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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 49609-84-9, is researched, Molecular C6H3Cl2NO, about Design, synthesis, and antifungal activity of carboxamide derivatives possessing 1,2,3-triazole as potential succinate dehydrogenase inhibitors, the main research direction is carboxamide antifungal activity potential succinate dehydrogenase inhibitor; 1,2,3-triazole; Fungicidal activity; Molecular docking simulation; Succinate dehydrogenase inhibitors.Category: chiral-phosphine-ligands.

Succinate dehydrogenase (SDH) is demonstrably one of the most important mol. targets in development of new fungicide. In our continuous efforts to discover novel SDH inhibitors, forty-two carboxamide derivatives containing 1,2,3-triazole ring were designed and synthesized, which were precisely characterized by 1H NMR, ESI-MS, elemental anal. and X-ray single-crystal diffraction. The compounds were screened for antifungal activities against phytopathogenic fungi by mycelia growth inhibition assay in vitro. Compound A3-3 exhibited significant antifungal activity against Sclerotinia sclerotiorum, Botrytis cinerea, Rhizoctonia cerealis and Gaeumannomyces graminsis with EC50 values of 1.08, 8.75, 1.67 and 5.30μg/mL, resp., comparable to those of com. SDHI boscalid. In vivo testing demonstrated that A3-3 was effective for suppressing rape sclerotinia rot, cucumber gray mold and wheat powdery mildew caused by S. sclerotiorum, B. cinerea and Blumeria graminis at a dosage of 200μg/mL. Inhibition activities against SDH test proved the designed analogs were effective in the enzyme level. The mol. docking simulation revealed that A3-3 interacted with ARG43, TYR58 and TRP173 of the SDH through hydrogen bond and pi-pi interaction, which could explain the probable mechanism of action between the inhibitor and target protein.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about Iron-Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)-H Amination, the main research direction is fused nitrogen heterocycle preparation denitrogenative rearrangement tetrazole radical activation; iron catalyzed denitrogenative rearrangement tetrazole radical activation mechanism; Fe-nitrene; denitrogenative annulation; homogeneous catalysis; metalloradicals; nitrogen heterocycles.Computed Properties of C6H3Cl2NO.

An iron-catalyzed denitrogenative rearrangement of 1,2,3,4-tetrazole is developed over the competitive C(sp3)-H amination. This catalytic rearrangement reaction follows an unprecedented metalloradical activation mechanism. Employing the developed method, a wide number of complex-N-heterocyclic product classes have been accessed. The synthetic utility of this radical activation method is showcased with the short synthesis of a bioactive mol. Collectively, this discovery underlines the progress of radical activation strategy that should find wide application in the perspective of medicinal chem., drug discovery and natural product synthesis research.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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HPLC of Formula: 49609-84-9. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about Synthesis and anthelmintic activity of benzopyrano[2,3-c]pyrazol-4(2H)-one derivatives. Author is Milisiunaite, Vaida; Kadlecova, Alena; Zukauskaite, Asta; Dolezal, Karel; Strnad, Miroslav; Voller, Jiri; Arbaciauskiene, Egle; Holzer, Wolfgang; Sackus, Algirdas.

A series of benzopyrano[2,3-c]pyrazol-4(2H)-one derivatives I [R1 = Me, Ph; R2 = H, F; R3 = H, F, Cl, etc.; R4 = H, F] were synthesized from readily available 1-phenyl- and 1-methyl-1H-pyrazol-3-ols by sequentially employing O-acylation, Fries rearrangement and potassium carbonate-induced cyclization. The anthelmintic properties of the obtained compounds were investigated in-vivo in a model nematode, Caenorhabditis elegans. Five compounds, I [R1 = Ph, R2 = R3 = R4 = H; R1 = Ph, R2 = R4 = H, R3 = F; R1 = Ph, R2 = R4 = H, R3 = Cl; R1 = Ph, R2 = R4 = H, R3 = Br; R1 = Ph, R2 = F, R3 = R4 = H] altered the development of C. elegans. While the activities of I [R1 = Ph, R2 = R3 = R4 = H; R1 = Ph, R2 = F, R3 = R4 = H] were rather modest, compounds I [R1 = Ph, R2 = R4 = H, R3 = F; R1 = Ph, R2 = R4 = H, R3 = Cl; R1 = Ph, R2 = R4 = H, R3 = Br] inhibited the growth of the worms at concentrations of approx. 1-3μM. At these concentrations, the compounds did not kill the worms, but they strongly inhibited their development, with the majority of larvae never progressing past the L1 stage. Moreover, testing in non-cancer human cell lines showed that, with exception of 7-bromo derivative I [R1 = Ph, R2 = R4 = H, R3 = Br], the active compounds showed favorable toxicity profiles.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Electric Literature of C6H3Cl2NO. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about A new, substituted palladacycle for ppm level Pd-catalyzed Suzuki-Miyaura cross couplings in water. Author is Takale, Balaram S.; Thakore, Ruchita R.; Handa, Sachin; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H..

A newly engineered palladacycle that contains substituents on the biphenyl rings along with the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki-Miyaura coupling of aryl halides RX (R = 2-O2NC6H4, 1-benzothiophen-2-yl, 2-fluoropyridin-3-yl, etc.; X = Cl, Br, I) and aryl boronic acids R1B(OH)2 (R1 = 4-ClC6H4, 1-benzofuran-2-yl, pyren-1-yl, etc.) to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst. This general methodol. has been applied to several targets in the pharmaceutical area. Multiple recyclings of the aqueous reaction mixture involving both the same as well as different coupling partners are demonstrated. Low temperature microscopy (cryo-TEM) indicates the nature and size of the particles acting as nanoreactors. Importantly, given the low loadings of Pd invested per reaction, ICP-MS analyses of residual palladium in the products show levels to be expected that are well within FDA allowable limits.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Zhang, Pei-Pei; Wang, Qiao; Min, Li-Jing; Wu, Hong-Ke; Weng, Jian-Quan; Tan, Cheng-Xia; Zhang, Yong-Gang; Liu, Xing-Hai researched the compound: 2-Chloronicotinoyl chloride( cas:49609-84-9 ).HPLC of Formula: 49609-84-9.They published the article 《Synthesis, crystal structure, fungicidal activity and molecular docking of nicotinic acyl urea derivatives》 about this compound( cas:49609-84-9 ) in Journal of Molecular Structure. Keywords: nicotinic acyl urea preparation plant fungicide mol docking; structure activity nicotinic acyl urea plant fungicide. We’ll tell you more about this compound (cas:49609-84-9).

A series of nicotinic acyl urea derivatives I (R1 = 4-F, 2-OCF3, 2,3,4-F3, etc.) were designed using boscalid as a lead compound They were synthesized via four steps. Their structures were confirmed by 1H NMR, HRMS and X-ray diffraction. Some of these new nicotinic acyl urea derivatives I [R1 = 2-CF3, 3-F, 2,3,4-F2, 4-[CF(CF3)2]-2-Me] had moderate fungicidal activity against Gibberella zeae, Sclerotinia sclerotiorum, Rhizoctonia solani, Botrytis cinerea and Physalospora piricola at 50 mg/L, which is a little weaker than the com. fungicide fluxapyroxad. The SAR was studied by using mol. docking.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Application of 49609-84-9. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about Synthesis and antifungal activity of carvacrol and thymol esters with heteroaromatic carboxylic acids. Author is Wang, Kaibo; Jiang, Shanshan; Yang, Yunhai; Fan, Liming; Su, Fawu; Ye, Min.

Aiming to obtain the more effective pathogen inhibitive ingredients and explore the influence of introducing different heterocyclic units to carvacrol and thymol esters, twenty ester derivatives with different heterocyclic units were synthesized. And the in vitro antifungal activity of title compounds against five plant pathogenic fungi was evaluated by mycelium growth rate method. The results showed that some carvacrol and thymol esters showed good to excellent antifungal activity, and compound, 4-bromo-5-isopropyl-2-methylphenyl picolinate (9d) exhibited a broad antifungal spectrum. Preliminary study indicated that the introduction of furan, thiophene and pyridine unit could enhance the antifungal activity of carvacrol and thymol esters against Botrytis cinerea and a bromine atom on the para position of benzene moiety could enhance their antifungal activity.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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COA of Formula: C6H3Cl2NO. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about Synthesis, Crystal Structure, Herbicidal Activity, and SAR Study of Novel N-(Arylmethoxy)-2-chloronicotinamides Derived from Nicotinic Acid. Author is Yu, Chen-Sheng; Wang, Qiao; Bajsa-Hirschel, Joanna; Cantrell, Charles L.; Duke, Stephen O.; Liu, Xing-Hai.

Nicotinic acid, also known as niacin, is a natural product, which is widely found in plants and animals. To discover novel natural-product-based herbicides, a series of N-(arylmethoxy)-2-chloronicotinamides were designed and synthesized. Some of the new N-(arylmethoxy)-2-chloronicotinamides exhibited excellent herbicidal activity against Agrostis stolonifera (bentgrass) at 100μM. Compound 5f (2-chloro-N-((3,4-dichlorobenzyl)oxy)nicotinamide) possessed excellent herbicidal activity against Lemna paucicostata (duckweed), with an IC50 value of 7.8μM, whereas the com. herbicides clomazone and propanil had values of 125 and 2μM, resp. The structure-activity relationships reported in this paper could be used for the development of new herbicides against monocotyledonous weeds.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about Synthesis and permethylation of methyl 5-(2-chloropyridin-3-yl)pentanoates.Reference of 2-Chloronicotinoyl chloride.

Two Me 5-(2-chloropyridin-3-yl)pentanoates were prepared by condensation of 1,3-bis(silyloxy)-1,3-butadienes with 2-chloropyridine-3-carboxylic acid chloride. The permethylation of the products resulted in two completely different products, depending on the substitution pattern of the 1,3,5-tricarbonyl moiety.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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Safety of 2-Chloronicotinoyl chloride. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Chloronicotinoyl chloride, is researched, Molecular C6H3Cl2NO, CAS is 49609-84-9, about α-Arylation of (hetero)aryl ketones in aqueous surfactant media. Author is Wood, Alex B.; Roa, Daniel E.; Gallou, Fabrice; Lipshutz, Bruce H..

The α-arylation reactions can be performed in water and enabled by a designer surfactant under mild conditions and in the absence of organic co-solvents. Multitude of aryl and heteroaryl ketones such as propiophenone, 6,7-dihydro-4-benzo[b]thiophenone, 1-thiazol-2-yl-propan-1-one, 2-(1-benzyl-piperidin-4-ylmethyl)-5,6-dimethoxy-indan-1-one, etc. are amenable to coupling with functionalized aryl halides ArBr (Ar = naphthalen-2-yl, 4-(morpholin-4-yl)benzen-1-yl, pyridin-3-yl, 1-benzyl-1H,2H,3H-pyrrolo[2,3-b]pyridin-5-yl, etc.). Use of a lipophilic base that can gain entry to the micellar inner cores mediates enolization. In some cases, palladium loadings as low as 2500 ppm (0.25 mol%) are sufficient for coupling in a completely recyclable medium, exemplifying chem. in water.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Chloronicotinoyl chloride(SMILESS: O=C(Cl)C1=CC=CN=C1Cl,cas:49609-84-9) is researched.Synthetic Route of C10H12ClIN2O2. The article 《Synthesis and evaluation of biological properties of 2-(2-(phenoxy)pyridin-3-yl)quinazolin-4(3H)-one derivatives》 in relation to this compound, is published in Heterocycles. Let’s take a look at the latest research on this compound (cas:49609-84-9).

A series of novel title compounds I (R = 3,5-(Me)2, 2-F, 4-I, etc.) was designed and synthesized as antitumor agents. The antitumor activities of target compounds I were evaluated and compared with pos. drug Gefitinib employing standard MTT assay against A549 (human lung adenocarcinoma cell), PC-3 (prostate cancer cells), K562 (human chronic myeloid leukemia cells), HepG2 (human liver cancer cell) cancer cell lines in vitro. The pharmacol. screening results revealed that many compounds exhibited moderate levels of antitumor activities against four cancer cell lines, especially compound I (R = 3,5-(Me)2) displayed promising activities against A549 (IC50 = 12.47±2.86μM) than Gefitinib (IC50 = 17.37±6.01μM). The mechanism and the apoptosis inducing effect of I (R = 3,5-(Me)2) against A549 cell line were studied. The results showed that I (R = 3,5-(Me)2) could inhibit migration and motility of cancer cells, induce cell apoptosis and exhibit the typical apoptotic morphol.

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Reference:
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate