Day: November 18, 2022

Mohammad, T. published the artcileSynthesis of deuterium-labeled thioridazine, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride, the main research area is thioridazine deuterated.

A 7-step synthetic route to (±)-thioridazine I (R = R1 = H) was developed starting from racemic Et 1-methyl-2-piperidinecarboxylate. LiAlD4 reduction of the starting and homologous esters allowed the incorporation of D in the 1- and/or 2-position(s) of the Et side chain of thioridazine. The isotopic purity of I (R = R1 = D; R = H, R1 = D; R = D, R1 = H) was >99%.

Journal of Labelled Compounds and Radiopharmaceuticals published new progress about thioridazine deuterated. 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Recommanded Product: 2-(Chloromethyl)-1-methylpiperidine hydrochloride.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Moragues, J. published the artcileDopaminergic activity in a series of N-substituted 2-aminopyrimidines, COA of Formula: C12H20Cl2N2, the main research area is aminopyrimidine derivative preparation dopaminergic; structure activity aminopyrimidine derivative dopaminergic.

Twenty-four title compounds, most of the structure I (R and R1 = H or Me; R2 = H, Cl, or OMe; R3 = H, Cl, Me, or OMe; or R2R3 = OCH2O), were synthesized and tested for pharmacol. activity associated with stimulation of central and peripheral dopamine receptors using piribedil as the reference standard Most of the new compounds had some degree of dopaminergic activity although in many cases central activity was not accompanied by peripheral activity and vice versa. Structure-activity relations were not apparent, and none of the new compounds possessed dopamine receptor blocking properties.

Farmaco, Edizione Scientifica published new progress about aminopyrimidine derivative preparation dopaminergic; structure activity aminopyrimidine derivative dopaminergic. 1205-72-7 belongs to class piperidines, name is 1-Benzylpiperidin-4-amine dihydrochloride, and the molecular formula is C12H20Cl2N2, COA of Formula: C12H20Cl2N2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

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

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

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

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

Peindy N’Dongo, Harmel W. published the artcilePreparation and biological evaluation of cyclopentadienyl-based 99mTc-complexes [(Cp-R)99mTc(CO)3] mimicking benzamides for malignant melanoma targeting, Quality Control of 1205-72-7, the main research area is cyclopentadienyl technetium 99m complex preparation melanoma imaging.

The biol. evaluation of half-sandwich 99mTc-complexes that surrogate iodobenzamide with a high affinity for melanin tumor tissue is described. We have synthesized via retro Diels-Alder reaction two models of 99mTc complexes which possess the piano stool [Cp99mTc(CO)3] motif instead of a Ph ring as in the original iodobenzamide 123I-N-(N-benzylpiperidin-4-yl)-2-iodobenzamide (2-IBP) and N-(2-diethylaminoethyl)-4-iodobenzamide (BZA). Diels-Alder products 2a-2b (HCp-CONHR)2 (2a, R=2-diethylaminoethyl; 2b, R=benzylpiperidin-4-yl) were prepared and reacted with fac-[99mTc(H2O)3(CO)3]+ 1 in water to produce the corresponding 99mTc complexes [(2a)99mTc(CO)3] 4a and [(2b)99mTc(CO)3] 4b. The structures of the 99mTc complexes on the no-carrier-added level have been confirmed by chromatog. comparison with the corresponding rhenium complexes and, macroscopically characterized by IR, NMR, ESI-MS and X-ray crystallog. for [triclinic, P-1, a=7.3518(1) Å, b=8.0309(2) Å, c=17.5536(3) Å, α=99.1260(5)°, β=90.4215(14)°, γ=117.0187(11)°]. The radioconjugate showed good in vitro stability. In murine melanoma B16F1 cells, significant cellular uptake (43.9% of the total applied activity) was attained after 4 h at 37°C with about 50% of the cell-associated radioactivity being internalized in the cells (22% of the applied activity). Furthermore, in melanoma-bearing C57BL6 mice, tumor uptake values of 3.39±0.50 %ID g-1 and 3.21±0.26 %ID g-1 at 1 and 4 h postinjection, resp., were observed indicating a good retention of in the tumor.

Nuclear Medicine and Biology published new progress about Melanoma. 1205-72-7 belongs to class piperidines, name is 1-Benzylpiperidin-4-amine dihydrochloride, and the molecular formula is C12H20Cl2N2, Quality Control of 1205-72-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Ye, Wenjun published the artcileDesign, synthesis and biological evaluation of novel triazoloquinazolinone and imidazoquinazolinone derivatives as allosteric inhibitors of SHP2 phosphatase, Product Details of C10H20N2O2, the main research area is melanoma SHP2 phosphatase triazoloquinazolinone imidazoquinazolinone; SHP2; allosteric inhibitors; antitumor activity; synthesis.

A series of novel triazoloquinolinone and imidazoquinazolinone derivatives were designed and synthesized, and their biol. activities against SHP2 protein and melanoma A357 cell line were evaluated in vitro. The results show that some target compounds have moderate to excellent inhibitory activity on SHP2 protein and melanoma A357 cell line. Structure-activity relationships (SARs) showed that both imidazoquinazolinone and triazoloquinazolinone derivatives have good SHP2 protein kinase and melanoma cell line A357 inhibitory activity. The results of mol. docking also showed that the cores of imidazoquinazolinone and triazoloquinazolinone have a certain affinity for SHP2 protein at the same time. Compared with SHP244, the target compounds have quite good liver microsomal stability and has more drug potential. The most promising compound has a strong inhibitory effect on the melanoma cell line A357 at 100 μM (76.15% inhibition).

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Melanoma. 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Product Details of C10H20N2O2.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Malesevic, Miroslav published the artcileAn improved method for the solution cyclization of peptides under pseudo-high dilution conditions, Application In Synthesis of 158922-07-7, the main research area is cyclopeptide solid phase synthesis; macrocyclization solid phase solution pseudo high dilution.

Depending on the ring size, the cyclization of peptides often is accompanied by dimerization or cyclodimerization. Hence, these macrocyclizations have to be performed under high dilution conditions. Efficient cyclization of peptides in solution with a min. amount of solvent succeeds, when a dual syringe pump is used to simultaneously add the linear peptide precursor and a coupling reagent from two sep. syringes.

Journal of Biotechnology published new progress about Dilution. 158922-07-7 belongs to class piperidines, name is 1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid, and the molecular formula is C21H21NO4, Application In Synthesis of 158922-07-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Kasuga, Seiki published the artcileHeteroalicyclic aminoalkanols. I. Syntheses of DL-2-piperidylmethanol and meso-cis-2,6-bis(hydroxymethyl)piperidine and reactions of intermediates, Computed Properties of 27483-92-7, the main research area is ALCOHOLS; CHEMISTRY, PHARMACEUTICAL; EXPERIMENTAL LAB STUDY; PIPERIDINES; PYRIDINES.

2-Acetoxymethyl-6-methyl- pyridine 1-oxide (I) (20 g.) in 100 cc. 48% aqueous HBr refluxed 4 h. yielded 27.1 g. 2-BrCH2 analog (II) of I.HBr, colorless rods, m. 123-4° (Me2CO). 2,6-Bis(acetoxymethyl)pyridine 1-oxide (10 g.) yielded similarly 10.5 g. 2,6-bis(bromomethyl)pyridine 1-oxide (III), granules, m. 153-5° (MeOH). 2-Bromomethylpyridine 1-oxide-HBr (IV.HBr) (5 g.) treated with alkali, and the free IV heated 2.5 h. on the water bath with 1.2 cc. CS(NH2)2 in 100 cc. EtOH yielded 3.5 g. 2-(2-pyridylmethyl)-2-thiopseudourea N-oxide-HBr (V.HBr), rods, m. 184-5° (decomposition) (MeOH). II yielded similarly the 2-(6-methyl-2-pyridylmethyl) analog (VI) of V.HBr, rods, m. 191-2° (EtOH). III gave similarly 65% VII.2HBr, granules, m. 203-5° (decomposition). Na (0.34 g.) in 23 cc. absolute EtOH treated with dry H2S until alk. and then with IV in EtOH from 5 g. IV.HBr, and the resulting gummy product dissolved in 5 cc. 4N alc. HCl with warming, filtered from some bis-(1-oxo-2-pyridylmethyl) disulfide-2HCl (VIII.2HCl), and worked up yielded 2-pyridylmethanethiol 1-oxide-HCl (IX.HCl), rods, m. 114-15° (Me2CO). II gave similarly the 6-Me derivative (X) of IX.HCl, 21%, rods, m. 133-4° (EtOH), and some 6,6′-dimethyl derivative (XI) of VIII, m. 160-4°. VI (0.2 g.) in 0.6 cc. 2N NaOH heated 2 h. on the water bath under N, cooled, and acidified with alc. HCl yielded 0.02 g. X.2HCl, m. 132-3° (Et2O-EtOH). IV from 3 g. IV.HBr heated 2 h. on the water bath with 5 cc. H2O containing 1.34 g. Na2S.9H2O yielded 0.5 g. bis(1-oxo-2-pyridylmethyl) sulfide (XII), yellow rods, m. 1745° (decomposition); picrate m. 148° (EtOH). II gave similarly 35% 6,6′-dimethyl derivative of XII, light yellow rods, m. 121-2° (AcOEt); XI.2HCl, granules, m. 163-4° (EtOH). Na2S.9H2O (1.34 g.) and 0.23 g. S in 10 cc. H2O heated 2 h. on the water bath with IV from 3 g. IV.HBr, and the gummy product treated with 3 cc. 4N alc. HCl yielded 0.3 g. VlII.2HCl, rods, m. 1623° (decomposition) (MeOH); picrate m. 139-40° (EtOH). IX in EtOH aerated overnight gave VIII which was converted to the picrate, m. 135-9°. II treated with Na2S yielded 28% XI.2HCl, m. 192-3° (decomposition). X oxidized with air and treated with HCl gave 38.5% XI.2HCl, m. 192-3° (decomposition). IV from 2.8 g. IV.HBr stirred 2 h. with 40 cc. H2O containing 2.7 g. EtSNa yielded 0.5 g. oily, yellowish 2-ethylthiomethylpyridine 1-oxide (XIII), b6, 134-7°; picrolonate, m. 137° (EtOH). II gave similarly 39% yellow, oily 6-Me derivative of XIII, b3 143-6°; picrolonate m. 120.5-21° (EtOH). II (1 g.) refluxed 4 h. with 5 cc. Ac2O yielded 0.5 g. pink oil, b2 90-115° which refluxed 4 h. with 10 cc. 47% aqueous HBr gave 0.28 g. III.HBr, m. 208-10° (decomposition) (EtOH); the filtrate treated with 2,4-(O2N)2C6H3-NHNH2 in aqueous H3PO4 yielded 6-methylpyridine-2-carboxaldehyde 2,4-dinitrophenylhydrazone (XIV), m. 231-3° (decomposition). X in Ac2O refluxed 3 h. under N yielded 21% 6-methyl-2-pyridylmethanethiol acetate (XV), yellow oil, b5 112-14°; picrolonate m. 164-5° (decomposition) (EtOH). 2-Ethylthiomethyl-6-methylpyridine 1-oxide (3 g.) in 9 cc. Ac2O refluxed 4 h. yielded 3.4 g. 2-(acetoxy)(ethylthio)methyl-6-methylpyridine (XVI), pink oil, b5 143-4°; picrate m. 105-7° (aqueous EtOH). XVI (1 g.) and 20 cc. 20% aqueous HCl refluxed 10 h. under N (EtSH evolved) yielded 0.46 g. oil, b12 77-8°, which gave XIV, m. 230°. IV.HBr (1 g.) in 6 cc. 2N NaOH kept 1 h. at room temperature gave 0.41 g. bis-(1-oxo-2-pyridylmethyl) oxide H2O (XVII.H2O), needles, m. 128-9° (AcOEt); picrate m. 192-3° (EtOH). Bis(2-pyridylmethyl) oxide (XVIII) (0.2 g.), 2 cc. AcOH, and 0.4 cc. 30% H2O2 heated 12 h. at 70-80° gave 0.1 g. XVII.H2O, m. 127°. XVII.H2O (0.3 g.) in 15 cc. 48% HBr refluxed 7 h. yielded IV, isolated as the picrate, m. 129-30°. XVII.H2O (0.4 g.) in 30 cc. CHCl3 heated 1 h. on the water bath with 0.3 cc. PCl3 and basified with aqueous K2CO3 gave 0.23 g. oily XVIII, b4 146-8°; picrate m. 197-8° (decomposition) (EtOH). 2-Pyridylmethanol (XIX) (2 g.) in 10 cc. xylene treated with stirring and cooling with 5.4 g. concentrated H2SO4 and heated 5 h. at 160-70° with the azeotropic removal of H2O gave 1.6 g. unreacted XIX, b8 100-5°, and 0.22 g. XVIII, b3 145-8°. 2-Bromomethylpyridine-HBr (XX.HBr) (1 g.) stirred 5 h. with 10 cc. 2N NaOH gave 0.21 g. XIX, b4 74-80°, and 0.23 g. XVIII, b4 80-124°. II treated with PCl3 gave 82.3% bis(1-oxo-6-methyl-2-pyridylmethyl) oxide-0.5H2O (XXI.-0.5H2O), needles, m. 175-7° (MeOH); picrate m. 174-5° (EtOH). 6,6′-Dimethyl derivative (XXII) of XVIII in xylene refluxed with concentrated H2SO4 gave 78.5% XXI.0.5H2O. 6-Me derivative (XXIII) of XIX gave similarly unreacted XXIII and 33.8% XXII, b4 150-5°, which yielded a dipicrate, m. 210-12° (decomposition). The 6-Me derivative of XX stirred 5 h. with 2N NaOH yielded 63.2% XXII, m. 75-6° (H2O). XVII.H2O (5 g.) and 30 cc. Ac2O refluxed 4 h. yielded 1.4 g. picolinecarboxaldehyde diacetate, b3 118-23° [picrate m. 146-7° (EtOH)], and 2.15 g. 2-pyridylmethyl picolinate (XXIV), b0.05 155-7°, m. 52-3° (ligroine). Picolinic acid (1.6 g.) in 3 cc. C6H6 treated with cooling and stirring with 6 cc. concentrated H2SO4 and 1.1 g. XIX, and the mixture refluxed with the overhead removal of H2O-C6H6 azeotrope and the dropwise addition of C6H6 during 6 h., poured onto ice, and basified with aqueous K2CO3 yielded 0.5 g. unreacted XIX and 0.26 g. XXIV, m. 52-3° (ligroine). XIX (50 g.) in 50 cc. EtOH hydrogenated 7 h. with stirring at 80° and 200 atm. initial pressure over 50 cc. Raney Ni W-2 yielded 47.8 g. 2-piperidylmethanol, b13 108°; picrate m. 133-5° (EtOH). Di-Me meso-cis-2,6-piperidinedicarboxylate (1 g.), 0.5 g. LiAlH4, and 40 cc. Et2O refluxed 3 h. yielded 1.5 g. meso-cis-2,6-bis(hydroxymethyl)piperidine (XXV), plates, m. 130-1° (AcOEt). 2,6-Bis(hydroxymethyl)pyridine (4 g.) in 20 cc. EtOH hydrogenated over 10 cc. Raney Ni yielded 3.4 g. XXV. Di-Me 2,6-pyridinedicarboxylate (3.5 g.) in 35 cc. MeOH hydrogenated over 15 cc. Raney Ni gave 2.2 g. XXV, plates, m. 128-30°.

Chemical & Pharmaceutical Bulletin published new progress about Alcohols. 27483-92-7 belongs to class piperidines, name is 2-(Chloromethyl)-1-methylpiperidine hydrochloride, and the molecular formula is C7H15Cl2N, Computed Properties of 27483-92-7.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem