Tag: M.W=200-250

Zhou, Sha; Yan, Tao; Li, Yuxin; Jia, Zhehui; Wang, Baolei; Zhao, Yu; Qiao, Yuanyuan; Xiong, Lixia; Li, Yongqiang; Li, Zhengming published the artcile< Novel phthalamides containing sulfiliminyl moieties and derivatives as potential ryanodine receptor modulators>, Category: bromides-buliding-blocks, the main research area is phthalamide sulfiliminyl derivative ryanodine receptor modulator Pseudaletia Plutella.

To tackle the serious challenge of insect resistance and stricter environmental regulations, innovating a new eco-friendly insecticide is urgently required. A series of new phthalamides containing sulfiliminyl and sulfoximinyl moieties were designed and synthesized. In total, 30 new structures were characterized by 1H NMR spectra and HRMS. The bioassay results indicated that some title compounds exhibited excellent insecticidal activities against oriental armyworm (Pseudaletia separata Walker) and diamondback moth (Plutella xylostella (L.)). 3-Iodo-N2-[1-(N-cyano-S-methylsulfinimidoyl)-2-methylpropa-2-yl]-N1-[2-methyl-4-(perfluoropropan-2-yl)phenyl]phthalamide (I) showed the same larvicidal level as that of com. flubendiamide as a control. N2-[1-(N-Cyano-S-methylsulfonimidoyl)-2-methylpropan-2-yl]-3-iodo-N1-[2-methyl-4-(perfluoropropan-2-yl)phenyl]phthalamide (II) and 3-Iodo-N2-[2-methyl-1-[S-methyl-N-(2,2,2-trifluoroacetyl)sulfonimidoyl]propan-2-yl]-N1-[2-methyl-4-(perfluoropropan-2-yl)phenyl]phthalamide (III) exhibited outstanding activity against diamondback moth. The LC50 values of II and III were 8.33 × 10-8 and 2.34 × 10-8 mg L-1, resp., lower than that of flubendiamide (1.25 × 10-7 mg L-1). The effects of I, II and III on intracellular calcium of neurons from the beet armyworm (Spodoptera exigua) indicated that these title compounds activate the receptor-operated calcium channel. The calcium ions efflux from the calcium store on endoplasmic reticulum (ER) when treated with novel compounds The results of CoMFA calculation showed that N-cyanosulfilimines and N-trifluoroacetylsulfoximines might be of importance to the larvicidal activity. The present work demonstrated that structures containing sulfiliminyl and sulfoximinyl moieties can be considered as lead compounds for the development of new insect ryanodine receptor modulators.

Organic & Biomolecular Chemistry published new progress about Calcium channels Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cui, Guonan; Lai, Fangfang; Wang, Xiaoyu; Chen, Xiaoguang; Xu, Bailing published the artcile< Design, synthesis and biological evaluation of indole-2-carboxylic acid derivatives as IDO1/TDO dual inhibitors>, Recommanded Product: 4-Bromo-3-formylbenzonitrile, the main research area is indole carboxylic acid preparation SAR mol docking; indoleamine tryptophan dioxygenase dual inhibitor; Dual inhibitors; Indole-2-carboxylic acid; Indoleamine 2,3-dioxygenase 1; Tryptophan 2,3-dioxygenase.

