Month: November 2022

Wang, Bingbing published the artcileElectrochemical Borylation of Alkyl Halides: Fast, Scalable Access to Alkyl Boronic Esters, Formula: C6H13I, the publication is Journal of the American Chemical Society (2021), 143(33), 12985-12991, database is CAplus and MEDLINE.

Herein, a fast, scalable, and transition-metal-free borylation of alkyl halides (X = I, Br, Cl) enabled by electroreduction is reported. This process provides an efficient and practical access to primary, secondary, and tertiary boronic esters at a high current. More than 70 examples, including the late-stage borylation of natural products and drug derivatives, are furnished at room temperature, thereby demonstrating the broad utility and functional-group tolerance of this protocol. Mechanistic studies disclosed that B₂cat₂ serves as both a reagent and a cathodic mediator, enabling electroreduction of difficult-to-reduce alkyl bromides or chlorides at a low potential.

Journal of the American Chemical Society published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C12H10O4S, Formula: C6H13I.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Locke, David M. published the artcileAtisine. The synthesis of 1-methyl-6-ethyl-3-azaphenanthrene, HPLC of Formula: 31253-08-4, the publication is Journal of the American Chemical Society (1959), 2246-50, database is CAplus.

cf. C.A. 52, 20143g. Pyrrolidine (33.4 ml.) in 400 ml. PhMe was refluxed 2 hrs. (Bidwell-Sterling moisture collector), 34.8 g. 7-ethyl derivative of tetralone with 100 mg. p-MeC₆H₄SO₃H added, refluxed 48 hrs. and the toluene distilled off. Ethyl α-iodopropionate (I) was prepared from 39.8 g. ethyl α-bromopropionate, 33 g. NaI, and 300 ml. dry Me₂CO. The mixture was filtered, and the Me₂CO removed by azeotropic distillation with 250 ml. C₆H₆. I was added to the pyrrolidine enamine mixture with 300 ml. dioxane, refluxed 8.5 hrs., concentrated in vacuo, saponified with methanolic KOH, concentrated, and extracted with C₆H₆. The C₆H₆ extract was concentrated in vacuo, taken up in a large volume of ether, filtered, and refrigerated to give 10.64 g. 7-ethyl-1-oxo-1,2,3,4-tetrahydro-α-methyl-2-naphthaleneacetic acid (II), m. 112-20° (Et₂O). II (7.31 g.) was reduced according to Martin (C.A. 30, 6726¹) and the precipitated crystals washed with ligroine to give 308 mg. 7-ethyl-1,2,3,4-tetrahydro-α-methyl-2-naphthaleneacetic acid (III), m. 195-99° (ligroine). 7-Ethyl-α-methyl-2-naphthaleneacetic acid (IV) was prepared as follows: the noncrystalline residue from the preparation of III treated with CH₂N₂ in Me₂CO, the solution evaporated to dryness with C₆H₆, the residue mixed with 10% Pd-C, heated 5 hrs. at 265-70°, cooled, dissolved in C₆H₆, filtered, evaporated to dryness in vacuo, saponified, concentrated in vacuo, diluted with H₂O, and extracted with C₆H₆ gave IV, m. 109-10°. IV (1.42 g.) heated with 1 ml. SOCl₂ for 1 hr., evaporated in vacuo, the residue taken up in benzene, anhydrous NH₃ bubbled through 1 hr., extracted with CHCl₃, and chromatographed over alumina gave crystals (precipitated from EtOAc) of 7-ethyl-α-methyl-2-naphthaleneacetamide (V), m. 105-7°. V (1.1 g.) in 100 ml. anhydrous Et₂O added to 1.8 g. LiAlH₄ was refluxed 4 hrs., cooled, and then EtOAc was added until reflux ceased. Salts which were precipitated by Et₂O and H₂O were filtered off, washed (Et₂O), dissolved in C₆H₆, extracted with HCl, basified and extracted with benzene. Anhydrous HCl was passed through the solution which was evaporated to dryness in vacuo. Recrystallization of the residue from C₆H₆ gave 780 mg. of the hydrochloride of 7-ethyl-α-methyl-2-naphthaleneëthylamine (VI), m. 208-9° (Et₂O-EtOH); picrate m. 215-18° (Me₂CO-Et₂O). VI (445 mg.) heated 2.5 hrs. (steam bath) with 100 ml. 2N HCl and 2 ml. 40% formalin, kept overnight at room temperature, evaporated to dryness in vacuo with C₆H₆, the residue dissolved in EtOH, and diluted with Et₂O gave 367 mg. of 1-methyl-6-ethyl-1,2,3,4-tetrahydro-3-azaphenanthrene (VII), m. 217-21° (from ethanol-ether). VII (262 mg.) was treated with 100 mg. 10% Pd-C at 225-35° for 45 min. The mixture was cooled, dissolved in hot ligroine, filtered, and concentrated to give 121 mg. of 1-methyl-6-ethyl-3-azaphenanthrene, m. 83.5-85.0°. Infrared and ultraviolet spectra were identical with an authentic sample; picrate m. 220-21°; trinitrobenzene adduct m. 122.5-123.5°.

Journal of the American Chemical Society published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, HPLC of Formula: 31253-08-4.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Canonica, Luigi published the artcileReformatskiǐ reactions. V. Further data on the stereochemical aspects of the Reformatskiǐ reaction, COA of Formula: C5H9IO2, the publication is Gazzetta Chimica Italiana (1955), 130-6, database is CAplus.

cf. C.A. 50, 6377d. In 3 cases already studied, α,β-disubstituted hydracrylic acids, obtained by alk. saponification of esters prepared by the Reformatskiǐ condensation, were found to be mixtures of 2 racemic stereoisomers, as predicted by theory. The present work shows that the esters are sterically unitary and that the inversion of configuration takes place within the esters themselves and precedes saponification The racemic HO acids are stable to alkalies. By the action of CH₂N₂ on the 2-iso-BuCH(OH)CH(CHMe₂)CO₂H, the corresponding esters are obtained. Their sapon, verifies the configuration of an ester formed by the Reformatskiǐ condensation. The experiments show also the influence of the temperature on the relative velocities of the reactions and the relative yields of the saponification products. Condensation of Me₂CHCH₂CHO (I) with Me₂CHCHBrCO₂Me (II) was carried out as with the Et ester (III) in earlier work, but with (Me₂CH)₂O as solvent. I (20 g.) and 40 g. II gave 33 g. crude product, which, rectified, yielded Me₂CHCH₂CH(OH)CH(CHMe₂)CO₂Me(IV), b₃ 103-4°, n_D²⁵ 1.4421. III, IV, PhCH(OH)CH(CHMe₂)CO₂Et (V), and PhCH(OH)CHEtCO₂Et (VI) were saponified by 10% NaOH at different temperatures (IV in MeOH; III, V, and VI in EtOH, and 10 cc. NaOH/g. ester). The time and temperature of saponification, yields of acids, % demolition to aldehydes, and % esters recovered are tabulated. Each acid (200 mg.) was refluxed 5 hrs. with 8 cc. 10% NaOH in MeOH, the free NaOH neutralized, the solution evaporated, H₂SO₄ added, and the mixture extracted with Et₂O. After crystallization, almost 100% of the acid was recovered; no stereoisomeric acid was found. The form of Me₂CHCH₂CH(OH)CH(CHMe₂)CO₂H m. 88° (900 mg.) in 6 cc. Et₂O treated slowly with 360 mg. CH₂N₂ in 7 cc. Et₂O (kept ice-cold), evaporated in vacuo, and the ester and 10 cc. 10% NaOH in MeOH heated 5 hrs. at 65° and treated as usual give, from petr. ether, an acid fraction, m. 88°, and, from C₆H₆-petr. ether, a fraction, m. 126°. The mother liquor contains Me₂CHCH₂CO₂H.

Gazzetta Chimica Italiana published new progress about 31253-08-4. 31253-08-4 belongs to iodides-buliding-blocks, auxiliary class Iodide,Ester, name is Ethyl 2-Iodopropionate, and the molecular formula is C5H9IO2, COA of Formula: C5H9IO2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Nauroozi, Djawed published the artcileSynthesis and solvent-free polymerisation of vinyl terephthalate for application as an anode material in organic batteries, Related Products of iodides-buliding-blocks, the publication is RSC Advances (2016), 6(112), 111350-111357, database is CAplus.

The synthesis and polymerization of di-Me 2-vinylterephthalate M1 for possible applications as an anode material in organic secondary batteries are reported. M1 exhibits a vinyl group as a polymerisable unit while the carboxylate moieties serve as cation (Li⁺, Na⁺) coordinating sites. The gram-scale synthesis of M1 is described via three different routes in order to evaluate the route with the highest overall yield. Furthermore, different conditions for free radical polymerization are investigated for obtaining polymer P1 with high mol. weights in order to study the impact of immobilizing the carboxylate redox-active centers in a polymer on the charge/discharge cycling stability when used in an organic battery. In order to synthesis suitable materials for battery investigations, P1 was post-functionalised to the corresponding lithium salt P1-Li, which was further electrochem. investigated. Cyclic voltammetry measurements showed for P1-Li redox activity in the range of 0.5-1.2 V vs. Li⁺/Li which assigns it as a candidate for the anode. Under the present exptl. conditions, the galvanostatic measurements of P1-Li exhibited a specific capacity of 64 mA h g^-1. It is further demonstrated that P1-Li shows an improved cycling stability of 83% discharge capacity remaining after 100 cycles compared to the parent monomer (44%).

RSC Advances published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Related Products of iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bukshpan, S. published the artcileMoessbauer effect results for iodine, iodine, monobromide, and iodine monochloride in different chemical states, Safety of Pyridine Iodochloride complex, the publication is Journal of Chemical Physics (1975), 62(7), 2916-17, database is CAplus.

Anal. of the literature 129I Moessbauer effect data for I2, IBr, and ICl mols. as isolated mols. in inert gas matrixes, as solids, and in pyridine complexes gave evidence of the electronic structure in the compounds. The matrix isolated mols. have the electronic structure of the gas phase mols. The pyridine complexes have linear py+.X-I+ form with 0.13 electrons transferred from the py to the X-I+ mol. The py.I2 mol. has 2 different states assigned to I+ and I-.

Journal of Chemical Physics published new progress about 6443-90-9. 6443-90-9 belongs to iodides-buliding-blocks, auxiliary class Pyridines, name is Pyridine Iodochloride complex, and the molecular formula is C5H5ClIN, Safety of Pyridine Iodochloride complex.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Miller, Joseph published the artcileThe S_N mechanism in aromatic compounds. XXII. The activating power of para CHO and CN groups, SDS of cas: 101420-79-5, the publication is Journal of the American Chemical Society (1957), 93-5, database is CAplus.

cf. C.A. 51,264g. The rate constants (k₂ × 10⁵ l./mole sec.) for the reactions of a number of 4-substituted 1-iodo-2-nitrobenzenes (I) with NaN₃ (both 0.05M) in MeOH were determined at various temperatures (substituent of I, rate constants at the indicated temperature in parentheses, and activation energy in kcal. given): H, 93.2, 98.2 (131.6°), 335 (150.0°), 570 (155.5°), 693 (157.5°), 1050 (166.1°), 24.7; CHO (m. 141°), 16.7, 17.0 (52.4), 62.1, 62.8 (64.0°), 390, 396, 400 (82.4°), 24.25; CN (m. 133.5°), 15.3 (44.95°), 25.9 (49.85°), 118, 119 (66.0°), 757 (86.1°), 774 (96.2°), 21.5; NO₂, 19.0 (20.05°), 90.6, 92.0 (35.25°), 226 (44.25°), 856, 889 (59.3°), 18.95. The same data were determined for the reaction of I with KSCN in MeOH: Ac, 21.5, 22.2 (110.6°), 89.6 (131.3°), 91.6 (131.4°), 137, 140 (137.8°), 21.3; CHO, 23.3 (100.4°), 25.0 (100.5°), 558, 564 (110.7°), 236 (131.4°), 240 (131.6°), 21.85; CN, 9.48, 10.2 (82.0°), 28.6, 39.0 (100.3°), 357 (131.2°), 392 (131.6°), 21.2; NO₂, 13.1, 13.3 (60.2°), 83.5, 84.9 (81.9°), 330,332 (100.0°), 20.05.

Journal of the American Chemical Society published new progress about 101420-79-5. 101420-79-5 belongs to iodides-buliding-blocks, auxiliary class Nitrile,Nitro Compound,Iodide,Benzene,Benzene Compounds, name is 4-Iodo-3-nitrobenzonitrile, and the molecular formula is C7H3IN2O2, SDS of cas: 101420-79-5.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Lee, Geonho published the artcileSynthesis and Characterization of Diketopyrrolopyrrole-Based Aggregation-Induced Emission Nanoparticles for Bioimaging, Recommanded Product: 1-Iodohexane, the publication is Molecules (2022), 27(9), 2984, database is CAplus and MEDLINE.

Conventional fluorescent dyes have the property of decreasing fluorescence due to aggregation-caused quenching effects at high concentrations, whereas aggregation-induced emission dyes have the property of increasing fluorescence as they aggregate with each other. In this study, diketopyrrolopyrrole-based long-wavelength aggregation-induced emission dyes were used to prepare biocompatible nanoparticles suitable for bioimaging. Aggregation-induced emission nanoparticles with the best morphol. and photoluminescence intensity were obtained through a fast, simple preparation method using an ultrasonicator. The optimally prepared nanoparticles from 3,6-bis(4-((E)-4-(bis(40-(1,2,2-triphenylvinyl)-[1,10-biphenyl]-4-yl)amino)styryl)phenyl)-2,5-dihexyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (DP-R2) with two functional groups having aggregation-induced emission properties and addnl. donating groups at the end of the triphenylamine groups were considered to have the greatest potential as a fluorescent probe for bioimaging. Furthermore, it was found that the tendency for aggregation-induced emission, which was apparent for the dye itself, became much more marked after the dyes were incorporated within nanoparticles. While the photoluminescence intensities of the dyes were observed to decrease rapidly over time, the prepared nanoparticles encapsulated within the biocompatible polymers maintained their initial optical properties very well. Lastly, when the cell viability test was conducted, excellent biocompatibility was demonstrated for each of the prepared nanoparticles.

Molecules published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C6H13I, Recommanded Product: 1-Iodohexane.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sil, Diptesh published the artcileSelf-Assembled Alkylated Polyamine Analogs as Supramolecular Anticancer Agents, SDS of cas: 638-45-9, the publication is Molecules (2022), 27(8), 2441, database is CAplus and MEDLINE.

Conformationally restrained polyamine analog PG11047 is a well-known drug candidate that modulates polyamine metabolism and inhibits cancer cell growth in a broad spectrum of cancers. Here, we report a structure-activity relationship study of the PG11047 analogs (HPGs) containing alkyl chains of varying length, while keeping the unsaturated spermine backbone unchanged. Synthesis of higher sym. homologues was achieved through a synthetic route with fewer steps than the previous route to PG11047. The amphiphilic HPG analogs underwent self-assembly and formed spherically shaped nanoparticles whose size increased with the hydrophobic alkyl group′s increasing chain length. Assessment of the in vitro anticancer activity showed more than an eight-fold increase in the cancer cell inhibition activity of the analogs with longer alkyl chains compared to PG11047 in human colon cancer cell line HCT116, and a more than ten-fold increase in human lung cancer cell line A549. Evaluation of the inhibition of spermine oxidase (SMOX) showed no activity for PG11047, but activity was observed for its higher sym. homologues. Comparison with a reference SMOX inhibitor MDL72527 showed nine-fold better activity for the best performing HPG analog.

Molecules published new progress about 638-45-9. 638-45-9 belongs to iodides-buliding-blocks, auxiliary class Iodide,Aliphatic hydrocarbon chain, name is 1-Iodohexane, and the molecular formula is C15H15OP, SDS of cas: 638-45-9.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Fluch, Ulrike published the artcileUniform distribution of post-synthetic linker exchange in metal-organic frameworks revealed by Rutherford backscattering spectrometry, Category: iodides-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(48), 6516-6519, database is CAplus and MEDLINE.

Rutherford backscattering spectrometry (RBS) has been used for the first time to study post-synthetic linker exchange (PSE) in metal-organic frameworks. RBS is a non-invasive method to quantify the amount of introduced linker, as well as providing a means for depth profiling to identify the preferred localization of the introduced linker. The exchange of benzenedicarboxylate (bdc) by similarly sized 2-iodobenzenedicarboxylate (I-bdc) proceeds considerably slower than migration of I-dbc through the UiO-66 crystal [Zr₆(OH)₄O₄(C₈H₄O₄)₆]. Consequently, the I-bdc is found evenly distributed throughout the UiO-66 samples, even at very short PSE exposure times.

Chemical Communications (Cambridge, United Kingdom) published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, Category: iodides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Bolchi, Cristiano published the artcilePeptidomimetic inhibitors of farnesyltransferase with high in vitro activity and significant cellular potency, HPLC of Formula: 165534-79-2, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(22), 6192-6196, database is CAplus and MEDLINE.

2-O-Tolyl or 2-o-anisyl substituted 4-hydroxy- and 4-carboxybenzamides of methionine, etherified and amidified with 2-hydroxymethyl- and 2-aminomethylpyridodioxane, resp., are described as inhibitors of Ras protein farnesyltransferase (FTase). Of the sixteen compounds, resulting from the substitution pattern of benzamide and the configuration of the two stereocenters, seven inhibited FTase activity with potencies in the nanomolar range. They were all 2-oxymethylpyridodioxane ethers and, among them, the four o-tolyl substituted stereoisomers also showed micromolar antiproliferative effect on human aortic smooth muscle cells interfering with Ras farnesylation. The docking anal. enlightened significant differences in enzyme interaction between oxymethylpyridodioxane and aminomethylpyridodioxane derivatives

Bioorganic & Medicinal Chemistry Letters published new progress about 165534-79-2. 165534-79-2 belongs to iodides-buliding-blocks, auxiliary class Iodide,Benzene,Ester, name is Dimethyl 2-iodoterephthalate, and the molecular formula is C10H9IO4, HPLC of Formula: 165534-79-2.

Referemce:
https://en.wikipedia.org/wiki/Iodide,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com