Category: 622-40-2

Chen, Shuqiang published the artcileWater-soluble derivatives of evodiamine: Discovery of evodiamine-10-phosphate as an orally active antitumor lead compound, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2021), 113544, database is CAplus and MEDLINE.

10-Hydroxyevodiamine is a multitargeting antitumor lead compound with excellent in vitro activity. However, its in vivo antitumor potency is rather limited, which has hampered its further clin. development. To overcome this obstacle, a series of novel water-soluble derivatives of 10-hydroxyevodiamine were designed and synthesized. Most of them exhibited good to excellent antitumor activities against several cancer cell lines. In particular, phosphate derivative I was orally active and showed improved in vivo antitumor efficacy in HCT116 xenograft models. Further antitumor mechanism studies indicated that compound I acted by triple Top1/Top2/tubulin inhibition and induced apoptosis with G₂/M cell cycle arrest. Taken together, this study extended the structure-activity relationship of evodiamine and identified phosphate derivative I as a promising antitumor lead compound

European Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Soukup, Ondrej published the artcileThe wide-spectrum antimicrobial effect of novel N-alkyl monoquaternary ammonium salts and their mixtures; the QSAR study against bacteria, Name: 2-Morpholinoethanol, the publication is European Journal of Medicinal Chemistry (2020), 112584, database is CAplus and MEDLINE.

In this study we have prepared 43 novel N-alkyl monoquaternary ammonium salts including 7 N,N-dialkyl monoquaternary ammonium salts differing bearing alkyl chain either of 12, 14 or 16 carbons. Together with 15 already published QASs we have studied the antimicrobial efficacy of all water-soluble compounds together with standard benzalkonium salts against Gram-pos. (G+) and Gram-neg. (G-) bacteria, anaerobic spore-forming Cl. difficile, yeasts, filamentous fungi and enveloped Varicella zoster virus (VZV). To address the mechanism of action, lipophilicity seems to be a key parameter which determines antimicrobial efficacy, however, exceptions are likely to occur and therefore QSAR anal. on the efficacy against G+ and G- bacteria was applied. We showed that antibacterial activity is higher when the mol. is larger, more lipophilic, less polar, and contains fewer oxygen atoms, fewer Me groups bound to heteroatoms or fewer hydrogen atoms bound to polarized carbon atoms. In addition, from an application point of view, we have formulated mixtures, on the basis of obtained efficiency of individual compounds, in order to receive wide-spectrum agent. All formulated mixtures completely eradicated tested G+ and G- strains, including the multidrug-resistant P. aeruginosa as well as in case of yeasts. Finally, 3 out of 4 formulated mixtures were safer than reference com. agent based on benzalkonium salts only in the skin irritation test using reconstructed human epidermidis.

European Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C8H7N3, Name: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Komasa, Anna published the artcileA new diastereomeric type of N-morpholino-spiro derivative. Structural, spectroscopic and computational studies, Recommanded Product: 2-Morpholinoethanol, the publication is Journal of Molecular Structure (2021), 130018, database is CAplus.

N-(2-Hydroxyethyl)morpholine and chloroacetone form a new spirane compound, (R/S)-di-(N-morpholinyl-spiro-β-hydroxy-β-methylmorpholinyl chloride) hydrate (1). The mol. structure and spectroscopic properties of this salt were characterized by the single-crystal X-ray diffraction, DFT calculations, FTIR and NMR spectroscopies. The crystals of compound 1 are monoclinic, P2₁/c space group. Compound 1 consists of two non-equivalent spiro units (R and S). Each unit is built of two morpholine rings joined at the N(1) spiro center. The spiro units are linked by a water mol. through the O(W)-H(WA)···Cl(1) hydrogen bond of 3.141(7) Å with R-isomer and by an unusual interaction of water with the electron pair of morpholine oxygen atom of the other S-isomer. The total energy, geometry and natural at. charges, calculated at the B3LYP/6-311++G(d,p) level of theory, for studied compound and for R and S isomers were analyzed. The C-H···Cl contacts were confirmed by calculations based on the quantum theory of atoms in mol. (QTAIM). The ¹H and ¹³C chem. shifts were assigned by two-dimensional techniques, COSY, HSQC and HMBC. The exptl. and computed IR spectra were compared. The potential energy distribution (PED) was used to assign the vibrational spectra. Diagrams of HOMO and LUMO are presented and discussed.

Journal of Molecular Structure published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Recommanded Product: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Rennie, Glen R. published the artcileDiscovery of CYR715: A novel carboxylic acid-containing soluble guanylate cyclase stimulator, Category: alcohols-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 127886, database is CAplus and MEDLINE.

Soluble guanylate cyclase (sGC) is a clin. validated therapeutic target in the treatment of pulmonary hypertension. Modulators of sGC have the potential to treat diseases that are affected by dysregulation of the NO-sGC-cGMP signal transduction pathway. This letter describes the SAR efforts that led to the discovery of CYR715, a novel carboxylic acid-containing sGC stimulator, with an improved metabolic profile relative to our previously described stimulator, IWP-051. CYR715 addressed potential idiosyncratic drug toxicity (IDT) liabilities associated with the formation of reactive, migrating acyl glucuronides (AG) found in related carboxylic acid-containing analogs and demonstrated high oral bioavailability in rat and dose-dependent hemodynamic pharmacol. in normotensive Sprague-Dawley rats.

Bioorganic & Medicinal Chemistry Letters published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Schulze, Bastian published the artcileColumn bleed in the analysis of highly polar substances: an overlooked aspect in HRMS, HPLC of Formula: 622-40-2, the publication is Analytical and Bioanalytical Chemistry (2020), 412(20), 4837-4847, database is CAplus and MEDLINE.

Abstract: To close the “anal. gap” in the liquid chromatog. (LC) anal. of highly polar substances, two techniques which have been suggested earlier were tested in terms of retention factors and detection limits: hydrophilic interaction liquid chromatog. (HILIC) and mixed-mode chromatog. (MMC). A substance mix of 55 analytes ranging from logD – 8.2 to 3.4 and 17 different LC columns, also comprising addnl. reversed-phase columns were used. Contrary to most reversed-phase columns, column bleed has been identified as an important factor, which may cause serious restrictions during high-resolution mass spectrometric detection (HRMS). We found that highly abundant background masses continuously eluting from the columns heavily influence ion transmission to the detector. As a result, the linear dynamic range as well as the sensitivity decreases and thus limits the HRMS applicability of some columns. We therefore recommend a thorough investigation of ion transmission during HRMS method development. This will help to maintain the high potential of HRMS in terms of qual. and quant. screening anal.

Analytical and Bioanalytical Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C23H20BN, HPLC of Formula: 622-40-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Niu-niu published the artcileSynthesis, evaluation, and mechanism study of new tepotinib derivatives as antiproliferative agents, Recommanded Product: 2-Morpholinoethanol, the publication is Molecules (2019), 24(6), 1173/1-1173/16, database is CAplus and MEDLINE.

Inspired by the potent inhibition activity of the c-Met (mesenchymal-epithelial transition factor) inhibitor Tepotinib, a series of new Tepotinib derivatives were synthesized and evaluated for their ability to act as antiproliferative agents to find the leading compounds with good activity and limited side effects. Among them, compound 31e exhibited potent antiproliferative activity (IC50 (50% inhibitory concentration) = 0.026μM) against hepatic carcinoma 97H (human liver cancer cell) cells and, importantly, had very low inhibitory activity against normal cells. A mechanism study demonstrated that 31e induced G1 phase (First growth phase or G indicating gap) arrest, inhibited the phosphorylation of c-Met and its downstream signaling component, Akt (Protein Kinase B), and also inhibited the migration of hepatic carcinoma 97H cells.

Molecules published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C7H13BrSi, Recommanded Product: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Henley, Zoe A. published the artcileOptimization of Orally Bioavailable PI3Kδ Inhibitors and Identification of Vps34 as a Key Selectivity Target, Name: 2-Morpholinoethanol, the publication is Journal of Medicinal Chemistry (2020), 63(2), 638-655, database is CAplus and MEDLINE.

Optimization of a lead series of PI3Kδ inhibitors based on a dihydroisobenzofuran core led to the identification of potent, orally bioavailable compound 19. Selectivity profiling of compound 19 showed similar potency for class III PI3K, Vps34, and PI3Kδ, and compound 19 was not well-tolerated in a 7-day rat toxicity study. Structure-based design led to an improvement in selectivity for PI3Kδ over Vps34 and, a focus on oral phramacokinetics properties resulted in the discovery of compound 41, which showed improved toxicol. outcomes at similar exposure levels to compound 19.

Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Name: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Samav, Yasemin published the artcilePreparation of Responsive Zwitterionic Diblock Copolymers Containing Phosphate and Phosphonate Groups, Application In Synthesis of 622-40-2, the publication is Macromolecular Research (2020), 28(12), 1134-1141, database is CAplus.

In this study, novel zwitterionic diblock copolymers, namely poly(2-(N-morpholino)ethyl methacrylate)-block-poly(2-(methacryloyloxy)ethyl phosphate) (PMEMA-b-PMOEP) and poly-2-(N-morpholino)ethyl methacrylate-block-poly ((methacryloyloxy)methyl phosphonic acid) (PMEMA-b-PMOMP), were synthesized via reversible addition-fragmentation chain transfer controlled radical polymerization Solution properties of these phosphorus-based diblock copolymers were investigated using dynamic light scattering, transmission electron microscopy and proton NMR spectroscopy. Since the PMEMA block has both salt- and thermo-responsive properties, PMEMA-b-PMOEP and PMEMA-b-PMOMP diblock copolymers formed core-shell micelles in basic aqueous media as the PMEMA block formed insoluble micelle core with the addition of Na₂SO₄ or an increase in temperature in basic solution Addnl., PMEMA-b-PMOMP diblock copolymers interacted strongly with calcium cations and yielded reverse micellar structures via complexation of phosphate with metal cation in aqueous media.

Macromolecular Research published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Application In Synthesis of 622-40-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Nagata, Akiko published the artcileSynthetic chemical probes that dissect vitamin D activities, Safety of 2-Morpholinoethanol, the publication is ACS Chemical Biology (2019), 14(12), 2851-2858, database is CAplus and MEDLINE.

Vitamin D₃ metabolites are capable of controlling gene expression in mammalian cells through two independent pathways: vitamin D receptor (VDR) and sterol regulatory element-binding protein (SREBP) pathways. In the present study, we dissect the complex biol. activity of vitamin D by designing synthetic vitamin D₃ analogs specific for VDR or SREBP pathway, i.e., a VDR activator that lacks SREBP inhibitory activity, or an SREBP inhibitor devoid of VDR activity. These synthetic vitamin D probes permitted identification of one of the vitamin D-responsive genes, Soat1, as an SREBP-suppressed gene. The chem. probes developed in the present study may prove useful in dissecting the intricate interplay of vitamin D actions, thereby providing insights into how vitamin D target genes are regulated.

ACS Chemical Biology published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Safety of 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Mazari, Shaukat Ali published the artcileThermal degradation kinetics of morpholine for carbon dioxide capture, Recommanded Product: 2-Morpholinoethanol, the publication is Journal of Environmental Chemical Engineering (2020), 8(3), 103814, database is CAplus.

Deterioration of amines under process operating conditions for sour gas treatment is a severe problem. New amines are being investigated to replace conventional amines which face operational, economic and environmental challenges. Morpholine (MOR) is an understudied amine for carbon dioxide (CO₂) capture which comes with good CO₂ capture characteristics like CO₂ absorption rate, CO₂ solubility etc. This study investigates the stability of aqueous morpholine under stripper conditions. Effect of CO₂ loading and temperature have been investigated on the degradation kinetics of MOR. CO₂ loading is varied from 0 to 0.48 mol CO₂/mol alkalinity and temperatures is varied 135-190°C. Thermal degradation experiments were conducted using 316 stainless steel cylinders, closed with Swagelok endcaps. The degraded samples were analyzed by using Gas Chromatog.-Mass Spectrometry (GC-MS), Gas Chromatog.-Flame Ionization Detector (GC-FID) and Liquid Chromatog. Quadrupole Time-of-Flight Mass Spectrometry (LC-QToF-MS) for morpholine concentration and identification of degradation products. Morpholine demonstrated higher stability up to 150°C. However, higher degradation rate is found at temperatures 175°C and above. Degradation rate increases with CO₂ loading. Identified degradation products are tabulated in the text and reaction mechanisms for formation of some of the key degradation products are also provided. A kinetic model for the rate of degradation of morpholine is proposed, which shows a decent agreement with exptl. data. Comparison shows that morpholine is thermally more stable compared to monoethanolamine (MEA), diethanolamine (DEA), methyldiethanolamine (MDEA) and piperazine (PZ).

Journal of Environmental Chemical Engineering published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H13NO2, Recommanded Product: 2-Morpholinoethanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts