Month: November 2022

Sviripa, Vitaliy published the artcileBiotinylated N,N’-diarylureas as probes for the activation of adenosine monophosphate-activated kinase (AMPK), COA of Formula: C18H34N4O5S, the publication is Turkish Journal of Chemistry (2013), 37(4), 473-479, database is CAplus.

Biotinylated analogs of drug candidates provide useful tools for studying the drug-target protein interactions. Polyhalogenated N,N’diarylureas are potent activators of adenosine monophosphate-activated kinase (AMPK) and potentially promising agents for the treatment of cancer. Various biotinylated versions of these N,N’-diarylureas were synthesized and evaluated in AMPK-activation studies.

Turkish Journal of Chemistry published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C12H15NO, COA of Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lagunas, Anna published the artcileCell adhesion and focal contact formation on linear RGD molecular gradients: study of non-linear concentration dependence effects, Formula: C18H34N4O5S, the publication is Nanomedicine (New York, NY, United States) (2012), 8(4), 432-439, database is CAplus and MEDLINE.

Cell adhesion onto bioengineered surfaces is affected by a number of variables, including the former substrate derivatization process. In this investigation, we studied the correlation between cell adhesion and cell-adhesive ligand surface concentration and organization due to substrate modification. For this purpose, Arg-Gly-Asp (RGD) gradient surfaces were created on poly(Me methacrylate) substrates by continuous hydrolysis and were then grafted with biotin-PEG-RGD mols. Cell culture showed that adhesion behavior changes in a nonlinear way in the narrow range of RGD surface densities assayed (2.8 to 4.4 pmol/cm²), with a threshold value of 4.0 pmol/cm² for successful cell attachment and spreading. This nonlinear dependence may be explained by nonhomogeneous RGD surface distribution at the nanometer scale, conditioned by the stochastic nature of the hydrolysis process. Atomic force microscopy anal. of the gradient surface showed an evolution of surface morphol. compatible with this hypothesis. The authors observed by AFM nonlinear dependence of cell adhesion on RGD gradient surfaces with different surface densities. The nonlinear characteristics may be explained by non-homogeneous RGD surface distribution at the nanometer scale, conditioned by the stochastic nature of the hydrolysis process.

Nanomedicine (New York, NY, United States) published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Formula: C18H34N4O5S.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Bovy, P. R. published the artcileConformationally restricted polysubstituted biphenyl derivatives with angiotensin II receptors antagonist properties, Computed Properties of 79047-41-9, the publication is Journal of Medicinal Chemistry (1991), 34(8), 2410-14, database is CAplus and MEDLINE.

The synthesis and in vitro activity of new nonpeptide angiotensin II antagonists is presented. Compared to previously reported biphenyl compounds, the new analogs I and II have reduced conformational freedom derived from steric hindrance. Me 4′-methyl-2′,6′-dimethoxy[1,1′-biphenyl]-2-carboxylate was prepared by Von Pechmann condensation of orcinol with oxocyclohexane-2-carboxylate followed by dehydrogenation. This scheme provided the carbon skeleton of the biphenyl potentially substituted on the 2-, 2′-, 4′-, and 6′-positions. Elaboration of the substituents led to a biphenyl derivative used to alkylate a 2-butyl-4-chloro-5-(hydroxymethyl)imidazole. After coupling with the imidazole, 2 regioisomers were separated and identified by NMR. NOESY experiments were useful to establish regiochem. of the final products that have angiotensin II blocking activity. Their affinity for angiotensin II receptors was established in a binding assay experiment and in an isolated organ test. The presence of 2′,6′-dimethoxy substituent on the biphenyl moiety of the antagonist significantly decreased the affinity for the receptor.

Journal of Medicinal Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Computed Properties of 79047-41-9.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cooper, Alan B. published the artcile1-Thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives as antitumor agents, Name: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2017), 27(18), 4471-4477, database is CAplus and MEDLINE.

A class of substituted 1-thiazol-2-yl-N-3-methyl-1H-pyrozole-5-carboxylic acid derivatives was found to have potent anti-proliferative activity against a broad range of tumor cell lines. A compound from this class (14) was profiled across a broad panel of hematol. and solid tumor cancer cell lines demonstrating cell cycle arrest at the G0/G1 interphase and has potent anti-proliferative activity against a distinct and select set of cancer cell types with no observed effects on normal human cells. An example is the selective inhibition of human B-cell lymphoma cell line (BJAB). Compound 14 was orally bioavailable and tolerated well in mice. Synthesis and structure activity relationships (SAR) in this series of compounds are discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Name: Imidazo[1,2-a]pyridine-6-boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Wang, Rui published the artcileDetermination of antazoline hydrochloride in rat plasma and excreta by reversed-phase ion-pair chromatography and its application to pharmacokinetics, COA of Formula: C17H20ClN3, the publication is Biomedical Chromatography (2013), 27(12), 1595-1602, database is CAplus and MEDLINE.

A reversed-phase ion pair chromatog. method with liquid-liquid extraction anal. method was developed and validated for the determination of antazoline hydrochloride in plasma and excreta of rat. The aim of our study was to characterize the preclin. pharmacokinetics and excretion profiles of antazoline hydrochloride in rats after i.v. injection at the dose of 10 mg/kg. Plasma and excreta samples were extracted with Et acetate, and phenacetin was used as the internal standard The result showed that the method is suitable for the quantification of antazoline hydrochloride in plasma and excreta samples. Anal. of accuracy (90.89-112.33%), imprecision (<7.1%) and recovery (>82.5%) showed adequate values. After a single i.v. administration at 10 mg/kg to rats, plasma concentration profile showed a relative fast elimination proceeding with a terminal elimination half-life of 3.53 h. Approx. 61.8 and 14.2% of the administered dose were recovered in urine and bile after 72 and 24 h post-dosing resp.; 5.9% of the administered dose was recovered in feces after 72 h post-dosing. The above results show that the major elimination route is urinary excretion. Copyright © 2013 John Wiley & Sons, Ltd.

Biomedical Chromatography published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C18H34N4O5S, COA of Formula: C17H20ClN3.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Xiaotian published the artcileDetermination of antazoline hydrochloride in Beagle dog plasma by HPLC-UV and its application to pharmacokinetics, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences (2013), 97-101, database is CAplus and MEDLINE.

In order to evaluate the pharmacokinetics characteristic of antazoline hydrochloride in Beagle dogs, a sensitive and specific HPLC method was developed and validated using phenacetin as the internal standard (IS). The analyte and the IS were extracted from dog plasma by Et acetate under the basic condition. The analyte was separated by a C₁₈ column and detected with a variable wavelength UV-detector. The mobile phase consisted of methanol-5 mmol L^-1 tetra-Bu ammonium bromide (45:55, volume/volume) containing 0.5% glacial acetic acid in a flow rate of 1.0 mL min^-1. Standard calibration graph for antazoline was linear over a curve range of 20-1600 ng mL^-1 (R > 0.99) and the lower limit of quantification was 20 ng mL^-1 using a plasma sample of 500 μL. The intra- and inter-day precision values were less than 14.3% relative standard deviation (RSD). The intra-day assay accuracy was in the range of 98.1-100.6% and the inter-day assay accuracy in the range of 99.2-101.1%. The extraction recoveries were on the average of 88.4% for antazoline and 76.8% for IS. Plasma samples were stable at least for 1 mo at -20 °C. This method was successfully applied to pharmacokinetics study of antazoline after i.v. administration to Beagle dogs.

Journal of Chromatography B: Analytical Technologies in the Biomedical and Life Sciences published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Song, Weiguo published the artcileSynthesis of esomeprazole magnesium, Computed Properties of 161796-78-7, the publication is Zhongguo Yiyao Gongye Zazhi (2013), 44(8), 744-746, database is CAplus.

Esomeprazole magnesium, a proton pump inhibitor, was synthesized from 2-hydroxymethyl-3,5-dimethyl-4-nitropyridine by chlorination, condensation, asym. oxidation, methoxylation and then reacted with magnesium chloride. The overall yield was 73.6% (based on 2-hydroxymethyl-3,5-dimethyl-4-nitropyridine).

Zhongguo Yiyao Gongye Zazhi published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C10H20N2O6S2, Computed Properties of 161796-78-7.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Cha, Pu-Hyeon published the artcileSmall-molecule binding of the axin RGS domain promotes β-catenin and Ras degradation, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, the publication is Nature Chemical Biology (2016), 12(8), 593-600, database is CAplus and MEDLINE.

Both the Wnt/β-catenin and Ras pathways are aberrantly activated in most human colorectal cancers (CRCs) and interact cooperatively in tumor promotion. Inhibition of these signaling may therefore be an ideal strategy for treating CRC. We identified KY1220, a compound that destabilizes both β-catenin and Ras, via targeting the Wnt/β-catenin pathway, and synthesized its derivative KYA1797K. KYA1797K bound directly to the regulators of G-protein signaling (RGS) domain of axin, initiating β-catenin and Ras degradation through enhancement of the β-catenin destruction complex activating GSK3β. KYA1797K effectively suppressed the growth of CRCs harboring APC and KRAS mutations, as shown by various in vitro studies and by in vivo studies using xenograft and transgenic mouse models of tumors induced by APC and KRAS mutations. Destabilization of both β-catenin and Ras via targeting axin is a potential therapeutic strategy for treatment of CRC and other type cancers activated Wnt/β-catenin and Ras pathways.

Nature Chemical Biology published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Recommanded Product: N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lee, Ye-Sol published the artcileSignificant facilitation of metal-free aerobic oxidative cyclization of imines with water in synthesis of benzimidazoles, Category: imidazoles-derivatives, the publication is Tetrahedron (2015), 71(4), 532-538, database is CAplus.

A simple, convenient, and environmentally benign protocol for the synthesis of benzimidazoles from ortho-phenylenediamines and aldehydes via aerobic oxidation was developed in wet organic solvents. Notably, water significantly accelerated this transformation, which allowed us to achieve this important transformation without the assistance of any metal catalysts and other co-oxidants. Mechanistic studies suggested that water acts as the nucleophilic catalyst for this transformation by the conversion of disfavored 5-endo-trig cyclization of imines to favored 5-exo-tet cyclization via tetrahedral intermediates and the subsequent aerobic oxidation of the resulting benzimidazolines affords benzimidazoles.

Tetrahedron published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Duncia, John V. published the artcileThe discovery of potent nonpeptide angiotensin II receptor antagonists: a new class of potent antihypertensives, Category: imidazoles-derivatives, the publication is Journal of Medicinal Chemistry (1990), 33(5), 1312-29, database is CAplus and MEDLINE.

A new class of potent antihypertensives, e.g., N-benzylimidazoles, I (R = CH₂CO₂H, CH₂OH, CH₂OMe, CH₂CO₂H, CH₂CO₂Me; R¹ = NO₂, NH₂, CO₂H, CH₂CO₂H, OMe, etc.) has been discovered that exert their effect through blockade of the angiotensin II (AII) receptor. Most AII antagonists reported so far are peptide mimics of the endogenous vasoconstrictor octapeptide angiotensin II. I are nonpeptides and therefore constitute a new class of potent AII receptor antagonists. Based on the overlap of a conformation of AII with literature lead compound I (R = CH₂CO₂H R¹ = H)(II) a hypothesis was developed suggesting the need for an addnl. acidic functionality to increase the lead’s potency. The substitution of an addnl. carboxylic acid resulted in a 10-fold increase in binding affinity observed for diacid I (R = CH₂CO₂H, R¹ = CO₂H). The binding affinities for subsequent compounds were eventually increased 1000-fold over that of II through a systematic SAR study. A structure-affinity relationship showed the presence of four key elements for good activity: an addnl. Ph ring at the N-benzyl para position of the benzylimidazole nucleus, an acidic functionality at the ortho-position of the terminal aromatic ring, a lipophilic side chain at the imidazole 2-position of three to five carbon atoms in length, and a group at the imidazole 5-position capable of hydrogen bonding. The synthesis as well as the pharmacol. activity of the compounds in this new series of AII receptor antagonists are presented.

Journal of Medicinal Chemistry published new progress about 79047-41-9. 79047-41-9 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Alcohol, name is (2-Butyl-4-chloro-1H-imidazol-5-yl)methanol, and the molecular formula is C8H13ClN2O, Category: imidazoles-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem