Month: April 2022

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 3229-00-3, is researched, SMILESS is BrCC(CBr)(CBr)CBr, Molecular C5H8Br4Journal, Procedia Engineering called The synthesis of pentaerythrityl tetrakis[imidazole], Author is Liu, Haiyan; Gu, Da Ming; Liu, Guoyu; Zhao, Xiuli; Chen, Cheng, the main research direction is pentaerythritol imidazole preparation.Safety of Pentaerythrityltetrabromide.

A method for the preparation of pentaerythrityl tetrakis[imidazole] was reported and the synthesis of the target compound was achieved using pentaerythritol and imidazole as starting material, formation of pentaerythrityl tetrabromide(PEBr4) and reaction with imidazole. The overall yield was 68.6%. The product thus obtained [i.e., 1,1′-[2,2-bis(1H-imidazol-1-ylmethyl)-1,3-propanediyl]bis[1H-imidazole] [tetrakis(imidazol-1-ylmethyl)methane]] was confirmed by 1H-NMR, 13C-NMR.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Safety of 1-(2-Bromophenyl)-1H-pyrazole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(2-Bromophenyl)-1H-pyrazole, is researched, Molecular C9H7BrN2, CAS is 87488-84-4, about Sodium Halides as Halogenating Reagents: Rhodium(III)-Catalyzed Versatile and Practical Halogenation of Aryl Compounds. Author is Zhang, Panpan; Hong, Liang; Li, Guofeng; Wang, Rui.

We report a concise, versatile and practical method for the ortho-chlorination, ortho-bromination and ortho-iodination of aryl compounds The significant advantage of this transformation is the creation of the carbon-halogen bond by use of readily available and cheap halide salts as formal nucleophilic halogenating reagents under mild reaction conditions.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

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 Syntheses and structural characterization of three new coordination polymers of [Ag(PPIA)·H2O]n, [Cu(PPIA)2·2H2O]n and [Zn(PPIA)2(H2O)2]n; PPIA = 3-pyridinepropionic acid, published in 2006-11-03, which mentions a compound: 3724-19-4, mainly applied to silver pyridinepropionic acid coordination polymer preparation structure; copper pyridinepropionic acid coordination polymer preparation structure; zinc pyridinepropionic acid coordination polymer preparation structure; crystal structure transition metal pyridinepropionic acid coordination polymer, Recommanded Product: 3-Pyridinepropionic acid.

The syntheses and crystal structures of three new coordination polymers [Ag(PPIA)·H2O]n (PPIA = 3-pyridinepropionic acid) (1), [Cu(PPIA)2·2H2O]n (2), and [Zn(PPIA)2(H2O)2]n (3), are reported. The reactions of 3-pyridinepropionic acid with AgNO3, Cu(NO3)2·6H2O and Zn(NO3)2·6H2O in MeOH afforded complexes 1-3, resp. Single-crystal x-ray crystallog. structure determinations show that complexes 1, 2 and 3 crystallize in the space groups P1̅ , Pbca and P21/n, resp. The Ag(I) centers in 1 adopt a slightly distorted T-shaped geometry, while the Cu(II) centers in 2 exhibit a distorted square planer coordination geometry and the Zn(II) centers in 3 adopt a distorted octahedral coordination geometry. The metal centers in 1-3 coordinate to both the pyridyl and carboxylate groups to form 1-dimensional polymeric chains and two-dimensional framework structures, resp. The 1-dimensional chain complex of 1 or the two-dimensional frameworks of 2 and 3 are also linked to form three-dimensional networks through H bonds.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Zhang, Hai; Chen, Zhen-E.; Hu, Jiefang; Hong, Yanping published an article about the compound: tert-Butyl 2-cyanoacetate( cas:1116-98-9,SMILESS:O=C(OC(C)(C)C)CC#N ).SDS of cas: 1116-98-9. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:1116-98-9) through the article.

Two novel D-π-A dyes (FD and SD) were synthesized for dye-sensitized solar cells (DSSCs). The two rod-shaped mols. with an identical π-spacer di(1-benzothieno)[3,2-b:2′,3′-d]pyrrole and with a different donor Group 5,11-dihydroindolo[3,2-b]carbazole for FD or 11,12-dihydroindolo[2,3-a]carbazole for SD were studied. Compared to FD, the sensitizer SD not only showed a broader absorption spectrum extended to IR region which was conducive to enhancing the light-trapping capability and thus to increase the photocurrent of the device fabricated with SD, but also exhibited better inhibition of dye aggregation resulting in a higher photovoltage. With the co-adsorption of chenodeoxycholic acid (CDCA), the photovoltaic performance of DSSCs based on the two dyes has dropped significantly. The aggregation of the two dyes FD and SD can be controlled by linking multiple branched alkyl chains in the structure. Finally, FD and SD-based cells without CDCA achieved power conversion efficiencies (PCE) of 7.20% and 7.47%, resp., in liquid DSSCs. Correspondingly, FD and SD displayed PCE values of 5.77% and 6.67% in quasi-solid-state DSSCs, resp., under standard global 1.5 solar conditions.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 1116-98-9. 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. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Stereodivergent synthesis via iridium-catalyzed asymmetric double allylic alkylation of cyanoacetate.

