Category: imidazoles-derivatives

Doebelin, Christelle published the artcileDiscovery and Optimization of a Series of Sulfonamide Inverse Agonists for the Retinoic Acid Receptor-Related Orphan Receptor-a, SDS of cas: 13682-33-2, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2019), 15(6), 676-684, database is CAplus and MEDLINE.

Background: Despite a massive industry endeavor to develop RORalpha-modulators for autoimmune disorders, there has been no indication of efforts to target the close family member RORa for similar indications. This may be due to the misconception that RORa is redundant to RORalpha, or the inherent difficulty in cultivating tractable starting points for RORa. RORa-selective modulators would be useful tools to interrogate the biol. of this understudied orphan nuclear receptor. Objective: The goal of this research effort was to identify and optimize synthetic ligands for RORa starting from the known LXR agonist T0901317. Methods: Fourty-five analogs of the sulfonamide lead (1) were synthesized and evaluated for their ability to suppress the transcriptional activity of RORa, RORalpha, and LXRa in cell-based assays. Analogs were characterized by 1H-NMR, 13C-NMR, and LC-MS anal. The pharmacokinetic profile of the most selective RORa inverse agonist was evaluated in rats with i.p. (i.p.) and per oral (p.o.)dosing. Results: Structure-activity relationship studies led to potent dual RORa/RORalpha inverse agonists as well as RORa-selective inverse agonists (20, 28). LXR activity could be reduced by removing the sulfonamide nitrogen substituent. Attempts to improve the potency of these selective leads by varying substitution patterns throughout the mol. proved challenging.

Medicinal Chemistry (Sharjah, United Arab Emirates) published new progress about 13682-33-2. 13682-33-2 belongs to imidazoles-derivatives, auxiliary class Imidazole,Amine,Benzene, name is 4-(1H-Imidazol-2-yl)aniline, and the molecular formula is C9H9N3, SDS of cas: 13682-33-2.

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

Cheng, Huan published the artcileCatalytic Performance of Pd Nanoparticles Obtained by Direct Reduction in Cellulose-Poly(ferrocenylsilane) Hybrid Sponges, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is Advanced Materials Interfaces (2022), 9(6), 2101664, database is CAplus.

Cellulose-poly(ferrocenylsilane) (PFS) polyionic liquid (PIL) composite sponges are fabricated by codissoln. of cellulose and PFS-PIL, followed by solvent exchange and freeze-drying. The hybrid sponges are used to in situ produce and immobilize palladium nanoparticles (Pd NPs), leading to Pd NP-decorated porous supports. The formation of Pd NPs is confirmed by TEM and XPS measurements. The as-prepared cellulose/PFS-PIL@Pd sponges exhibit a high catalytic activity in the reduction of 4-nitrophenol (4-NiP) to 4-aminophenol (4-AmP). As a variety of metal NPs may be immobilized using this method, these sponges constitute a promising new class of catalytic porous supports.

Advanced Materials Interfaces published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Application of 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Freitas, Gabriel published the artcileImpact of magnetic ionic liquids as catalysts on the curing process of epoxy/anhydride system: Mechanistic investigation and dynamic-mechanical analysis, Quality Control of 79917-90-1, the publication is Journal of Applied Polymer Science (2022), 139(28), e52606, database is CAplus.

Cyclic acid anhydride – based hardeners provide excellent physic-mech. and thermal properties to epoxy networks. However, the curing process takes place at relatively high temperature, thus limiting the applications as coatings and free-heating devices. The present work describes for the first time the efficient catalytic action of imidazolium- and phosphonium- based ionic liquids (IL) bearing iron tetrachloride (FeCl₄) as counter anion for the curing process of epoxy prepolymer (EP)/methyl tetrahydrophthalic anhydride (MTHPA) even at room temperature Indeed, both differential scanning calorimetry and rheol. anal. revealed that the addition of 5 phr of trihexyl (tetradecyl)-phosphonium iron tetrachloride (P₆₆₆₁₄. FeCl₄) resulted in faster curing process when compared with systems cured with conventional tertiary amine. The gelation at room temperature occurred before 24 h with this magnetic IL. Moreover, the systems catalyzed by P₆₆₆₁₄. FeCl₄ presented higher glass transition temperature, higher storage modulus and higher crosslink d. as indicated by dynamic-mech. anal. (DMA). A mechanism for the curing process was proposed based on DSC and Fourier transform IR anal. These results highlight the importance of magnetic ILs as catalysts for the curing process of EP/MTHPA system and open new avenues for applications of this system as a room temperature-based curing system.

Journal of Applied Polymer Science published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Quality Control of 79917-90-1.

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

Gutierrez-Zuniga, Gabriela Guadalupe published the artcileSensitivity improvement of a sandwich-type ELISA immunosensor for the detection of different prostate-specific antigen isoforms in human serum using electrochemical impedance spectroscopy and an ordered and hierarchically organized interfacial supramolecular architecture, Category: imidazoles-derivatives, the publication is Analytica Chimica Acta (2016), 97-106, database is CAplus and MEDLINE.

A gold millielectrode (GME) functionalized with a mixed (16-MHA + EG₃SH) self-assembled monolayer (SAM) was used to fabricate an indirect ELISA immunosensor for the sensitive detection of prostate-specific antigen (PSA), a prostate cancer (PCa) biomarker, in human serum samples. To address and minimize the issue of non-specific protein adsorption, an organic matrix (amine-PEG₃-biotin/avidin) was assembled on the previously functionalized electrode surface to build up an ordered and hierarchically organized interfacial supramol. architecture: Au/16-MHA/EG₃SH/amine-PEG₃-biotin/avidin. The electrode was then exposed to serum samples at different concentrations of a sandwich-type immunocomplex mol. (^BtnAb-Ag_PSA–^HRPAb), and its interfacial properties were characterized using electrochem. impedance spectroscopy (EIS). Calibration curves for polarization resistance (R_P) and capacitance (1/C) vs. total and free PSA concentrations were obtained and their anal. quality parameters were determined This approach was compared with results obtained from a com. available ELISA immunosensor. The results obtained in this work showed that the proposed immunosensor can be successfully applied to analyze serum samples of patients representative of the Mexican population.

Analytica Chimica Acta 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, Category: imidazoles-derivatives.

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

Klock, Cornelius published the artcileDiscovery of Potent and Specific Dihydroisoxazole Inhibitors of Human Transglutaminase 2, COA of Formula: C9H10N2O, the publication is Journal of Medicinal Chemistry (2014), 57(21), 9042-9064, database is CAplus and MEDLINE.

Transglutaminase 2 (TG2) is a ubiquitously expressed enzyme that catalyzes the posttranslational modification of glutamine residues on protein or peptide substrates. A growing body of literature has implicated aberrantly regulated activity of TG2 in the pathogenesis of various human inflammatory, fibrotic, and other diseases. Taken together with the fact that TG2 knockout mice are developmentally and reproductively normal, there is growing interest in the potential use of TG2 inhibitors in the treatment of these conditions. Targeted-covalent inhibitors based on the weakly electrophilic 3-bromo-4,5-dihydroisoxazole (DHI) scaffold have been widely used to study TG2 biol. and are well tolerated in vivo, but these compounds have only modest potency, and their selectivity toward other transglutaminase homologs is largely unknown. In the present work, we first profiled the selectivity of existing inhibitors against the most pertinent TG isoforms (TG1, TG3, and FXIIIa). Significant cross-reactivity of these small mols. with TG1 was observed Structure-activity and -selectivity analyses led to the identification of modifications that improved potency and isoform selectivity. Preliminary pharmacokinetic anal. of the most promising analogs was also undertaken. Our new data provides a clear basis for the rational selection of dihydroisoxazole inhibitors as tools for in vivo biol. investigation.

Journal of Medicinal Chemistry published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, COA of Formula: C9H10N2O.

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

Yokota, Shin-ichi published the artcileEffects of imidazoline and nonimidazoline alpha-adrenergic agents, including xylazine, medetomidine, yohimbine, tolazoline, and atipamezole, on aggregation of bovine and equine platelets, Related Products of imidazoles-derivatives, the publication is American Journal of Veterinary Research (2013), 74(3), 395-402, database is CAplus and MEDLINE.

Objective: To investigate effects of various imidazoline and nonimidazoline α-adrenergic agents on aggregation and antiaggregation of bovine and equine platelets. Sample: Blood samples obtained from 8 healthy adult cattle and 16 healthy adult Thoroughbreds. Procedures: Aggregation and antiaggregation effects of various imidazoline and nonimidazoline α-adrenergic agents on bovine and equine platelets were determined via a turbidimetric method. Collagen and ADP were used to initiate aggregation. Results: Adrenaline, noradrenaline, or α-adrenoceptor agents alone did not induce changes in aggregation of bovine or equine platelets or potentiate ADP- or collagen-induced platelet aggregation. Adrenaline and the α₂-adrenoceptor agonist clonidine had an inhibitory effect on ADP- and collagen-induced aggregation of bovine platelets. The α₂-adrenoceptor antagonists phentolamine and yohimbine also inhibited collagen-induced aggregation of bovine platelets. Noradrenaline, other α-adrenoceptor agonists (xylazine, oxymetazoline, and medetomidine), and α-adrenoceptor antagonists (atipamezole, idazoxan, tolazoline, and prazosin) were less effective or completely ineffective in inhibiting ADP- and collagen-induced aggregation of bovine platelets. The imidazoline α₂-adrenoceptor agonist oxymetazoline submaximally inhibited collagen-induced aggregation of equine platelets, and the α₂-adrenoceptor antagonist idazoxan, along with phentolamine and yohimbine, also inhibited collagen-induced aggregation of equine platelets. The imidazoline compound antazoline inhibited both ADP- and collagen-induced aggregation of equine platelets. Conclusions and Clin. Relevance: Several drugs had effects on aggregation of platelets of cattle and horses, and EDs of ADP and collagen also differed between species. The α₂-adrenoceptor agonists (xylazine and medetomidine) and antagonists (tolazoline and atipamezole) may be used by bovine and equine practitioners without concern for adverse effects on platelet function and hemostasis.

American Journal of Veterinary Research 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 C8H6F3NO, Related Products of imidazoles-derivatives.

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

Yokota, Shin-ichi published the artcileEffects of Imidazoline and Non-Imidazoline α-Adrenergic Agents on Rabbit Platelet Aggregation, Category: imidazoles-derivatives, the publication is Pharmacology (2013), 91(3-4), 135-144, database is CAplus and MEDLINE.

Imidazoline α₂-adrenergic agents exert complex effects on mammalian platelet aggregation. Although non-adrenergic, imidazoline (I) receptors have been revealed in human platelets, there is limited information about imidazoline’s action on platelet aggregation. This study aimed to investigate aggregatory and anti-aggregatory effects of various imidazoline or non-imidazoline α-adrenergic agents on rabbit platelets. Aggregatory responses of agents on rabbit platelets were examined by turbidimetric method. Radioligand binding assay to platelet I₁ and I₂ receptors was performed using [³H]-clonidine and [³H]-idazoxan, resp. Results: Aggregation was not induced by α-adrenoceptor agonists alone. Adrenaline and noradrenaline produced dose-dependent potentiation of ADP- or collagen-induced aggregation. Imidazoline adrenoceptor agonists clonidine and p-aminoclonidine also potentiated ADP-induced platelet aggregation. The α₂-adrenoceptor antagonists and/or certain imidazoline adrenergic agents inhibited adrenaline-potentiated aggregation in a dose-dependent manner, whereas α₁-adrenoceptor antagonists and non-imidazoline α-adrenergic agents were either ineffective or less effective in inhibiting adrenaline-potentiated aggregation. Rabbit platelets did not have I₁ receptors, but had I₂ receptors, indicating that adrenaline-potentiated platelet aggregation was inhibited by idazoxan, but not by imidazoline compounds clonidine and oxymetazoline. These results demonstrated that α₂-adrenoceptor-blocking agents and/or imidazoline α-adrenergic agents effectively inhibit adrenaline-potentiated platelet aggregation. It is proposed that imidazoline structure in part plays a role in the inhibition of adrenaline-potentiated aggregation.

Pharmacology 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 C9H6N2O2, Category: imidazoles-derivatives.

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

Endo, Junichi published the artcileA phenotypic drug discovery study on thienodiazepine derivatives as inhibitors of T cell proliferation induced by CD28 co-stimulation leads to the discovery of a first bromodomain inhibitor, 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 Bioorganic & Medicinal Chemistry Letters (2016), 26(5), 1365-1370, database is CAplus and MEDLINE.

A phenotypic screening of thienodiazepines derived from a hit compound found through a binding assay targeting co-stimulatory mols. on T cells and antigen presenting cells successfully led to the discovery of a thienotriazolodiazepine compound (7f) possessing potent immunosuppressive activity. A chem. biol. approach has succeeded in revealing that 7f is a first inhibitor of epigenetic bromodomain-containing proteins. 7f is expected to become an anti-cancer agent as well as an immunosuppressive agent.

Bioorganic & Medicinal Chemistry Letters 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

Ono, Takeshi published the artcileThe synthesis of ophidin, Name: (2-Methyl-1H-imidazol-4-yl)methanol, the publication is Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie (1956), 77-81, database is CAplus.

cf. f. Biochem. (Tokyo) 36, 265(1942). Ophidin (I), a dipeptide from snake muscle, was proven by synthesis to be 2-methyl-Nα – (β-alanyl)-L-histidine (II). D-fructose, AcH, NH₃, and CuCO₃ gave the Cu salt of 2-methyl-4-(hydroxymethyl)imidazole, which was freed from Cu by H₂S and isolated in 60% yield as the picrate, m. 187-90°, giving an HCl salt (III), m. 138-40°. III and SOCl₂ gave 2-methyl-4-(chloromethyl)imidazole, m. 125°, condensed with AcNHCH(CO₂Et), to give Et α-acetamido-α-carbethoxy-β-[4-(2-methylimidazolyl)]propionate (IV), m. 120°, in 50% yield. IV refluxed with concentrated HCl gave DL-2-methylhistidine (V) (isolated as the Hg salt and freed with H₂S), m. 231°; di-HCl salt (VI), m. 247°; dipicrate, m. 165°. V gave pos. ninhydrin and diazo reactions. The Ac derivative of V was resolved with acylase I to give L-2-methylhistidine (VII), m. 235°, [α]¹⁵_D -25.00° (1% aqueous solution). VI and β-phthalimido-propionyl chloride gave 50% phthalimide of DL-II, decompose 240°, which with N₂H₄ gave DL-II, m. 249°, in 72% yield. By similar reactions VII gave II, m. 246-8°, [α]¹²_D 36.6° (1% aqueous solution); picrolonate, m. 232° (undepressed by I picrolonate).

Hoppe-Seyler’s Zeitschrift fuer Physiologische Chemie published new progress about 45533-87-7. 45533-87-7 belongs to imidazoles-derivatives, auxiliary class Imidazole,Alcohol,Imidazole, name is (2-Methyl-1H-imidazol-4-yl)methanol, and the molecular formula is C5H8N2O, Name: (2-Methyl-1H-imidazol-4-yl)methanol.

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

Rasal, Rahul M. published the artcileMicropatterning proteins of PLA films using photolithography, Computed Properties of 359860-27-8, the publication is Annual Technical Conference – Society of Plastics Engineers (2008), 533-537, database is CAplus.

In this research, proteins were micropatterned on poly (lactic acid) (PLA) films. Poly(acrylic acid) (PAA) was micropatterned using photolithograph. These micropatterns were characterized using ATR-FTTR spectroscopy and toluidine blue dye staining. Acid groups were subsequently conjugated with amine terminated biotin using carbodiimide chem. Biotin micropatterned PLA films were then immersed in a solution of fluorescence-conjugated streptavidin. The streptavidin adsorption behavior was examined by fluorescence microscopy.

Annual Technical Conference – Society of Plastics Engineers 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, Computed Properties of 359860-27-8.

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