Tag: M.W=200-250

Huang, Shi-sheng published the artcileDesign, synthesis, and insecticidal and fungicidal activities of quaternary ammonium salt derivatives of a triazolyphenyl isoxazoline insecticide, Category: chlorides-buliding-blocks, the publication is Pest Management Science (2022), 78(5), 2011-2021, database is CAplus and MEDLINE.

Insect pests seriously decrease the yield and quality of agricultural crops. Resistance to commonly used insecticides is increasingly undermining their effectiveness, and therefore the development of agents with novel modes of action is desirable. Isoxazolines are a new class of insecticides that act on γ-aminobutyric acid (GABA) gated chloride channels. In this work, we used the highly active 4-triazolyphenyl isoxazoline DP-9 as a parent structure to design and synthesize a series of quaternary ammonium salt (QAS) derivatives, and we systematically evaluated their insecticidal and antifungal activities. RESULTS : Many of the synthesized QASs exhibit insecticidal activities equivalent to or higher than that of DP-9. In particular, compounds I-31 (93%, 0.00005 mg/L) and I-34 (80%, 0.00001 mg/L) showed insecticidal activities against diamondback moth larvae that were 2-10 times higher than those of fluralaner (70%, 0.0001 mg/L) and DP-9 (80%, 0.0001 mg/L), in addition to showing excellent activities against oriental armyworm, fall armyworm, cotton bollworm, corn borer, and mosquito larvae. Furthermore, all of the synthesized compounds also showed broad-spectrum fungicidal activities. The insecticidal activities of QAS derivatives of DP-9 were the same as or better than the activity of DP-9. Compounds I-31 and I-34 showed better insecticidal activities against diamondback moth larvae than fluralaner and DP-9, and thus are promising new candidates for insecticide research.

Pest Management Science published new progress about 864725-22-4. 864725-22-4 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Alkenyl,Benzene, name is 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene, and the molecular formula is C9H5Cl2F3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zeng, Hao published the artcileThree component hydroxyletherification and hydroxylazidation of (trifluoromethyl)alkenes: access to α-trifluoromethyl β-heteroatom substituted tertiary alcohols, SDS of cas: 864725-22-4, the publication is Chemical Communications (Cambridge, United Kingdom) (2020), 56(46), 6241-6244, database is CAplus and MEDLINE.

The three component hydroxyletherification and hydroxylazidation reactions of (trifluoromethyl)alkenes RC(=CH₂)CF₃ (R = Ph, 2H-1,3-benzodioxol-5-yl, naphthalen-2-yl, etc.) are reported, providing various useful α-trifluoromethyl β-heteroatom substituted tertiary alcs. e.g., I in high yields. The ipso-defluorooxylation of (trifluoromethyl)alkenes with oximes e.g., 2-phenyl-3,3,3-trifluoropropene is completely inhibited. A pesticidal active compound could be synthesized with this method.

Chemical Communications (Cambridge, United Kingdom) published new progress about 864725-22-4. 864725-22-4 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Alkenyl,Benzene, name is 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene, and the molecular formula is C6H3ClFNO2, SDS of cas: 864725-22-4.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Qu, Shuhao published the artcileDesign, synthesis and insecticidal activity of 3-arylisoxazoline-N-alkylpyrazole-5-carboxamide derivatives against Tetranychus urticae koch, Category: chlorides-buliding-blocks, the publication is Heterocycles (2022), 104(3), 512-523, database is CAplus.

Starting from Et 5,5-dimethoxy-2,4-dioxopentanoate 2,3-arylisoxazoline-N-alkylpyrazole-5-carboxamide derivatives I (R = HNCH₂C(O)NHCH₂CF₃, 4-t-BuC₆H₄CH₂NH, 4-EtOC₆H₄CH₂NH, 4-MeC₆H₄OC₆H₄CH₂NH) were designed and synthesized with the key steps of 1,3-dipolar cycloaddition and EDCl coupling. Their insecticidal activity against Tetranychus urticae Koch was further evaluated and the results indicated that, compared with Fluralaner, all compounds showed moderate and less activity at 500 mg/L and 250 mg/L, resp. This study complements the structure-activity relationship of N-alkylpyrazole-5-carboxamides to Fluralaner, giving further guidance in Fluralaner-based pesticide drug design and discovery.

Heterocycles published new progress about 864725-22-4. 864725-22-4 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Alkenyl,Benzene, name is 1,3-Dichloro-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene, and the molecular formula is C9H5Cl2F3, Category: chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Shuming published the artcileArylketone π-Conjugation Controls Enantioselectivity in Asymmetric Alkynylations Catalyzed by Centrochiral Ruthenium Complexes, Product Details of C8H4ClF3O, the publication is Journal of the American Chemical Society (2018), 140(15), 5146-5152, database is CAplus and MEDLINE.

The origin of enantioselectivity in the asym. alkynylation of trihalomethyl ketones catalyzed by octahedral stereogenic-at-ruthenium complexes has been investigated through d. functional theory calculations Computational results support a mechanism involving formation of a ruthenium acetylide, followed by pre-coordination of the trihalomethyl ketone through the carbonyl oxygen and intramol. attack of the acetylide via a compact four-membered transition state. Differences in computed free energies of activation for the formation of the major and minor propargyl alc. enantiomers are in good agreement with the exptl. observed levels of asym. induction. Anal. of fragment distortion energies shows that disfavored transition states are destabilized due to the more severe distortion and loss of π-conjugation in the coordinated arylketone fragments. Examination of the different substitution patterns in the ketone substrate and the catalyst reveals the key steric factors that control the enantioselectivity. Finally, calculations indicate promising directions for the simplification of the catalyst scaffold while preserving the high levels of enantioselectivity of these alkynylation reactions.

Journal of the American Chemical Society published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, Product Details of C8H4ClF3O.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Guan, Zhipeng published the artcileSelective radical cascade (4+2) annulation with olefins towards the synthesis of chroman derivatives via organo-photoredox catalysis, Related Products of chlorides-buliding-blocks, the publication is Chemical Science (2022), 13(21), 6316-6321, database is CAplus and MEDLINE.

Here a new (4 + 2) radical annulation approach for the construction of these functional six-membered frameworks I (R = ethoxycarbonyl, N-methyl-N-phenylcarbamoyl, benzenesulfonyl, (2,2,6,6-tetramethylpiperidin-1-yl)carbonyl, etc.; R¹ = H, Me, methoxycarbonyl; R² = H, Me, OMe; R³ = H, F, Ph, 2,2-dichlorocyclopropyl, etc.; R²R³ = -CH=CH-CH=CH-; R⁴ = H, Me, OMe, CF₃; R⁵ = H, Me;) via photocatalysis was reported. Featuring mild reaction conditions, the protocol allows readily available N-hydroxyphthalimide esters II and electron-deficient olefins RCH=CHR¹ to be converted into a wide range of valuable chromans I in a highly selective manner. Moreover, the present strategy can be used in the late-stage functionalization of natural product derivatives and biol. active compounds, which demonstrated the potential application. This method is complementary to the traditional Diels-Alder [4 + 2] cycloaddition reaction of ortho-quinone methides II and electron-rich dienophiles, since electron-deficient dienophiles were smoothly transformed into the desired chromans I.

Chemical Science published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Zheng, Yue published the artcileStructure-activity relationship studies of c-di-AMP synthase inhibitor, bromophenol-thiohydantoin, Formula: C7H4BrClO2, the publication is Tetrahedron (2016), 72(25), 3554-3558, database is CAplus.

C-di-AMP, a bacterial second messenger, regulates various processes in Gram-pos. bacteria and mycobacteria. Small mol. inhibitors of c-di-AMP metabolic enzymes could affect bacterial growth and viability. A medium throughput screening identified bromophenol-thiohydantoin (BTH) as the first inhibitor of c-di-AMP synthase, DisA. Herein, the authors performed SAR studies of bromophenol-thiohydantoin to identify the salient features on BTH that are important for DisA inhibition. Seemingly minor substitution changes (e.g., aromatic bromo to chloro substitutions) resulted in dramatic changes in ligand potency. Bromophenol TH is specific for c-di-AMP synthase and did not inhibit RocR (c-di-GMP PDE), YybT (c-di-AMP PDE) or WspR (c-di-GMP synthase).

Tetrahedron published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C14H14, Formula: C7H4BrClO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Zhifang published the artcileMerging Imidazolidines with a Trifluoromethylated Tetrasubstituted Carbon through Tungsten Catalyzed 1,3-Dipolar Cycloaddition, HPLC of Formula: 5860-95-7, the publication is Journal of Organic Chemistry (2021), 86(11), 7714-7724, database is CAplus and MEDLINE.

An unprecedented 1,3-dipole cycloaddition between acyclic CF₃-ketimines and N-benzyl azomethine ylide has been allowed by tungsten catalysis, furnishing a range of novel imidazolidines bearing a trifluoromethylated tetrasubstituted carbon center. This reaction appears as one of rare examples that challenging acyclic CF₃-ketimines have been engaged in 1,3-cycloaddition reactions. The capability for gram-scale synthesis and variant derivatizations of cycloaddition adducts illustrates the synthetic potential of this approach. This protocol provides a facile access to a rapidly enlarging pool of motifs with a trifluoromethylated fully substituted carbon.

Journal of Organic Chemistry published new progress about 5860-95-7. 5860-95-7 belongs to chlorides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Chloride,Benzene,Ketone, name is 1-(2-Chlorophenyl)-2,2,2-trifluoroethanone, and the molecular formula is C8H4ClF3O, HPLC of Formula: 5860-95-7.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Li, Yang published the artcilePalladium-catalyzed Suzuki-Miyaura reaction of fluorinated vinyl chloride: a new approach for synthesis α and α,β-trifluoromethylstyrenes, Related Products of chlorides-buliding-blocks, the publication is Tetrahedron (2016), 72(37), 5684-5690, database is CAplus.

A mild and efficient palladium-catalyzed cross-coupling between fluorinated vinyl chloride and arylboronic acids was described. The use of ligand B successfully overcame the strong electronic withdrawing of trifluoromethylated substrates and allowed the efficient synthesis of a wide range of α and α,β-trifluoromethyl containing olefins. By using this method, the key intermediate for synthesis of Efavirenz was obtained in a simple route. The efficient conversion of two Freon mols. into useful α and α,α-trifluoromethyl containing olefins was a useful route in organic chem.

Tetrahedron published new progress about 532924-25-7. 532924-25-7 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Nitro Compound,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (5-Chloro-2-nitrophenyl)boronic acid, and the molecular formula is C6H5BClNO4, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Xu, Peng published the artcileSite-Selective Late-Stage Aromatic [¹⁸F]Fluorination via Aryl Sulfonium Salts, Synthetic Route of 637-07-0, the publication is Angewandte Chemie, International Edition (2020), 59(5), 1956-1960, database is CAplus and MEDLINE.

Site-selective functionalization of C-H bonds in small complex mols. is a long-standing challenge in organic chem. Herein, the authors report a broadly applicable and site-selective aromatic C-H dibenzothiophenylation reaction. The conceptual advantage of this transformation is further demonstrated through the two-step C-H [¹⁸F]fluorination of a series of marketed small-mol. drugs.

Angewandte Chemie, International Edition published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C10H9NO4S, Synthetic Route of 637-07-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Hong, Xiangsheng published the artcileRisks to aquatic environments posed by 14 pharmaceuticals as illustrated by their effects on zebrafish behaviour, HPLC of Formula: 637-07-0, the publication is Science of the Total Environment (2021), 145450, database is CAplus and MEDLINE.

The presence of pharmaceutical residues in aquatic ecosystems is a worldwide problem that may pose serious threats and challenges to the environment, especially to the safety of aquatic biota. In the present study, we investigated the effects of 14 environmentally relevant pharmaceutical compounds on individual and collective-related behaviors in juvenile zebrafish (Danio rerio) for 21 days. The tested concentrations of the compounds spanned three orders of magnitude. This study also compared the potential risks of these compounds in Chinese surface waters based on the data on their toxic effects or only on behavioral effects. In the case of individual behaviors, most antidepressants, but not anti-inflammatory agents or blood lipid-lowering agents, decreased fish locomotor activity (LMA) and individual social activity (IDS); however, all three classes of compounds induced significant disruptions in the light/dark transition locomotor response (LMR-L/D) performance, even at lower treatment levels (0.1-1μg/L). Furthermore, collective behavior (CLB) anal. suggested that most of the compounds significantly altered the group sociability of fish and frequently occurred at environmentally relevant concentrations Finally, a risk assessment suggested that the presence of ibuprofen, fluoxetine, and venlafaxine in the surface waters of China poses a relatively high risk to fish, regardless of the risk ranking based on the data of the toxic or behavioral effects.

Science of the Total Environment published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, HPLC of Formula: 637-07-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics