Month: November 2022

Freese, Tyll published the artcileAnionic N-heterocyclic carbenes derived from sydnone imines such as molsidomine. Trapping reactions with selenium, palladium, and gold, SDS of cas: 52431-30-8, the publication is Tetrahedron (2017), 73(36), 5350-5357, database is CAplus.

The sydnone imines Molsidomine and 5-(benzoylimino)-3-(2-methoxyphenyl)-1,2,3-oxadiazolium-2-ide gave anionic N-heterocyclic carbenes on deprotonation at C4 which were trapped as methylated selenium adducts, gold complexes (x-ray anal.) as well as palladium complexes (x-ray anal.). The ¹³C NMR resonance frequencies of the carbene carbon atom are extremely shifted upfield and appear at δ = 142.1 ppm (Molsidomine carbene) and δ = 159.8 ppm (sydnone imine carbene). The Pd complexes were applied as catalysts in Suzuki-Miyaura and Sonogashira-Hagihara cross-coupling reactions.

Tetrahedron 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, SDS of cas: 52431-30-8.

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

Kulhanek, Jiri published the artcile3,4-Dinitrothiophene as a central unit of quadrupolar push-pull-push systems, Related Products of bromides-buliding-blocks, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2017), 53(1), 46-53, database is CAplus.

A series of quadrupolar D-π-A-π-D mols. bearing methoxythiophene terminal donor and systematically enlarged/varied π-linkers, e.g., I was synthesized by employing cross-coupling and Knoevenagel reactions. 3,4-Dinitrothiophene was utilized as a central acceptor unit in quadrupolar D-π-A-π-D push-pull-push chromophores. Optical properties were studied by electronic absorption spectra. Fundamental optoelectronic properties were investigated by semiempirical PM7 calculations It was shown that by varying the p-conjugated system the longest wavelength absorption maxima could be shifted from 341 to 489 nm. The calculated HOMO-LUMO gaps were found within the range of 6.69-7.29 eV, while the second-order mol. polarizabilities could be tuned from 0.038 to 1.578 × 10-27 esu.

Chemistry of Heterocyclic Compounds (New York, NY, 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, Related Products of bromides-buliding-blocks.

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

Wang, Pingyuan published the artcileSynthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators, Application In Synthesis of 401-55-8, the publication is Journal of Medicinal Chemistry (2020), 63(10), 5159-5184, database is CAplus and MEDLINE.

EPAC plays a central role in various biol. functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, the synthesis and biochem. evaluation of a series of non-cyclic nucleotide EPAC1 activators is reported. Several potent EPAC1 binders were identified, e.g., I, which promote EPAC1 GEF activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity towards EPAC over PKA and GPCRs. Moreover, four compounds exhibited improved selectivity towards activation of EPAC1 over EPAC2 in cells. Of these, I was found to robustly inhibit IL-6-activated STAT3 and subsequent induction of the pro-inflammatory VCAM1 cell adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacol. tools for elucidation of EPAC function as well as promising drug leads for the treatment of relevant human diseases.

Journal of Medicinal 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 C19H15NO3, Application In Synthesis of 401-55-8.

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

Wang, Bing Hui published the artcileInhibition of eukaryote protein kinases by isoquinoline and oxazine alkaloids, SDS of cas: 518-67-2, the publication is Planta Medica (1997), 63(6), 494-498, database is CAplus and MEDLINE.

The aporphine isoquinoline alkaloid apomorphine is a potent inhibitor of the catalytic subunit (cAK) of rat liver cAMP-dependent protein kinase (PKA), myosin light chain kinase (MLCK), and Ca²⁺– and phospholipid-dependent protein kinase C (PKC) (IC₅₀ values 1, 11, and 8 μM, resp.). However, a number of O-methylated analogs of apomorphine are inactive or poor inhibitors of cAK. The benzophenanthridine isoquinoline alkaloid sanguinarine is a potent inhibitor of cAK but is a relatively poor inhibitor of PKC (IC₅₀ values 6 and 217 μM, resp.). However a number of methylated analogs of sanguinarine are inactive as cAK inhibitors. The aporphine isoquinoline alkaloids (+)-boldine and bulbocapnine are noncompetitive inhibitors of MLCK with respect to both peptide substrate and ATP. The inhibition of cAK, MLCK, and PKC by apomorphine and sanguinarine is competitive with respect to ATP as substrate. The oxazine alkaloids darrow red, nile blue A, and oxazine 170 are variously effective as inhibitors of cAK, MLCK, PKC, and CDPK (IC₅₀ values 4-65 μM). Ca²⁺ binds to apomorphine and (+)-boldine which, together with nile blue A and oxazine 170, are potent inhibitors of calmodulin (CaM)-dependent MLCK (IC₅₀ values 11, 12, 4, and 7 μM, resp.), and interact with dansyl-CaM.

Planta Medica 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 C3H5BN2O2, SDS of cas: 518-67-2.

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

Ding, Hairong published the artcileCompeting hydrogen bonding and halogen bonding interactions in crystal engineering: A case study of bi-functional donor molecules, Synthetic Route of 1998-61-4, the publication is Chemical Physics (2014), 30-37, database is CAplus.

Based on the recent determined co-crystals of a set of bi-functional donor mols. with two isomeric sym. acceptors, the competition between hydrogen bonding and halogen bonding interactions in crystal engineering was studied in this work using the M06-2x and ωB97XD methods. The preference of the occurrence of secondary weak interactions was observed in hydrogen-bonded complexes. Hydrogen bonding interactions are predicted to be much stronger than corresponding halogen bonding interactions. No obvious difference was found between the systems of the two acceptors under study. The model complexes, in which hydrogen bonds and halogen bonds coexist, show additivity. Finally, a comparison between theor. results and exptl. observations was presented, and the implications of the calculations on the supermol. assemblies based on the two interactions were also discussed.

Chemical Physics published new progress about 1998-61-4. 1998-61-4 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Benzene,Phenol, name is 4-Bromo-2,3,5,6-tetrafluorophenol, and the molecular formula is C6HBrF4O, Synthetic Route of 1998-61-4.

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

Xiao, Yang published the artcileThermally stable red electroluminescent hybrid polymers derived from functionalized silsesquioxane and 4,7-bis(3-ethylhexyl-2-thienyl)-2,1,3-benzothiadiazole, Synthetic Route of 303734-52-3, the publication is Journal of Polymer Science, Part A: Polymer Chemistry (2009), 47(21), 5661-5670, database is CAplus.

Hyperbranched organic-inorganic hybrid conjugated polymers P1 and P2 were prepared via FeCl₃-oxidative polymerization of 4,7-bis(3-ethylhexyl-2-thienyl)-2,1,3-benzothiadiazole (A) and octa(3-ethylhexyl-2-thienyl-phenyl)polyhedral oligomeric silsesquioxane (POSS) (B) at different POSS concentrations Compared to linear polymer PM derived from A, P1, and P2 exhibit much higher PL quantum efficiency (ϕ_PL-f) in condensed state with improved thermal stability. ϕ_PL-f of P1 and P2 increased by 80% and 400%, and the thermal degradation temperatures of P1 and P2 are increased by 35° and 46°, resp. Light-emitting diodes were fabricated using P1, P2, and PM. While the electroluminescent spectra of both P1 and PM show λ_max at 660 nm, P1 exhibits a much narrower EL spectrum and higher electroluminescence (∼500%) compared with PM at a same voltage and film thickness. The maximum current efficiency of P1 is more than seven times of that of PM. The turn-on voltages of the LEDs are in the order of P2>PM>P1. LED prepared by blending P1 with MEH-PPV shows a maximum luminescence of 2.6 × 10³ cd/m² and a current efficiency of 1.40 cd/A, which are more than twice (1.1 × 10³ cd/m²) and five times (0.27 cd/A) of LED of PM/MEH-PPV blend, resp.

Journal of Polymer Science, Part A: Polymer Chemistry published new progress about 303734-52-3. 303734-52-3 belongs to bromides-buliding-blocks, auxiliary class Thiophene,Bromide, name is 2-Bromo-3-(2-ethylhexyl)thiophene, and the molecular formula is C14H31NO2, Synthetic Route of 303734-52-3.

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

Liu, Chang-chun published the artcileFacile synthesis of 3,4-dihydroxybenzaldehyde in ionic liquid, Application of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide, the publication is Gaoxiao Huaxue Gongcheng Xuebao (2011), 25(4), 724-728, database is CAplus.

A facile one-pot method for synthesis of 3,4-dihydroxybenzaldehyde (I) from p-hydroxybenzaldehyde (II) via bromination and hydrolysis in ionic liquid was studied. Under the conditions of the molar ratio of II/ionic liquid 1-butyl-3-methylimidazolium tribromide ([bmim]Br₃) 1:1, reaction temperature 20°, reaction time 30 min and solvent-free, the II was brominated with ionic liquid [bmim]Br₃ to give 3-bramo-4-hydroxybenzaldehyde with 99.7% selectivity; and then without separation, the product of bromination was further hydrolyzed with NaOH aqueous solution in ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br), which is formed from [bmim]Br₃ after the process of bromination, to form I with 84.7% yield and 99.3% purity under the conditions as follows: the NaOH dosage is 1.25 mol/(mol II)^-1, reaction temperature is 100° and reaction time is 2 h. The ionic liquid can be reused at least six times without significant decrease of the yield and purity of I. This method has the advantages of convenience, mild reaction conditions, good yield, high selectivity, solvent-free and environmental friendliness.

Gaoxiao Huaxue Gongcheng Xuebao 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 C10H16Br3N, Application of Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide.

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

He, Guohang published the artcileFacile synthesis of poly(BODIPY)s via solid state polymerization and application in temperature sensor, Name: 1-Bromooctane, the publication is Polymer (2022), 124514, database is CAplus.

Several 3,5-dibromo substituted BODIPY (4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacene) derivatives were rationally designed and investigated as potential candidates to perform solid state polymerization (SSP). Compared with the traditional systems of thiophene and diacetylene families, which were successfully applied in SSP, SSP has been expanded to the BODIPY system in this article. In addition, crystallog. data of BODIPY derivative was derived to analyze the reasonable path of SSP, which could further explore the mechanism of SSP. Furthermore, the relationship between fluorescence intensity of BODIPY after SSP and temperature was established, which could apply this material in temperature fluorescence sensor with outstanding relative sensitivity (S_r) of 0.898% K^-1. Our work has been proved to pave the way to explore more conjugated systems by using SSP method and enrich SSP database systematically.

Polymer 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

Behnke, Nicole Erin published the artcileTitanium-Mediated Synthesis of Spirocyclic NH-Azetidines from Oxime Ethers, Related Products of bromides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2019), 58(40), 14219-14223, database is CAplus and MEDLINE.

The Ti^IV-mediated synthesis of spirocyclic NH-azetidines from oxime ethers using either an alkyl Grignard reagent or terminal olefin ligand exchange coupling partner is described. Through a proposed Kulinkovich-type mechanism, a titanacyclopropane intermediate forms and serves as a 1,2-aliphatic dianion equivalent, inserting into the 1,2-dielectrophilic oxime ether to ultimately give rise to the desired N-heterocyclic four-membered ring. This transformation proceeds in moderate yield to furnish previously unreported and structurally diverse NH-azetidines in a single step. Thus, e.g., cyclohexanone O-methyloxime + phenethylmagnesium bromide → I (51%) in presence of Ti(Oi-Pr)₄ in Et₂O.

Angewandte Chemie, International Edition published new progress about 1997-80-4. 1997-80-4 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,Benzene, name is 1-(2-Bromoethyl)-3-(trifluoromethyl)benzene, and the molecular formula is C9H8BrF3, Related Products of bromides-buliding-blocks.

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

Liu, Zhuo published the artcilePh₃P⁺CF₂CO^–₂ as an F^– and :CF₂ source for trifluoromethylthiolation of alkyl halides, COA of Formula: C8H6BrF3S, the publication is Chinese Chemical Letters (2019), 30(3), 714-716, database is CAplus.

Trifluoromethylthiolation of alkyl halides RX (R = naphthalen-1-ylethyl, 5-chlorobenzothiophen-3-yl, phenylpropyl, etc.; X = Br, Cl) by using Ph₃P⁺CF₂CO^–₂ as a fluoride and difluorocarbene source has been described. Difluorocarbene is a versatile intermediate, but its side reactions are usually ignored and byproducts would therefore be discarded. In this work, side reaction of difluorocarbene and generation of a fluoride anion from the difluorocarbene were developed into a synthetic tool. Although the trifluoromethylthiolation reaction involved multi-sequential steps, the cleavage of C-F bond and the formation of CF₂=S bond, F-C(S)F₂ bond, and C-SCF₃ bond were proceeded fast and completed within 10 min.

Chinese Chemical Letters published new progress about 21101-63-3. 21101-63-3 belongs to bromides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Bromide,sulfides,Benzyl bromide,Benzene, name is (4-(Bromomethyl)phenyl)(trifluoromethyl)sulfane, and the molecular formula is C8H6BrF3S, COA of Formula: C8H6BrF3S.

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