Month: December 2022

Fujimoto, Kazuki published the artcileStructure-Based Approaches to Improving Selectivity through Utilizing Explicit Water Molecules: Discovery of Selective β-Secretase (BACE1) Inhibitors over BACE2, Computed Properties of 401-55-8, the publication is Journal of Medicinal Chemistry (2021), 64(6), 3075-3085, database is CAplus and MEDLINE.

BACE1 is an attractive target for disease-modifying treatment of Alzheimer′s disease. BACE2, having high homol. around the catalytic site, poses a critical challenge to identifying selective BACE1 inhibitors. Recent evidence indicated that BACE2 has various roles in peripheral tissues and the brain, and therefore, the chronic use of nonselective inhibitors may cause side effects derived from BACE2 inhibition. Crystallog. anal. of the nonselective inhibitor verubecestat identified explicit water mols. with different levels of free energy in the S2′ pocket. Structure-based design targeting them enabled the identification of propynyl oxazine 3 with improved selectivity. Further optimization efforts led to the discovery of compound 6 with high selectivity. The cocrystal structures of 7, a close analog of 6, bound to BACE1 and BACE2 confirmed that one of the explicit water mols. is displaced by the propynyl group, suggesting that the difference in the relative water displacement cost may contribute to the improved selectivity.

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 C4H6BrFO2, Computed Properties of 401-55-8.

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

Barasa, Leonard published the artcileAn Efficient Chemo-Selective N-Alkylation Methodology for the Structure Diversification of Indolylbenzimidazoles, Quality Control of 21101-63-3, the publication is ChemistrySelect (2020), 5(11), 3173-3178, database is CAplus.

A simple and efficient methodol. for the chemoselective N-alkylation of indolylbenzimidazole scaffolds was reported. This approach took advantage of the pKa differences between indole and benzimidazole nitrogen to achieve desired chemo-selectivity. Using the reported method, one could readily access a selection of mono-N-alkylated indolylbenzimidazoles I [R = Me, CH₂CH=CH₂, Bn, etc.; R¹ = H, OMe] or asym. bis-alkylated indolylbenzimidazoles II [R² = Me, C≡CH, cyclopropyl, Ph; R³ = Me, C≡CH, cyclopropyl] in a simple one-pot operation. Moreover, this method provided the desired products in excellent yield and demonstrated a broad substrate scope.

ChemistrySelect 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, Quality Control of 21101-63-3.

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

Sriram, Dharmarajan published the artcileSynthesis and antimycobacterial evaluation of novel phthalazin-4-ylacetamides against log- and starved phase cultures, COA of Formula: C7H5Br2F, the publication is Chemical Biology & Drug Design (2010), 75(4), 381-391, database is CAplus and MEDLINE.

Twenty four novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1-phthalazinyl]acetic acid amides were synthesized from phthalic anhydride and were subjected to in vitro and in vivo evaluation against log- and starved phase of mycobacterial species and Mycobacterium tuberculosis isocitrate lyase enzyme inhibition studies. Among the compounds screened, 2-(2-(4-bromo-2-fluorobenzyl)-1,2-dihydro-1-oxophthalazin-4-yl)-N-(2,6- dimethylphenyl)acetamide (I) inhibited all eight mycobacterial species with MIC’s ranging from 0.08 to 5.05 μM and was non-toxic to Vero cells till 126.43 μM. Four compounds were tested against starved culture of Mycobacterium tuberculosis and they inhibited with MIC’s ranging from 3.78 to 23.2 μM. Some compounds showed 40-66% inhibition against Mycobacterium tuberculosis isocitrate lyase enzyme at 10 μM. The docking studies also confirmed the binding potential of the compounds at the isocitrate lyase active site. In the in vivo animal model, I reduced the mycobacterial load in lung and spleen tissues with 1.38 and 2.9-log10 protections, resp., at 25 mg/kg body weight dose.

Chemical Biology & Drug Design 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 C16H20N2, COA of Formula: C7H5Br2F.

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

Sriram, D. published the artcileNovel pthalazinyl derivatives: synthesis, antimycobacterial activities, and inhibition of Mycobacterium tuberculosis isocitrate lyase enzyme, Formula: C7H5Br2F, the publication is Medicinal Chemistry (2009), 5(5), 422-433, database is CAplus and MEDLINE.

Novel 2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-3,4-dihydro-1-phthalazinyl]acetic acid hydrazones were synthesized from phthalic anhydride by a six step synthesis and evaluated for in vitro, in vivo activities against eight mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among twenty six compounds N’1-[(4-nitrophenyl)methylene]-2-[3-(4-bromo-2-fluorobenzyl)-4-oxo-1,2,3,4-tetrahydro-1-phthalazinyl]ethanohydrazide (I) was found to be the most active compound in-vitro with MIC’s of 0.18 and <0.09 μM against log-phase cultures of MTB and multi-drug resistant MTB resp. Compound I inhibited all the eight mycobacterial species with MIC ranging from <0.09-12.25 μM and was not toxic to Vero cell lines till 122.5 μM. Seven compounds were tested against starved culture of MTB and they inhibited with MIC’s ranging from 2.88-8.91 μM. Some compounds showed 45-61% inhibition against MTB ICL enzyme at 10 μM. In the in vivo animal model I decreased the bacterial load in lung and spleen tissues with 1.87 and 3.03-log10 protections resp. at 25 mg/kg body weight dose.

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 C16H20N2, Formula: C7H5Br2F.

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

Luo, Yiyang published the artcileTotal Synthesis of trans-Resorcylide via Macrocyclic Stille Carbonylation, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane, the publication is Journal of Antibiotics (2019), 72(6), 482-485, database is CAplus and MEDLINE.

The resorcylic macrolides are important natural products with a wide range of remarkable biol. activities. So far, most of the reported resorcylic macrolide syntheses use either macrolactonization or ring closing metathesis to build the corresponding macrocycle. In continuation of our efforts in developing novel carbonylation reactions to facilitate natural product total synthesis, we report herein a total synthesis of trans-resorcylide (I) featuring a palladium-catalyzed macrocyclic Stille carbonylation to build its 12-membered macrocycle.

Journal of Antibiotics 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, Application of (4-Bromobut-1-yn-1-yl)trimethylsilane.

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

Gu, Yiting published the artcileDefunctionalization of sp³ C-Heteroatom and sp³ C-C Bonds Enabled by Photoexcited Triplet Ketone Catalysts, Recommanded Product: 1-Bromododecane, the publication is ACS Catalysis (2022), 12(2), 1031-1036, database is CAplus.

A general strategy for enabling a light-induced defunctionalization of sp³ C-heteroatom and sp³ C-C bonds with triplet ketone catalysts and bipyridine additives was disclosed. This protocol was characterized by its broad scope without recourse to transition metal catalysts or stoichiometric exogeneous reductants, thus offering a complementary technique for activating σ sp³ C-C(heteroatom) bonds. Preliminary mechanistic studies suggest that the presence of 2,2′-bipyridines improves the lifetime of ketyl radical intermediates.

ACS Catalysis 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, Recommanded Product: 1-Bromododecane.

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

Kounde, Cyrille S. published the artcileDiscovery of 2-oxopiperazine dengue inhibitors by scaffold morphing of a phenotypic high-throughput screening hit, Synthetic Route of 56970-78-6, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(6), 1385-1389, database is CAplus and MEDLINE.

A series of 2-oxopiperazine derivatives were designed from the pyrrolopiperazinone cell-based screening hit 4 (I) as a dengue virus inhibitor. Systematic investigation of the structure-activity relationship (SAR) around the piperazinone ring led to the identification of compound (S)-29, which exhibited potent anti-dengue activity in the cell-based assay across all four dengue serotypes with EC₅₀ < 0.1 μM. Cross-resistant anal. confirmed that the virus NS4B protein remained the target of the new oxopiperazine analogs obtained via scaffold morphing from the HTS hit 4.

Bioorganic & Medicinal Chemistry Letters published new progress about 56970-78-6. 56970-78-6 belongs to bromides-buliding-blocks, auxiliary class Bromide,Carboxylic acid,Aliphatic hydrocarbon chain,Inhibitor, name is 3-Bromo-2-methylpropanoic acid, and the molecular formula is C4H7BrO2, Synthetic Route of 56970-78-6.

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

Liyanage, Nalaka P. published the artcileThieno[3,4-b]pyrazine as an Electron Deficient π-Bridge in D-A-π-A DSCs, Synthetic Route of 52431-30-8, the publication is ACS Applied Materials & Interfaces (2016), 8(8), 5376-5384, database is CAplus and MEDLINE.

Thieno[3,4-b]pyrazine (TPz) is examined as an electron deficient π-bridge enabling near-IR (NIR) spectral access in dye-sensitized solar cells (DSCs). Seven dissym. dyes for DSCs were synthesized (NL2-NL8) with TPz as the π-bridge utilizing palladium catalyzed C-H activation methodol. C-H bond cross-coupling was uniquely effective among the cross-couplings and electrophilic aromatic substitution reactions analyzed in monofunctionalizing the TPz building block. The TPz-based NL2-NL8 dyes examine the effects of various donors, π-spacers, and acceptors within the donor-π bridge-acceptor (D-π-A) dye design. Proarom. TPz stabilizes the excited-state oxidation potential (E_s+/s*) of the dyes by maintaining aromaticity upon excitation of the dye mol. This leads to concise conjugated systems capable of accessing the NIR region. Through judicious structural modifications, dye band gaps were reduced to 1.48 eV, and power conversion efficiencies (PCEs) reached 7.1% in this first generation TPz-dye series.

ACS Applied Materials & Interfaces 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, Yan published the artcileCopper-Catalyzed Radical Cascade Difluoromethylation/Cyclization of 2-(3-Arylpropioloyl)benzaldehydes: A Route to Difluoromethylated Naphthoquinones, Application of Ethylbromofluoroacetate, the publication is Journal of Organic Chemistry (2017), 82(13), 6811-6818, database is CAplus and MEDLINE.

A novel copper-catalyzed cascade difluoromethylation/cyclization of 2-(3-arylpropioloyl)benzaldehydes has been developed. This method affords an efficient and straightforward access to structurally diverse difluoromethylated naphthoquinones in one pot, starting from readily available starting materials. The reaction represents the first trans-acyldifluoromethylation of internal alkynes, which features aldehydes as acceptors for the addition of alkenyl radicals. Furthermore, this protocol can also access monofluoromethylated naphthoquinones and difluoromethylated indanones with the same reaction conditions.

Journal of Organic 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 C15H10O2, Application of Ethylbromofluoroacetate.

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

Xiao, Zuo published the artcilePushing Fullerene Absorption into the Near-IR Region by Conjugately Fusing Oligothiophenes, HPLC of Formula: 52431-30-8, the publication is Angewandte Chemie, International Edition (2012), 51(36), 9038-9041, S9038/1-9038/27, database is CAplus and MEDLINE.

By fusing the π-electron systems of oligothiophene and fullerene through the open-cage strategy, the visible absorbance of fullerenes was significantly enhanced and pushed their absorption into NIR region. This optical property improvement concerns the following factors: (1) symmetry breaking of the fullerene by open-cage reactions allows more low-energy transitions to take place; (2) addnl. absorption is taken by external chromophore; and (3) strong cross-talking between the donor and acceptor in the conjugated system leads to ICT absorbance in the NIR region. Therefore, the open-cage strategy provides a promising approach for creating new materials with advanced optical properties. Future work is focused on developing novel NIR-absorbing fullerene materials and applying them in organic solar cells and nonlinear optics.

Angewandte Chemie, International Edition 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 C6H12N2O, HPLC of Formula: 52431-30-8.

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