Tag: M.W=150-200

Isobe, Hiroyuki published the artcileSynthesis of Fullerene Glycoconjugates via a Copper-Catalyzed Huisgen Cycloaddition Reaction, Recommanded Product: 7-Bromohept-1-yne, the publication is Organic Letters (2007), 9(22), 4611-4614, database is CAplus and MEDLINE.

The synthesis of fullerene-carbohydrate conjugates using a copper-catalyzed [3 + 2] cycloaddition reaction to facilitate the union of an azido- functionalized sugar and a pentaalkynyl[60]fullerene is reported. Fullerenes bearing five oligosaccharides such as globotriaosylceramide (Gb3)-trisaccharide can be readily accessed. Nanometer-scale mol. architectures presenting as many as 15 sugar moieties in C₅-symmetry are readily produced. The cycloaddition reaction proceeds quant. under mild conditions without the need to protect the sugar hydroxyl groups.

Organic Letters published new progress about 81216-14-0. 81216-14-0 belongs to bromides-buliding-blocks, auxiliary class Linker,PROTAC Linker, name is 7-Bromohept-1-yne, and the molecular formula is C7H11Br, Recommanded Product: 7-Bromohept-1-yne.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Song, Jeong Uk published the artcileDesign and synthesis of novel 2-(indol-5-yl)thiazole derivatives as xanthine oxidase inhibitors, Category: bromides-buliding-blocks, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(6), 1254-1258, database is CAplus and MEDLINE.

Xanthine oxidase (XO) inhibitors were widely used for the treatment of gout. Indole rings are frequently used as active scaffold in designing inhibitors for enzymes. Herein, the authors describe the structure-activity relation for novel xanthine oxidase inhibitors based on indole scaffold. A series of novel tri-substituted 2-(indol-5-yl)thiazole derivatives were synthesized, and their in vitro inhibitory activities against xanthine oxidase and in vivo efficacy lowering uric acid level in blood were measured. Among them, 2-(3-cyano-2-isopropylindol-5-yl)-4-methylthiazole-5-carboxylic acid exhibits the most potent XO inhibitory activity (IC₅₀ value: 3.5 nM) and the excellent plasma uric acid lowering activity. Study of structure activity relation indicated that hydrophobic moiety (e.g., isopropyl) at 1-position and electron withdrawing group (e.g., CN) at 3-position of indole ring and small hydrophobic group (CH₃) at 4-position of the thiazole ring enhanced the XO inhibitory activity. Hydrophobic substitution such as iso-Pr at 1-position of the indole moiety without any substitution at 2-position has an essential role for enhancing bioavailability and therefore for high in vivo efficacy.

Bioorganic & Medicinal Chemistry Letters published new progress about 16523-02-7. 16523-02-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Sulfone,Aliphatic hydrocarbon chain, name is 2-Bromoethyl Methyl Sulfone, and the molecular formula is C2H2N4O2, Category: bromides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Shi, Qingzhao published the artcileSolubilization and release of fragrance agents in aqueous solution of carbon dioxide switchable surfactants, Application of 1-Bromooctane, the publication is Journal of Surfactants and Detergents (2022), 25(2), 245-253, database is CAplus.

This study describes the enhancement in the solubility and controlled-release of fragrance agents (menthol, four n-alkanols, and three aromatic esters) using three CO₂ switchable surfactants (N-alkylimidazolium bicarbonates). The surfactants significantly improved the solubility of fragrance agents in water. N-Dodecylimidazolium bicarbonate was the most effective surfactant to solubilize menthol. A stability test indicated that the surfactant could stably disperse menthol in water. Moreover, the surfactants improved the solubility of n-alkanols to different levels, however, the solubility of the aromatic esters equally. The release of menthol from the surfactant solution under N₂ at different durations of bubbling time, temperatures, and flow velocities were studied.

Journal of Surfactants and Detergents published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C6H13NO2, Application of 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Lebrun, Stewart published the artcileAscorbic acid specifically reduces the misclassification of nonirritating reactive chemicals in the OptiSafe macromolecular eye irritation test, Name: 1-Bromooctane, the publication is Toxicology In Vitro (2022), 105313, database is CAplus and MEDLINE.

Recently, we showed that the addition of physiol. concentrations of ascorbic acid, a tear antioxidant, to the OptiSafe macromol. eye irritation test reduced the false-pos. (FP) rate for chems. that had reactive chemistries, leading to the formation of reactive oxygen species (ROS) and mol. crosslinking. The purpose of the current study was to 1) increase the number of chems. tested to comprehensibly determine whether the antioxidant-associated reduction in OD is specific to FP chems. associated with ROS chemistries and 2) determine whether the addition of antioxidants interferes with the detection of true pos. (TP) and true neg. (TN) ocular irritants. We report that when ascorbic acid is added to the test reagents, retesting of FP chems. with reactive chemistries show significantly reduced OD values (P < 0.05). Importantly, ascorbic acid had no significant effect on the OD values of TP or TN chems. regardless of chem. reactivity. These findings suggest that supplementation of ascorbic acid in alternative ocular irritation tests may help improve the detection of TN for those commonly misclassified reactive chems.

Toxicology In Vitro published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Name: 1-Bromooctane.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Deng, Jian-Chao published the artcileSulfite-Induced N-Alkylation and Thioketonization of Azoles Enable Access to Diverse Azole Thiones, Safety of Ethylbromofluoroacetate, the publication is Advanced Synthesis & Catalysis (2018), 360(24), 4795-4806, database is CAplus.

The direct modification of azole skeletons enables access to drug-like mols. The development of a highly compatible reaction platform for this pursuit still remains challenging. Herein, we report the use of sulfite as the single electron transfer (SET) reducing agent for the activation of functionalized bromoalkanes, elemental sulfur, and imidazoliniums for the transition metal-free and base-free N-alkylation and thioketonization of azoles. Excellent functional group tolerance and high synthetic efficiency proved particularly advantageous for the rapid assembly of a large array of pharmaceutically-oriented azole thiones , e.g., I, many of which contain synthetically and biol. useful functional groups. The direct transformation of drug mols. (such as Ketoconazole, Econazole, and Fluconazole) into their corresponding azole thiones has also been successfully achieved. Reactions with selenium also proceeded smoothly under the optimized conditions. Successful gram-scale reactions demonstrate the good applicability of this methodol.

Advanced Synthesis & Catalysis published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Safety of Ethylbromofluoroacetate.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Li, Jin published the artcileDifluoroalkylation/C-H Annulation Cascade Reaction Induced by Visible-Light Photoredox Catalysis, Synthetic Route of 401-55-8, the publication is Journal of Organic Chemistry (2016), 81(20), 9992-10001, database is CAplus and MEDLINE.

We report the first example of difluoroalkylation/ C-H annulation cascade reactions of cyclopropyl olefins induced by visible-light photoredox catalysis regioselectively affording partially hydrogenated naphthalenes and quinolines with a variety of difluorinated side chains. The alkylation reagent could be extended to monofluoro and trifluoro reagents, nitrile and malonate. The regioselectivity was investigated by means of d. functional theory calculations

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C4H6BrFO2, Synthetic Route of 401-55-8.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Yang, Zequn published the artcileTetrahydroxydiboron and Nickel Chloride Cocatalyzed Rapid Radical Cyclization toward Pyrrolizidine and Indolizidine Alkaloids, Formula: C4H6BrFO2, the publication is Journal of Organic Chemistry, database is CAplus and MEDLINE.

A novel tetrahydroxydiboron and nickel chloride cocatalyzed radical cyclization cascade with a broad substrate scope and an ultrashort reaction time was developed. The mechanistic investigation indicated that the reaction might involve a homo cleavage of tetrahydroxydiboron and nickel hydride intermediates. This approach enables the simple and efficient synthesis of a series of heteropolycycles.

Journal of Organic Chemistry published new progress about 401-55-8. 401-55-8 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Aliphatic hydrocarbon chain,Ester, name is Ethylbromofluoroacetate, and the molecular formula is C12H14BNO2, Formula: C4H6BrFO2.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Greedy, Benjamin M. published the artcileOrvinols with Mixed Kappa/Mu Opioid Receptor Agonist Activity, Computed Properties of 18928-94-4, the publication is Journal of Medicinal Chemistry (2013), 56(8), 3207-3216, database is CAplus and MEDLINE.

Dual-acting kappa opioid receptor (KOR) agonist and mu opioid receptor (MOR) partial agonist ligands have been put forward as potential treatment agents for cocaine and other psychostimulant abuse. Members of the orvinol series of ligands are known for their high binding affinity to both KOR and MOR, but efficacy at the individual receptors has not been thoroughly evaluated. In this study, it is shown that a predictive model for efficacy at KOR can be derived, with efficacy being controlled by the length of the group attached to C20 and by the introduction of branching into the side chain. In vivo evaluation of two ligands with the desired in vitro profile confirms both display KOR, and to a lesser extent MOR, activity in an analgesic assay suggesting that, in this series, in vitro measures of efficacy using the [³⁵S]GTPγS assay are predictive of the in vivo profile.

Journal of Medicinal Chemistry published new progress about 18928-94-4. 18928-94-4 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic cyclic hydrocarbon, name is (2-Bromoethyl)cyclopentane, and the molecular formula is C7H13Br, Computed Properties of 18928-94-4.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Haddad, Boumediene published the artcileSynthesis, NMR, vibrational spectroscopy, thermal and DFT studies of new DABCO hexafluorophosphate based ionic liquid, Computed Properties of 111-83-1, the publication is Journal of Molecular Structure (2022), 132682, database is CAplus.

In this paper, a new ionic liquid; [C₈DABCO⁺][PF^–₆] was prepared, its structure was well confirmed by ¹H, ¹³C, ¹⁹F and ³¹P-NMR spectroscopies. Besides, thermal behavior has been discussed through TGA and DTA in the temperature range from [-80 to 200°C] and [25 to 700°C] resp. Theor. studies were performed by DFT method to investigate the structural, electronic and topol. properties. B3LYP/6-31G* calculations support the high solvation energy value of IL in aqueous solution (ΔG_c= -122.9 kJ/mol) and it probably explain the high dipole moment value, the volume expansion in this medium (7.3 ų) and also because the cation-anion interactions still remain in solution Seven interactions were predicted by AIM calculations but only two cation-anion interactions have short distances. NBO studies reveal that IL is more stable in solution probably due to its higher solvation energy. The DOS spectrum in aqueous solution shows clearly that the orbitals belonging to the atoms of cage-like DABCO structure participle in both HOMO and LUMO and, hence, will confirm that DABCO is engaged in halogen interactions, as suggested from NBO analyses. These studies show that DABCO structure participates in the properties of [C₈DABCO⁺][PF^–₆]. Complete assignments of IR and Raman spectra were reported.

Journal of Molecular Structure published new progress about 111-83-1. 111-83-1 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromooctane, and the molecular formula is C8H17Br, Computed Properties of 111-83-1.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Rowland, Stanley P. published the artcileReagent effects on distribution of methylsulfonylethyl substituents in the D-glucopyranosyl unit of cotton cellulose, Recommanded Product: 2-Bromoethyl Methyl Sulfone, the publication is Canadian Journal of Chemistry (1968), 46(3), 451-7, database is CAplus.

The distribution of methylsulfonylethyl substituents at the 2-O-, 3-O-, and 6-O-positions of the monosubstituted D-glucopyranosyl unit of cotton cellulose is a function of the specific reagent and the reaction conditions. The distribution is dependent upon the extent to which rate or equilibrium of reaction at the individual hydroxyl groups is the controlling factor. Under conditions which approach equilibrium in the reaction of methyl vinyl sulfone with cotton cellulose, the ratio of 2-O- to 6-O-substitution is 0.14:1.0. A variety of precursors for methyl vinyl sulfone [2-(methylsulfonyl)ethanol, [2-(methyl-sulfonyl)ethyl]pyridinium chloride, 2-bromoethyl methyl sulfone, and bis-[2-(methylsulfonyl) ethyl] ether] react with cotton cellulose under nonequilibrium conditions to generate ratios of 2-O- to 6-O-substitutions as high as 0.44:1.0. The effect of diffusion of reagents into the cotton fiber upon the distribution of substituents is clearly evident in these reactions. Specific modifications of the process of reaction of methyl vinyl sulfone or 2-(methylsulfonyl)ethanol with cotton cellulose yield ratios of substituents in the 2-O- to 6-O-positions as high as 0.8:1.0; this ratio is similar to those which characterize certain rate-controlled Williamson etherification reactions with cotton cellulose. 21 references.

Canadian Journal of Chemistry published new progress about 16523-02-7. 16523-02-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Sulfone,Aliphatic hydrocarbon chain, name is 2-Bromoethyl Methyl Sulfone, and the molecular formula is C3H7BrO2S, Recommanded Product: 2-Bromoethyl Methyl Sulfone.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary