Month: December 2022

Sap, Jeroen B. I. published the artcileSynthesis of ¹⁸F-difluoromethylarenes using arylboronic acids, ethyl bromofluoroacetate and [¹⁸F]fluoride, Application In Synthesis of 401-55-8, the publication is Chemical Science (2019), 10(11), 3237-3241, database is CAplus and MEDLINE.

Herein, the radiosynthesis of ¹⁸F-difluoromethylarenes RCHF¹⁸F (R = 4-C₂H₅, 4-OC₆H₅, 3,5-CH₃, etc.) via the assembly of three components, a boron reagent, Et bromofluoroacetate, and cyclotron-produced non-carrier added [¹⁸F]fluoride was reported. The two key steps are a copper-catalyzed cross-coupling reaction, and a Mn-mediated ¹⁸F-fluorodecarboxylation.

Chemical Science 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, Application In Synthesis of 401-55-8.

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

Hawkins, Shirley E. published the artcileNuclear transplantation studies of the action of dimidium bromide on ameba, Product Details of C20H18BrN3, the publication is Nature (London, United Kingdom) (1969), 222(5188), 86-7, database is CAplus and MEDLINE.

During treatment of amebas with 2.5 μg. dimidium bromide (2,7-diamino-9-phenyl-10-methylphenanthridinium bromide) (I)/mL. for 10 days, Amoeba proteus and A. discoides divided 2 and 3 times, resp., after which division ceased until death ∼20 days later. The cytoplasm of either ameba which had been exposed to I was unable to recover on receiving a homologous untreated nucleus. In contrast, an apparently I-inhibited nucleus was able to initiate division upon transplantation into homologous, untreated cytoplasm. Thus, ∼60% of the nuclei from I-treated A. discoides and 75% of those from I-treated A. proteus were able to form clones. Such clone cells derived from A. proteus responded normally (2 divisions) upon subsequent exposure to 2.5 μg. I/mL. Therefore, the target of the lethal effect of dimidium bromide in amebas seemed to be cytoplasmic rather than nuclear.

Nature (London, United Kingdom) published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C20H18BrN3, Product Details of C20H18BrN3.

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

Hawkins, Shirley E. published the artcileCytoplasmic DNA-containing bodies and the response of amebas to dimidium bromide, Application of Dimidium bromide, the publication is Journal of Cell Science (1969), 5(1), 57-63, database is CAplus and MEDLINE.

The growth of Amoeba proteus (TlP) and A. discoides (TlD) in the try panocide dimidium bromide was examined At concentrations of drug between 2 and 4 μg/ml, A. proteus divided twice before inhibition and death. A. discoides was able to undergo an addnl. cycle of division before death. At other concentrations there were no differences in their response. Examination of a clone derived from the microinjection of small quantities of a. discoides cytoplasm into A. proteus revealed that the ability to divide addnl. in dimidium bromide could be transferred. Some other strains of A. proteus (DP, T4P) also resembled A. discoides in their response. All strains able to undergo an addnl. division cycle also possessed cytoplasmic DNA-containing bodies as determined by fluorescence microscopy. The difference in response to dimidium bromide observed in the 2 organisms may be associated with the presence of DNA-containing bodies in the cytoplasm of A. discoides (TlD).

Journal of Cell Science published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C20H18BrN3, Application of Dimidium bromide.

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

Han, Xue S. published the artcileSynthesis of high silicon content SAPO₄-5 using anionic surfactants in a hexanol/aqueous two phase media, Related Products of bromides-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2002), 166-167, database is CAplus and MEDLINE.

High silicon content SAPO₄-5 (up to 0.511 atoms per unit cell) has been synthesized, using sodium 3-bromopropanesulfonate, sodium 1-butanesulfonate, sodium naphthalene-1-sulfonate or sodium n-decyl sulfate as surfactants; the SiO₂ in the reaction gels ranged up to 3.0 (molar ratio), silicon incorporation was confirmed by XRD, XRF, TG-DTA, FT-IR and SEM techniques.

Chemical Communications (Cambridge, United Kingdom) published new progress about 55788-44-8. 55788-44-8 belongs to bromides-buliding-blocks, auxiliary class Bromide,Salt,Aliphatic hydrocarbon chain,Aliphatic hydrocarbon chain, name is Sodium 3-bromopropane-1-sulfonate, and the molecular formula is C3H6BrNaO3S, Related Products of bromides-buliding-blocks.

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

Schluetter, Florian published the artcileSynthesis and Characterization of New Self-Assembled Metallo-Polymers Containing Electron-Withdrawing and Electron-Donating Bis(terpyridine) Zinc(II) Moieties, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene, the publication is Macromolecules (Washington, DC, United States) (2010), 43(6), 2759-2771, database is CAplus.

A series of rigid π-conjugated bis(terpyridines) (M1-M7) bearing electron-acceptor spacer units in 4′-position was synthesized in moderate to high yields by Pd⁰-catalyzed Sonogashira cross-coupling reactions. The compounds were fully characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental anal. and their photophys. properties were discussed in detail. These new bis(terpyridines) were applied for the self-assembly reaction with Zn^II ions to form metallo-homo polymers (P1-P7). Broadened NMR signals and UV-vis titration experiments confirmed the successful polymerization The electro-optical properties of the materials were investigated in detail. Band gaps up to 2.08 eV and bright blue to orange photoluminescence with quantum yields of 18 to 66% were observed strongly depending on the nature of the π-conjugated bis(terpyridine) system. In combination with electron-donor ditopic terpyridine ligands (MD1 and MD2), two Zn^II random copolymers (R1 and R2) were synthesized. These materials were investigated by UV-vis absorption and photoluminescence experiments in dilute solution and in the solid state, prepared by spin-coating from DMF solutions Thereby, random copolymer R2 featured an energy transfer from the donor to the acceptor part in dilute solution

Macromolecules (Washington, DC, United States) published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Recommanded Product: 2,5-Dibromo-3,4-dinitrothiophene.

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

Luecke, Ana-Luiza published the artcilePalladium complexes of anionic N-heterocyclic carbenes derived from sydnones in catalysis, Quality Control of 52431-30-8, the publication is Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences (2016), 71(6), 643-650, database is CAplus.

The anion of N-phenylsydnone, which can be generated on treatment of N-phenylsydnone with cyanomethyllithium without decomposition, can be represented as tripolar zwitterionic and as anionic N-heterocyclic carbene resonance forms. Its Pd complex was prepared from 4-bromo-3-phenylsydnone and tetrakis(triphenylphosphine)palladium and is active as catalyst in Suzuki-Miyaura reactions. Thus, 2,5-dibromo-3,4-dinitrothiophene was effectively converted into 2,5-diaryl-3,4-dinitrothiophenes with 1-naphthyl-, (4-trifluoromethoxy)phenyl-, [4-(methylsulfanyl)phenyl]- and (biphenyl-4-yl)boronic acid. 3-(Phenanthren-9-yl)quinoline was prepared by Suzuki-Miyaura reaction starting from 3-bromoquinoline. 1-Chloro-2,4-dinitrobenzene cross-coupled with Ph boronic acid, 1-naphthylboronic acid and 9-phenanthrylboronic acid. 4-Bromobenzylic alc. gave (4-isopropylphenyl)methanol on sydnone-Pd complex-catalyzed reaction with iso-Pr boronic acid.

Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences published new progress about 52431-30-8. 52431-30-8 belongs to bromides-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 2,5-Dibromo-3,4-dinitrothiophene, and the molecular formula is C4Br2N2O4S, Quality Control of 52431-30-8.

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

Walls, L. P. published the artcilePotential trypanocides of the N-heterocyclic series. II. Analogs of dimidium bromide, Safety of Dimidium bromide, the publication is Journal of the Chemical Society (1950), 41-7, database is CAplus.

cf. C.A. 42, 4585a. The following phenanthridines were prepared for a study of the correlation of structure with trypanocidal activity. Cyclohexanecarbonyl chloride (26 g.), added to 52 g. 2,4-H₂N(EtO₂CNH)C₆H₃C₆H₄NHCO₂Et-4 (I) in 75 mL. C₅H₅N and heated 15 min. on the steam bath, gives 63 g. 2-cyclohexylcarbonylamino-4, 4′-bis(carbethoxyamino)-biphenyl (II), m. 184-5°. II (63 g.) and 63 mL. POCl₃, heated 45 min. at 130°, give 55 g. 3,8-bis(carbethoxyamino)-6-cyclohexylphenanthridine (III) (C.A. numbering), m. 233-4°; 2 g. III in 15 mL. PhNO₂, treated 10 min. at 170° with 1.2 mL. Me₂SO₄, yielded the H sulfate, yellow, m. 227-8° (decomposition), but not a quaternary salt (probably because of steric hindrance). I (12 g.) in 130 mL. PhCl, treated with 5.5 g. PhCH₂COCl and refluxed 30 min., gives 15.1 g. of the 2-phenylacetamido analog (IV) of II, m. 204-5°; 13.2 g. IV and 40 mL. POCl₃, refluxed 1 h., give 11.4 g. of the 6-benzyl analog (V) of III, m. 259° (decomposition); 10 g. V in 80 mL. PhNO₂ at 170°, treated with 10 mL. Me₂SO₄, heated 3 min. at 160-5°, and 2 N HCl added to the precipitate in H₂O, gives 7.2 g. of the methochloride (VI), bright yellow, m. 254° (decomposition); 7.9 g. VI, 28 mL. concentrated H₂SO₄, and 24 mL. H₂O, heated about 30 min. at 150°, give 5.8 g. 3,8-diamino-6-benzyl-5-methylphenanthridinium bromide, purple, m. 250-2°, highly trypanocidal (Trypanosoma congolense), although less effective than dimidium bromide (VII). I (70.5 g.) and 30 g. 2-thiophenecarbonyl chloride in 300 mL. PhNO₂, heated 2 h. at 150° and left overnight, give 79 g. 2-(2-thenoylamino)-4,4′-bis(carbethoxyamino)biphenyl (VIII), m. 197-8°; 79 mg. VIII and 80 mL. POCl₃, heated 75 min. at 130-5°, give 35 g. of the 6-(2-thienyl) analog of III, pale yellow, m. 229-30° (decomposition), purified through the HCl salt; the methochloride (IX), orange, m. 239° (decomposition); hydrolysis of 11.5 g. IX with H₂SO₄ at 135-40° gives 5.6 g. 3, 8-diamino-6-(2-thienyl)-5-methylphenanthridinium bromide, deep purple, m. 256° (decomposition); this is a more effective trypanocide than VII. I (75 g.) and 39 g. 5-nitro-2-furoyl chloride in 150 mL. C₅H₅N give 95 g. of the 3-(5-nitro-2-furoylamino) analog (X) of II, yellow brown, m. 223-5°; 95 g. X yields 15.5 g. of the 6-(5-nitro-2-furyl) analog of III, with C₅H₅N of crystallization (lost at 125°), yellow-brown, m. 286-8° (decomposition); attempts to form quaternary salts caused profound decomposition I (27.5 g.) yields 27 g. of the 3-(3-pyridyl-carbonylamino) analog (XI) of II, m. 228-9° (decomposition) [methiodide, m. 162° (decomposition)]. XI (46 g.), 46 mL. POCl₃, and 46 mL. PhNO₂, heated 1 h. at 130°, give 9 g. of the 6-(3-pyridyl) analog (XII) of III, m. 196-8° (decomposition). XII (10.6 g.), 11 mL. MeI, and 50 mL. dioxane, refluxed 1 h. and the resulting gum in 250 mL. hot H₂O containing a little AcOH treated with 2-C₁₀H₇SO₃H, give 9.9 g. of the 1′-(metho-2-naphthalenesulfonate) 5-(2-naphthalenesulfonate), m. 228-9° (decomposition); boiled with aqueous AcONa it yields the 1′-(metho-2-naphthalenesulfonate), yellow, m. 142° (decomposition); this is probably the pyridinium salt and not the phenanthridinium salt. Attempts to hydrolyze the urethane groups did not lead to crystalline products. I (24 g.) yields 21.5 g. of the 3-(5,6-dihydro-3-pyranylcarbonylamino) analog of II, m. 186-8°; this affords 15% of the 6-(5,6-dihydro-3-pyranyl) analog of III, m. 215-16° [(methochloride, yellow, m. 260° (decomposition)]; this could not be hydrolyzed without attack of the dihydropyran ring. I (69 g.) and 42 g. 4-O₂N-C₆H₄COCl in 280 mL. PhNO₂, heated 30 min. at 150°, give 84 g. 2-(p-nitrobenzamido)-4,4′-bis(carbethoxyamino)-biphenyl (XIII), yellow, m. 202°; 80 g. XIII with POCl₃ gives 46 g. 3,8-bis(carbethoxyamino)-6-(p-nitrophenyl)-phenanthridine (XIV), yellow, m. about 247° (decomposition). XIV (82 g.) and 70 mL. Me₂SO₄ in 500 mL. PhNO₂ give 96 g. 3,8-bis(carbethoxyamino)-6-(p-nitrophenyl)-5-methylphenanthridinium Me sulfate, orange, m. about 240-1° (decomposition); hydrolysis with H₂SO₄ (d. 1.66) (30 min. at 125-30°) gives 51.5 g. 3, 8-diamino-6-(p-nitrophenyl)-5-methylphenanthridinium chloride (XV), dark purple, m. about 235° (decomposition). XV (5 g.) in 50 mL. AcOH, heated 30 min. on the steam bath with 10 mL. Ac₂O, gives 4.7 g. of the di-Ac derivative (XVI), orange, m. above 300°. Reduction of XVI with Fe and H₂O was unsatisfactory; however, a 30% excess of Fe(OH)₂ (30 min. on the water bath) gives a nearly quant. yield of the 6-(p-aminophenyl) analog (XVII) of XVI, yellow, m. about 280-1° (decomposition); 6.05 g. XVII and 60 mL. 2 N HCl, refluxed 1 h., give 4.7 g. 3,8-diamino-6-(p-aminophenyl)-5-methylphenanthridinium chloride (XVIII), dark red, m. about 240° (decomposition); reduction of 30.5 g. XV with Fe(OH)₂ gives 26.2 g. XVIII. 2,4-H₂N(O₂N) C₆H₃-C₆H₄NO₂-4 and 4-O₂NC₆H₄COCl in boiling PhNO₂ give a nearly quant. yield of 3-(p-nitrobenzamido)-1,4′-dinitrobiphenyl, yellow, m. 234°; with POCl₃ in PhNO₂ there results a nearly quant. yield of 3,8-dinitro-6-(p-nitrophenyl)phenanthridine (XIX), cream, m. 356-8°; it does not yield quaternary salts; 5 g. XIX in 125 mL. EtOH, treated with 25 mL. concentrated HCl and 30 g. SnCl₂2H₂O and refluxed 2 h., gives 3, 8-diamino-6-(p-amino-phenyl)phenanthridine, yellow, m. 246°, devoid of trypanocidal activity; the tri-Ac derivative (cream, m. 312°) with Me₂SO₄ in PhNO₂ at 180° gives a rather poor yield of 3,4′, 8-triacetamido-6-phenyl-5-methylphenanthridinium sulfate, orange, m. 248° (decomposition); hydrolysis with 10% MeOH-HCl gives XVIII. Both XV and XVIII are highly trypanocidal, the former being at least equal to VII in T. congolense infections in mice and dogs and the latter markedly more active and somewhat less (acutely) toxic. XVIII is also highly active in T. rhodesiense infections in mice; in this respect it much exceeds any other phenanthridinium compound yet investigated, being as active as pentamidine although more toxic. 2-(p-Methoxybenzamido)-4,4′-bis(carbethoxyamino)biphenyl (m. about 100-5°) yields 3,8-bis (carbethoxyamino)-6-(p-methoxyphenyl) phenanthridine, m. 190-2° (decomposition); methosulfate, deep yellow, m. about 230° (decomposition); the hydrolysis product could not be obtained crystalline, probably because of simultaneous hydrolysis of the MeO group. 3,8-Diamino-6-phenylphenanthridine (10 g.) and 18 g. anhydrous Na₂CO₃, refluxed 8 h. in 100 mL. MeOH, 24 mL. H₂O, and 30 mL. MeI, give 14 g. 6-phenylphenanthridine-3,8-bis(trimethyl-ammonium iodide), m. 255° (decomposition); heated 30 min. at 180°, it yields 3, 8-bis(dimethylamino)-6-phenyl-5-methylphenanthridinium iodide, black, m. 260-2° (decomposition); the corresponding bromide is purple and possesses the high antibacterial activity in vitro characteristic of phenanthridinium salts, but both salts are practically inactive against trypanosomes. This suggests that H bonding, or some other reaction between drug and substrate not possible with a tertiary amine, is associated with the trypanocidal action of VII and its analogs.

Journal of the Chemical Society published new progress about 518-67-2. 518-67-2 belongs to bromides-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Salt,Amine,Benzene, name is Dimidium bromide, and the molecular formula is C6H8O6, Safety of Dimidium bromide.

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

Serra, Jordi published the artcileOxidant-Free Au(I)-Catalyzed Halide Exchange and C_sp2-O Bond Forming Reactions, COA of Formula: C7H8BBrO3, the publication is Journal of the American Chemical Society (2015), 137(41), 13389-13397, database is CAplus and MEDLINE.

Au has been demonstrated to mediate a number of organic transformations through the utilization of its π Lewis acid character, Au(I)/Au(III) redox properties or a combination of both. As a result of the high oxidation potential of the Au(I)/Au(III) couple, redox catalysis involving Au typically requires the use of a strong external oxidant. This study demonstrates unusual external oxidant-free Au(I)-catalyzed halide exchange (including fluorination) and C_sp2-O bond formation reactions utilizing a model aryl halide macrocyclic substrate. Addnl., the halide exchange and C_sp2-O coupling reactivity could also be extrapolated to substrates bearing a single chelating group, providing further insight into the reaction mechanism. This work provides the first examples of external oxidant-free Au(I)-catalyzed carbon-heteroatom cross-coupling reactions.

Journal of the American Chemical Society published new progress about 89694-44-0. 89694-44-0 belongs to bromides-buliding-blocks, auxiliary class Bromide,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is 2-Bromo-5-methoxybenzene boronic acid, and the molecular formula is C14H10N2O, COA of Formula: C7H8BBrO3.

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

Cho, Young Shin published the artcileConformational Refinement of Hydroxamate-Based Histone Deacetylase Inhibitors and Exploration of 3-Piperidin-3-ylindole Analogues of Dacinostat (LAQ824), Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene, the publication is Journal of Medicinal Chemistry (2010), 53(7), 2952-2963, database is CAplus and MEDLINE.

A series of conformationally restrained HDAC inhibitors based on the hydroxamic acid dacinostat (LAQ824) was prepared Several scaffolds with improved biochem. and cellular potency, as well as attenuated hERG inhibition, were identified, suggesting that the introduction of mol. rigidity is a viable strategy to enhance HDAC binding and mitigate hERG liability. Further SAR studies around a 3-piperidin-3-ylindole moiety resulted in the discovery of compound I, for which a unique conformation was speculated to contribute to overcoming increased lipophilicity and attenuating hERG binding. Separation of racemic I afforded its R-enantiomer, which demonstrated improved potency in both enzyme and cellular assays compared to dacinostat.

Journal of Medicinal Chemistry published new progress about 76283-09-5. 76283-09-5 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzyl bromide,Benzene, name is 4-Bromo-1-(bromomethyl)-2-fluorobenzene, and the molecular formula is C7H5Br2F, Application of 4-Bromo-1-(bromomethyl)-2-fluorobenzene.

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

Smith, J. Anthony published the artcileAcridones and Quinacridones: Novel Fluorophores for Fluorescence Lifetime Studies, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Journal of Fluorescence (2004), 14(2), 151-171, database is CAplus and MEDLINE.

Two new families of fluorescent probe, acridones and quinacridones, whose fluorescence lifetime can be altered to produce a range of lifetimes from 3 ns to 25 ns are described. Both families of fluorophore have fluorescence lifetimes which are unaffected by pH in the range of 5 to 9 and show a marked resistance to photobleaching. The probes have been modified to allow them to be attached to biomols. and the labeling of a neuropeptide (substance P) is described. The labeled peptides have the same fluorescence lifetime as the free fluorophore. Quinacridone, with an emission around 550 nm offers a long fluorescence lifetime, photostable alternative to fluorescein.

Journal of Fluorescence published new progress about 111865-47-5. 111865-47-5 belongs to bromides-buliding-blocks, auxiliary class Benzenes, name is Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, and the molecular formula is C6H12N2O, Safety of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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