Month: December 2022

Watts-Oquendo, Erika T. published the artcileEffect of topical pramoxine hydrochloride on discomfort, wheal and flare associated with epicutaneous allergy test, Application of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, the publication is Annals of Allergy, Asthma, & Immunology (2019), 122(6), 652-653, database is CAplus and MEDLINE.

Thus, our results about treatment effect cannot be extrapolated to children or men. Future studies in children, using more antigens and intradermal test, are warranted based on these results. We report that topical pramoxine does not affect wheal and flare response to allergens nor histamine control and can be used in subjects with hyperalgesia to reduce discomfort associated with the skin test procedure.

Annals of Allergy, Asthma, & Immunology published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C14H26O2, Application of 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Li, Yingfa published the artcileA formal synthesis of ionomycin featuring a permanganate-mediated oxidative cyclisation, Quality Control of 99438-28-5, the publication is Synthesis (2011), 104-108, database is CAplus.

Key steps in a synthesis of the C17-C32 fragment (I) of ionomycin are (a) an auxiliary-directed oxidative cyclization of a diene with potassium permanganate to construct a THF ring and four stereogenic centers in a single operation, and (b) a chain-appendage reaction featuring the alkylation of an enolsilane by an oxocarbenium ion generated from a 2-phenylsulfonyl-substituted THF.

Synthesis published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, Quality Control of 99438-28-5.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lanier, Marion published the artcileRepurposing Suzuki Coupling Reagents as a Directed Fragment Library Targeting Serine Hydrolases and Related Enzymes, Safety of (2-((3-Chlorobenzyl)oxy)phenyl)boronic acid, the publication is Journal of Medicinal Chemistry (2017), 60(12), 5209-5215, database is CAplus and MEDLINE.

Serine hydrolases are susceptible to potent reversible inhibition by boronic acids. Large collections of chem. diverse boronic acid fragments are com. available because of their utility in coupling chem. The authors repurposed the approx. 650 boronic acid reagents in the collection as a directed fragment library targeting serine hydrolases and related enzymes. Highly efficient hits (LE > 0.6) often result. The utility of the approach is illustrated with the results against autotaxin, a phospholipase implicated in cardiovascular disease.

Journal of Medicinal Chemistry published new progress about 849062-32-4. 849062-32-4 belongs to ethers-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (2-((3-Chlorobenzyl)oxy)phenyl)boronic acid, and the molecular formula is C13H12BClO3, Safety of (2-((3-Chlorobenzyl)oxy)phenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Spadafora, Natasha D. published the artcileA complex interaction between pre-harvest and post-harvest factors determines fresh-cut melon quality and aroma, COA of Formula: C10H14O, the publication is Scientific Reports (2019), 9(1), 1-15, database is CAplus and MEDLINE.

Melons are prized for their characteristic aroma, however, pre-harvest growth, stage of ripening at harvest, post-harvest processing and storage conditions lead to quality changes in fresh-cut fruit. We considered changes in metabolites and gene expression over 14 days storage to assess underlying mechanisms and identify potential quality markers. Overall, 99 volatile organic compounds (VOCs) were detected and VOC profiles discriminated between two melon seasons, cut-size, storage temperatures and storage time, although season affected their discriminatory power. Abundance of two VOCs fell rapidly and was not associated with cut size, indicating their use as markers for early changes post-processing. Non-acetate to acetate ester ratio differed between the seasons and correlated with changes in alc. acyl-transferase (CmAAT1) gene expression. Furthermore, CmAAT1 expression clustered with two ester VOCs that may be potential new products of this enzyme. Season also strongly affected post-harvest sugar content, most likely attributable to meteorol. differences during growth. Storage temperature and cut size affected expression of transcription factors ERF71, ERF106, and TINY, whose expression generally rose during storage, probably related to increased stress. Thus, although time × temperature of storage are key factors, pre-harvest conditions and fruit processing impact significantly gene expression and aroma loss post-harvest.

Scientific Reports published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C9H9NO, COA of Formula: C10H14O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Brousseau, Margaret E. published the artcileIdentification of a PCSK9-LDLR disruptor peptide with in vivo function, COA of Formula: C25H23NO4, the publication is Cell Chemical Biology (2022), 29(2), 249-258.e5, database is CAplus and MEDLINE.

Proprotein convertase subtilisin/kexin type 9 (PCSK9) regulates plasma low-d. lipoprotein cholesterol (LDL-C) levels by promoting hepatic LDL receptor (LDLR) degradation Therapeutic antibodies that disrupt PCSK9-LDLR binding reduce LDL-C concentrations and cardiovascular disease risk. The epidermal growth factor precursor homol. domain A (EGF-A) of the LDLR serves as a primary contact with PCSK9 via a flat interface, presenting a challenge for identifying small mol. PCSK9-LDLR disruptors. We employ an affinity-based screen of 1013in vitro-translated macrocyclic peptides to identify high-affinity PCSK9 ligands that utilize a unique, induced-fit pocket and partially disrupt the PCSK9-LDLR interaction. Structure-based design led to mols. with enhanced function and pharmacokinetic properties (e.g., ₁₃PCSK9i). In mice, ₁₃PCSK9i reduces plasma cholesterol levels and increases hepatic LDLR d. in a dose-dependent manner. ₁₃PCSK9i functions by a unique, allosteric mechanism and is the smallest mol. identified to date with in vivo PCSK9-LDLR disruptor function.

Cell Chemical Biology published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, COA of Formula: C25H23NO4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Chang, Hson Mou published the artcileCompounds from Danshen. Part 4. Structure-activity relationship of miltirone, an active central benzodiazepine receptor ligand isolated from Salvia miltiorrhiza Bunge (Danshen), Related Products of ethers-buliding-blocks, the publication is Journal of Medicinal Chemistry (1991), 34(5), 1675-92, database is CAplus and MEDLINE.

Twenty-one o-quinonoid-type compounds, e.g. I–VI and one coumarin-type compound related to miltirone (VII) were synthesized for identification of the key structural elements involved in the reaction of VII with the central benzodiazepine receptor. Based on their inhibition of [³H]flunitrazepam binding to bovine cerebral cortex membranes, it was apparent that ring A of VII is essential for affinity. Although increasing the size of ring A from 6-membered to 7- and 8-membered is well-tolerated, the introduction of polar hydroxyl groups greatly reduces binding affinity. The presence of 1,1-di-Me groups on ring A is, however, not essential, but the iso-Pr group on ring C appears to be critical for binding as its removal decreases affinity by more than 30-fold. Its replacement with an Me group causes only a minimal reduction in affinity. Linking ring A and B with an -CH₂CH₂– bridge results in analog VIII which is 6 times more potent than VII at the central benzodiazepine receptor (IC₅₀ = 0.05 μM).

Journal of Medicinal Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Gopalaiah, Kovuru published the artcileSynthesis of Krohnke pyridines through iron-catalyzed oxidative condensation/double alkynylation/amination cascade strategy, HPLC of Formula: 6850-57-3, the publication is Tetrahedron (2021), 132429, database is CAplus.

An efficient protocol for the synthesis of sym. and unsym. 2,4,6-trisubstituted pyridines via oxidative cascade annulation of arylacetylenes with benzylamines was developed. The reaction proceeded smoothly by utilizing iron(II) triflate as a catalyst and mol. oxygen as an oxidant with broad substrate scope. Mechanistic studies revealed that the reaction may experience an oxidative condensation followed by double alkynylation and amination process.

Tetrahedron published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, HPLC of Formula: 6850-57-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kim, Hak Joong published the artcileChemoenzymic Synthesis of Spinosyn A, COA of Formula: C21H37BO, the publication is Angewandte Chemie, International Edition (2014), 53(49), 13553-13557, database is CAplus and MEDLINE.

Following the biosynthesis of polyketide backbones by polyketide synthases (PKSs), post-PKS modifications result in a significantly elevated level of structural complexity that renders the chem. synthesis of these natural products challenging. We report herein a total synthesis of the widely used polyketide insecticide spinosyn A by exploiting the prowess of both chem. and enzymic methods. As more polyketide biosynthetic pathways are characterized, this chemoenzymic approach is expected to become readily adaptable to streamlining the synthesis of other complex polyketides with more elaborate post-PKS modifications.

Angewandte Chemie, International Edition published new progress about 99438-28-5. 99438-28-5 belongs to ethers-buliding-blocks, auxiliary class Chiral,Aliphatic cyclic hydrocarbon, name is (+)-B-Methoxydiisopinocampheylborane, and the molecular formula is C21H37BO, COA of Formula: C21H37BO.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Insyani, Rizki published the artcileImproved hydrodeoxygenation of lignin-derived oxygenates and biomass pyrolysis oil into hydrocarbon fuels using titania-supported nickel phosphide catalysts, COA of Formula: C9H10O4, the publication is Energy Conversion and Management (2022), 115822, database is CAplus.

Biomass pyrolysis oil is a potentially essential renewable energy source that can serve as an alternative to petroleum-based fuels and chems. In this study, biomass pyrolysis oil was converted into petroleum-like deoxygenated hydrocarbons via catalytic hydrodeoxygenation using a titania-supported nickel phosphide catalyst. The phosphor precursor was added to several transition metals, including nickel, cobalt, copper, and iron, supported on titania. The formation of isolated nickel phosphide particles, which were active for complete hydrodeoxygenation, was confirmed by the characterization of prepared catalysts. As a model reactant of biomass pyrolysis oil, a mixture of alkyl-methoxyphenol compounds was hydrodeoxygenated to produce completely deoxygenated compounds, generating an 87% yield of cycloalkanes at 300 °C and 4 MPa H2 for a reaction time of 2 h. The hydrodeoxygenation of biomass pyrolysis oil also generated a 37.4% yield of hydrocarbon fuels. The high hydrodeoxygenation activity can be attributed to the synergy between the hydrogenating metals and the acid sites, which can be improved by electron transfer from a slightly cationic nickel to a slightly anionic phosphor. Furthermore, the addition of phosphor improved the formation of highly dispersed nickel particles, increasing the quantity of hydrogen-adsorbing surface metals. The observations in this study indicate that the efficient conversion of lignocellulose-derivatives into chems. and fuels can be achieved using modified non-precious transition metal catalysts.

Energy Conversion and Management published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, COA of Formula: C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Dao, Pham Duy Quang published the artcileSynthesis of Trinuclear Benzimidazole-Fused Hybrid Scaffolds by Transition Metal-Free Tandem C(sp²)-N Bond Formation under Microwave Irradiation, Application of 2-Methoxynaphthalene, the publication is European Journal of Organic Chemistry (2021), 2021(29), 4088-4098, database is CAplus.

The compounds 2-(2-bromoaryl)benzimidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-1H-1,3-benzodiazole and 2-(2-bromovinyl)benzimidazoles e.g., 2-[(1Z)-1-bromo-1-phenylprop-1-en-2-yl]-1H-1,3-benzodiazole have been coupled and cyclized with 2-methoxybenzimidazoles e.g., 2-methoxy-1H-1,3-benzodiazole and 2-aryloxybenzimidazoles e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole as building blocks in the presence of a base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]quinazolines e.g., I and benzo[4,5]imidazo[1,2-a]benzo[4,5]imidazo[1,2-c]pyrimidines e.g., II, resp., in good yields. The compounds 2-(2-bromoaryl)imidazoles e.g., 2-(2-bromocyclohex-1-en-1-yl)-4,5-diphenyl-1H-imidazole and 2-(2-bromovinyl)imidazoles e.g., (Z)-2-(1-bromo-1-phenylprop-1-en-2-yl)-4,5-diphenyl-1H-imidazole also reacted with 2-methoxybenzimidazoles (e.g., 2-methoxy-1H-1,3-benzodiazole/e.g., 2-methoxy-1H-naphtho[2,3-d]imidazole) in the presence of base under microwave irradiation to give a class of trinuclear N-fused hybrid scaffolds, benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]quinazolines e.g., III and benzo[4,5]imidazo[1,2-a]imidazo[1,2-c]pyrimidines e.g., IV, resp., in similar yields. This process seems to proceed via an initial C(sp²)-N coupling by an addition-elimination nucleophilic aromatic substitution (S_NAr) and subsequent cyclization accompanied by extrusion of alcs.

European Journal of Organic Chemistry published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Application of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem