; H, Et. MeBr, X, 67, 232-3°; H, Et, EtI, X, 71, 220-1°; Me, Me, HCl, X, 92, 242-4°; Me, Et, HCl, X, 69, 223.-4°; Et, Me, HCl, MeOH, 80, 240-2°; Et, Et, HCl, X, 57, 202-3°; MeO, Me, HCl, IX, 80, 242-4°; MeO, Et, HCl, IX, 66, 230-1°; Cl, Me, HCl, IX, 77, 235-7°; Cl, Et, HCl, X, 64, 220-2°; Ac, Me, free base, EtOH, 80, 112-14°; Ac, Me, HCl, EtOH, -, 236-8°; Ac, Et, HCl, X, 49, 188-9°.

Acta Chemica Scandinavica 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, Category: piperidines.

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

 

Luxenburger, Andreas’s team published research in Journal of Medicinal Chemistry in 64 | CAS: 14613-37-7

Journal of Medicinal Chemistry 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, Related Products of piperidines.

Luxenburger, Andreas published the artcileDiscovery of AL-GDa62 as a Potential Synthetic Lethal Lead for the Treatment of Gastric Cancer, Related Products of piperidines, the publication is Journal of Medicinal Chemistry (2021), 64(24), 18114-18142, database is CAplus and MEDLINE.

Diffuse gastric cancer and lobular breast cancer are aggressive malignancies that are frequently associated with inactivating mutations in the tumor suppressor gene CDH1. Synthetic lethal (SL) vulnerabilities arising from CDH1 dysfunction represent attractive targets for drug development. Recently, SLEC-11 (1) emerged as a SL lead in E-cadherin-deficient cells. Here, we describe our efforts to optimize 1. Overall, 63 analogs were synthesized and tested for their SL activity toward isogenic mammary epithelial CDH1-deficient cells (MCF10A-CDH1-/-). Among the 26 compounds with greater cytotoxicity, AL-GDa62 (3)(I) was four-times more potent and more selective than 1 with an EC50 ratio of 1.6. Furthermore, 3 preferentially induced apoptosis in CDH1-/- cells, and Cdh1-/- mammary and gastric organoids were significantly more sensitive to 3 at low micromolar concentrations Thermal proteome profiling of treated MCF10A-CDH1-/- cell protein lysates revealed that 3 specifically inhibits TCOF1, ARPC5, and UBC9. In vitro, 3 inhibited SUMOylation at low micromolar concentrations

Journal of Medicinal Chemistry 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, Related Products of piperidines.

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