Month: November 2022

Boardman, Larry D. published the artcileMetal promoted cyclization. 5. Mechanistic duality in cycloalkylation of alkenylmetal derivatives, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of the American Chemical Society (1984), 106(20), 6105-7, database is CAplus.

Cycloalkylation of ω-halo-1-alkenylmetals can proceed by either a σ- or a π-type cyclization process. The σ-process, observed with alkenyllithium derivatives, is applicable to the formation of four- through seven-membered cycloalkenes. It does not require the second metal, e.g., Si, but requires the cis relationship between Li and the cyclizing moiety, and is regiospecific. The required (Z)-1-iodo-ω-bromo-1-alkenes may conveniently be prepared via carbometalation of alkynes with alkenylmetals followed by iodinolysis, treatment with (Me₂CHCH₂)₃Al-Cl₂ZrCp₂, and brominolysis with NBS. On the other hand, the π-process, observed with 1,1-dimetallo-ω-halo-1-alkenes (I, M¹ = Al, Zn, Zr, Si; M² = Si, Zn, Al, Zr; R = H, alkyl; X = halo) has been applied to the synthesis of three-, four-, and six-membered cycloalkenes, the relative ease of cyclization being 3, 4 ≫ 5 < 6. This process seems to require two metals, but the alkene geometry is unimportant. It can be regioselective but nonregiospecific.

Journal of the American Chemical Society published new progress about 69361-41-7. 69361-41-7 belongs to bromides-buliding-blocks, auxiliary class PROTAC Linker,Aliphatic Linker, name is (4-Bromobut-1-yn-1-yl)trimethylsilane, and the molecular formula is C7H13BrSi, Safety of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Alonso, Diego A. published the artcile3,5-Bis(trifluoromethyl)phenyl sulfones in the synthesis of 3,5-disubstituted cyclopent-2-enones, Category: bromides-buliding-blocks, the publication is ARKIVOC (Gainesville, FL, United States) (2007), 243-262, database is CAplus.

3,5-Bis(trifluoromethyl)phenyl sulfones {BTFP sulfones; 3,5-(CF₃)₂C₆H₃S(O)₂CH₂R; R = Ph, C₆H₄NO₂-4, CO₂ⁱPr, CN, P(O)(OEt)₂; 1a–e}, easily synthesized from 3,5-bis(trifluoromethyl)benzenethiol, react under PTC with (Z)-1,4-dichloro-2-butene to afford the cyclopentenyl sulfones {3; 4-(3,5-(CF₃)₂C₆H₃S(O)₂)-4-Rcyclopentene}, which suffer further diastereoselective alkene epoxidation with MCPBA giving BTFP sulfonyl cyclopentene oxides with the dominant isomer having the sulfonyl away from the oxygen bridge in good yields. These epoxides are convenient precursors of 3,5-disubstituted cyclopent-2-enones (e.g. 5-bromo-3-phenyl-2-cyclopenten-1-one), which result from epoxide ring-opening with different nucleophiles and final successive oxidation-BTFP sulfinate elimination.

ARKIVOC (Gainesville, FL, United States) published new progress about 66197-72-6. 66197-72-6 belongs to bromides-buliding-blocks, auxiliary class Aliphatic Chain, name is Diethyl (bromomethyl)phosphonate, and the molecular formula is C5H12BrO3P, Category: bromides-buliding-blocks.

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

Mashat, Khlood H. published the artcileSynthesis, structures, DNA-binding and anticancer activities of some copper(I)-phosphine complexes, Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), the publication is Polyhedron (2019), 164-172, database is CAplus.

Copper(I) complexes with a phenanthroline-phosphine set of ligands were synthesized by refluxing methanolic solutions of CuBr₂ with at least a four fold molar excess of the phosphine ligands, followed by the treatment of the formed {CuBr(PR₃)₃ complexes [R = Ph (1a), 4-fluorophenyl (1b), cyclohexyl (1c) or 4-methoxyphenyl (1d)]} with 1 molar equivalent of 1,10-phenanthroline in DCM. The tris(4-methoxyphenyl)phosphine ligand afforded [Cu(P[C₆H₄-4-OMe]₃)₂(phen)]Br (2d), while the other phosphines produced complexes CuBr(PR₃)(phen) [R = Ph (2a), 4-fluorophenyl (2b) or cyclohexyl (2c)]. The new complexes were characterized by elemental anal., ³¹P NMR spectroscopy and mass spectrometry. Addnl. confirmation of the structures of 1b, 2b, 2c and 2d were determined by single crystal x-ray diffraction. A DNA-binding study of the complexes 2a–2d against ct-DNA showed binding constant values that correspond to the intercalation mode of binding. The notable variations in the binding constants of the complexes suggest some contribution from the phosphine ligands. The lipophilicity of the complexes was evaluated theor. and the calculated log P value of complex 2d is pos. and high, being in the same range of relatively easy membrane penetrating drugs. The calculated log P values of complexes 2a–2c are neg., indicating a low membrane permeability. Complexes 2a–2d were examined against four different cancer cell lines. The choice of the phosphine ligand appears to influence the copper(I)-phosphine anticancer activities against the different cancer cell lines. The data suggested that complexes 2a and 2d show potential anticancer activity against prostate and breast cancers. The four copper complexes were docked against four different proteins associated with prostate or breast cancers activities, highlighting some of the structural-DNA interactions.

Polyhedron published new progress about 25753-84-8. 25753-84-8 belongs to bromides-buliding-blocks, auxiliary class Copper, name is Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I), and the molecular formula is C30H24BrCuN2P, Recommanded Product: Bromo(1,10-phenanthroline)(triphenylphosphine)copper(I).

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

Wang, Kai published the artcileSolvent Annealing Effects in Dithieno[3,2-b:2′,3′-d]pyrrole-5,6-Difluorobenzo[c][1,2,5]thiadiazole Small Molecule Donors for Bulk-Heterojunction Solar Cells, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene, the publication is Chemistry of Materials (2016), 28(15), 5415-5425, database is CAplus.

Low-bandgap small mol. (SM) donors that can be solution-processed with fullerene acceptors (e.g., PC₆₁/₇₁BM) are proving to be particularly promising in bulk-heterojunction (BHJ) solar cells. Compared to their π-conjugated polymer counterparts, SM donors are well-defined (monodisperse) and more synthetically modular, with relatively wide ranges of bandgaps that can be achieved in stepwise couplings of various donor and acceptor motifs. However, the optimization of SM-fullerene morphologies and BHJ device efficiencies relies more specifically on the use of processing additives, postprocessing thermal, or solvent vapor annealing (SVA) approaches, and achieving adequate interpenetrating networks and structural order in BHJ thin films can be challenging. In this report, we examine the correlated effects of mol. structure and postprocessing SVA on the BHJ solar cell performance of a set of π-extended SM donors composed of dithieno[3,2-b:2′,3′-d]pyrrole (DTP) and 5,6-difluorobenzo[c][1,2,5]thiadiazole ([2F]BT) units. In these systems (SM1-SM3), the introduction of addnl. alkyl substituents and unsubstituted thiophene rings on the peripheral unit groups critically impacts the effects of SVA steps on BHJ solar cell efficiency. We show that the more π-extended and alkyl-substituted analog SM3 stands out, with BHJ device efficiencies of ∼6% obtained from SVA with CS₂, while SVA-treated SM3-based active layers also show the most favorable ordering and carrier mobility patterns. However, unlike numbers of SM donors reported in recent years, DTP-[2F]BT SM analogs are in general not prone to dramatic performance variations in BHJ thin films cast with processing additives. Our results indicate that the role of SVA steps is not independent of the mol. structure of the SM donors used in the BHJ solar cells.

Chemistry of Materials 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 C3H5F3O, Recommanded Product: 2-Bromo-3-(2-ethylhexyl)thiophene.

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

Zhang, Yanbing published the artcileNear-Infrared Fluorescent Thienothiadiazole Dyes with Large Stokes Shifts and High Photostability, Formula: C4Br2N2O4S, the publication is Journal of Organic Chemistry (2017), 82(11), 5597-5606, database is CAplus and MEDLINE.

A series of near-IR (NIR) organic emissive materials were synthesized and the photophys. properties analyzed. The donor-acceptor-donor materials were designed with thienopyrazine and thienothiadiazole acceptor groups with thiophene-, furan-, and triphenylamine-based donor groups. The absorption and emission spectra were found to be widely tunable on the basis of the donor and acceptor groups selected. Computational anal. confirms these materials undergo an intramol. charge-transfer event upon photoexcitation. Large Stokes shifts of ∼150 nm were observed and rationalized by computational anal. of geometry changes in the excited state. Fluorescence studies on the dye series reveal maximum peak emission wavelengths near 900 nm and a quantum yield exceeding 16% for 4,6-bis(2-thienyl)thieno[3,4-c][1,2,5]thiadiazole. Addnl., several dyes were found to have reasonable quantum yields within this NIR region (>1%), with emission wavelengths reaching 1000 nm at the emission curve onset. Photostability studies were conducted on these materials in an ambient oxygen environment, revealing excellent stability in the presence of oxygen from all the dyes studied relative to a benchmark cyanine dye (ICG) during photoexcitation with exceptional photostability from the 4,6-bis(5′-dodecyl-[2,2′-bithiophene]-5-yl)thieno[3,4-c][1,2,5]thiadiazole derivative

Journal of Organic Chemistry 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 C5H10O, Formula: C4Br2N2O4S.

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

Gopalsamy, Ariamala published the artcilePF-07059013: A Noncovalent Modulator of Hemoglobin for Treatment of Sickle Cell Disease, Name: 2-Amino-5-bromo-3-fluorobenzaldehyde, the publication is Journal of Medicinal Chemistry (2021), 64(1), 326-342, database is CAplus and MEDLINE.

Sickle cell disease (SCD) is a genetic disorder caused by a single point mutation (β6 Glu → Val) on the β-chain of adult Hb (HbA) that results in sickled Hb (HbS). In the deoxygenated state, polymerization of HbS leads to sickling of red blood cells (RBC). Several downstream consequences of polymerization and RBC sickling include vaso-occlusion, hemolytic anemia, and stroke. We report the design of a noncovalent modulator of HbS, clin. candidate PF-07059013 (23). The seminal hit mol. was discovered by virtual screening and confirmed through a series of biochem. and biophys. studies. After a significant optimization effort, we arrived at 23, a compound that specifically binds to Hb with nanomolar affinity and displays strong partitioning into RBCs. In a 2-wk multiple dose study using Townes SCD mice, 23 showed a 37.8% (±9.0%) reduction in sickling compared to vehicle treated mice. 23 (PF-07059013) has advanced to phase 1 clin. trials.

Journal of Medicinal Chemistry published new progress about 906811-51-6. 906811-51-6 belongs to bromides-buliding-blocks, auxiliary class Fluoride,Bromide,Amine,Benzene,Aldehyde, name is 2-Amino-5-bromo-3-fluorobenzaldehyde, and the molecular formula is C7H5BrFNO, Name: 2-Amino-5-bromo-3-fluorobenzaldehyde.

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

Hailu, Hillete published the artcileVariable denticity of a multidentate terthiophene derivative towards Ni(II) and Zn(II) – structural studies, Synthetic Route of 52431-30-8, the publication is Bulletin of the Chemical Society of Ethiopia (2011), 25(2), 221-231, database is CAplus.

A multidentate ligand, 3,4-bis(2-iminomethylphenol)-2,2′:5,2″-terthiophene (L), was synthesized by the condensation of 3,4-diamino-2,2′:5,2″-terthiophene and salicylaldehyde. The ligand and Ni(II) and Zn(II) complexes were synthesized and characterized by IR, NMR, UV-visible, AAS, MS, molar conductivity and magnetic susceptibility measurements. The ligand behaves as neutral ONS-ONS bis-chelant towards Ni(II) in [Ni₂LCl₄(H₂O)₂]·4H₂O and as dibasic ONNO donor towards Zn(II) in [ZnL(NH₃)₂]. The dinuclear Ni(II) complex exhibits subnormal magnetic moment at room temperature due to metal-metal interaction through extended conjugation. The participation of the ring sulfur in bonding towards Ni(II) and the non-participation of the same towards Zn(II) are notable features. Octahedral geometries are proposed for both complexes. Cyclic voltammetric studies revealed electrochem. polymerization of the free ligand (L) but not of the Ni(II) and Zn(II) complexes.

Bulletin of the Chemical Society of Ethiopia 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, Synthetic Route of 52431-30-8.

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

Zhang, Dapeng published the artcileThe Unexpected Importance of the Primary Structure of the Hydrophobic Part of One-Component Ionizable Amphiphilic Janus Dendrimers in Targeted mRNA Delivery Activity, Safety of 1-Bromododecane, the publication is Journal of the American Chemical Society (2022), 144(11), 4746-4753, database is CAplus and MEDLINE.

Viral and synthetic vectors for delivery of nucleic acids impacted genetic nanomedicine by aiding the rapid development of the extraordinarily efficient Covid-19 vaccines. Access to targeted delivery of nucleic acids is expected to expand the field of nanomedicine beyond most expectations. Both viral and synthetic vectors have advantages and disadvantages. The major advantage of the synthetic vectors is their unlimited synthetic capability. The four-component lipid nanoparticles (LNPs) are the leading nonviral vector for mRNA used by Pfizer and Moderna in Covid-19 vaccines. Their synthetic capacity inspired us to develop a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA. The first experiments on IAJDs provided, through a rational-library design combined with orthogonal-modular accelerated synthesis and sequence control in their hydrophilic part, some of the most active synthetic vectors for the delivery of mRNA to lung. The second experiments employed a similar strategy, generating, by a less complex hydrophilic structure, a library of IAJDs targeting spleen, liver, and lung. Here, we report preliminary studies designing the hydrophobic region of IAJDs by using dissimilar alkyl lengths and demonstrate the unexpectedly important role of the primary structure of the hydrophobic part of IAJDs by increasing up to 90.2-fold the activity of targeted delivery of mRNA to spleen, lymph nodes, liver, and lung. The principles of the design strategy reported here and in previous publications indicate that IAJDs could have a profound impact on the future of genetic nanomedicine.

Journal of the American Chemical Society published new progress about 143-15-7. 143-15-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Aliphatic hydrocarbon chain, name is 1-Bromododecane, and the molecular formula is C7H7ClN2S, Safety of 1-Bromododecane.

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

Zhang, Dapeng published the artcileThe Unexpected Importance of the Primary Structure of the Hydrophobic Part of One-Component Ionizable Amphiphilic Janus Dendrimers in Targeted mRNA Delivery Activity, SDS of cas: 111-83-1, the publication is Journal of the American Chemical Society (2022), 144(11), 4746-4753, database is CAplus and MEDLINE.

Viral and synthetic vectors for delivery of nucleic acids impacted genetic nanomedicine by aiding the rapid development of the extraordinarily efficient Covid-19 vaccines. Access to targeted delivery of nucleic acids is expected to expand the field of nanomedicine beyond most expectations. Both viral and synthetic vectors have advantages and disadvantages. The major advantage of the synthetic vectors is their unlimited synthetic capability. The four-component lipid nanoparticles (LNPs) are the leading nonviral vector for mRNA used by Pfizer and Moderna in Covid-19 vaccines. Their synthetic capacity inspired us to develop a one-component multifunctional sequence-defined ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA. The first experiments on IAJDs provided, through a rational-library design combined with orthogonal-modular accelerated synthesis and sequence control in their hydrophilic part, some of the most active synthetic vectors for the delivery of mRNA to lung. The second experiments employed a similar strategy, generating, by a less complex hydrophilic structure, a library of IAJDs targeting spleen, liver, and lung. Here, we report preliminary studies designing the hydrophobic region of IAJDs by using dissimilar alkyl lengths and demonstrate the unexpectedly important role of the primary structure of the hydrophobic part of IAJDs by increasing up to 90.2-fold the activity of targeted delivery of mRNA to spleen, lymph nodes, liver, and lung. The principles of the design strategy reported here and in previous publications indicate that IAJDs could have a profound impact on the future of genetic nanomedicine.

Journal of the American Chemical Society 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 C7H5ClN2S, SDS of cas: 111-83-1.

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

Chang, Linda L. published the artcilePotent and orally active angiotensin II receptor antagonists with equal affinity for human AT₁ and AT₂ subtypes, Application In Synthesis of 76283-09-5, the publication is Journal of Medicinal Chemistry (1995), 38(19), 3741-58, database is CAplus and MEDLINE.

In order to block the effects induced by the interactions between angiotensin II (AII) and both AT₁ and AT₂ receptors, the authors have pursued the discovery of orally active non-peptide AII antagonists that exhibit potent and equal affinity for human AT₁ and AT₂ receptor subtypes. A series of previously prepared nanomolar (IC₅₀) trisubstituted 1,2,4-triazolinone biphenylsulfonamide dual-acting AII antagonists has been modified at five different positions in order to increase AT₂ binding affinity, maintain AT₁ activity, and reduce the human adrenal AT₂/AT₁ potency ratio (IC₅₀ ratio) from ≥10. The targeted human adrenal potency ratio of ≤1 was achieved with a number of compounds possessing an Et group at C⁵ of the triazolinone and a 3-fluoro substituent at the N⁴-biarylmethyl moiety. The most favored of these was triazolinone I which exhibited subnanomolar potency at both the AT₁ (rabbit aorta) and AT₂ (rat midbrain) receptors, with a slight preference for the latter, and had a human adrenal AT₂/AT₁ IC₅₀ ratio of 1. This tert-Bu sulfonylcarbamate had excellent i.v. activity at 1 mg/kg (100% peak inhibition, ≥4 h duration of action) and is orally active at 3 mg/kg with >6 h duration of action in a conscious rat model. The present study shows that the NH of the amide on the N²-aryl moiety is not required for subnanomolar binding affinity to either receptor subtype, although a keto functionality at this position is essential for acceptable AT₂ binding. Receptor-ligand binding interactions derived from the structure-activity relationships are discussed with respect to both receptor subtypes.

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 In Synthesis of 76283-09-5.

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