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Synthetic Route of C6H4ClNO. 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: 5-Chloropicolinaldehyde, is researched, Molecular C6H4ClNO, CAS is 31181-89-2, about Synthesis and anti-staphylococcal activity of novel bacterial topoisomerase inhibitors with a 5-amino-1,3-dioxane linker moiety. Author is Li, Linsen; Okumu, Antony; Dellos-Nolan, Sheri; Li, Zoe; Karmahapatra, Soumendrakrishna; English, Anthony; Yalowich, Jack C.; Wozniak, Daniel J.; Mitton-Fry, Mark J..

Novel bacterial type II topoisomerase inhibitors (NBTIs) constitute a promising new class of antibacterial agents. The authors report a series of NBTIs with potent anti-staphylococcal activity and diminished hERG inhibition. Dioxane-linked compound N-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methyl)-2-(2-(6-methoxyquinolin-4-yl)ethyl)-trans-1,3-dioxan-5-amine demonstrated MICs ≤1μg/mL against both methicillin-susceptible (MSSA) and -resistant Staphylococcus aureus (MRSA), accompanied by reduced hERG inhibition as compared to cyclohexane- or piperidine-linked analogs.

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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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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Discovery of N-Aroyl Diketone/Triketone Derivatives as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibiting-Based Herbicides, published in 2019-10-30, which mentions a compound: 49609-84-9, mainly applied to aroyl diketone triketone derivative preparation hydroxyphenylpyruvatedioxygenase inhibitor herbicide; 4-hydroxyphenylpyruvate dioxygenase; N-aroyl diketone/triketone; herbicidal activity; molecular docking; rationally designed, Quality Control of 2-Chloronicotinoyl chloride.

4-Hydroxyphenylpyruvate dioxygenase (EC 1.13.11.27, HPPD) is one of the most promising targets for the discovery of new bleaching herbicides. To discover novel HPPD inhibitors with excellent herbicidal activity, a series of novel N-aroyl diketone/triketone derivatives were rationally designed by splicing active groups and bioisosterism. All the compounds were characterized by IR, 1H and 13C NMR, and high-resolution mass spectrometry. Bioassays revealed that most of these derivatives displayed preferable herbicidal activity against Echinochloa crus-galli at 0.045 mmol/m2 and Abutilon juncea at 0.090 mmol/m2. In particular, compound (I) was more potent compared with the commercialized compound mesotrione. Mol. docking indicated that the corresponding active mols. of target compounds and mesotrione shared similar interplay with surrounding residues, which led to a perfect interaction with the active site of Arabidopsis thaliana HPPD. These promising findings demonstrate that these compounds could be considered as potential herbicide candidates for further development of novel HPPD inhibitors.

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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: 6-(tert-Butyl)pyrimidin-4-amine, is researched, Molecular C8H13N3, CAS is 3435-27-6, about The Chichibabin amination of 4-phenyl- and 4-tert-butylpyrimidine, the main research direction is Chichibabin amination pyrimidine phenyl; butylpyrimidine Chichibabin amination; ring cleavage Chichibabin amination.Product Details of 3435-27-6.

In 4-phenylpyrimidine amination in KONH2/NH3(l), the extent to which the SN(ANRORC) mechanism operates largely depends upon whether an ammonium salt is used in quenching the reaction. The composition of the σ-adduct mixture, the structure of the open-chain intermediates, the inhibition of the SN(ANRORC) mechanism and the course of the amination in apolar solvents were studied. In the amination of 4-tert-butylpyrimidine, the SN(ANRORC) mechanism occurs to only a very limited extent.

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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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SDS of cas: 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 Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides. Author is Orecchia, Patrizio; Petkova, Desislava Slavcheva; Goetz, Roland; Rominger, Frank; Hashmi, A. Stephen K.; Schaub, Thomas.

The Suzuki-Miyaura coupling reaction of electron-poor aryl chlorides in the synthesis of crop protection-relevant active ingredients in water is disclosed. Optimization of the reaction conditions allowed running the reaction with 50 ppm of Pd-catalyst loading without an addnl. organic solvent in the cross-coupling reaction step in short reaction times. The system was optimized for the initial cross-coupling step of the large scale produced fungicides Boscalid, Fluxapyroxad and Bixafen up to 97% yield. It is also shown that the Suzuki-Miyaura reaction can be easily scaled up to 50 g using a simple product separation and purification using environmentally benign solvents in the work-up. To show the usability of this method, it was addnl. applied in the three-step synthesis of the desired active ingredients.

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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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Related Products of 1824-94-8. 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: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, is researched, Molecular C7H14O6, CAS is 1824-94-8, about Synthesis of Hexane-Tetrols and -Triols with Fixed Hydroxyl Group Positions and Stereochemistry from Methyl Glycosides over Supported Metal Catalysts. Author is Krishna, Siddarth H.; Cao, Ji; Tamura, Masazumi; Nakagawa, Yoshinao; De Bruyn, Mario; Jacobson, Graeme S.; Weckhuysen, Bert M.; Dumesic, James A.; Tomishige, Keiichi; Huber, George W..

Carbohydrates are a renewable feedstock for the production of partially reduced polyols, but typical hydrogenolysis processes are unselective towards C-O bond cleavage at different positions and erase the stereocenters present in the feedstock. In this study, we demonstrate the synthesis of new types of acyclic polyols with controlled stereochem. from Me glycosides. Products include (2R,3S)-1,2,3,6-hexanetetrol, (2R,5S)-1,2,5,6-hexanetetrol, (2S,5S)-1,2,5-hexanetriol, and (4R,5S)-1,4,5-hexanetriol. Me glycosides are first selectively dehydrated and hydrogenated to Me dideoxy-glycosides as reported in previous work. These Me dideoxy-glycosides are then converted to hexane- triols and -tetrols over Pt-based catalysts in water in 80-95% yield via methoxy bond hydrolysis and hydrogenation. This route largely preserves the stereocenters of the remaining hydroxyl groups (>92% stereo-purity). The nature of the intermediates formed depends on the structure of the glycoside feedstock. 3,4-Dideoxy-glycosides can undergo loss of the C2-OH stereo-center due to an aldose-ketose isomerization reaction, which can be mitigated by using a bifunctional metal-acid catalyst to facilitate the reaction at lower temperature By demonstrating a new route to produce renewable polyols with controlled hydroxyl group positions and stereochem., this report lays the groundwork for further research into the applications of these mols. in the chem. industry.

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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 (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, is researched, Molecular C7H14O6, CAS is 1824-94-8, about Chemical composition and lipase inhibitory property of two varieties of guava fruits at different stages of ripening. Author is De Pradhan, Ipsita; De, Bratati.

The fruits of Psidium guajava L., known as guava, are edible. The objectives of the study were to analyze the chem. composition of the skin, flesh, and pulp of two different Indian varieties of guava, e.g., Khaja and Allahabad at different stages of ripening (immature green, mature green, color turning, ripe, and overripe), and to study the pancreatic lipase (PL) inhibitory properties of the fruit extracts In total, 86 compounds were identified from different parts of the fruits. The different parts varied chem. with different stages of ripening in two varieties of guava. Major components contributing to the variation were ascorbic acid, catechin, epicatechin, shikimic acid, quinic acid, and some polyols and amino acids. Ascorbic acid content increased in color turning, ripe, and overripe stages. All the parts inhibited PL, highest activity being shown by the skin extracts The two varieties were also different in PL inhibitory activities. Thus, the study highlighted the nutritional as well as PL inhibiting activity beneficial to prevent fat absorption.

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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.Chinyere, Imoisi; Julius, Iyasele Uche researched the compound: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol( cas:1824-94-8 ).Category: chiral-phosphine-ligands.They published the article 《Spectroscopic determination of sugar components of Vitex doniana fruit syrup》 about this compound( cas:1824-94-8 ) in Journal of Chemical and Pharmaceutical Research. Keywords: Vitex fruit syrup sugar component. We’ll tell you more about this compound (cas:1824-94-8).

The fresh fruits of black plum (Vitex doniana) were collected from several randomly selected trees in a farm site in Uromi metropolis, Esan North-East Local Government Area of Edo state and then processed into an extract in form of syrup. The sugars were identified using a combination of 1D 1H NMR and GC-MS. For the NMR anal., 5 mg of the sample was dissolved in deuterated DMSO (DMSO-d6), a common solvent for NMR anal. Then the sample, was analyzed with 1D 1H NMR at 500 MHz to obtain the spectrum showing the chem. shifts, peak multiplicity and coupling constants of the prospective sweeteners (sugars) in the sample. While characterization of the specific sugars in black plum fruit syrup was done using GC-MS spectroscopic techniques via derivatization. This method converts the sugars in the sample to the resp. trimethylsilyl-derivatives of the sugars, which are volatile and amenable for GC-MS anal. The sugars identified in Vitex doniana fruit syrup are fourteen and are presented based on the percentage of each sugar constituents and contribution to the sweetness profile of the syrup as obtained from their raw area percentage based on the total ion current. The sugars identified are Alpha.-DGlucopyranose (16.11%), Glucopyranose (11.19%), D-Glucose (11.15%), d-(+)-Xylose (8.95%), 2-Deoxy-pentose (8.92%), Glucofuranoside (6.84%), beta.-D-Galactopyranoside (6.37%), D-Fructose (6.16%), alpha.-DLArabinofuranoside (6.14%), alpha.-DL-Lyxofuranoside (4.85%), Ribitol (4.58%), 2-Keto-d-gluconic acid (3.62%), D-Xylofuranose (3.05%). While the least contributor is the alpha-D-Galactopyranose (2.07%).

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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: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, is researched, Molecular C7H14O6, CAS is 1824-94-8, about Phytochemicals, essential oils, and bioactivities of an underutilized wild fruit Cili (Rosa roxburghii), the main research direction is Rosa essential oil phytochem anticancer antibacterial.Electric Literature of C7H14O6.

In this study, the phytochem. and essential oil profiles, and bioactivities of an underutilized wild fruit Cili (Rosa roxburghii) were analyzed. Cili fruit was found to have higher antioxidant activities, ascorbic acid content (122 mg LAA/g DW), total phenolics (173 mg GAE/g DW), and total flavonoids (34.5 mg CE/g DW) than 11 selected common fruits and vegetables. Thirty phytochem. compounds were tentatively identified in the aqueous-ethanolic extract of Cili fruit using UPLC-QTOF-MS. Linoleic acid and 2,2′-methylenebis (6-tert-butyl-4-methylphenol) were tentatively identified as the predominant essential oil components using GC-MS. The aqueous-ethanolic extract of Cili fruit was further tested for its in vitro bioactivities, and found it exhibited antibacterial activity against four multi-drug resistant strains of Staphylococcus aureus, and showed in vitro anti-proliferative effects against three cancer cells. Overall, the Cili fruit with diverse bioactive compounds and bioactivities can be applied in the food, nutraceutical, and cosmetic industries for the development of functional products.

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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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Zhang, Xin-Hui; Bo-Wang; Tao, Yuan-Yuan; Ma, Qin; Wang, Hao-Jie; He, Zhang-Xu; Wu, Hui-Pan; Li, Yi-Han; Zhao, Bing; Ma, Li-Ying; Liu, Hong-Min published the article 《Thiosemicarbazone-based lead optimization to discover high-efficiency and low-toxicity anti-gastric cancer agents》. Keywords: thiosemicarbazone diastereoselective preparation SAR anticancer human cytotoxicity; Gastric cancer; Lead optimization; Migration; Thiosemicarbazone.They researched the compound: 5-Chloropicolinaldehyde( cas:31181-89-2 ).Safety of 5-Chloropicolinaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:31181-89-2) here.

A series of thiosemicarbazone derivatives I [R1 = H, 4-MeO, 2-Br, 3-Br, 4-Br; R2 = H, Me, 2-pyridyl, etc.; R3 = 2-furyl, 3-indolyl, 2-pyridyl, etc.; n = 0, 1, 2] containing different aromatic heterocyclic groups was synthesized and the tridentate donor system of the lead compound was optimized. Most of the target compounds I showed improved antiproliferative activity against MGC803 cells. SAR studies revealed that compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] displayed significant advantages in inhibition effect with an IC50 value of 0.031μM, and better selectivity between cancer and normal cells than 3-AP and DpC (about 15- and 5-fold improved resp.). Besides, compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] showed selective antiproliferative activity in not only other cancer cells but also different gastric cancer cell lines. In-depth mechanism studies showed that compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] could induce mitochondria-related apoptosis which might be related to the elevation of intracellular ROS level, and cause cell cycle arrest at S phase. Moreover, compound I [R1 = 4-MeO, R2 = Me, R3 = 2-pyridyl, n = 0] could evidently suppressed the cell migration and invasion by blocking the EMT (epithelial-mesenchymal transition) process. Consequently, our studies provided a lead optimization strategy of thiosemicarbazone derivatives I which would contribute to discover high-efficiency and low-toxicity agents for the treatment of gastric cancer.

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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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Name: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (2R,3R,4S,5R,6R)-2-(Hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol, is researched, Molecular C7H14O6, CAS is 1824-94-8, about Determination of the flavoring components in vitex doniana fruit following hydrodistillation extraction. Author is Chinyere, Imoisi; Julius, Iyasele U.; Samuel, Okhale E..

In traditional medicine and aromatherapy, use of essential oils and their flavor compounds have been known for the management of various human diseases. The flavor structures of black plum (Vitex doniana) sweet fruit are unavailable though widely eaten by natives. Therefore, this research is aimed at using spectroscopic techniques to identify the chem. structure of the specific flavor in the syrup responsible for its unique aroma and taste. Hydrodistillation (HD) in a Clevenger-type apparatus and GC-MS (HD-GC-MS) were used to extract the essential oil and analyze the volatile compounds (VOCs) resp. from Vitex doniana sweet fruit. 24 different volatile compounds (VOCs) were identified and grouped into eight classes of organic compounds comprising of 6 terpenes, 5 carboxylic acids, 3 ethers, 2 alcs., 2 ketones, 2 lactones, 2 aldehydes and 2 esters. It is noteworthy that GC-MS following hydrodistillation offers invaluable information about the aroma components of the fruit, because fingerprints of volatile compounds profiles using novel extraction methods are currently highly valued due to its importance to sensory properties of foodstuffs. Therefore, characterization of the aroma compounds as markers in putrefied and fresh fruits and their products are of great importance as a quality control parameter. The sugars were then identified using a combination of 1D 1H NMR and GC-MS. Characterization of the specific sugars in black plum fruit was done using GC-MS spectroscopic techniques via derivatization. This method converts the sugars in the sample to the resp. trimethylsilyl-derivatives of the sugars, which are thermally stable, volatile and amenable for GC-MS anal. The sugars identified are Alpha.-D-Glucopyranose, Glucopyranose, D-Glucose, d-(+)-Xylose, 2-Deoxy-pentose, Glucofuranoside, beta.-D-Galactopyranoside, D-Fructose, alpha.-DL-Arabinofuranoside, alpha.-DL-Lyxofuranoside, Ribitol, 2-Keto-d-gluconic acid, D-Xylofuranose and alpha.-D-Galactopyranose as obtained from their raw area percentage based on the total ion current. In conclusion, derivatization along with the coupling of GC with MS allows invaluable information about the composition and structure of sugars.

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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