Tag: 0-100

The author of 《Light-responsive serinol-based polyurethane nanocarrier for controlled drug release》 were Sun, Jingjiang; Rust, Tarik; Kuckling, Dirk. And the article was published in Macromolecular Rapid Communications in 2019. Recommanded Product: 534-03-2 The author mentioned the following in the article:

In the present work, a new and facile strategy for the synthesis of light-responsive polyurethanes (LrPUs) based on serinol with o-nitrobenzyl pendent groups is developed. Stable monodisperse nanoparticles from these LrPUs can be formulated reproducibly in a simple manner, which is shown by dynamic light scattering (DLS) measurements. Upon irradiation with UV light, both polymers and nanoparticles undergo rapid degradation, which is investigated by DLS, SEM, size exclusion chromatog., and UV-vis spectroscopy. The nanoparticles are also employed for the encapsulation of the model drug Nile Red, and by exposure to UV light, a burst release of the payload is detected via fluorescence spectroscopy. This strategy can be easily applied to the straightforward synthesis of various new serinol-based monomers with different stimuli-responsive properties and therefore expand the family of biodegradable polymers. The experimental part of the paper was very detailed, including the reaction process of 2-Aminopropane-1,3-diol(cas: 534-03-2Recommanded Product: 534-03-2)

2-Aminopropane-1,3-diol(cas: 534-03-2) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Recommanded Product: 534-03-2

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Gilbreth, Edward; Spann, Shawn; Lavrich, Richard J. published an article in 2022. The article was titled 《Conformational flexibility and hydrogen bonding in 5-aminopentanol》, and you may find the article in Journal of Molecular Spectroscopy.COA of Formula: C3H9NO The information in the text is summarized as follows:

Rotational spectra of two conformers of 5-aminopentanol have been recorded using a Fourier-transform microwave spectrometer. For conformer C-1, eighty-two hyperfine components from the twenty-four a-, b-, and c-type transitions measured were fit to the quadrupole coupling constants, χaa = -2.954(2) MHz, χbb = 2.386(3) MHz. For conformer C-2, the fit of the seventy-six hyperfine components from the twenty-four a- and b-type transitions measured yielded χaa = -3.636(1) MHz and χbb = 2.087(2) MHz. Rotational and centrifugal distortion constants determined from fits of the resulting unsplit line centers to the Watson A-reduction Hamiltonian are A = 3322.169(1) MHz, B = 1958.7382(9) MHz, C = 1402.5957(8) MHz, ΔJ = 0.60(2) kHz, ΔJK = -0.21(8) kHz, ΔK = 0.99(3) kHz, δJ = 0.203(7) kHz, and δK = 1.1(1) kHz for conformer C-1 and A = 3249.2215(6) MHz, B = 2027.9327(3) MHz, C = 1432.5846(3) MHz, ΔJ = 0.545(6) kHz, ΔJK = 0.25(2) kHz, ΔK = 0.39(5) kHz, δJ = 0.18(4) kHz, and δK = 0.96(3) kHz for conformer C-2. The two exptl. conformations are consistent with the two lowest energy ab initio MP2/6-311++G(d,p) structures. Both conformations of 5-aminopentanol are stabilized by an intramol. hydrogen bond from the alc. proton to amino nitrogen. The flexibility introduced by the five carbons in the alkyl group separating the amino and alc. functional groups resulted in the first appearance of multiple low energy conformers being detected relative to the four, three, and two carbons in 4-aminobutanol, 3-aminopropanol, and 2-aminoethanol resp. in which only one exptl. conformation was observed In addition to this study using 3-Aminopropan-1-ol, there are many other studies that have used 3-Aminopropan-1-ol(cas: 156-87-6COA of Formula: C3H9NO) was used in this study.

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.COA of Formula: C3H9NO

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Yang, Yang; Wang, Ke; Chen, Hao; Feng, Zhiqiang published an article in 2021. The article was titled 《Design, synthesis, evaluation, and SAR of 4-phenylindoline derivatives, a novel class of small-molecule inhibitors of the programmed cell death-1/ programmed cell death-ligand 1 (PD-1/PD-L1) interaction》, and you may find the article in European Journal of Medicinal Chemistry.Safety of 2-Aminopropane-1,3-diol The information in the text is summarized as follows:

The blockade of the PD-1/PD-L1 immune checkpoint pathway with small mols. is an emerging immunotherapeutic approach. A novel series of 4-phenylindoline derivatives were synthesized, and their inhibitory activity against the PD-1/PD-L1 protein-protein interaction (PPI) was evaluated through a homogenous time-resolved fluorescence (HTRF) assay. Among them, I and II exhibited potent activity with IC50 values of 17 nM and 12 nM, resp. Furthermore, I showed the promising inhibitory activity against the PD-1/PD-L1 interaction with the EC50 value of 0.43μM in a co-culture model of PD-L1/TCR Activator-expressing CHO cells and PD-1-expressing Jurkat cells. Besides, the structure-activity relationships (SAR) of the novel synthesized 4-phenylindoline derivatives was concluded, and the binding mode of II with the PD-L1 dimer was analyzed by mol. simulation and docking, demonstrating that the N-atom in the side chain of indoline fragment could interact with the amino acid residue of the PD-L1 protein to lead to the potent inhibitory activity. This study provided a new insight for further drug design.2-Aminopropane-1,3-diol(cas: 534-03-2Safety of 2-Aminopropane-1,3-diol) was used in this study.

2-Aminopropane-1,3-diol(cas: 534-03-2) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Safety of 2-Aminopropane-1,3-diol

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Rostkowska, Hanna; Luchowska, Anna; Lapinski, Leszek; Nowak, Maciej J. published an article in 2021. The article was titled 《Effect of a Solid-Hydrogen Environment on UV-Induced Hydrogen-Atom Transfer in Matrix-Isolated Heterocyclic Thione Compounds》, and you may find the article in Journal of Physical Chemistry A.Product Details of 7748-36-9 The information in the text is summarized as follows:

To shed more light on the mechanisms of UV-induced hydrogen-atom-transfer processes in heterocyclic mols., phototautomeric thione → thiol reactions were investigated for thione compounds isolated in low-temperature Ar as well as in n-H2 (normal hydrogen) matrixes. These studies concerned thione compounds with a five-membered heterocyclic ring and thione compounds with a six-membered heterocyclic ring. The exptl. investigation of 2-thioimidazole and 3-thio-1,2,4-triazole (thione compounds with a five-membered heterocyclic ring) revealed that for the compounds isolated in solid n-H2 only trace amounts of thiol photoproducts were photogenerated; even though for the same compounds isolated in the solid Ar matrix, the thione → thiol photoconversion was nearly total. In contrast to that, for 3-thiopyridazine and 2-thioquinoline (thione compounds with a six-membered heterocyclic ring) isolated in solid n-H2, the UV-induced thione → thiol conversion occurred with the yield reaching 25-50% of the yield of the analogous process observed for the same species isolated in solid Ar. The obtained exptl. results allow us to conclude that the dissociation-association mechanism nearly exclusively governs the phototransformation in thione heterocycles with high barriers for tautomerization (such as thione compounds with a five-membered ring), whereas the strictly intramol. hydrogen-atom shift contributes to the mechanism of hydrogen-atom transfer in thione heterocycles with lower barriers (such as thione compounds with a six-membered ring). In the experimental materials used by the author, we found Oxetan-3-ol(cas: 7748-36-9Product Details of 7748-36-9)

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Product Details of 7748-36-9

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Verevkin, Sergey P.; Andreeva, Irina V.; Pimerzin, Aleksey A. published their research in Journal of Molecular Liquids in 2021. The article was titled 《Evaluation of vaporization thermodynamics of pure amino-alcohols》.Category: alcohols-buliding-blocks The article contains the following contents:

The absolute vapor pressures of three amino-alcs. were measured using the transpiration method. The consistent set of standard molar enthalpies of vaporization for eighteen amino-alcs. was evaluated using empirical and structure-property correlations. Correlation of vaporization enthalpies with normal boiling temperatures was established. Vaporization enthalpies of amino-alcs. obey the group-additivity rules. The averaged values of vaporization enthalpies were recommended as reliable benchmark properties for the heat management of CO2 capture technologies. In the experimental materials used by the author, we found 4-Aminobutan-1-ol(cas: 13325-10-5Category: alcohols-buliding-blocks)

4-Aminobutan-1-ol(cas: 13325-10-5) is used in the synthesis of NSAIDs with anti-inflammatory properties. Also used in the synthesis of polyamine transport ligands with specificity against human cancers allowing easy access to specific cancer cells.Category: alcohols-buliding-blocks

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《Synthetic bioactive olivetol-related amides: The influence of the phenolic group in cannabinoid receptor activity》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Brizzi, Antonella; Aiello, Francesca; Boccella, Serena; Cascio, Maria Grazia; De Petrocellis, Luciano; Frosini, Maria; Gado, Francesca; Ligresti, Alessia; Luongo, Livio; Marini, Pietro; Mugnaini, Claudia; Pessina, Federica; Corelli, Federico; Maione, Sabatino; Manera, Clementina; Pertwee, Roger G.; Di Marzo, Vincenzo. Category: alcohols-buliding-blocks The article mentions the following:

Focusing on the importance of the free phenolic hydroxyl moiety, a family of 23 alkylresorcinol-based compounds were developed and evaluated for their cannabinoid receptor binding properties. The non-sym. hexylresorcinol derivative 29 turned out to be a CB2-selective competitive antagonist/inverse agonist endowed with good potency. Both the olivetol- and 5-(2-methyloctan-2-yl)resorcinol-based derivatives 23 and 24 exhibited a significant antinociceptive activity. Interestingly, compound 24 proved to be able to activate both cannabinoid and TRPV1 receptors. Even if cannabinoid receptor subtype selectivity remained a goal only partially achieved, results confirm the validity of the alkylresorcinol nucleus as skeleton for the identification of potent cannabinoid receptor modulators. In the experiment, the researchers used 2-Aminopropane-1,3-diol(cas: 534-03-2Category: alcohols-buliding-blocks)

2-Aminopropane-1,3-diol(cas: 534-03-2) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Category: alcohols-buliding-blocks

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Reference of (R)-Oxiran-2-ylmethanolOn September 12, 2019 ,《Probing the Existence of a Metastable Binding Site at the β2-Adrenergic Receptor with Homobivalent Bitopic Ligands》 was published in Journal of Medicinal Chemistry. The article was written by Gaiser, Birgit I.; Danielsen, Mia; Marcher-Roersted, Emil; Roepke Joergensen, Kira; Wrobel, Tomasz M.; Frykman, Mikael; Johansson, Henrik; Brauner-Osborne, Hans; Gloriam, David E.; Mathiesen, Jesper Mosolff; Sejer Pedersen, Daniel. The article contains the following contents:

Herein, we report the development of bitopic ligands aimed at targeting the orthosteric binding site (OBS) and a metastable binding site (MBS) within the same receptor unit. Previous mol. dynamics studies on ligand binding to the β2-adrenergic receptor (β2AR) suggested that ligands pause at transient, less-conserved MBSs. We envisioned that MBSs can be regarded as allosteric binding sites and targeted by homobivalent bitopic ligands linking two identical pharmacophores. Such ligands were designed based on docking of the antagonist (S)-alprenolol into the OBS and an MBS and synthesized. Pharmacol. characterization revealed ligands with similar potency and affinity, slightly increased β2/β1AR-selectivity, and/or substantially slower β2AR off-rates compared to (S)-alprenolol. Truncated bitopic ligands suggested the major contribution of the metastable pharmacophore to be a hydrophobic interaction with the β2AR, while the linkers alone decreased the potency of the orthosteric fragment. Altogether, the study underlines the potential of targeting MBSs for improving the pharmacol. profiles of ligands. The experimental process involved the reaction of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Reference of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Reference of (R)-Oxiran-2-ylmethanol

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《A new heterocycles compound combined with focused ultrasound inhibits breast cancer cell proliferation and invasion》 was written by Qu, Chun-Ping; Xu, Qing-Ling. Formula: C3H6O2 And the article was included in Latin American Journal of Pharmacy in 2021. The article conveys some information:

The new (S)-oxiran-2-ylmethyl 3-nitrobenzenesulfonate (1), designed using (R)-3-chloropropane-1,2-diol and nitrobenzene as start material, was successfully obtained via multiple synthesis routes and finally characterized by IR, 1H NMR, and single crystal X-ray crystallog. Its application values on the breast cancer treatment were evaluated and the related mechanism was explored as well. The CCK-8 assay was firstly conducted and the inhibitory effect of the new compound on the breast cancer cells was measured. Then, the reduction effect of the new compound on the breast cancer migration and invasion activity was measured with trans-well assay. The experimental part of the paper was very detailed, including the reaction process of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Formula: C3H6O2)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Formula: C3H6O2

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In 2019,European Journal of Medicinal Chemistry included an article by Dei, Silvia; Braconi, Laura; Trezza, Alfonso; Menicatti, Marta; Contino, Marialessandra; Coronnello, Marcella; Chiaramonte, Niccolo; Manetti, Dina; Perrone, Maria Grazia; Romanelli, Maria Novella; Udomtanakunchai, Chatchanok; Colabufo, Nicola Antonio; Bartolucci, Gianluca; Spiga, Ottavia; Salerno, Milena; Teodori, Elisabetta. Reference of 3-Aminopropan-1-ol. The article was titled 《Modulation of the spacer in N,N-bis(alkanol)amine aryl ester heterodimers led to the discovery of a series of highly potent P-glycoprotein-based multidrug resistance (MDR) modulators》. The information in the text is summarized as follows:

In this study, a new series of N,N-bis(alkanol)amine aryl ester heterodimers was synthesized and studied. The new compounds were designed based on the structures of our previous arylamine ester derivatives endowed with high P-gp-dependent multidrug resistance reversing activity on a multidrug-resistant leukemia cell line. All new compounds were active in the pirarubicin uptake assay on the doxorubicin-resistant erythroleukemia K562 cells (K562/DOX). Compounds bearing a linker made up of 10 methylenes showed unprecedented high reversal activities regardless of the combination of aromatic moieties. Docking results obtained by an in silico study supported the data obtained by the biol. tests and a study devoted to establish the chem. stability in phosphate buffer solution (PBS) and human plasma showed that only a few compounds exhibited a significant degradation in the human plasma matrix. Ten selected non-hydrolysable derivatives were able to inhibit the P-gp-mediated rhodamine-123 efflux on K562/DOX cells, and the evaluation of their apparent permeability and ATP consumption on other cell lines suggested that the compounds can behave as unambiguous or not transported substrates. The activity of these the compounds on the transport proteins breast cancer resistance protein (BCRP) and multidrug resistance associated protein 1 (MRP1) was also analyzed. All tested derivatives displayed a moderate potency on the BCRP overexpressing cells; while only four mols. showed to be effective on MRP1 overexpressing cells, highlighting a clear structural requirement for selectivity. In conclusion, we have identified a new very powerful series of compounds which represent interesting leads for the development of new potent and efficacious P-gp-dependent MDR modulators. The results came from multiple reactions, including the reaction of 3-Aminopropan-1-ol(cas: 156-87-6Reference of 3-Aminopropan-1-ol)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Reference of 3-Aminopropan-1-ol

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In 2019,Journal of Physical Chemistry A included an article by Batista, Patrick R.; Karas, Lucas J.; Viesser, Renan V.; de Oliveira, Cynthia C.; Goncalves, Marcos B.; Tormena, Claudio F.; Rittner, Roberto; Ducati, Lucas C.; de Oliveira, Paulo R.. Recommanded Product: 3-Aminopropan-1-ol. The article was titled 《Dealing with Hydrogen Bonding on the Conformational Preference of 1,3-Aminopropanols: Experimental and Molecular Dynamics Approaches》. The information in the text is summarized as follows:

This study expands the knowledge on the conformational preference of 1,3-amino alcs. in the gas phase and in solution By employing Fourier transform IR spectroscopy, NMR spectroscopy, d. functional theory (DFT) calculations, quantum theory of atoms in mols. (QTAIM), natural bond orbital (NBO) anal., and mol. dynamics (MD), the compounds 3-aminopropan-1-ol (1), 3-methylaminopropan-1-ol (2), and 3-dimethylaminopropan-1-ol (3) are evaluated. The results show that the most stable conformation of each compound in the gas phase and in nonpolar solvents exhibited an O-H···N intramol. hydrogen bond (IHB). Based on the exptl. and theor. OH-stretching frequencies, the IHB becomes stronger from 1 to 3. In addition, from the exptl. NMR J-couplings, the IHB conformers are predominant in nonbasic solvents, representing 70-80% of the conformational equilibrium, while in basic solvents, such conformers only represent 10%. DFT calculations and QTAIM anal. in the gas phase support the occurrence of IHBs in these compounds The MD simulation indicates that the non-hydrogen-bonded conformers are the lowest energy conformations in the solution because of mol. interactions with the solvent, while they are absent in the implicit solvation model based on d. NBO anal. suggests that Me groups attached on the nitrogen atom affect the charge transfer energy involved in the IHB. This effect occurs mostly because of a decrease in the s-character of the LPN orbital along with weakening of the charge transfer from LPN to σ*OH, which is caused by an increase in the C-C-N bond angle. The experimental part of the paper was very detailed, including the reaction process of 3-Aminopropan-1-ol(cas: 156-87-6Recommanded Product: 3-Aminopropan-1-ol)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Recommanded Product: 3-Aminopropan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts