Category: alcohols-buliding-blocks

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

Borrel, Julien published the artcileCopper-Catalyzed Oxyalkynylation of C-S Bonds in Thiiranes and Thietanes with Hypervalent Iodine Reagents, Recommanded Product: (R)-Oxiran-2-ylmethanol, the publication is Organic Letters (2020), 22(2), 422-427, database is CAplus and MEDLINE.

We report the oxyalkynylation of thiiranes and thietanes using ethynylbenziodoxolone reagents (EBXs) to readily access functionalized building blocks bearing an alkynyl, a benzoate, and an iodide group. The reaction proceeds with high atom efficiency most likely through an alkynyl-episulfonium intermediate. The transformation is copper-catalyzed and compatible with a large array of thiiranes and thietanes.

Organic Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, Recommanded Product: (R)-Oxiran-2-ylmethanol.

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

Koczurkiewicz-Adamczyk, Paulina published the artcileCinnamic acid derivatives as chemosensitising agents against DOX-treated lung cancer cells – Involvement of carbonyl reductase 1, SDS of cas: 96-20-8, the publication is European Journal of Pharmaceutical Sciences (2020), 105511, database is CAplus and MEDLINE.

Doxorubicin (DOX) therapy is limited by both cancer cells resistance and cardiotoxicity. DOX biotransformation to doxorubicinol (DOXol) by reductases enzymes (mainly by CBR1; carbonyl reductase 1) is a key process responsible for DOX adverse effects development. Thus, inhibition of CBR1 can increase the therapeutic effect of DOX. In the present study, we used a group of new synthesized cinnamic acid (CA) derivatives to improve the effectiveness and safety profile of DOX therapy against cancer cells in vitro. The possible mechanism of CBR1 inhibition was simulated by mol. modeling studies. The kinetics of DOX reduction in the presence of active CA derivatives were measured in cytosols. The chemosensitizing activity of CA derivatives including proapoptotic, anti-invasiveness activity were investigated in A549 lung cancer cell line. In our research 7 from 16 tested CA derivatives binded to the active site of CBR1 enzyme and improved DOX stability by inhibition of DOXol formation. Co-treatment of A549 cells with active CA derivatives and DOX induced cells apoptosis by activation of caspase cascade. At the same time we observed decrease of invasive properties (cell migration and transmigration assays) and the rearangments of F-actin cytoskeleton in CA derivatves + DOX treated cells. Meanwhile, control, human lung fibroblasts stay realtivelly unvulnerable and viable. New synthesized CA derivatives may inhibit the activity of CBR1 leading to the stabilization of DOX therapeutic levels in cancer cells and to protect the myocardium against DOXol cytotoxic effect. Favorable physicochem. properties supported by a safety profile and multidirectional chemosensitizing activity render CA derivatives a promising group for the development of agent useful in combined therapy.

European Journal of Pharmaceutical Sciences published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, SDS of cas: 96-20-8.

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

Cecchi, Patrizio published the artcileGas-phase protonation of spiropentane. A novel entry into the C₅H₉⁺ potential energy surface, Safety of 1-Methylcyclobutan-1-ol, the publication is Journal of the American Chemical Society (1993), 115(22), 10338-47, database is CAplus.

The structures, stabilities, and isomerization patterns of C₅H₉⁺ ions arising from the gas-phase protonation of spiropentane have been investigated by nuclear-decay, radiolytic, and FT-ICR techniques combined with ab initio calculations The exptl. and theor. results are consistent with the initial formation of a corner-protonated spiropentane intermediate 17, whose lifetime in the gas phase exceeds 7 × 10^-9 s. This local C₅H₉⁺ min. is separated from the ca. 30 kcal mol^-1 more stable cyclopentyl cation as well as from dimethylallyl open-chain isomers by significant energy barriers. Persistence of 17 in the gas phase does not find any correspondence in solution Solvation and ion-pairing effects may explain the failure to detect C₅H₉⁺ structures retaining the spirobicyclic framework of spiropentane in the condensed phase.

Journal of the American Chemical Society published new progress about 20117-47-9. 20117-47-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic cyclic hydrocarbon,Alcohol, name is 1-Methylcyclobutan-1-ol, and the molecular formula is C5H10O, Safety of 1-Methylcyclobutan-1-ol.

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

Yin, Fucheng published the artcileRhodium(III)-catalyzed Cleavage of C-C Bond and C-H Bond Cascaded by Michael Addition for the Conversion of α-Hydroxy Ketones to Phthalides and Isocoumarins, Name: 2-Hydroxy-2-phenylacetic acid, the publication is Asian Journal of Organic Chemistry (2022), 11(4), e202200024, database is CAplus.

A protocol for Rh(III)-catalyzed cleavage of C-C bond and C-H bond cascaded by Michael addition of α-hydroxy ketones was established. The method allows the rapid construction of phthalides and isocoumarins skeleton. A total of 62 phthalides and isocoumarins were obtained with yields up to 91% demonstrating the broad applicability of the protocol. This efficient cascade catalysis can be applied to the total synthesis of the natural products isoochracinic acid and sparstolonin B. The reaction mechanism, especially the dimerization process of the α-hydroxyketone, is unique. Further studies of the reaction using control experiments, in situ NMR anal., cyclic voltammogram and isotope tracking experiments have provided insight into the reaction mechanism.

Asian Journal of Organic Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C4H6O3, Name: 2-Hydroxy-2-phenylacetic acid.

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

Tong, Zhou published the artcileCu(I)-Catalyzed C-H Alkenylation of Tertiary C(sp³)-H Bonds of 3-Aryl Benzofuran-2(3H)-ones to Give Z- and E-Styrene Containing Quaternary Carbon Centers with 99/1 Regioselectivity, Computed Properties of 90-64-2, the publication is Journal of Organic Chemistry (2022), 87(9), 6064-6074, database is CAplus and MEDLINE.

The synthesis of isomerically pure olefins containing all-carbon quaternary centers is a challenging issue. Herein, authors developed an efficient protocol for the synthesis of (Z)-olefins (27 examples, yield up to 97%, Z/E up to 99/1) and (E)-olefins (16 examples, yield up to 94%, E/Z up to 99/1) containing all-carbon quaternary centers. This protocol is adopted for the copper-catalyzed regioselective C-H alkenylation of the tertiary C(sp³)-H bond of 3-aryl benzofuran-2(3H)-ones with alkyne and alkenes. A diverse range of functional groups in the substrates is well-tolerated, such as F, Cl, Br, Me, OMe, ester, CF₃, etc. A gram scale experiment was performed in good yield, and the radical mechanisms are also proposed based on the control experiments

Journal of Organic Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C9H9BO2, Computed Properties of 90-64-2.

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

Wang, Xin-ni published the artcileEfficacy of preventive intrauterine injection of carboprost tromethamine in cesarean section of pregnant women with critical risk of postpartum hemorrhage, SDS of cas: 58551-69-2, the publication is Guangdong Yixue (2012), 33(5), 696-697, database is CAplus.

Objective: To observe the clin. efficacy of preventive intrauterine injection of carboprost tromethamine in cesarean section of pregnant women with critical risk of postpartum hemorrhage. Methods: Ninety-eight critical pregnant women receiving cesarean section with probability of postpartum hemorrhage were divided into an observation group (n=50) and a control group (n=48). The patients in the observation group were given conventional intrauterine injection of oxytocin and carboprost tromethamine for prevention of postpartum hemorrhage after parturition, and the patients in the control group were given oxytocin, misoprostol, pituitrin and calcium gluconate. The indexes of 2, 24 h hemorrhage volume, incidence of postpartum hemorrhage, hemostasis time, transfusion rate and complications in long or short term were compared between the two groups after parturition. Results: The 2, 24 h hemorrhage volume, incidence of postpartum hemorrhage, hemostasis time, transfusion rate and uterectomy rate in the observation group were significantly lower compared with the control group (P<0.05). Conclusion: Preventive intrauterine injection of carboprost tromethamine in cesarean section reduces hemorrhage volume, decreases the incidence of postpartum hemorrhage, transfusion rate and complications in long and short term for pregnant women with critical risk of postpartum hemorrhage, and the earlier of time selection, the better of the efficacy, which is valuable to popularize in basis hospitals.

Guangdong Yixue published new progress about 58551-69-2. 58551-69-2 belongs to alcohols-buliding-blocks, auxiliary class Chiral,Alkenyl,Amine,Aliphatic cyclic hydrocarbon,Ester,Alcohol,Inhibitor,, name is 2-Amino-2-(hydroxymethyl)propane-1,3-diol (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((S,E)-3-hydroxy-3-methyloct-1-en-1-yl)cyclopentyl)hept-5-enoic acid, and the molecular formula is C8H10BNO3, SDS of cas: 58551-69-2.

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

Patel, Bhavesh H. published the artcileCommon origins of RNA, protein and lipid precursors in a cyanosulfidic protometabolism, Synthetic Route of 6346-09-4, the publication is Nature Chemistry (2015), 7(4), 301-307, database is CAplus and MEDLINE.

A minimal cell can be thought of as comprising informational, compartment-forming and metabolic subsystems. To imagine the abiotic assembly of such an overall system, however, places great demands on hypothetical prebiotic chem. The perceived differences and incompatibilities between these subsystems have led to the widely held assumption that one or other subsystem must have preceded the others. Here we exptl. investigate the validity of this assumption by examining the assembly of various biomol. building blocks from prebiotically plausible intermediates and one-carbon feedstock mols. We show that precursors of ribonucleotides, amino acids and lipids can all be derived by the reductive homologation of hydrogen cyanide and some of its derivatives, and thus that all the cellular subsystems could have arisen simultaneously through common chem. The key reaction steps are driven by UV light, use hydrogen sulfide as the reductant and can be accelerated by Cu(I)-Cu(II) photoredox cycling.

Nature Chemistry published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Synthetic Route of 6346-09-4.

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

Nischang, Ivo published the artcileHydrodynamic Analysis Resolves the Pharmaceutically-Relevant Absolute Molar Mass and Solution Properties of Synthetic Poly(ethylene glycol)s Created by Varying Initiation Sites, Product Details of C12H20O6, the publication is Analytical Chemistry (Washington, DC, United States) (2017), 89(2), 1185-1193, database is CAplus and MEDLINE.

The solution behavior originating from mol. characteristics of synthetic macromols. plays a pivotal role in many areas, in particular the life sciences. This situation necessitates the use of complementary hydrodynamic anal. methods as the only means for a complete structural understanding of any macromol. in solution To this end, we present a combined hydrodynamic approach for studying inhouse prepared, low dispersity poly(ethylene glycols)s (PEGs), also known as poly (ethylene oxide)s (PEOs) depending on the classification used, synthesized from varying initiation sites by living anionic ring opening polymerization The series of linear PEGs in the molar mass range of only a few thousand to 50 000 g mol-1 were studied in detail via viscometry, and sedimentation-diffusion anal. by anal. ultracentrifugation. The obtained estimations for intrinsic viscosity, diffusion coefficients, and sedimentation coefficients of the macromols. in the solution-based anal. clearly showed self-consistency of the followed hydrodynamic approach. This self-consistency is underpinned by appropriate and phys.-sound values of hydrodynamic invariants, indicating adequate values of derived absolute molar masses. The classical scaling relations of Kuhn-Mark-Houwink-Sakurada of all molar-mass dependent hydrodynamic estimates show linear trends, allowing for interrelation of all parametric macromol. characteristics. Differences among these are ascribed to the observation of α-end and chain-length dependent solvation of the macromols., identified from viscometric studies. This important information al-lows for anal. tracing of variations of scaling relationships and a phys.-sound estimation of hydrodynamic characteristics. The demonstrated self-sufficient methodol. paves an important way for a complete structural understanding and potential replacement of pharmaceutically-relevant PEGs by alternative macromols. offering a suite of similar or tractably distinct physicochem. properties.

Analytical Chemistry (Washington, DC, United States) published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C12H20O6, Product Details of C12H20O6.

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

Leal-Duaso, Alejandro published the artcileGlycerol as a source of designer solvents: physicochemical properties of low melting mixtures containing glycerol ethers and ammonium salts, Synthetic Route of 70445-33-9, the publication is Physical Chemistry Chemical Physics (2017), 19(41), 28302-28312, database is CAplus and MEDLINE.

In this work we report the preparation of mixtures of several alkyl glyceryl ethers, as hydrogen bond donor compounds, with two ammonium salts, choline chloride and N,N,N-triethyl-2,3-dihydroxypropan-1-aminium chloride. The stability of the mixtures at different molar ratios and temperatures has been evaluated in order to determine the formation of low melting mixtures Liquid and stable mixtures have been characterized and their physico-chem. properties such as d., viscosity, refractive index, conductivity and surface tension have been measured in the temperature range of 293.15 K to 343.15 K. Comparison of the mixtures prepared herein with the ones containing glycerol and choline chloride evidences the possibility of tuning the physico-chem. properties by changing the substitution pattern in the hydrogen bond donor compound or in the ammonium salt, thus broadening the scope of application of these mixtures

Physical Chemistry Chemical Physics published new progress about 70445-33-9. 70445-33-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 3-((2-Ethylhexyl)oxy)propane-1,2-diol, and the molecular formula is C11H24O3, Synthetic Route of 70445-33-9.

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