Tag: M.W=100-150

Van de Voorde, Babs published the artcilePotential of poly(alkylene terephthalate)s to control endothelial cell adhesion and viability, Related Products of alcohols-buliding-blocks, the publication is Materials Science & Engineering, C: Materials for Biological Applications (2021), 112378, database is CAplus and MEDLINE.

Poly(ethylene terephthalate) (PET) is known for its various useful characteristics, including its applicability in cardiovascular applications, more precisely as synthetic bypass grafts for large diameter (â‰?6 mm) blood vessels. Although it is widely used, PET is not an optimal material as it is not interactive with endothelial cells, which is required for bypasses to form a complete endothelium. Therefore, in this study, poly(alkylene terephthalate)s (PATs) have been studied. They were synthesized via a single-step solution polycondensation reaction, which requires mild reaction conditions and avoids the use of a catalyst or additives like heat stabilizers. A homologous series was realized in which the alkyl chain length varied from 5 to 12 methylene groups (n = 5-12). Molar masses up to 28,000 g/mol were obtained, while various odd-even trends were observed with modulated differential scanning calorimetry (mDSC) and rapid heat-cool calorimetry (RHC) to access the thermal properties within the homologous series. The synthesized PATs have been subjected to in vitro cell viability assays using Human Umbilical Vein Endothelial Cells (HUVECs) and Human Dermal Microvascular Endothelial Cells (HDMECs). The results showed that HUVECs adhere and proliferate most pronounced onto PAT(n = 9) surfaces, which could be attributed to the surface roughness and morphol. as determined by at. force microscopy (AFM) (i.e. R_q = 204.7 nm). HDMECs were investigated in the context of small diameter vessels and showed superior adhesion and proliferation after seeding onto PAT_(n ₌ ₆₎ substrates. These preliminary results already pave the way towards the use of PAT materials as substrates to support endothelial cell adhesion and growth. Indeed, as superior endothelial cell interactivity compared to PET was observed, time-consuming and costly surface modifications of PET grafts could be avoided by exploiting this novel material class.

Materials Science & Engineering, C: Materials for Biological Applications published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C20H17FO4S, Related Products of alcohols-buliding-blocks.

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

Honing, Maarten published the artcileAdduct ion formation by aromatic amines in thermospray mass spectrometry, Product Details of C7H9NO, the publication is Journal of Mass Spectrometry (1996), 31(5), 527-536, database is CAplus.

The formation of solvent adduct ions in thermospray and ionspray mass spectrometry was studied for twelve aromatic amines: aniline, N-methylaniline, N,N-dimethylaniline, 3-aminophenol, 3-(methylamino)phenol, 3-(dimethylamino)phenol, 2-aminopyridine, 2-(methylamino)pyridine, 2-(dimethylamino)pyridine, 2-amino-5,6-dimethyl-4-hydroxypyrimidine, 2-(methylamino)-5,6-dimethyl-4-hydroxypyrimidine, and 2-(dimethylamino)-5,6-dimethyl-4-hydroxypyrimidine. For all compounds, adduct ions, [M + H + A_n]⁺, with A being methanol or acetonitrile, were observed in the thermospray mass spectra; water adduct ions were observed for a few compounds No adduct ions with ammonia were formed when ammonium acetate was added to the liquid chromatog. carrier stream. These observations cannot be explained on the basis of gas-phase ion-mol. reactions of the neutral analyte and protonated solvent or solvent additive mols. Comparative experiments, changing the pH of the carrier stream in both thermospray and ionspray ionization, showed that the solvent adduct ions present in the thermospray mass spectra are not likely to be formed by ion evaporation processes. Incomplete evaporation of droplets or cluster ions is proposed to be responsible for the observations. With this hypothesis, both the absence of ammonium adduct ions and the dependence of the adduct ion abundances on N-methylation can be related to the adduct-analyte bond strengths.

Journal of Mass Spectrometry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Product Details of C7H9NO.

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

Maeder, Patrick published the artcileSynthesis and Biological Evaluation of Endocannabinoid Uptake Inhibitors Derived from WOBE437, Recommanded Product: 4-Propylphenol, the publication is ChemMedChem (2021), 16(1), 145-154, database is CAplus and MEDLINE.

WOBE437 ((2E,4E)-N-(3,4-dimethoxyphenethyl)dodeca-2,4-dienamide, I) is a natural product-derived, highly potent inhibitor of endocannabinoid reuptake. In this study, we synthesized almost 80 analogs of I with different types of modifications in the dodecadienoyl domain as well as the dimethoxyphenylethyl head group, and we investigated their effects on anandamide uptake into U937 cells. Intriguingly, none of these analogs was a more potent inhibitor of anandamide uptake than WOBE437. At the same time, a number of WOBE437 variants exhibited potencies in the sub-100 nM range, with high selectivity over inhibition of the endocannabinoid-degrading enzyme fatty acid amide hydrolase; two compounds were virtually equipotent with I. Interestingly, profound activity differences were observed between analogs in which either of the two methoxy substituents in the head group had been replaced by the same bulkier alkoxy group. Some of the compounds described here could be interesting departure points for the development of potent endocannabinoid uptake inhibitors with more drug-like properties.

ChemMedChem published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Recommanded Product: 4-Propylphenol.

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

Baud, Matthias G. J. published the artcileAminobenzothiazole derivatives stabilize the thermolabile p53 cancer mutant Y220C and show anticancer activity in p53-Y220C cell lines, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2018), 101-114, database is CAplus and MEDLINE.

Many cancers have the tumor suppressor p53 inactivated by mutation, making reactivation of mutant p53 with small mols. a promising strategy for the development of novel anticancer therapeutics. The oncogenic p53 mutation Y220C, which accounts for approx. 100,000 cancer cases per yr, creates an extended surface crevice in the DNA-binding domain, which destabilizes p53 and causes denaturation and aggregation. Here, we describe the structure-guided design of a novel class of small-mol. Y220C stabilizers and the challenging synthetic routes developed in the process. The synthesized chem. probe MB710, an aminobenzothiazole derivative, binds tightly to the Y220C pocket and stabilizes p53-Y220C in vitro. MB725, an ethylamide analog of MB710, induced selective viability reduction in several p53-Y220C cancer cell lines while being well tolerated in control cell lines. Reduction of viability correlated with increased and selective transcription of p53 target genes such as BTG2, p21, PUMA, FAS, TNF, and TNFRSF10B, which promote apoptosis and cell cycle arrest, suggesting compound-mediated transcriptional activation of the Y220C mutant. Our data provide a framework for the development of a class of potent, non-toxic compounds for reactivating the Y220C mutant in anticancer therapy.

European Journal of Medicinal Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Category: alcohols-buliding-blocks.

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

Gitis, Vitaly published the artcileOrganosilane oxidation by water catalysed by large gold nanoparticles in a membrane reactor, Recommanded Product: Triethylsilanol, the publication is Catalysis Science & Technology (2014), 4(7), 2156-2160, database is CAplus.

We show that gold nanoparticles catalyze the oxidation of organosilanes using water as oxidant at ambient conditions. Remarkably, monodispersions of small gold particles (3.5 nm diameter) and large ones (6-18 nm diameter) give equally good conversion rates. This is important because separating large nanoparticles is much easier, and can be done using ultrafiltration instead of nanofiltration. We introduce a simple setup, constructed inhouse, where the reaction products are extracted through a ceramic membrane under pressure, leaving the gold nanoparticles intact in the vessel. The nominal substrate/catalyst ratios are ca. 1800 : 1, with typical TONs of 1500-1600, and TOFs around 800 h^-1. But the actual activity of the large nanoparticles is much higher, because most of their gold atoms are “inside”, and therefore unavailable. Control experiments confirm that no gold escapes to the membrane permeate. The role of surface oxygen as a possible co-catalyst is discussed. Considering the ease of product separation and the robustness of the ceramic membrane, this approach opens opportunities for actual applications of gold catalysts in water oxidation reactions.

Catalysis Science & Technology published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Recommanded Product: Triethylsilanol.

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

Schade, W. published the artcilePolyfunctionalized nitrogen-containing surfactants. IV. Synthesis of hydroxy- and chlorine substituted alkylamines – structure dependence of the extraction of zinc ions from hydrochloric acid, HPLC of Formula: 4543-95-7, the publication is Journal fuer Praktische Chemie (Leipzig) (1983), 325(3), 364-74, database is CAplus.

RNHCH₂CH(OH)Me (R = C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl); RNH(CH₂)₃OH (R = C₁₀, C₁₁, C₁₂, C₁₄, C₁₆, C₁₈ n-alkyl), R₂N(CH₂)₃OH (R = C₁₀, C₁₁, C₁₂, C₁₄, C₁₆ n-alkyl), RNH(CH₂)₄OH (R = C₆, C₈, C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl), R¹R²NPr (R¹ = decyl, R² = H, Me, Pr, decyl; R¹ = dodecyl, R² = Pr, dodecyl), R¹NHBu (R¹ = C₁₀, C₁₂, C₁₄, C₁₆ n-alkyl), RNH(CH₂)_mCl.HCl (R = Bu, hexyl, octyl, decyl, dodecyl, n = 3, 4; R = decyl, dodecyl, n = 2), R¹R²NCH₂CH₂OH (R¹ = dodecyl, R² = H, dodecyl), [Me(CH₂)₁₁]₂N(CH₂)₄OH, Me(CH₂)₉NR(CH₂)₃OH (R = Me, Pr), and Me(PhCH₂)N⁺R(CH₂)₃OH Cl^– (R = octyl, dodecyl) were prepared by known procedures and tested for their extraction power for Zn²⁺. The extractability of Zn²⁺ increases secondary < tertiary < quaternary amine function, is independent of the length of the longest alkyl chain between 10 and 16 cations, and increases with a given substituent in the order OH â‰?H < Cl. Generally, there were only small differences among most of the amines studied.

Journal fuer Praktische Chemie (Leipzig) published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, HPLC of Formula: 4543-95-7.

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

Chen, Wenbing published the artcileReactive Oxygen Species (ROS) Inducible DNA Cross-Linking Agents and Their Effect on Cancer Cells and Normal Lymphocytes, Formula: C6H13BO3, the publication is Journal of Medicinal Chemistry (2014), 57(11), 4498-4510, database is CAplus and MEDLINE.

Reducing host toxicity is one of the main challenges of cancer chemotherapy. Many tumor cells contain high levels of ROS that make them distinctively different from normal cells. The authors report a series of ROS-activated aromatic nitrogen mustards that selectively kill chronic lymphocytic leukemia (CLL) over normal lymphocytes. These agents showed powerful DNA crosslinking abilities when coupled with H₂O₂, one of the most common ROS in cancer cells, whereas little DNA crosslinking was detected without H₂O₂. Consistent with chem. observation, in vitro cytotoxicity assay demonstrated that these agents induced 40-80% apoptosis in primary leukemic lymphocytes isolated from CLL patients but less than 25% cell death to normal lymphocytes from healthy donors. The IC₅₀ for the most potent compound (2) was âˆ? μM in CLL cells, while the IC₅₀ was not achieved in normal lymphocytes. Collectively, these data provide utility and selectivity of these agents that will inspire further and effective applications.

Journal of Medicinal Chemistry published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Formula: C6H13BO3.

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

Kuang, Yunyan published the artcileHydrogen Peroxide Inducible DNA Cross-Linking Agents: Targeted Anticancer Prodrugs, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2011), 133(48), 19278-19281, database is CAplus and MEDLINE.

The major concern for anticancer chemotherapeutic agents is the host toxicity. The development of anticancer prodrugs targeting the unique biochem. alterations in cancer cells is an attractive approach to achieve therapeutic activity and selectivity. We designed and synthesized a new type of nitrogen mustard prodrug that can be activated by high level of reactive oxygen species (ROS) found in cancer cells to release the active chemotherapy agent. The activation mechanism was determined by NMR anal. The activity and selectivity of these prodrugs toward ROS was determined by measuring DNA interstrand cross-links and/or DNA alkylations. These compounds showed 60-90% inhibition toward various cancer cells, while normal lymphocytes were not affected. To the best of our knowledge, this is the first example of H₂O₂-activated anticancer prodrugs.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Category: alcohols-buliding-blocks.

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