Methods that enable the rapid construction of multiple C-C bonds using a single catalyst with high diastereo- and enantio-control are particularly valuable in organic synthesis. Here, authors report an Ir-catalyzed double allylic alkylation reaction in which bisnucleophilic cyanoacetate reacted successionally with electrophilic π-allyl-Ir species, producing various pseudo-C2-sym. cyanoacetate derivatives in high yield with excellent stereocontrol. More challenging sequential allylic alkylation/allylic alkylation with two distinct allylic carbonates that can deliver the corresponding products bearing three contiguous tertiary-quaternary-tertiary stereocenters was also developed by using a modified catalytic system, which is revealed to be associated with the quasi-dynamic kinetic resolution of the initially formed diastereomeric monoallylation intermediates. Notably, stereodivergence for this sequential process depending on a single iridium catalyst was successfully realized, and up to six stereoisomers could be predictably prepared by combining the appropriate enantiomer of the chiral ligand for the iridium catalyst and adjusting the adding sequence of two distinct allylic precursors.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Category: imidazoles-derivatives. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Application of Vinamidinium Salt Chemistry for a Palladium Free Synthesis of Anti-Malarial MMV048: A “”Bottom-Up”” Approach. Author is Paymode, Dinesh J.; Chang, Le; Chen, Dan; Wang, Binglin; Kashinath, Komirishetty; Gopalsamuthiram, Vijayagopal; McQuade, D. Tyler; Vasudevan, N.; Ahmad, Saeed; Snead, David R..

MMV390048 is a clin. compound under investigation for antimalarial activity. A new synthetic route was developed which couples two aromatic fragments while forming the central pyridine ring over two steps. This sequence takes advantage of raw materials used in the existing etoricoxib supply chain and eliminates the need for palladium catalysts, which were projected to be major cost-drivers.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 3-Pyridinepropionic acid. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 3-Pyridinepropionic acid, is researched, Molecular C8H9NO2, CAS is 3724-19-4, about Copper-Catalyzed Decarboxylative Radical Silylation of Redox-Active Aliphatic Carboxylic Acid Derivatives. Author is Xue, Weichao; Oestreich, Martin.

A decarboxylative silylation of aliphatic N-hydroxyphthalimide (NHPI) esters using Si-B reagents as silicon pronucleophiles is reported. This C(sp3)-Si cross-coupling is catalyzed by copper(I) and follows a radical mechanism, even with exclusion of light. Both primary and secondary alkyl groups couple effectively, whereas tertiary alkyl groups are probably too sterically hindered. The functional-group tolerance is generally excellent, and α-heteroatom-substituted substrates also participate well. This enables, for example, the synthesis of α-silylated amines starting from NHPI esters derived from α-amino acids. The new method extends the still limited number of C(sp3)-Si cross-couplings of unactivated alkyl electrophiles.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Preparation of 3-(2-hydroxyethyl)pyridine》. Authors are Dornow, Alfred; Schacht, Wilhelm.The article about the compound:3-Pyridinepropionic acidcas:3724-19-4,SMILESS:OC(=O)CCC1=CC=CN=C1).Computed Properties of C8H9NO2. Through the article, more information about this compound (cas:3724-19-4) is conveyed.

Attempts to prepare 3-(2-hydroxyethyl)-2-methylpyridine analogous to the 5-(2-hydroxyethyl)-4-methylthiazole component of vitamin BI (I) from the corresponding 3-AcOCH2CO compound by Clemmensen reduction had given the (1-hydroxyethyl) compound, which, as well as 3-(1-hydroxyethyl)pyridine itself, yielded with the pyrimidine component of I compounds (II) having I activity in the pigeon test (C.A. 34, 5845.5). Since the (1-hydroxyethyl) isomer of I showed no aneuritic action (C.A. 37, 3091.5) it was to be expected that the (2-hydroxyethyl) isomers of compounds of this type would have increased vitamin activity. 1-(4-Amino-2-methyl-5-pyrimidylmethyl)-3-(2-hydroxyethyl)pyridinium chloride-HCl (III) was accordingly prepared by the following series of reactions. Quinolinic acid nitrate, C7H5NO4.HNO3, m. 152-4° (from dilute HNO3), prepared quantitatively from 8-hydroxyquinoline and HNO3 (d. 1.4) at 0-5°, was converted by heating 3 hrs. at 200-10° into nicotinic acid, m. 224-6° (85-90%), thence through the Me ester and hydrazide into the phenylsulfonylhydrazide which, decomposed with Na2CO3 in glycerol at 160°, gave, along with Ph2S2, 36% 3-pyridinecarboxaldehyde, b18 88-90°; this, heated 2 hrs. on the water bath with 1 mol. CH2(CO2H)2 in pyridine and a couple drops of piperidine, yielded 90-5% 3-pyridineacrylic acid, quantitatively hydrogenated by Pt oxide in water in 6-8 hrs. to 3-pyridinepropionic acid, m. 160-2° (from alc. or much AcOEt); Me ester (75-80% by refluxing the acid 3 hrs. in MeOH-concentrated H2SO4), b12 134.2-4.4°; amide (quant. yield from the ester allowed to stand several hrs. with 5 volumes concentrated NH4OH), prisms from acetone, m. 118-19°, converted by Br and KOH on the water bath into 3-(2-aminoethyl)pyridine, b14 115.0-15.4°, very hygroscopic and sensitive to CO2 (dipicrate, leaflets or needles from water, m. 211-12°; HCl salt, m. 204-5° (from alc. or alc.-acetone)); treated in ice-cold N H2SO4 with NaNO2 and heated on the water bath, the amine gave 75-80% 3-(2-hydroxyethyl)pyridine, b10 144.0-4.5° (urethan, scales from water, m. 100-2°), which, heated with 4-amino-5-(chloromethyl)-2-methylpyrimidine-HCl in PhNO2 1 hr. at 40°, gave 45-8% III, druses with 1 H2O from MeOH-Me2CO, m. 212-14°. Physiol. tests on III will be reported later.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

HPLC of Formula: 16961-25-4. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: Hydrogen tetrachloroaurate(III) trihydrate, is researched, Molecular AuCl4H7O3, CAS is 16961-25-4, about Engineered targeted hyaluronic acid-glutathione-stabilized gold nanoclusters/graphene oxide-5-fluorouracil as a smart theranostic platform for stimulus-controlled fluorescence imaging-assisted synergetic chemo/phototherapy. Author is Yang, Ying; Wang, Shuxin; Wang, Chen; Tian, Chen; Shen, Yuhua; Zhu, Manzhou.

A theranostic platform with integrated diagnostic and therapeutic functions as well as specific targeted and controlled combination therapy to enhance treatment efficacy is of great importance for a wide range of biomedical applications. Here, we first attempted to develop biocompatible hyaluronic acid (HA)-glutathione (GSH) conjugate stabilized gold nanoclusters (GNCs) combined with graphene oxide (GO), accompanied by loading 5-fluorouracil (5FU), as a novel theranostic platform (HG-GNCs/GO-5FU, HG refers to HA-GSH). Multifunctional HG-GNCs possessed excellent fluorescence, photosensitivity and specific targeting ability to the cancer cells while their fluorescence and singlet oxygen generation could be strongly inhibited by GO and then effectively restored by lysosomal hyaluronidase in tumor cells. The sustained and complete release of 5FU from HG-GNCs/GO could also be stimulated successively by enzymic degradation of HA and light-induced heat effect of GO under laser irradiation so that turn-on cell imaging-assisted synergistic therapeutic strategies associated with triple enzyme/light-controlled chemo/photothermal/photodynamic therapy could be achieved at the same time, reducing greatly the side effects of materials to normal cells. Our study presents a novel strategy to combine targeting and bioimaging with triple therapies to enhance the antitumor effect.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Guo, Zhi-Hua; Yin, Yong; Wang, Cong; Wang, Peng-Fei; Zhang, Xing-Tao; Wang, Zhong-Chang; Zhu, Hai-Liang published the article 《Design, synthesis and molecular docking of salicylic acid derivatives containing metronidazole as a new class of antimicrobial agents》. Keywords: preparation salicylic acid metronidazole antibacterial; crystal structure; Antibacterial activity; Molecular docking; S. aureus TyrRS; Salicylic acid derivatives.They researched the compound: 4-(Bromomethyl)-1-chloro-2-fluorobenzene( cas:206362-80-3 ).Formula: C7H5BrClF. 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:206362-80-3) here.

A series of novel salicylic acid derivatives containing metronidazole as Staphylococcus aureus Tyrosyl-tRNA synthetase (TyrRS) inhibitors have been synthesized and evaluated their biol. activities as potential antibacterial agents. Among these compounds, compound I exhibited the most potent antibacterial activity against Gram-pos. (S. aureus ATCC 6538 and Bacillus subtilis ATCC 6633) and Gram-neg. (Escherichia coli ATCC 35218 and Pseudomonas aeruginosa ATCC 13525) with MICs of 0.39-1.57 μg/mL and showed the most potent S. aureus Tyrosyl-tRNA synthetase inhibitory with 2.3 μM. Docking simulation was performed to insert compound I into the crystal structure of S. aureus Tyrosyl-tRNA synthetase active site to determine the probable binding model. These results suggested that compound I may be a promising antibacterial agent.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem