Tag: M.W=100-150

Lei, Lin-Sheng published the artcileThe synthesis of cyanoformamides via a CsF-promoted decyanation/oxidation cascade of 2-dialkylamino-malononitriles, Formula: C8H11NO, the main research area is cyanoformamide preparation; amino malononitrile cascade decyanation oxidation cesium fluoride promoted.

A mild and efficient method for the synthesis of cyanoformamides RR1NC(O)CN [R = R1 = Me, Et, n-Pr, n-Bu; R = Ph, 2-MeC6H4, Me, etc., R1 = Me, Et, n-Bu, Bn, etc.; RR1 = (CH2)5, (CH2)2O(CH2)2, (CH2)2CH(CH3)(CH2)2, etc.] was developed via CsF-promoted cascade decyanation/oxidation reactions of N,N-disubstituted amino-malononitriles. This method featured a wide substrate scope and high reaction efficiency and will facilitate the corresponding cyanoformamide-based biol. studies and synthetic methodol. development.

Organic & Biomolecular Chemistry published new progress about Decyanation. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Formula: C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Lu, Chunlei published the artcileScalable direct N-methylation of drug-like amines using 12CO2/13CO2 by simple inorganic base catalysis, Safety of 4-Methoxy-N-methylaniline, the main research area is methyl amine preparation; amine carbon dioxide methylation tripotassium phosphate catalyst.

A general protocol for scalable direct N-methylation of wide-scope drug-like amines such as duloxetine, sertraline, tetrahydropapaverine, rasagiline, etc. using CO2 and polymethylhydrosiloxane-a nontoxic, aerobically-stable hydrosilane considered as an industrial waste-via simple inorganic base catalysis has been developed. A rare application of the Sabatier principle in organic chem. led to the discovery of cheap, nontoxic K3PO4 as an efficient catalyst. Preparations of a wide-scope drug-like amines with carbon-isotope label, e.g., I were also successfully achieved, enabling direct use of CO2 in studies of drug absorption, distribution, metabolism and excretion.

Science Bulletin published new progress about Methylation. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Safety of 4-Methoxy-N-methylaniline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Rao, Ganpisetti Srinivasa published the artcileNovel stability indicating LC-MS method for N-Nitroso dimethyl amine genotoxic impurity quantification in ranitidine drug substance and drug product, Name: 1,3-Dimethoxybenzene, the main research area is .

Nitrosamine impurities are potential carcinogens, which are forming from the synthesis of drug substance as byproduct and also forming in presence of NaNO2/HNO3 and secondary amines (e.g., di-Me amines, di-Et amine etc.,), which should be controlled in the medication of the human beings. Hence, robust and sensitive anal. method is required to control the nitroso amine impurities in drugs. The object of this method is to quantify the N-Nitrosodimethylamine (NDMA) impurity at 0.01 ppm level in ranitidine drug substance (form-1 and form-2) and drug product (tablets and capsules) of different geog. The source of NDMA impurity is also from the di-Me amine as a key starting material using the ranitidine synthetic process. NDMA is forming when di-Me amine is reacting with nitrous acid. The optimized LC method conditions were ACE C18-AR 3 μm, 150 ~ 4.6 mm column, mobile phase A as 0.1% formic acid in water, mobile phase B as 100% methanol, 0.8 mL/min flow with gradient (time/%mobile phase B): 0/3, 3/3, 15/15, 15.1/100, 17/100, 17.1/3, 22/3, column temperature: 40°C, injection volume 50 μl, and total run time as 22 min. The final response achieved with multiple reaction monitoring (MRM) type: MRM [Q1 Mass (Da):75 Q3:58.2 Time (msecond)] in atm. chem. ionization pos. mode. The optimized method was validated against the International Council for Harmonisation Q2 (R1) and United States of Pharmacopeia general chapter for compendial method validations 1225. This method can detect up to 0.01 ppm and quantify up to 0.03 ppm, the method shows linearity from 0.03 to 20 ppm.

Journal of Applied Pharmaceutical Science published new progress in CAplus about 151-10-0, 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Name: 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Anping published the artcileOpen Tubular Capillary Electrochromatography-Mass Spectrometry for Analysis of Underivatized Amino Acid Enantiomers with a Porous Layer-Gold Nanoparticle-Modified Chiral Column, SDS of cas: 151-10-0, the main research area is .

By developing a novel chiral column, we integrate open tubular capillary electrochromatog. into sheathless mass spectrometry (MS) for efficient anal. of underivatized amino acid enantiomers. The chiral column is easily fabricated by modifying the inner surface of a capillary with a three-dimensional porous layer (PL, thickness ~ 90 nm, pore size ~ 30 nm) and gold nanoparticles and by introducing a chiral selector, thiol β-cyclodextrin (SH-β-CD), onto the modified surface via Au-S bonds. This approach greatly enhances the sp. surface area and thus the ratio of the stationary phase to mobile phase and interaction between the stationary phase and analytes. The proposed PLOT@Au@CD column is coupled to the sheathless CE-ESI-MS system for chiral anal. of amino acid enantiomers. No derivatization of amino acids is required for chiral anal., and baseline separation of a total of 15 pairs of amino acid enantiomers is achieved within 17 min with high column efficiencies of 5.60 x 104 to 1.82 x 106 N/m, high resolutions of 1.51-10.0, and low limits of detection between 0.02 and 0.09 μg/mL. The separation efficiency and MS intensity are only slightly decreased over 60 runs or after usage for 15 days, showing excellent repeatability and stability of the PLOT@Au@CD column. The proposed method is successfully applied to the determination of amino acid enantiomers in vinegar samples with satisfactory accuracy. Our study provides a new approach for developing a chiral stationary phase in the chromatog. separation technique, which can be easily coupled to sensitive MS detection, thus it would be of value for various applications in the fields of chiral anal.

Analytical Chemistry (Washington, DC, United States) published new progress in CAplus and MEDLINE about 151-10-0, 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, SDS of cas: 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Alqahtani, Mona A. published the artcileBio fabrication of silver nanoparticles with antibacterial and cytotoxic abilities using lichens, Related Products of isoquinoline, the main research area is silver nanoparticle antibacterial cytotoxic lichen biofabrication.

Recently, increase bacterial resistance to antimicrobial compounds issue constitutes a real threat to human health. One of the useful materials for bacterial control is Silver nanoparticles (AgNPs). Researchers tend to use biogenic agents to synthesize stable and safe AgNPs. The principal aim of this study was to investigate the ability of lichen in AgNPs formation and to find out their suppression ability to MDR bacteria as well as their cytotoxic activity. In the current study, lichens (Xanthoria parietina, Flavopunctelia flaventior) were collected from the south of the Kingdom of Saudi Arabia. Lichens methanolic extracts were used for conversion of Ag ions to AgNPs. Prepared biogenic AgNPs were characterized by UV-Visible (UV-Vis) Spectroscopy, Transmission electron microscopy (TEM), Dynamic Light Scattering (DLS) and Zeta potential and Energy-Dispersive X-ray Spectroscopy (EDS). Lichens Secondary metabolites were determined by Fourier-Transform IR Spectroscopy (FTIR) and Gas Chromatog.-Mass Spectrometry (GC-MS). The antibacterial activity and synergistic effect of AgNPs were evaluated against pathogenic bacteria, including gram-pos.; Methicillin-resistant Staphylococcus aureus (MRSA), Vancomycin-resistant Enterococcus (VRE), and gram-neg.; (Pseudomonas aeruginosa, Escherichia coli) as well as the reference strains (ATCC) using the agar disk diffusion method. Cytotoxic effect of biogenic AgNPs was tested against HCT 116 (Human Colorectal Cancer cell), MDA-MB-231 (Breast cancer cell), and FaDu (Pharynx cancer cell) by MTT test. TEM imaging showed well-dispersed spherical particles of 1-40 nm size as well as zeta size showed 69-145 nm. Furthermore, FTIR and GC-MS identified various lichen chem. mols. On the other hand, the highest antibacterial activity of AgNPs was noticed against P. aeruginosa, followed by MRSA, VRE, and E. coli. AgNPs influence on gram-neg. bacteria was greater than that on gram-pos. bacteria and their synergistic effect with some antibiotics was noted against examined microbes. Moreover, higher cytotoxicity for biogenic AgNPs against FaDu and HCT 116 cell line in relation to MDA-MB-231 was noted. Given the current findings, the biogenic AgNPs mediated by lichens had pos. antibacterial, synergistic and cytotoxic powers. Therefore, they might be considered as a promising candidate to combat the multi-drug resistance organisms and some cancer cells.

Scientific Reports published new progress about Adenocarcinoma. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Sun, Lin published the artcileDesign, Synthesis, and Mechanism Study of Benzenesulfonamide-Containing Phenylalanine Derivatives as Novel HIV-1 Capsid Inhibitors with Improved Antiviral Activities, Product Details of C8H11NO, the main research area is amino acid benzenesulfonamide phenylalanine antiviral structure activity HIV1 pharmacokinetic; anti AIDS agent CA protein inhibitor MD simulation virion; mol docking hydrogen bond benzenesulfonamide phenylalanine metabolic stability; peptidomimetic peptide coupling drug design toxicity.

HIV-1 CA protein has gained remarkable attention as a promising therapeutic target for the development of new antivirals, due to its pivotal roles in HIV-1 replication (structural and regulatory). Herein, we report the design and synthesis of three series of benzenesulfonamide-containing phenylalanine derivatives obtained by further structural modifications of PF-74 to aid in the discovery of more potent and drug-like HIV-1 CA inhibitors. Structure-activity relationship studies of these compounds led to the identification of new phenylalanine derivatives with a piperazinone moiety, represented by compound (I), which exhibited anti-HIV-1NL4-3 activity 5.78-fold better than PF-74. Interestingly, I also showed anti-HIV-2ROD activity (EC50 = 31 nΜ), with almost 120 times increased potency over PF-74. However, due to the higher significance of HIV-1 as compared to HIV-2 for the human population, this manuscript focused on the mechanism of action of our compounds in the context of HIV-1. SPR studies on representative compounds confirmed CA as the binding target. The action stage determination assay demonstrated that these inhibitors exhibited antiviral activities with a dual-stage inhibition profile. The early-stage inhibitory activity of compound I was 6.25 times more potent as compared to PF-74, but appears to work via accelerating capsid core assembly rather than stabilization. However, the mechanism by which they exert their antiviral activity in the late-stage appears to be the same as PF-74 with less infectious HIV-1 virions are produced in their presence as judged p24 content studies. MD simulations provided the key rationale for the promising antiviral potency of I. Addnl., I exhibited modest increase in HLM and human plasma metabolic stabilities as compared to PF-74, as well as moderately improved pharmacokinetic profile, favorable oral bioavailability, and no acute toxicity. These studies provide insights and serves as a starting point for subsequent medicinal chem. efforts in optimizing these promising HIV inhibitors.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Wang, Lei published the artcileNovel HIV-1 capsid-targeting small molecules of the PF74 binding site, Related Products of isoquinoline, the main research area is HIV1 capsid targeting antiviral PF74 binding site; Capsid-targeting antivirals; HIV-1; Metabolic stability; PF74.

The PF74 (I) binding site in HIV-1 capsid protein (CA) is a compelling antiviral drug target. Although PF74 confers mechanistically distinct antiviral phenotypes by competing against host factors for CA binding, it suffers from prohibitively low metabolic stability. Therefore, there has been increasing interest in designing novel sub-chemotypes of PF74 with similar binding mode and improved metabolic stability. We report herein our efforts to explore the inter-domain interacting indole moiety for designing novel CA-targeting small mols. Our design includes simple substitution on the indole ring, and more importantly, novel sub-chemotypes with the indole moiety replaced with a few less electron-rich rings. All 56 novel analogs were synthesized and evaluated for antiviral activity, cytotoxicity, and impact on CA hexamer stability. Selected analogs were tested for metabolic stability in liver microsomes. Mol. modeling was performed to verify compound binding to the PF74 site. In the end, 5-hydroxyindole analogs (8,9 and 12, II – IV, resp.) showed improved potency (up to 20-fold) over PF74. Of the novel sub-chemotypes, α- and β-naphthyl analogs (27 and 33, V and VI, resp.) exhibited sub micromolar antiviral potencies comparable to that of PF74. Interestingly, although only moderately inhibiting HIV-1 (single-digit micromolar EC50s), analogs of the 2-indolone sub-chemotype consistently lowered the m.p. (Tm) of CA hexamers, some with improved metabolic stability over PF74.

European Journal of Medicinal Chemistry published new progress about AIDS (disease). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Li, Gen published the artcileP(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate, Related Products of isoquinoline, the main research area is arylation nitromethane arylboronic acid organophosphorus catalyzed reductive coupling.

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD3NO2, CH315NO2, and 13CH3NO2), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.

Journal of the American Chemical Society published new progress about Amination (Me). 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Related Products of isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Singh, Sanjay published the artcileDevelopment of Transition-Metal-Free Lewis Acid-Initiated Double Arylation of Aldehyde: A Facile Approach Towards the Total Synthesis of Anti-Breast-Cancer Agent, Computed Properties of 151-10-0, the main research area is triarylmethane preparation; aldehyde arene double hydroarylation Lewis acid catalysis; Lewis acid-catalysis; anti-breast cancer agents; double hydroarylation; symmetrical di/tri-arylmethanes; unsymmetrical di/tri-arylmethanes.

This work describes a mild and robust double hydroarylation strategy for the synthesis of sym. /unsym. diaryl- and triarylmethanes in excellent yields using Lambert salt (0.2-1.0 mol%). Despite the anticipated challenges associated with controlling selective product formation, unsym. diaryl- and triarylmethanes products are obtained unprecedentedly. A highly efficient gram scale reaction has also been reported (TON for sym. product=475 and for unsym. product=390). The synthetic utility of the methodol. is demonstrated by the preparation of several unexplored diaryl- and triarylmethane-based biol. relevant mols., such as arundine, vibrindole A, turbomycin B, and certain anti-inflammatory agents. A total synthesis of an anti-breast-cancer agent is also demonstrated. Control experiments, Hammett anal., HRMS and GC-MS studies reveal the reaction intermediates and reaction mechanism.

Chemistry – A European Journal published new progress about Acid catalysis. 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Computed Properties of 151-10-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zheng, Cameron H. M. published the artcileThe Catalytic Synthesis of N-Aryl Indoles Featuring an Alternative Disconnection. Hydroaminoalkylation for a Telescoped Reaction Sequence, Product Details of C8H11NO, the main research area is aryl indole preparation; chlorostyrene methylaniline hydroaminoalkylation tantalumureate catalyst.

A tricatalytic telescoped synthesis toward C3-methyl-N-aryl indolines I (R = cyclohexyl, Ph, 3,4-dimethoxyphenyl, 2-phenylethyl, etc.) and indoles II products is reported. An in situ generated tantalum(V) ureate catalyst is used for the hydroaminoalkylation of o-chlorostyrene with N-Me aniline RNHCH3 to first make a Csp3-Csp3 bond. Subsequent nickel-catalyzed C-N coupling forms N-aryl indolines I, and if desired, subsequent oxidation to N-aryl indoles II can be achieved using catalytic [Cu(MeCN)4]BF4 and tert-butylperoxy-2-ethylhexyl carbonate as the terminal oxidant. This strategy highlights an alternative C-C bond disconnection for the synthesis of indoles II, which is enabled by the atom-economic hydroaminoalkylation reaction. The method was streamlined using a three-step, two-pot approach to afford up to 73% overall isolated yield of variously substituted C3-methyl-N-aryl indoles II.

Organic Letters published new progress about Aminoalkylation. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Product Details of C8H11NO.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem