Category: 622-40-2

Li, Zhang published the artcileDesign, synthesis and evaluation of novel diaryl-1,5-diazoles derivatives bearing morpholine as potent dual COX-2/5-LOX inhibitors and antitumor agents, Application In Synthesis of 622-40-2, the publication is European Journal of Medicinal Chemistry (2019), 168-184, database is CAplus and MEDLINE.

In this paper, 41 hybrid compounds containing diaryl-1,5-diazole and morpholine structures, compounds I [R¹ = H, F, Me, etc.; R² = H, F, Cl, etc.; X = O, S] and II [R³ = H, F, MeO, etc.; Y = O, NH; n = 2,3] acting as dual COX-2/5-LOX inhibitors have been designed, synthesized and biol. evaluated. Most of them showed potent antiproliferative activities and COX-2/5-LOX inhibitory in-vitro. Among them, compound II [R³ = CF₃, Y = NH, n = 3] displayed the most potency against cancer cell lines (IC₅₀ = 6.43-10.97 μM for F10, HeLa, A549 and MCF-7 cells), lower toxicity to non-cancer cells than celecoxib (A33: IC₅₀ = 194.01 μM vs.celecoxib: IC₅₀ = 97.87 μM for 293T cells), and excellent inhibitory activities on COX-2 (IC50 = 0.17 μM) and 5-LOX (IC₅₀ = 0.68 μM). Meanwhile, the mol. modeling study was performed to position compound II [R³ = CF₃, Y = NH, n = 3] into COX-2 and 5-LOX active sites to determine the probable binding models. Mechanistic studies demonstrated that compound II [R³ = CF₃, Y = NH, n = 3] could block cell cycle in G2 phase and subsequently induced apoptosis of F10 cells. Furthermore, compound II [R³ = CF₃, Y = NH, n = 3] could significantly inhibit tumor growth in F10-xenograft mouse model, and pharmacokinetic study of compound A33 indicated that it showed better stability in vivo. In general, compound II [R³ = CF₃, Y = NH, n = 3] could be a promising candidate for cancer therapy.

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, Application In Synthesis of 622-40-2.

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

Zhang, Jun published the artcile(E)-β-Trifluoromethyl vinylsulfones as antitumor agents: Synthesis and biological evaluations, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2022), 114197, database is CAplus and MEDLINE.

A three-component reaction of phenylacetylene, trifluoromethyl thianthrenium triflate (TT-CF+3OTf-) and sodium sulfinates under extremely mild conditions is developed, leading to various trifluoromethyl-substituted vinyl sulfones in moderate to good yields with excellent stereoselectivity. Addnl., elaboration of trifluoromethyl-substituted vinyl sulfone by palladium-catalyzed amination is performed. These trifluoromethyl-substituted vinyl sulfones are further evaluated for several assays against different tumor cells and the antitumor mechanism in cytotoxic autophagy induced by PI3K/Akt/mTOR signal is investigated.

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 C9H9NO6S, Category: alcohols-buliding-blocks.

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

Guo, Yinghua published the artcileImaging of lysosomal oxidative stress during autophagy with a ratiometric probe featuring a large probe-product spectral separation, Recommanded Product: 2-Morpholinoethanol, the publication is Sensors and Actuators, B: Chemical (2021), 129713, database is CAplus.

Autophagy is a physiol. process governing proteostasis and implicated in many diseases. Enhanced ROS levels was known to be associated with lysosomal autophagy and therefore a lyso-specific ROS probe could find applications in autophagy related studies. Following the probe-design principle of bridging-group modification, we previously developed a ROS probe capable of detect a broader range of reactive species than the existing probes. Addnl. merits of the probe include ratiometry-capability, minimal probe-product spectral crosstalk, resistance toward autoxidation at lysosomal acidity, and structural simplicity. It is the aim of this manuscript to render this probe lyso-specificity and examine its potentials to monitor autophagy-related ROS generation in HeLa cells treated by H2O2 or 6-OHDA.

Sensors and Actuators, B: Chemical 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

Zhang, Xiao-Ru published the artcileDiscovery, Synthesis, and Evaluation of Oxynitidine Derivatives as Dual Inhibitors of DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1), and Potential Antitumor Agents, Recommanded Product: 2-Morpholinoethanol, the publication is Journal of Medicinal Chemistry (2018), 61(22), 9908-9930, database is CAplus and MEDLINE.

Tyrosyl-DNA phosphodiesterase 1 (TDP1) is a recently discovered enzyme repairing DNA lesions resulting from stalled topoisomerase IB (TOP1)-DNA covalent complex. Inhibiting TDP1 in conjunction with TOP1 inhibitors can boost the action of the latter. Herein, we report the discovery of the natural product oxynitidine scaffold as a novel chemotype for the development of TOP1 and TDP1 inhibitors. Three kinds of analogs, benzophenanthridinone, dihydrobenzophenanthridine, and benzophenanthridine derivatives, were synthesized and evaluated for both TOP1 and TDP1 inhibition and cytotoxicity. Benzophenanthridinone I showed high TOP1 inhibition (+++) and induced the formation of cellular TOP1cc and DNA damage, resulting in cancer cells apoptosis at nanomolar concentration range. In vivo studies indicated that I exhibits antitumor efficiency in HCT116 xenograft model. Benzophenanthridine II exhibited addnl. TDP1 inhibition with IC₅₀ value of 7 μM and synergistic effect with camptothecin in MCF-7 cells. This work will facilitate future efforts for the discovery of natural product-based TOP1 and TDP1 inhibitors.

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 C5H10OS, Recommanded Product: 2-Morpholinoethanol.

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

Wu, Guolin published the artcileSynthesis and structure-activity relationship studies of MI-2 analogues as MALT1 inhibitors, Name: 2-Morpholinoethanol, the publication is Bioorganic & Medicinal Chemistry (2018), 26(12), 3321-3344, database is CAplus and MEDLINE.

Recent studies revealed that MALT1 is a promising therapeutic target for the treatment of ABC-DLBCL. Among several reported MALT1 inhibitors, MI-2 as an irreversible inhibitor represents a new class of ABC-DLBCL therapeutics. Due to its inherent potential cross-reactivity, further structure-activity relationship (SAR) study is imperative. Five focused compound libraries based on the chem. structure of MI-2 are designed and synthesized. The systematic SARs revealed that the side chain of 2-methoxyethoxy has little impact on the activity and can be replaced by other functionalized groups, providing new MI-2 analogs with retained or enhanced potency. Compounds 81-83 with terminal hydroxyl group as side chain displayed enhanced activities against MALT1. Replacement of triazole core with pyrazole is also tolerant, while structural modifications on other sites are detrimental. These findings will facilitate further development of small-mol. MALT1 inhibitors.

Bioorganic & 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 C15H16O3, Name: 2-Morpholinoethanol.

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

Timko, Lukas published the artcileSynthesis, physicochemical properties and biological activities of novel alkylphosphocholines with foscarnet moiety, Name: 2-Morpholinoethanol, the publication is Bioorganic Chemistry (2020), 104224, database is CAplus and MEDLINE.

A series of alkylphosphocholines with foscarnet moiety was synthesized. The structure of these zwitterionic amphiphiles was modified in both polar and non-polar parts of surfactant mol. Investigations of physicochem. properties are represented by the determination of critical micelle concentration, the surface tension value at the cmc and the surface area per surfactant head group utilizing surface tension measurements. Hydrodynamic diameter of surfactant micelles was determined using the dynamic light scattering technique. Alkylphosphocholines exhibit significant cytotoxic, anticandidal (Candida albicans) and antiamoebal (Acanthamoeba spp. T4 genotype) activity. The relationship between the structure, physicochem. properties and biol. activity of the tested compounds revealed that lipophilicity has a significant influence on biol. activity of the investigated surfactants. More lipophilic alkylphosphocholines with octadecyl chains show cytotoxic activity against cancer cells which is higher than that of the compounds with shorter alkyl chains. The opposite situation was observed in case of anticandidal and antiamoebal activity of these surfactants. The most active compounds were found to have pentadecyl chains. The foscarnet analog of miltefosine C15-PFA-C showed the highest anticandidal activity. The min. value of anticandidal activity of this compound is 1,4μM thus representing the highest anticandidal activity found within the group of alkylphosphocholines.

Bioorganic 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 C22H38O2, Name: 2-Morpholinoethanol.

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

Tuncer, Sevgican published the artcileSpectroscopic and thermodynamic approach to the interaction of nonperipherally substituted cationic phthalocyanines with calf thymus (CT)-DNA, Recommanded Product: 2-Morpholinoethanol, the publication is Turkish Journal of Chemistry (2018), 42(2), 274-295, database is CAplus.

Novel, nonperipherally tetrasubstituted cationic metal-free and metallophthalocyanines (Zn, In) were synthesized in the present study. The binding constants, the disappearance of quenching effect of all cationic phthalocyanines on the fluorescence intensity of SYBR Green-disodium salt of DNA from calf thymus complex, and the changes in Tm of double helix DNA with thermal denaturation profile were investigated by UV-Vis and fluorescence spectrophotometric methods. To investigate the spontaneity of the reactions between DNA and novel quaternized phthalocyanines in buffer, thermodn. parameters were employed.

Turkish Journal of 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 C18H24N6O6S4, Recommanded Product: 2-Morpholinoethanol.

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

Chamorro-Arenas, Delfino published the artcileSelective, Catalytic, and Dual C(sp³)-H Oxidation of Piperazines and Morpholines under Transition-Metal-Free Conditions, Application In Synthesis of 622-40-2, the publication is Journal of Organic Chemistry (2018), 83(24), 15333-15346, database is CAplus and MEDLINE.

By using cheap and innocuous reagents, such as NaClO₂, NaOCl, and catalytic amounts of TEMPO, a new environmentally friendly protocol for the selective and catalytic TEMPO C(sp³)-H oxidation of piperazines and morpholines to 2,3-diketopiperazines (2,3-DKP) and 3-morpholinones (3-MPs), resp., has been developed. This novel direct access to 2,3-DKP from piperazines provides significant advantages over the traditional N-monoacylation/intramol. C-N cyclization procedure. Addnl., by modulating the amounts of TEMPO, 2-alkoxyamino-3-morpholinone can be prepared from morpholine derivatives, which would enable further functionalization at the C2 position of the morpholine skeleton.

Journal of Organic 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, Application In Synthesis of 622-40-2.

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

Hermida-Merino, Daniel published the artcileEnhancement of microphase ordering and mechanical properties of supramolecular hydrogen-bonded polyurethane networks, Quality Control of 622-40-2, the publication is Polymer Chemistry (2018), 9(24), 3406-3414, database is CAplus.

The improvement of the mech. properties of supramol. polymer networks is currently receiving significant interest both within academic and industrial circles in order to enable the application of these desirable stimuli-responsive materials in real world situations. In this study, structural units within phase separated supramol. polyurethane (SPU) networks have been changed to assess the role of the hard segment composition on the mech. characteristics of the resultant materials. Notably, increasing the degrees of conformational freedom within the hard segment component of a SPU was found to improve the phase separation and as a consequence also increase the storage modulus of the polymer network. Specifically, replacing 4,4′-methylene di-Ph diisocyanate with 4,4′-dibenzyl diisocyanate within a SPU improved the packing efficiency of the isocyanate derived hard segments and improved the phys. properties of the supramol. polymer network. This study utilized a combination of SAXS, WAXS and AFM anal. to assess the degree of crystallinity within the hard segment component of the polymer network while rheol. anal. was used to establish the mech. characteristics of the polymers.

Polymer 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, Quality Control of 622-40-2.

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

Svec, Pavel published the artcileIodinated Choline Transport-Targeted Tracers, Recommanded Product: 2-Morpholinoethanol, the publication is Journal of Medicinal Chemistry (2020), 63(24), 15960-15978, database is CAplus and MEDLINE.

We present a novel series of radioiodinated tracers and potential theranostics for diseases accompanied by pathol. function of proteins involved in choline transport. Unlike choline analogs labeled with ¹¹C or ¹⁸F that are currently used in the clinic, the iodinated compounds described herein are applicable in positron emission tomog., single-photon emission computed tomog., and potentially in therapy, depending on the iodine isotope selection. Moreover, favorable half-lives of iodine isotopes result in much less challenging synthesis by isotope exchange reaction. Six of the described compounds were nanomolar ligands, and the best compound possessed an affinity 100-fold greater than that of choline. Biodistribution data of ¹²⁵I-labeled ligands in human prostate carcinoma bearing (PC-3) mice revealed two compounds with a biodistribution profile superior to that of [¹⁸F]fluorocholine.

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 C9H21NO3, Recommanded Product: 2-Morpholinoethanol.

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