Tag: M.W=200-250

Wei, Dongyue published the artcileN-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I), COA of Formula: C13H14N2O, the publication is Journal of Organic Chemistry (2021), 86(3), 2254-2263, database is CAplus and MEDLINE.

A manganese-catalyzed N-alkylation reaction of amines with alcs. via hydrogen autotransfer strategy was demonstrated. The developed practical catalytic system included an inexpensive, nontoxic, com. available MnCl₂ or MnBr(CO)₅ as the metal salt and triphenylphosphine as a ligand provided access to diverse aromatic, heteroaromatic, and aliphatic secondary amines in moderate-to-high yields. In addition, this operationally simple protocol was scalable to the gram level and suitable for synthesizing heterocycles such as indole and resveratrol-derived amines known to be active for Alzheimer’s disease.

Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C8H8O2, COA of Formula: C13H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ye, Zongren published the artcileDisarming the alkoxide trap to access a practical FeCl₃ system for borrowing-hydrogen N-alkylation, Computed Properties of 52818-63-0, the publication is Organic Chemistry Frontiers, database is CAplus.

Borrowing hydrogen N-alkylation is one of the most valuable transformations in organic synthesis, with high selectivity and at. economy. The general non-noble metal catalysts for borrowing hydrogen usually have limitations on operational convenience or catalytic efficiency. In particular, the development of practical and mild Fe(III) catalysis is a big challenge due to the alkoxide trap in terms of d-wall issues. Inspired by the theor. design, utilizing an in situ reaction strategy to overcome the alkoxide trap of Fe(III), authors present here a practical in situ ferric chloride and bis-(N-heterocyclic carbene) (bis-NHC) system for the borrowing-hydrogen N-alkylation of amines by alcs. under mild reaction conditions, attributed to the merits of bis-NHC in strong-field ligands, strong σ-donation and π-back-donation, and the trans effect. This system was applied to a wide range of alcs. and amines. Through comprehensive experiments and DFT calculations, the mechanism of the reaction was studied, which highlighted the roles of strong-field ligands, strong σ-donation and π-back-donation, and the trans effect by bis-NHC in ensuring the in situ reduction of Fe(III) to Fe(II) and triggering the borrowing of hydrogen under mild conditions.

Organic Chemistry Frontiers published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C24H29N5O3, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Schwertz, Geoffrey published the artcileAntimalarial Inhibitors Targeting Serine Hydroxymethyltransferase (SHMT) with in Vivo Efficacy and Analysis of their Binding Mode Based on X-ray Cocrystal Structures, Quality Control of 596819-12-4, the publication is Journal of Medicinal Chemistry (2017), 60(12), 4840-4860, database is CAplus and MEDLINE.

Target-based approaches towards new antimalarial treatments are highly valuable to prevent resistance development. The authors report several series of pyrazolopyran-based inhibitors targeting the enzyme serine hydroxymethyltransferase (SHMT), designed to improve microsomal metabolic stability and to identify suitable candidates for in vivo efficacy evaluation. The best ligands inhibited Plasmodium falciparum (Pf) and Arabidopsis thaliana (At) SHMT in target assays and PfNF54 strains in cell-based assays with values in the low nanomolar range (3.2-55 nM). A set of carboxylate derivatives demonstrated markedly improved in vitro metabolic stability (t_1/2 > 2 h). A selected ligand showed significant in vivo efficacy with 73% of parasitemia reduction in a mouse model. Five new cocrystal structures with PvSHMT were solved at 2.3-2.6 Å resolution, revealing a unique water-mediated interaction with Tyr63 at the end of the para-aminobenzoate channel. They also displayed the high degree of conformational flexibility of the Cys364-loop lining this channel.

Journal of Medicinal Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C12H10F2Si, Quality Control of 596819-12-4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Wagner, Eva published the artcileMepyramine-JNJ7777120-hybrid compounds show high affinity to hH₁R, but low affinity to hH₄R, Computed Properties of 52818-63-0, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(21), 6274-6280, database is CAplus and MEDLINE.

In literature, a synergism between histamine H₁ and H₄ receptor is discussed. Furthermore, it was shown, that the combined application of mepyramine, a H₁ antagonist and JNJ7777120, a H₄ receptor ligand leads to a synergistic effect in the acute murine asthma model. Thus, the aim of this study was to develop new hybrid ligands, containing one H₁ and one H₄ pharmacophore, connected by an appropriate spacer, in order to address both, H₁R and H₄R. Within this study, we synthesized nine hybrid compounds, which were pharmacol. characterized at hH₁R and hH₄R. The new compounds revealed (high) affinity to hH₁R, but showed only low affinity to hH₄R. Addnl., we performed mol. dynamic studies for some selected compounds at hH₁R, in order to obtain information about the binding mode of these compounds on mol. level.

Bioorganic & Medicinal Chemistry Letters published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H18BClO3, Computed Properties of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

O’Shea, Riley published the artcileSimple improvements to Gilch synthesis and molecular weight modulation of MEH-PPV, Application of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Polymer Chemistry (2020), 11(16), 2831-2837, database is CAplus.

The solvent and temperature used in the Gilch synthesis of poly[2-methoxy-5-(2-ethylhexyloxy)-1,4-phenylenevinylene] (MEH-PPV) were varied to achieve an improved set of reaction conditions. A range of mol. weights from 20 to 500 kg mol^-1 were obtained in moderate to near-quant. yields. The best conditions for producing low mol. weight MEH-PPV (32 kg mol^-1, 97% yield) was to use n-pentane as the reaction solvent at 25°C. For high mol. weight (397 kg mol^-1, 65% yield), toluene at 55°C gave the best result. The photophys. properties for all MEH-PPV samples were examined and no significant variation was found between samples obtained under different polymerization conditions.

Polymer Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Application of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yang, Fa-Liu published the artcileAn Efficient Homogenized Ruthenium(II) Pincer Complex for N-Monoalkylation of Amines with Alcohols, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is European Journal of Organic Chemistry (2017), 2017(24), 3481-3486, database is CAplus.

An ionic 2,6-bis(imidazo[1,2-α]pyridin-2-yl)pyridine-based N^N^N pincer ruthenium(II) complex exhibited high efficiency in the C-N bond formation between amines and alcs. by the “borrowing hydrogen” (BH) or “hydrogen autotransfer” (HA) concept. The synthetic protocol selectively generated monoalkylated amines without formation of tertiary amines during the reaction. The unique selectivity enabled the formation of sym. and asym. substituted diamines. This methodol. features several advantages including a low catalyst loading (as low as 0.5 mol-%), a short reaction time (as short as 2 h), and excellent N-monoalkylation selectivity.

European Journal of Organic Chemistry published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is Al2H32O28S3, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Pilania, Meenakshi published the artcileCu-Catalyzed Expeditious Synthesis of N-Benzylaminoheterocycles Using N-Tosylhydrazones and Aminoheteroarenes, Quality Control of 52818-63-0, the publication is ChemistrySelect (2016), 1(20), 6368-6373, database is CAplus.

N-Tosylhydrazones were successfully coupled in the presence of CuI (10 mol%) with various heterocyclic amines to develop a convenient and high yielding protocol for the preparation of N-benzylaminoheterocycles under microwave irradiation This ligand-free new methodol. used readily available starting materials and a cheaper copper catalyst. A wide range of O, N and S containing heteroarylamines and o-phenylenediamine were explored to prepare N-benzylaminoheterocycles and 1,2-disubstituted benzimidazoles. The protocol was equally effective with N-tosylhydrazones derived from aldehydes and ketones, especially ferrocene aldehyde to prepare an array of N-benzylaminoheterocycles in good to excellent yields. Finally, the identified reaction conditions were utilized to prepare drug-like mols. namely pyrido[1,2-a]benzimidazole and N-substituted-2-amino-thiazole derivative as antitubercular agents.

ChemistrySelect published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Quality Control of 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

L’Abbe, Geuit published the artcileSynthesis of symmetrical 1,6-dihetero-6aλ⁴-thia-3,4-diazapentalenes from 5-amino-1,2,3,4-thiatriazole, Product Details of C2H8Cl2N4S2, the publication is Bulletin des Societes Chimiques Belges (1981), 90(1), 89-98, database is CAplus.

The dioxathiadiazapentalenes I (R = Ph, Me, CH:CH₂, p-O₂NC₆H₄, etc.) and tetraazathiapentalenes II (R¹ = R² = Ph, R = Me₂CH, R¹ p-MeC₆H₄; R¹ = p-MeOC₆H₄, R² = Me) were prepared by reactions of 5-amino-1,2,3,4-thiatriazole with RCOCl and R¹CCl:NR², resp. I and II exhibit no bond resonance. The thiadiazolinium salts III were intermediates in formations of II and subsequently reacted with a 2nd equiv of R¹CCl:NR². In the presence of base III decomposed into R²NHCR¹:NCN. I reacted with P₂S₅ to give the diazatrithiapentalenes IV (R = Ph, Me₃C, Me₂CH).

Bulletin des Societes Chimiques Belges published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Product Details of C2H8Cl2N4S2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Chatenoud, Lucienne published the artcilePolyclonal and monoclonal antibodies directed against SK & F 94461, a specific H₁ histamine receptor ligand, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Molecular Pharmacology (1988), 34(2), 136-44, database is CAplus and MEDLINE.

SK & F 944618 an aminopentyl analog of mepyramine, is a recently described H, receptor antagonist. At variance with the other available H₁ receptor ligands, SK & F 94461 offers the possibility of coupling to a protein carrier to render the mol. immunogenic. SK & F 94461 coupled to succinylated bovine serum albumin was used as an immunogen to raise polyclonal antibodies in rabbits and BALB/c mice. In parallel, spleen cells from immunized mice were used to produce hybridomas by somatic cell fusion. Thus, 6 different murine monoclonal antibodies sharing anti-SK & F 94461 specificity were selected for further detailed characterization of their binding properties. Pharmacol. studies of competitive inhibition by using a set of 11 histaminergic agents allowed anal. of the fine specificity of anti-SK & F 94461 antibodies. Both polyclonal and monoclonal anti-SK & F 94461 antibodies showed very high affinity for the immunizing mol. (i.e., K_a values for monoclonal antibodies 8 and 12 were, resp., 3 × 10¹⁰ and 1.4 × 10¹⁰ M^-1). Both types of antibodies bound with high affinity (IC₅₀ ranging from 10^-10-10^-12 M) to mepyramine, which has a chem. structure closely resembling that of SK & F 94461. Moreover, these antibodies displayed clear-cut stereoselectivity inasmuch as they bound the d-configuration of chlorpheniramine with higher affinity than the l-form. Thus, all 6 monoclonal antibodies showed IC₅₀ values 1-6 log units lower for d– than for l-chlorpheniramine. For some monoclonal antibodies, spectroscopic and fluorescence spectra studies showed that their different binding capacities correlated with their optical properties. Similarly, polyclonal anti-SK & F 94461 antibodies showed a 500-fold lower affinity for l– than for d-chlorpheniramine. All these results indicate that the polyclonal and the majority of monoclonal anti-SK & F 94461 antibodies recognized with high-affinity structural configurations known to be important for the pharmacol. activity of H₁ ligands, namely the presence of the dimethylaminoethyl side chain and, with stereochem. selectivity, the d-configuration of chlorpheniramine. These data extend for the 1st time to an H₁ histamine receptor ligand results reported in other hormone systems.

Molecular Pharmacology published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Bolzan, A. E. published the artcileElectrochemical response of thiourea and formamidine disulphide on polycrystalline platinum in aqueous 0.5 M sulphuric acid, Application of Formamidine disulfide dihydrochloride, the publication is Journal of Electroanalytical Chemistry (1999), 475(2), 181-189, database is CAplus.

The electrochem. response of both thiourea and formamidine disulfide dissolved in aqueous 0.5M sulfuric acid on polycrystalline platinum electrodes was studied at 298 K, using voltammetry and rotating ring-disk electrode techniques. The electrooxidation of thiourea on platinum involves two stages occurring in different potential windows. The 1st thiourea electrooxidation stage for E<0.7 V (vs. SCE), yielding soluble formamidine disulfide as the main product, behaves as an electrochem. process under intermediate kinetics. Kinetic parameters for the electrooxidation of thiourea are estimated The voltammetric electroreduction of formamidine disulfide dihydrochloride to thiourea is inhibited gradually by the adsorption of byproducts from the electrochem. reactions. The 2nd thiourea electrooxidation stage for E 0.7 V involves the oxidation of thiourea and adsorbed residues competing with the oxide monolayer formation on platinum.

Journal of Electroanalytical Chemistry published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Application of Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem