Tag: M.W=100-200

Application of 14389-12-9. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Synthesis, structures and characterization of two mononuclear Ru(III)-edta complexes. Author is Kuang, Wei-wei; Yang, Pei-pei.

Two ruthenium (III) complexes containing ethylenediaminetetraacetate (EDTA), [Ru(Hedta)(4-ptz)].4H2O (1) and [Ru(Hedta)(2,5-Pydc)]·3H2O (2), were synthesized by the K[Ru(Hedta)Cl]·1.5H2O reacting with 5-(4-pyridyl)tetrazole (4-ptz) or 2,5-pyridinedicarboxylic acid (2,5-Pydc) in water solution Complex 1 crystallized in monoclinic system, space group C2/c with a 2.34806(15), b 1.30123(8), c 1.49308(9) nm, β 101.0750(10)°. Complex 2 crystallizes in monoclinic system, space group I2/a with a 3.2494(7), b 0.96623(19), c 1.4341(3) nm, β 93.88(3)°. The products were characterized by IR and UV-visible. Their DNA-binding activities were studied using electronic absorption spectroscopic methods and fluorescence quenching; these two ruthenium complexes may bind to CT-DNA through intercalation modes.

After consulting a lot of data, we found that this compound(14389-12-9)Application of 14389-12-9 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Recommanded Product: 5-(4-Pyridyl)-1H-tetrazole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Cu(II) immobilized on aminated epichlorohydrin activated silica (CAES): as a new, green and efficient nanocatalyst for preparation of 5-substituted-1H-tetrazoles. Author is Razavi, Nasrin; Akhlaghinia, Batool.

Cu(II) immobilized on aminated epichlorohydrin activated silica (CAES) is a novel and efficient heterogeneous nanocatalyst in the [3 + 2] cycloaddition reactions of various organic nitriles with sodium azide. The protocol can provide a series of 5-substituted-1H-tetrazoles under mild conditions in DMSO. Efficient transformation, mild reaction conditions, easy product isolation and the potential reusability of the catalyst are attractive features. The catalyst (CAES) was characterized by FT-IR, TGA, TEM, BET, SEM-EDS, CHN and ICP techniques.

After consulting a lot of data, we found that this compound(14389-12-9)Recommanded Product: 5-(4-Pyridyl)-1H-tetrazole can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Quantitative structure-activity study of some enzyme-inhibitory quinazolines.Name: 2-Aminoquinazolin-4(3H)-one.

Relations are formulated to explain the variation in dihydrofolate reductase [9002-03-3] inhibitory potency for a series of 25 substituted quinazolines I(R = H, OH, NH2, AcNH; R1 = H, NH2, OH, SH; R2 = H, Cl, Me; R3 = H, Me, NH2, Cl, CN, CHO, Br, CH2NH2) with an antineoplastic potential. Highly significant correlations are obtained using CNDO/2-3R calculated indexes and(or) the empirically estimated mol. polarizability as independent variables. The MO calculated indexes employed are the at. polarizability, as defined herein, and bond energy. The mol. polarizability is represented by a simple sum of environment-independent partial at. polarizabilities. The partial polarizabilities, reported here for H, C, N, O, F, S, Cl, and Br, are obtained from a multiple regression forced through the origin.

After consulting a lot of data, we found that this compound(20198-19-0)Name: 2-Aminoquinazolin-4(3H)-one can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Reference of 2-Aminoquinazolin-4(3H)-one. 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: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Quinazolines as inhibitors of dihydrofolate reductase. 1.

2,4-Diaminoquinazolines were potent in vitro inhibitors of rat liver dihydrofolate reductase [9002-03-3]. The most potent compound, 6-bromo-5-chloro-2,4-diaminoquinazoline (I) [41934-85-4], produced 50% inhibition at 0.10 μM, and was thus nearly as effective an inhibitor as pyrimethamine. I was prepared from 5-chloro-2,4,6-triaminoquinazoline [17511-20-5] by diazotization of the 6-amino group in 2N MeSO3H and reaction with CuBr in 50% HBr.

Although many compounds look similar to this compound(20198-19-0)Reference of 2-Aminoquinazolin-4(3H)-one, numerous studies have shown that this compound(SMILES:O=C1NC(N)=NC2=C1C=CC=C2), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Category: chiral-nitrogen-ligands. 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: 2-Aminoquinazolin-4(3H)-one, is researched, Molecular C8H7N3O, CAS is 20198-19-0, about Synthesis and in vitro evaluation of 2-aminoquinazolin-4(3H)-one-based inhibitors for tRNA-guanine transglycosylase (TGT). Author is Meyer, Emmanuel A.; Furler, Maya; Diederich, Francois; Brenk, Ruth; Klebe, Gerhard.

TRNA-Guanine transglycosylase (TGT) plays a key role in the post-transcriptional modification of tRNA. It has been linked with the pathogenicity of shigellae, the causative agents of bacillary dysentery (shigellosis). Here, we report structure-activity relationships (SARs) for a new series of 2-aminoquinazolin-4(3H)-one-based inhibitors of TGT, resulting from structure-based design (Fig. 2). Versatile synthetic protocols allow selective functionalization of the 2-aminoquinazolin-4(3H)-one core (Schemes 1-6) with H-bond-donor groups in position 6 (for H-bonding to the C = O group of Leu231) and lipophilic residues in position 8 for reaching into a shallow, newly discovered lipophilic pocket lined by Val282, Val45, and Leu68. The binding mode of several of these ligands in the active site of TGT was established by crystal structure analyses (Figs. 4 and 6). A dramatic S effect was observed, with the replacement of the S-atom in the (phenylsulfanyl)methyl residue in position 8 of inhibitor 1c (Ki = 100 nM) by the O-atom (in 1h, Ki = 5.6 μM) or CH2 (in 1i, Ki = 3.6 μM), resulting in a massive loss of activity (Fig. 3). Crystal structure anal. showed that the lipophilic Me group points into a highly polar region of the active site encompassed by the side chains of Asp280 and Asp102 and collides directly (d(C…O) = 3.1 Å) with one of the O-atoms of the carboxylate of Asp102. Similarly, lipophilic linkers departing from position 8 and orienting residues in the shallow hydrophobic pocket presumably encounter analogous unfavorable contacts, accounting for the modest contribution to the binding free enthalpy upon introduction of these residues. These findings provide a valuable starting point for future structure-based lead optimization cycles leading to TGT inhibitors with increased in vitro potency.

Although many compounds look similar to this compound(20198-19-0)Category: chiral-nitrogen-ligands, numerous studies have shown that this compound(SMILES:O=C1NC(N)=NC2=C1C=CC=C2), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about A rapid and novel method for the synthesis of 5-substituted 1H-tetrazole catalyzed by exceptional reusable monodisperse Pt NPs@AC under the microwave irradiation.Application of 14389-12-9.

A series of 5-substituted 1H-tetrazoles I (R = 4-O2NC6H4, 4-BrC6H4, 4-MeC6H4, etc.) were synthesized in DMF by the [3 + 2] cycloaddition reaction under the effect of microwave irradiation (10-30 min, fixed mode, 90 °C, 140 W) in the presence of highly efficient superior catalyst. For this reaction, different aromatic nitriles with the sodium azide were used and superior monodisperse (Md) platinum nanoparticles (Pt NPs) decorated on activated carbon (AC) served as a catalyst. Md-Pt NPs@AC were reproducibly and easily produced by double solvent reduction of PtCl4 in room temperature and characterized by transmission electron microscopy (TEM), the high resolution electron micrograph (HRTEM), X-ray diffraction (XRD), at. force microscopy (AFM) and XPS. The sum of their results shows the formation of highly crystalline and colloidally stable Md-Pt NPs@AC. The catalytic performance of these new NPs were investigated for the synthesis of 5-substituted 1H-tetrazoles, in which they were found to be exceptional reusable, isolable, stable and highly efficient heterogeneous catalyst. All prepared tetrazole products were obtained with perfect yield by using current heterogeneous catalyst.

Although many compounds look similar to this compound(14389-12-9)Application of 14389-12-9, numerous studies have shown that this compound(SMILES:C1(C2=NN=NN2)=CC=NC=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

Synthetic Route of C6H5N5. 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: 5-(4-Pyridyl)-1H-tetrazole, is researched, Molecular C6H5N5, CAS is 14389-12-9, about Synthesis of 5-substituted 1H-tetrazoles from aryl halides using nanopolymer-anchored palladium(II) complex as a new heterogeneous and reusable catalyst. Author is Tajbakhsh, Mahmood; Alinezhad, Heshmatollah; Nasrollahzadeh, Mahmoud; Kamali, Taghi A..

This paper reports on the preparation and use of chloromethylated polystyrene-anchored palladium(II) complex, [Ps-ttet-Pd(II)], as a separable nanocatalyst for the synthesis of 5-substituted 1H-tetrazoles by treating aryl halides with K4[Fe(CN)6] as non-toxic cyanide source, to generate in situ the corresponding aryl nitriles which then react through [2 + 3] cycloaddition with sodium azide. High yields of the products, simple methodol., easy work-up procedure, high catalytic activity and superior cycling stability of the catalyst are the main advantages of this protocol. The structure of the catalyst was characterized using the powder XRD, SEM, TG-DTA, EDS, AAS, and FT-IR spectroscopy techniques.

After consulting a lot of data, we found that this compound(14389-12-9)Synthetic Route of C6H5N5 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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: 14389-12-9, is researched, Molecular C6H5N5, about γ-Fe2O3. A magnetic separable catalyst for synthesis of 5-substituted 1H-tetrazoles from nitriles and sodium azide, the main research direction is nitrile cycloaddition sodium azide iron oxide catalyst; tetrazole preparation.Safety of 5-(4-Pyridyl)-1H-tetrazole.

An efficient route for the synthesis of 5-substituted 1H-tetrazole via [2+3] cycloaddition of nitriles and sodium azide is reported using γ-Fe2O3 nanoparticles as a magnetic separable catalyst. Under optimized conditions, the moderate to good yields (71-95%) were obtained. The catalyst was easily separated by a magnet and reused for several circles.

After consulting a lot of data, we found that this compound(14389-12-9)Safety of 5-(4-Pyridyl)-1H-tetrazole can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

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: 14389-12-9, is researched, Molecular C6H5N5, about Unprecedented Application of Flexible Bis(pyridyl-tetrazole) Ligands To Construct Helix/Loop Subunits To Modify Polyoxometalate Anions, the main research direction is silver pyridyltetrazole molybdophosphate tungstophosphate polyoxometalate preparation structure electrochem catalyst; electrocatalyst photocatalyst silver pyridyltetrazole molybdophosphate tungstophosphate; crystal structure silver pyridyltetrazole molybdophosphate tungstophosphate dimer coordination polymer.Application of 14389-12-9.

By introducing the unprecedented and flexible isomeric bis(pyridyl-tetrazole) ligands into a polyoxometalates (POMs) system, three POM-based compounds, {Ag2(4-bptzb)2(H2O)2[H2PMo12O40]2}·4-bptzb·5H2O (1), [Ag4(3-bptzb)2(PMoVMoVI11O40)]·2H2O (2), and Ag3(3-bptzb)2.5(H2O)2[H3P2W18O62] (3) [4-bptzb = 1,4-bis(5-(4-pyridyl)tetrazol-2-yl)butane and 3-bptzb = 1,4-bis(5-(3-pyridyl)tetrazol-2-yl)butane], were synthesized under hydrothermal conditions and structurally characterized by single-crystal x-ray diffraction analyses. Compound 1 exhibits a dimeric structure constructed from two Keggin [PMo12O40]3- anions and a binuclear [Ag2(trans-4-bptzb)2]2+ subunit in which the trans-4-bptzb acts as a bidentate bridging ligand with one tetrazolyl group. In 2, the 3-bptzb acts as a tetradentate bridging ligand with the tetrazolyl and pyridyl groups linking AgI ions to generate a 3D metal-organic framework (MOF), which contains charming meso-helix chains. The Keggin anions acting as bidentate inorganic ligands reside in the distorted tetragonal channels of the MOF. In compound 3, the 3-bptzb adopts versatile coordination modes linking AgI ions to first construct loop connecting loop 1D chains, which are linked by {Ag[P2W18O62]}n zigzag chains to form a scarce hamburger-style 2D sheet. These adjacent sheets are further fused by 3-bptzb ligands to construct a 3D framework. The influences of isomeric bptzb ligands and POMs on the construction of Ag-bptzb subunits and the whole structures of the title compounds are discussed. The electrochem. behaviors and electrocatalytic activities of compounds 2 and 3 and their corresponding parent POMs as well as the fluorescent properties of the title compounds were studied. The photocatalytic activities of compounds 2 and 3 and their corresponding parent POMs for decomposition of methylene blue, rhodamine B, and Methyl orange under UV irradiation also were investigated.

After consulting a lot of data, we found that this compound(14389-12-9)Application of 14389-12-9 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Condensations of isatinic acid with ureas, ethyl carbamate, and guanidine》. Authors are Stefanovic, Gj.; Lorenc, L. J.; Mihailovic, M. Lj..The article about the compound:2-Aminoquinazolin-4(3H)-onecas:20198-19-0,SMILESS:O=C1NC(N)=NC2=C1C=CC=C2).Recommanded Product: 2-Aminoquinazolin-4(3H)-one. Through the article, more information about this compound (cas:20198-19-0) is conveyed.

The title condensations gave high yields of 2-derivatives of quinazoline-4-carboxylic acid o-C6H4.N:CR’.N:CCO2R. KOH solution (20% aqueous) containing 0.1 mole KOH added to 14.7 g. isatin (II), the mixture warmed at 40° until yellow, the solution evaporated to dryness in vacuo below 40°, and the residue crystallized from EtOH gave K isatinate (III). Heating 4.06 g. III with 6.0 g. urea at 130-40° 10 hrs., treating the mixture with hot EtOH, and cooling gave 3.84 g. I(R = K, R’ = OH) (IV), which with aqueous AgNO3 was converted to I (R = Ag, R’ = OH) (V). V (2.97 g.) refluxed 6 hrs. with 2.13 g. MeI in 20 ml. anhydrous Et2O, the mixture filtered, the AgI washed with hot EtOH, the filtrate and washings combined, and evaporated to dryness in vacuo gave 2.18 g. crude I (R = Me, R’ = OH) (VI), m. 200-1° (EtOH). When anhydrous MeOH was used for washing and crystallization, VI crystallized with 1 mol. MeOH, m. 216°. IV (9.1 g.) in 90 ml. H2O treated at 5° with an equivalent amount of 8% aqueous HCl, the precipitate filtered off, and washed with cold H2O gave 7.5 g. I (R = H, R’ = OH) (VII).H2O, m. 264-5°, pK 3.10 (H2O-EtOH), which gave the anhydrous acid (VIII) on prolonged drying over P2O5 in vacuo. This (2.08 g.) treated dropwise with excess CH2N2 in anhydrous Et2O at ice-bath temperature gave, after evaporation of solvent, crude I (R = Me, R’ = OMe) (IX), m. 99-100° (EtOH). IX (240 mg.) refluxed 30 min. with 12 ml. 0.1N aqueous NaOH, the solution cooled to 5°, acidified with 5% aqueous HCl to Congo red, and filtered gave 190 mg. I (R = H, R’ = OMe) (X), m. 156° (purification through the Na salt). X (102 mg.) heated at 160° to cessation of CO2 evolution and the product sublimed at 10-15 mm. gave 48.2 mg. 2-methoxyquinazoline, m. 56°. Boiling 7.50 g. VIII in 75 ml. H2O 6 hrs., cooling, and filtering gave 5.0 g. crude 2-quinazolone (XI), converted to the hydrochloride, m. above 300°, by boiling concentrated HCl and addition of EtOH. This gave pure XI, m. 282-4°, with boiling EtOH. III (10.15 g.) heated with (H2N)2C:NH 4 hrs. at 125°, followed by dissolution with H2O, filtration, and acidification of the filtrate with 5% aqueous HCl to Congo red gave 8.9 g. I (R = H, R’ = NH2) (XII), which, after solution in NaHCO3 and precipitation with 5% sq. HCl, gave pure XII, m. 210°. Treating XII at 5° in Et2O with a slight excess of ethereal CH2N2, evaporating the solvent, and crystallizing the crude product from EtOH gave I (R = Me, R’ = NH2) (XIII), m. 144-5°. XII (100 mg.) decarboxylated at 220-5°/10-15 mm. yielded 63 mg. 2-aminoquinazolone, m. 205°, which sublimed during the decarboxylation. IV was also obtained in high yield by reaction of PhNHCONH2, Me2NCONH2, or NH2CO2Et with III. A discussion of lactim-lactam tautomerization was given, based on the methylation reactions and infrared spectra.

After consulting a lot of data, we found that this compound(20198-19-0)Recommanded Product: 2-Aminoquinazolin-4(3H)-one can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Chiral nitrogen ligands in late transition metal-catalysed asymmetric synthesis—I. Addressing the problem of ligand lability in rhodium-catalysed hydrosilations,
Nitrogen-Containing Ligands for Asymmetric Homogeneous and Heterogeneous Catalysis