Month: November 2022

Li, Xiang published the artcileCatalytic remote hydrohalogenation of internal alkenes, Quality Control of 143-15-7, the publication is Nature Chemistry (2022), 14(4), 425-432, database is CAplus and MEDLINE.

Abstract: Primary alkyl halides have broad utility as fine chems. in organic synthesis. The direct halogenation of alkenes is one of the most efficient approaches for the synthesis of these halides. Internal alkenes, in particular mixtures of isomers from refineries, constitute readily available and inexpensive feedstock and are the most attractive starting materials for this synthesis. However, the hydrohalogenation of alkenes generally affords branched alkyl halides; there are no catalytic methods to prepare linear alkyl halides directly from internal alkenes, let alone from a mixture of alkene isomers. Here a report the remote oxidative halogenation of alkenes under palladium catalysis via which both terminal and internal alkenes yield primary alkyl halides efficiently. Engineering pyridine-oxazoline ligands by introducing a hydroxyl group is essential for achieving excellent chemo- and regioselectivity. The catalytic system is also good for the mixture of alkene isomers generated from dehydrogenation of alkanes, providing a window to investigate the high-value utilization of inexpensive alkanes.

Nature Chemistry 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 C12H25Br, Quality Control of 143-15-7.

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

Zhang, Xiaoyi published the artcileNovel fluorescent columnar liquid crystal based on tetraphenylethylene-rufigallol-tetraphenylethylene triads, COA of Formula: C12H25Br, the publication is Journal of Molecular Structure (2022), 132210, database is CAplus.

Two new tetraphenylethylene- rufigallol-tetraphenylethylene triads 7a and 7b were synthesized in yield of 50%. These compounds were characterized by mass spectrometry, NMR spectroscopy, and elemental anal. Their mesomorphic behaviors were studied by polarization microscopy, DSC, and x-ray diffractometry. Study of their liquid crystalline behaviors indicated that 7a and 7b possessed the hexagonal columnar mesophase. 7b with dodecyl chains exhibited the low phase transition temperatures and wide range of mesophase temperatures in comparison with 7a. 7a and 7b exhibited excellent aggregation-induced emission in H₂O/THF solution The fluorescence quantum yields of these compounds in the solid state were 22 and 16%, resp. Results from this study suggest that sym. trimer was a good approach to construct novel fluorescence columnar liquid crystals.

Journal of Molecular Structure 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 C65H82N2O18S2, COA of Formula: C12H25Br.

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

Yuan, Lin published the artcileA highly active and selective chalcogen bond-mediated perchlorate channel, Application of 1-Bromooctane, the publication is Chinese Chemical Letters (2022), 33(4), 2026-2030, database is CAplus.

Artificial membrane transporters that either use chalcogen bonds to facilitate transmembrane flux of anions or show high selectivity toward perchlorate anions are rare. In this work, we report on one such novel monopeptide-based transporter system, featuring both chalcogen bonds for highly efficient anion transport and high transport selectivity toward ClO-4 anions. Structurally, these monopeptide mols. associate with each other via H-bonds to produce H-bonded 1D stack that not only one dimensionally but also directionally aligns the terminal bicyclic thiophene motifs to the same side. Functionally, these well-aligned thiophenes create a sulfur-rich transmembrane pathway, combinatorially fine-tunable to enable anions to efficiently cross the membrane in the increasing activity of Cl- < Br- < NO-3 < ClO-4via chalcogen bonds, with EC50 values of 0.75, 0.40, 0.37 and 0.093 μmol/L (0.3 mol% relative to lipid mols.), resp.

Chinese Chemical Letters 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 C9H7NO3, Application of 1-Bromooctane.

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

Lian, Zhe published the artcileSignificant enhancement of light-harvesting efficiency through the formation of [2]pseudorotaxane with γ-cyclodextrin based on a bolaamphiphile of salicylaldehyde azine moiety, Product Details of C13H17BrO3, the publication is Dyes and Pigments (2019), 475-480, database is CAplus.

In this work, we have designed and synthesized a bolaamphiphile of salicylaldehyde azine (BSA), which can form [2]pseudorotaxane with γ-cyclodextrin (BSA@γ-CD) in aqueous solution and exhibit remarkable enhancement of the fluorescence emission. Both BSA and BSA@γ-CD assembly can spontaneously form spherical aggregates in aqueous solution with diameter at about 30 nm and 20 nm, resp. By using BSA and BSA@γ-CD as energy donor and sulforhodamine 101 (SR101) as energy acceptor, we fabricated two artificial light-harvesting systems in aqueous solution Significantly, an efficient energy transfer process was revealed to occur between the BSA or BSA@γ-CD assembly and the loaded SR101 to obtain high energy transfer efficiency and antenna effect. More importantly, energy transfer efficiency and antenna effect can be greatly improved in these two systems only just by addition of γ-CD.

Dyes and Pigments published new progress about 1207448-58-5. 1207448-58-5 belongs to bromides-buliding-blocks, auxiliary class Bromide,Benzene,Phenol,Ether,Aldehyde, name is 4-((6-Bromohexyl)oxy)-2-hydroxybenzaldehyde, and the molecular formula is C13H17BrO3, Product Details of C13H17BrO3.

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

Zhang, Juan published the artcileSynthesis and evaluation of coumarin/piperazine hybrids as acetylcholinesterase inhibitors, COA of Formula: C7H5Br2F, the publication is Medicinal Chemistry Research (2018), 27(6), 1717-1727, database is CAplus.

A series of new coumarin/piperazine hybrids were synthesized and evaluated for anticholinesterase activity. Among them, compounds I and II exhibited potent human acetylcholinesterase (hAChE) inhibitory activity with IC₅₀ values of 2.42 and 9.89 μM, resp., and 4t displayed highest selectivity toward hAChE over human butyrylcholinesterase (hBChE) by 9.8-fold. In addition, both compounds did not show observed cytotoxicity against SH-SY5Y neuroblastoma cell line at 100 μM. Kinetic anal. in tandem with mol. docking study revealed that these hybrids targeted both catalytic active site (CAS) and peripheral anionic site (PAS) of hAChE. The preliminary results highlighted II as an anti-Alzheimer’s disease lead compound worthy of further investigation.

Medicinal Chemistry Research 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 C6H9N3O2S, COA of Formula: C7H5Br2F.

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

Mei, Wen-wen published the artcileSynthesis and biological evaluation of benzothiazol-based 1,3,4-oxadiazole derivatives as amyloid β-targeted compounds against Alzheimer’s disease, COA of Formula: C7H5Br2F, the publication is Monatshefte fuer Chemie (2017), 148(10), 1807-1815, database is CAplus.

A series of new benzothiazol-based 1,3,4-oxadiazole derivatives were synthesized and evaluated for their neuroprotective effects against Aβ_25-35-induced toxicity in SH-SY5Y cells. The bioassay results indicated that most of the tested compounds exhibited promising neuroprotective activity. In particular, compound 2-[[[5-[(4-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole showed the most potent activity (95.7% of cell viability at 10 μM), better than the pos. control EGCG (90.7% of cell viability at 10 μM). Furthermore, compounds 2-[[[5-[(2-bromophenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, 2-[[[5-[(4-bromo-2-fluorophenylmethylyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole, and 2-[[[5-[(4-methoxyphenylmethyl)thio]-1,3,4-oxadiazol-2-yl]methyl]thio]benzothiazole displayed neuroprotective activity similar to EGCG (87.7, 89.1, and 87.7% of cell viability, resp., at 10 μM). The preliminary SARs anal. indicated that benzene ring is the key factor for the neuroprotective activity and the bromo atom substituted at 4-position of the benzene ring favors the neuroprotective activity. In addition, the fluoro group in the benzene ring appears not beneficial for the neuroprotective activity.

Monatshefte fuer Chemie 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, COA of Formula: C7H5Br2F.

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

Shapiro, Robert H. published the artcileEvidence for anchimeric assistance in the expulsion of bromine from ring-substituted β-phenylethyl bromides: when is a simple cleavage a rearrangement, HPLC of Formula: 1997-80-4, the publication is Organic Mass Spectrometry (1969), 2(8), 771-80, database is CAplus.

Using the principles of the quasi-equilibrium theory, substituent effects, deuterium labeling, and comparison of compound behavior, evidence is given for aryl participation in the expulsion of Br from the mol. ion of β-phenylethyl bromide and eleven of its ring-substituted derivatives This reaction shows a kinetic behavior which is typical of rearrangements, its activation energy is lower than that of similar reactions where participation is partially or completely precluded and substituent effects are not only consistent with a participation process, but are also consistent with those predicted from solution chemistry.

Organic Mass Spectrometry 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 C14H20BBrO2, HPLC of Formula: 1997-80-4.

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

Keenan, Thomas published the artcilePhase-Transfer-Catalyzed Alkylation of Hydantoins, HPLC of Formula: 111-83-1, the publication is ACS Organic & Inorganic Au (2022), 2(4), 312-317, database is CAplus.

A highly efficient, cost-effective and environmentally friendly protocol was reported for the synthesis of alkylated hydantoins I [R = allyl, Bn, CH₂C≡CH, etc.; R¹ = H, Me, Bn, etc.; R² = Me, allyl, octyl, Bn, 4-MeOC₆H₄CH₂; R³ = Me, Ph, Bn, etc.; RR¹ = (CH₂)₄; R¹R² = (CH₂)₃] via C5-selective alkylation of hydantoins under phase-transfer catalysis. The reactions were scalable and only required a catalytic amount of tetrabutylammonium bromide (TBAB) to achieve high yields under mild reaction conditions. Moreover, the method was applicable to a wide range of electrophiles, including alkyl-, allyl-, propargyl- and benzyl halides, as well as acrylates and dibromoalkanes, but also to virtually any hydantoin precursor. The potential for an enantioselective adaptation using a chiral phase-transfer catalyst was also highlighted.

ACS Organic & Inorganic Au 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, HPLC of Formula: 111-83-1.

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

Govindan, Karthick published the artcileMetal-Free N-H/C-H Carbonylation by Phenyl Isocyanate: Divergent Synthesis of Six-Membered N-Heterocycles, HPLC of Formula: 143-15-7, the publication is Journal of Organic Chemistry (2022), 87(13), 8719-8729, database is CAplus and MEDLINE.

A method using Ph isocyanate to synthesize carbonyl-containing N-heterocycles is reported. The metal-free novel approach for both N-H and C-H carbonylation processes was successfully refined, delivering a range of synthetically valuable derivatives of quinazoline-2,4(1H,3H)-dione, 2H-benzo[e] [1,2,4] thiadiazin-3(4H)-one 1,1-dioxide, and pyrrolo[1,2-a] quinoxalin-4(5H)-one. The protocol features broad substrates with diverse reactions suitable for excellent yields, mild conditions, and good functional group compatibility. Moreover, the applicability of the reaction was characterized by gram-scale synthesis and synthetic transformations for drug mols.

Journal of Organic Chemistry 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 C12H25Br, HPLC of Formula: 143-15-7.

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

Harnden, Michael R. published the artcileSynthesis and antiviral activity of 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]purines, Recommanded Product: 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, the publication is Journal of Medicinal Chemistry (1987), 30(9), 1636-42, database is CAplus and MEDLINE.

Alkylation of 2-amino-6-chloropurine with 5-(2-bromoethyl)-2,2-dimethyl-1,3-dioxane provided 2-amino-6-chloro-9-[2-(2,2-dimethyl-1,3-dioxan-5-yl)ethyl]purine (I) in high yield. I was readily converted to the antiviral acyclonucleoside II [R = NH₂, R¹ = R² = H (III)] and to its 6-chloro, 6-thio, 6-alkoxy, 6-amino, and 6-deoxy purine analogs. III was also converted to its xanthine analog. Similarly, alkylation of 6-chloropurine provided a route to II (R = R¹ = R² = H).. Of these 9-substituted purines, III showed the highest activity against herpes simplex virus types 1 and 2 in cell cultures, and in some tests it was more active than acyclovir, with no evidence of toxicity for the cells. A series of monoesters and diesters of III were prepared, and some of these also showed antiherpes virus activity in cell cultures, the most active ester being the dihexanoate II [R = NH₂, R¹ = R² = Me(CH₂)₄CO].

Journal of Medicinal Chemistry published new progress about 97845-58-4. 97845-58-4 belongs to bromides-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Bromide, name is 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane, and the molecular formula is C8H15BrO2, Recommanded Product: 5-(2-Bromoethyl)-2,2-dimethyl-1,3-dioxane.

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