Indoleamine 2,3-dioxygenase 1 (IDO1) and tryptophan 2,3-dioxygenase (TDO) are involved in the key steps of tryptophan metabolism and are potential new targets for tumor immunotherapy. In this work, a variety of indole-2-carboxylic acid derivatives I (R1 = H, 7-F, NHAc, etc.; X = NH, NMe, S; Y = NH, S, -NHCH2-, etc.; Ar = 4-F-3-Cl-C6H3, 4-F-3-OMe-C6H3, 3-Cl-3-OMe-C6H3, etc.) were synthesized, and their inhibitory activities against both enzymes along with structure-activity relationships were investigated. As a result, a number of 6-acetamido-indole-2-carboxylic acid derivatives were found to be potent dual inhibitors with IC50 values at low micromolar levels. Among them, compound I (R1 = 6-NHAc, X = N, Y = NH, Ar = 3,4-di-F-C6H3) was the most potent inhibitor with an IC50 value of 1.17μM for IDO1, and 1.55μM for TDO, resp. In addition, a para-benzoquinone derivative II, resulted from the oxidation of compound I (R1 = 6-NHEt, X = NH, Y = NH, Ar = 4-F-3-Cl-C6H3), was also identified and it showed strong inhibition against the two enzymes with IC50 values at the double digit nanomolar level. Using mol. docking and mol. dynamic simulations, authors predicted the binding modes of this class of compounds within IDO1 and TDO binding pocket. The results provide insights for further structural optimization of this series of IDO1/TDO dual inhibitors.

European Journal of Medicinal Chemistry published new progress about Aromatic carboxylic acids Role: PAC (Pharmacological Activity), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), PREP (Preparation), USES (Uses). 89003-95-2 belongs to class bromides-buliding-blocks, and the molecular formula is C8H4BrNO, Recommanded Product: 4-Bromo-3-formylbenzonitrile.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Xiaohui; Wu, Qingqing; Bai, Jie; Hou, Songjun; Jiang, Wenlin; Tang, Chun; Song, Hang; Huang, Xiaojuan; Zheng, Jueting; Yang, Yang; Liu, Junyang; Hu, Yong; Shi, Jia; Liu, Zitong; Lambert, Colin J.; Zhang, Deqing; Hong, Wenjing published the artcile< Structure-independent conductance of thiophene-based single-stacking junctions>, Quality Control of 3480-11-3, the main research area is mech controllable break junction thiophene; conducting materials; conjugation; intermolecular charge transport; mechanically controllable break junctions; thiophene junctions.

The exptl. investigation of intermol. charge transport in π-conjugated materials is challenging. Herein, we describe the investigation of charge transport through intermol. and intramol. paths in single-mol. and single-stacking thiophene junctions by the mech. controllable break junction (MCBJ) technique. We found that the ability for intermol. charge transport through different single-stacking junctions was approx. independent of the mol. structure, which contrasts with the strong length dependence of conductance in single-mol. junctions with the same building blocks, and the dominant charge-transport path of mols. with two anchors transited from an intramol. to an intermol. path when the degree of conjugation increased. An increase in conjugation further led to higher binding probability owing to the variation in binding energies, as supported by DFT calculations

Angewandte Chemie, International Edition published new progress about Density functional theory. 3480-11-3 belongs to class bromides-buliding-blocks, and the molecular formula is C8H5BrS2, Quality Control of 3480-11-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nair, Vijay; Vidya, N.; Abhilash, K. G. published the artcile< Gold(III) chloride promoted addition of electron-rich heteroaromatic compounds to the C:C and C:O bonds of enals>, Application In Synthesis of 3893-18-3, the main research area is enal electronrich heteroarene addition gold catalyst; hetaryl alkane preparation.

Electron-rich heteroaromatic compounds react with α,β-enals in the presence of gold(III) chloride to afford bis-addition products in high yields.

Tetrahedron Letters published new progress about Addition reaction. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application In Synthesis of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Cheng, Xiaokai; Lu, Huangzhe; Lu, Zhan published the artcile< Enantioselective benzylic C-H arylation via photoredox and nickel dual catalysis>, Safety of 3-Bromobenzotrifluoride, the main research area is diaryl alkane enantioselective preparation; alkyl benzene aryl bromide benzylic arylation photoredox catalysis nickel.

Here, an enantioselective benzylic C(sp3)-H bond arylation via photoredox/nickel dual catalysis was reported. Sterically hindered chiral biimidazoline ligands were designed for this asym. cross-coupling reaction. Readily available alkyl benzenes and aryl bromides with various functional groups tolerance could be easily and directly transferred to useful chiral 1,1-diaryl alkanes I [R = Me, Et, Bn, etc.; Ar1 = Ph, 4-MeOC6H4, 4-FC6H4, 4-iBuC6H4, 2-naphthyl; Ar2 = 4-FC6H4, 3-CNC6H4, benzofuran-5-yl, etc.] including pharmaceutical intermediates and bioactive mols. This reaction proceeded smoothly under mild conditions without the use of external redox reagents.

Nature Communications published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (1,1-diaryl alkanes). 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Safety of 3-Bromobenzotrifluoride.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tohnishi, Masanori; Nakao, Hayami; Furuya, Takashi; Seo, Akira; Kodama, Hiroki; Tsubata, Kenji; Fujioka, Shinsuke; Kodama, Hiroshi; Hirooka, Takashi; Nishimatsu, Tetsuyoshi published the artcile< Flubendiamide, a novel insecticide highly active against lepidopterous insect pests>, Reference of 82-73-5, the main research area is flubendiamide preparation insecticide lepidoptericide; heptafluoroisopropylanilide preparation insecticide lepidoptericide; benzenedicarboxamide derivative preparation insecticide lepidoptericide structure activity relationship.

Flubendiamide, N2-[1,1-dimethyl-2-(methylsulfonyl)ethyl]-3-iodo-N1-[2-methyl-4-[1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl]phenyl]-1,2-benzenedicarboxamide I, is a representative of a novel class of insecticides having a unique chem. structure. The uniqueness of the structure resulted from three parts with novel substituents: a heptafluoroisopropyl group in the anilide moiety, a sulfonylalkyl group in the aliphatic amide moiety, and an iodine atom at the 3-position of the phthalic acid moiety. The compound showed extremely strong insecticidal activity especially against lepidopterous pests including resistant strains. Flubendiamide would have a novel mode of action, because the insecticidal symptoms accompanied by a discriminative contraction of the larval body are distinguished from those of com. insecticides. It was also very safe for non-target organisms. Flubendiamide is expected to be a suitable agent for controlling lepidopterous insects as part of the insect resistance management and the integrated pest management programs.

Journal of Pesticide Science (Tokyo, Japan) published new progress about Adoxophyes honmai. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Reference of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Gaisina, Irina N.; Peet, Norton P.; Wong, Letitia; Schafer, Adam M.; Cheng, Han; Anantpadma, Manu; Davey, Robert A.; Thatcher, Gregory R. J.; Rong, Lijun published the artcile< Discovery and Structural Optimization of 4-(Aminomethyl)benzamides as Potent Entry Inhibitors of Ebola and Marburg Virus Infections>, Computed Properties of 128577-47-9, the main research area is aminomethyl benzamide derivative preparation Ebola Marburg virus infection.

The recent Ebola epidemics in West Africa underscore the great need for effective and practical therapies for future Ebola virus outbreaks. We have discovered a new series of remarkably potent small mol. inhibitors of Ebola virus entry. These 4-(aminomethyl)benzamide-based inhibitors are also effective against Marburg virus. Synthetic routes to these compounds allowed for the preparation of a wide variety of structures, including a conformationally restrained subset of indolines (compounds 41-50). Compounds 20, 23, 32, 33, and 35 are superior inhibitors of Ebola (Mayinga) and Marburg (Angola) infectious viruses. Representative compounds (20, 32, and 35) have shown good metabolic stability in plasma and liver microsomes (rat and human), and 32 did not inhibit CYP3A4 nor CYP2C9. These 4-(aminomethyl)benzamides are suitable for further optimization as inhibitors of filovirus entry, with the potential to be developed as therapeutic agents for the treatment and control of Ebola virus infections.

Journal of Medicinal Chemistry published new progress about Antiviral agents. 128577-47-9 belongs to class bromides-buliding-blocks, and the molecular formula is C9H8BrFO2, Computed Properties of 128577-47-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hynds, Hannah M.; Lemons, Holli E.; Willis, Jasmine D.; Bell, MarKayla J.; Bottcher, Sydney E.; Dye, Mei Lin N.; Echols, Emily T.; Garner, Edward L.; Hutchinson, Lauren E.; Phillips, Caleb M.; Stephens, Claudia P.; Gilbert, Thomas M.; Wilger, Dale J. published the artcile< Ni-Catalyzed Larock Indenone Annulation with Aliphatic- and Silyl-Substituted Alkynes Supported by Mechanistic Analysis>, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate, the main research area is nickel catalyzed Larock annulation reaction ortho bromobenzoate alkyne; indenone derivative preparation.

A Ni-catalyzed annulation reaction to synthesize indenones is reported. The reaction provides high yields and regioselectivities when aliphatic- and silyl-substituted alkynes are employed. Both were challenging and underused substrate classes. Several mechanistic observations aided in the development of this reaction, including that β-hydride elimination is turnover-limiting for ortho-halogenated aldehyde substrates and that alkyne dissociation is rate-limiting for internal aliphatic alkynes. The authors anticipate that these methods will be rapidly adopted due to their synthetic ease and inherent versatility. The authors also anticipate that the mechanistic conclusions will inform further reaction development.

Organometallics published new progress about Alkynes Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 17100-65-1 belongs to class bromides-buliding-blocks, and the molecular formula is C9H9BrO3, Recommanded Product: Methyl 2-bromo-4-methoxybenzoate.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kim, Eunae; Park, Sehoon; Chang, Sukbok published the artcile< Silylative Reductive Amination of α,β-Unsaturated Aldehydes: A Convenient Synthetic Route to β-Silylated Secondary Amines>, Category: bromides-buliding-blocks, the main research area is silylated secondary amine preparation diastereoselective regioselective; silylative reductive amination unsaturated aldehyde diastereoselective regioselective; Lewis acidic borane; hydrosilylation; reductive amination; selectivity; α,β-unsaturated compounds.

Described here is a reductive amination/hydrosilylation cascade of α,β-unsaturated aldehydes mediated by a Lewis acidic borane catalyst. The present reaction system provides an one-pot synthetic route towards β-silylated secondary amines that have not been accessible by other previous catalysis. Comparative 1H NMR studies on the silylative reduction of enimines revealed that steric bulkiness of primary amine reactants strongly affects both catalytic efficiency and regioselectivity. This strategy was applicable to a broad range of substrates and amenable to one-pot gram-scale synthesis. Moreover, a diastereoselective introduction of the β-silyl group was also found to be feasible (d.r. up to 71:29).

Chemistry – A European Journal published new progress about Diastereoselective synthesis. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pastushak, N. O.; Dombrovskii, A. V. published the artcile< Preparation of some unsaturated alkaryl aldehydes by reduction of nitriles of β-arylacrylic acids>, Synthetic Route of 3893-18-3, the main research area is .

Heating 8 g. appropriate nitrile of an arylacrylic acid with 50 ml. pyridine, 24 ml. AcOH, 20 g. NaH2PO2 and 3 g. Raney Ni in 25 ml. H2O at 50° 1.5 hrs. gave 55-67%: PhCH:CHCHO, b5 105°, n20D 1.6195, d20 1.050 (semicarbazone m. 208°); p-MeC6H4CH:CHCHO, m. 41°, b15 120° (semicarbazone m. 210°); p-MeOC6H4CH:CHCHO, m. 58°, b6 148° (semicarbazone m. 211°); p-ClC6H4CH:CHCHO, m. 62°, b2 115° (semicarbazone m. 231°); p-BrC6H4CH:CHCHO, m. 81°, b3 128° (semicarbazone m. 239°); PhCH:CMeCHO, b5 130°, 1.6010, 1.042 (semicarbazone m. 207°); and p-MeC6H4CH:CMeCHO, b5 118°, 1.6065, 1.040 (semicarbazone m. 220°).

Zhurnal Organicheskoi Khimii published new progress about Aldehydes. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Synthetic Route of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary