Category: imidazoles-derivatives

Maling, Harriet M. published the artcileInflammation induced by histamine, serotonin, bradykinin, and compound 48/80 in the rat. Antagonists and mechanisms of action, SDS of cas: 2508-72-7, the publication is Journal of Pharmacology and Experimental Therapeutics (1974), 191(2), 300-10, database is CAplus and MEDLINE.

A number of antagonists were tested for their ability to inhibit the inflammation induced by subplantar injection into the rat hindpaw of histamine-2HCl [56-92-8], serotonin creatinine sulfate [971-74-4], bradykinin [58-82-2],or compound 48-80. Triprolidine [486-12-4] and chlorpheniramine maleate [113-92-8] specifically inhibited histamine-induced edema. D-2-bromolysergic acid diethylamide [478-84-2] and methysergide [361-37-5] specifically inhibited serotonin-induced edema. Tripelennamine-HCl [22306-05-4], pyrilamine maleate [59-33-6], promethazine-HCl [58-33-3], antazoline-HCl [2508-72-7] diphenylhydramine-HCl [147-24-0], phenindamine tartrate [569-59-5], chlorcyclizine-HCl [14362-31-3] and l-isoproterenol-HCl [5984-95-2] inhibited the edemas induced by either serotonin or histamine. Promethazine, antazoline, diphenhydramine and l-isoproterenol also partially blocked the edema induced by bradykinin. Cyproheptadine-HCl [969-33-5] inhibited the edemas induced by both serotonin and bradykinin. By means of specific antagonists, the edema induced by compound 48/80 was shown to be due to the release of serotonin (65%) and histamine (30%). Kinins are probably not involved. In doses as low as 0.005 μmol/kg s.c., l-isoproterenol inhibited compound 48/80-induced edema. Some antihistamines, especially tripelennamine, inhibited compound 48/80 edema more effectively than could be explained by their inhibition of either histamine or serotonin. Their effectiveness was correlated with their abilities to inhibit the release of mediators from isolated rat peritoneal mast cells.

Journal of Pharmacology and Experimental Therapeutics 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, SDS of cas: 2508-72-7.

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

Yang, Qingxi published the artcileThe dissipation of cyazofamid and its main metabolite CCIM during wine-making process, Quality Control of 120118-14-1, the publication is Molecules (2020), 25(4), 777, database is CAplus and MEDLINE.

Few studies have focused on the residues of cyazofamid and its main metabolite CCIM (4-chloro-5-p-tolylimidazole-2-carbonitrile) in the wine making process, which is crucial to evaluate the potential food risk of cyazofamid and CCIM. In this work, detailed study has been conducted on the evaluation of the fate of cyazofamid and its main metabolite CCIM during the wine-making process. The targeted compounds cyazofamid and CCIM were separated and determined by high-performance liquid chromatog. coupled with tandem mass spectrometry (HPLC-MS/MS) and processing procedure including washing, peeling, fermentation, and clarification. Results showed that residues of cyazofamid and CCIM decreased significantly in wine processing. The dissipation of cyazofamid in the fermentation process followed the first-order of kinetics, and the half-life of cyazofamid was 46.2-63.0 h, whereas, the residues of CCIM, in the three treatments, decreased with time elapse. The processing factors (PFs) were all less than one in different processing processes, and the PFs ranges of cyazofamid and CCIM were 0.003-0.025 and 0.039-0.067 in three treatments in the overall process. The outcome indicated that the whole process could significantly reduce the residues of cyazofamid and CCIM in red and white wines. The results might provide more precise risk assessments of cyazofamid in the wine-making process.

Molecules published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C10H14O, Quality Control of 120118-14-1.

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

Deng, Yuchao published the artcileIron-Catalyzed Cross-Coupling of Alkynyl and Styrenyl Chlorides with Alkyl Grignard Reagents in Batch and Flow, HPLC of Formula: 258278-25-0, the publication is Chemistry – A European Journal (2019), 25(64), 14532-14535, database is CAplus and MEDLINE.

A selective, practical and fast iron-based cross-coupling reaction that enabled the formation of Csp-Csp³ and Csp²-Csp³ bonds. In a telescoped flow process, the reaction can be combined with the Grignard reagent synthesis. Moreover, flow allowed the use of a supporting ligand to be avoided without eroding the reaction selectivity.

Chemistry – A European Journal published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, HPLC of Formula: 258278-25-0.

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

Wang, Lei published the artcileUnified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents, Related Products of imidazoles-derivatives, the publication is Journal of Organic Chemistry (2019), 84(9), 5176-5186, database is CAplus and MEDLINE.

The combination of commonly used FeCl₃/SIPr with Ti(OEt)₄/PhOM enabled a highly general iron-based catalyst system, which could efficiently catalyze the biaryl coupling reaction between various electrophiles (I, Br, Cl, OTs, OCONMe₂, OSO₂NMe₂) and common or functionalized aryl Grignard reagents with high functional group tolerance. Selective couplings of aryl iodides and bromides over the corresponding oxygen-based electrophiles have been achieved, and thus a terphenyl acid intermediate for anidulafungin was conveniently synthesized via an orthogonal coupling strategy.

Journal of Organic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C4H6F3NOS, Related Products of imidazoles-derivatives.

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

Yanni, John M. published the artcileInhibition of histamine-induced human conjunctival epithelial cell responses by ocular allergy drugs, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Archives of Ophthalmology (Chicago) (1999), 117(5), 643-647, database is CAplus and MEDLINE.

To evaluate the effects of topical ocular drugs with histamine H₁-antagonist activity on histamine-stimulated phosphatidylinositol turnover and interleukin (IL) 6 and IL-8 secretion from human conjunctival epithelial cells. Primary human conjunctival epithelial cell cultures were stimulated with histamine in the presence or absence of test drugs. Phosphatidylinositol turnover was quantified by ion exchange chromatog. and cytokine content of supernatants by ELISA. Antazoline hydrochloride, emedastine difumarate, levocabastine hydrochloride, olopatadine hydrochloride, and pheniramine maleate attenuated histamine-stimulated phosphatidylinositol turnover and IL-6 and IL-8 secretion. Emedastine was the most potent in ligand binding, phosphatidylinositol turnover, and IL-6 secretion, with dissociation constant and 50% inhibitory concentrations of 1-3 nmol/L. Olopatadine, antazoline, and pheniramine exhibited similar H₁-binding affinities (32-39 nmol/L). However, olopatadine was approx. 10-fold more potent as an inhibitor of cytokine secretion (50% inhibitory concentration, 1.7-5.5 nmol/L) than predicted from binding data, while antazoline and pheniramine were far less potent (20- to 140-fold) in functional assays. Levocabastine (dissociation constant, 52.6 nmol/L) exhibited greater functional activity (50% inhibitory concentration, 8-25 nmol/L) than either antazoline or pheniramine. Histamine-stimulated phosphatidylinositol turnover and cytokine secretion by human conjunctival epithelial cells are attenuated by compounds with H₁-antagonist activity. However, antihistaminic potency alone does not predict anti-inflammatory potential. Olopatadine, emedastine, and levocabastine were notably more potent than pheniramine and antazoline. Selected topical ocular drugs with antihistaminic activity may offer therapeutic advantages to patients with allergic conjunctivitis by inhibiting proinflammatory cytokine secretion from human conjunctival epithelial cells.

Archives of Ophthalmology (Chicago) 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 C20H28B2O4S2, 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

Cui, Yang published the artcileDi-/trinuclear cationic Ir(III) complexes: Design, synthesis and application for highly sensitive and selective detection of TNP in aqueous solution, COA of Formula: C19H14N2, the publication is Sensors and Actuators, B: Chemical (2017), 314-322, database is CAplus.

Novel di- and trinuclear cationic iridium(III) complexes with flexible chain functionalized triazole-pyridine moieties as bridging ligands, namely DC-Ir and TC-Ir, were successfully synthesized and their photophys. and electrochem. properties studied. Despite DC-Ir and TC-Ir have different numbers of iridium(III) cores, the almost identical emissions in both solutions and aggregation states were observed Theor. calculations were performed to investigate their electronic structures and rationalize the photophys. and electrochem. behaviors. Compared with the emission in the solution, they exhibit enhanced photoluminescence in the aggregation states. Benefiting from the high emission in aqueous solution, DC-Ir and TC-Ir were employed as the “turn-off” sensors to detect the explosives. The results reveal that DC-Ir and TC-Ir show fast and highly sensitive and selective detection towards 2,4,6-trinitrophenol (TNP) owing to the efficient photo-induced electron transfer as well as the strong electrostatic interaction.

Sensors and Actuators, B: Chemical 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, COA of Formula: C19H14N2.

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

Zhao, Rongrong published the artcileBis(2-methoxyethyl)ether promoted intramolecular acceptorless dehydrogenative coupling to construct structurally diverse quinazolinones by molecular oxygen, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is Green Chemistry (2022), 24(4), 1644-1649, database is CAplus.

A simple, efficient and clean approach for the synthesis of diverse dihydroisoquinolino[2,1-a]quinazolinones, 2-aryl quinazolinones and analogs through intramol. acceptorless dehydrogenative coupling has been achieved. The combination of bis(2-methoxyethyl)ether and mol. oxygen was identified as a highly efficient system for this oxidative dehydrogenative coupling sequential transformation without an external initiator, catalyst and additive. The applicability and practicability were demonstrated by a scope of twenty-nine examples and a gram-scale reaction. Some control experiments were also conducted to support a possible reaction pathway.

Green Chemistry 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 C18H34N4O5S, Safety of 1,2-Diphenyl-1H-benzo[d]imidazole.

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

Rojsitthisak, Pornchai published the artcileSimple HPLC determination of benzalkonium chloride in ophthalmic formulations containing antazoline and tetrahydrozoline, COA of Formula: C17H20ClN3, the publication is PDA Journal of Pharmaceutical Science and Technology (2005), 59(5), 332-337, database is CAplus and MEDLINE.

A simple and rapid anal. procedure for routine quantification of n-C₁₂H₂₅ and n-C₁₄H₂₉ benzalkonium chloride (C-12 and C-14 BKC) homologs in ophthalmic formulations containing antazoline HCl and tetrahydrozoline HCl by high-performance liquid chromatog. was developed and validated. The ophthalmic solution samples can be directly analyzed by reversed-phase on HiQ-Sil C18 column (4.6 mm × 150 mm, i.d., 5-μm particle size) with acetonitrile-sodium acetate buffer (pH 5.0; 0.2 M) (70:30, volume/volume) as mobile phase. UV Detection was carried out at 262 nm. The method was linear over the selected concentration and ranged from 0.03 to 0.10 mg/mL (r² = 0.9999) and from 0.01 to 0.05 mg/mL (r² = 0.9979) for C-12 and C-14 BKC homologs, resp. The mean percent recoveries were 100.2 and 102.6 and the percent CV values were 1.3 and 3.5 for C-12 and C-14 BKC homologs, resp. The results demonstrated the good linearity, accuracy, and precision. The method was applied to determine 2 com. ophthalmic formulations, and the percent label amounts of total BKC contents were found to be 99.7 and 103.2.

PDA Journal of Pharmaceutical Science and Technology 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, COA of Formula: C17H20ClN3.

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

Van Gyseghem, E. published the artcileDetermining orthogonal chromatographic systems prior to the development of methods to characterise impurities in drug substances, Product Details of C17H20ClN3, the publication is Journal of Chromatography, A (2003), 988(1), 77-93, database is CAplus and MEDLINE.

To define starting conditions for the development of methods to sep. impurities from the active substance and from each other in drugs with an unknown impurity profile, the parallel application of generic orthogonal chromatog. systems could be useful. The possibilities to define orthogonal chromatog. systems were examined by calculation of the correlation coefficients between retention factors k for a set of 68 drugs on 11 systems, by visual evaluation of the selectivity differences, by principal component anal., by drawing color maps, and evaluating dendrograms. A zirconia-based stationary phase coated with a polybutadiene (PBD) polymer and 3 silica-based phases (base-deactivated, polar-embedded and monolithic) were used. Besides the stationary phase, the influence of pH and of organic modifier, on the selectivity of a system were evaluated. The dendrograms of hierarchical clusters were found good aids to assess orthogonality of chromatog. systems. The PBD-zirconia phase/methanol/pH 2.5 system is found most orthogonal towards several silica-based systems, e.g. a base-deactivated C₁₆-amide silica/methanol/pH 2.5 system. The orthogonality was validated using cross-validation, and 2 other validation sets, i.e. a set of non-ionizable solutes and a mixture of a drug and its impurities.

Journal of Chromatography, A 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 C7H16Cl2Si, Product Details of C17H20ClN3.

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

Hassan, Mujtaba published the artcileBenzimidazole-galactosides bind selectively to the Galectin-8 N-Terminal domain: Structure-based design and optimization, Computed Properties of 4760-35-4, the publication is European Journal of Medicinal Chemistry (2021), 113664, database is CAplus and MEDLINE.

We have obtained the X-ray crystal structure of the galectin-8 N-terminal domain (galectin-8N) with a previously reported quinoline-galactoside ligand at a resolution of 1.6 Å. Based on this X-ray structure, a collection of galactosides derivatized at O3 with triazole, benzimidazole, benzothiazole, and benzoxazole moieties were designed and synthesized. This led to the discovery of a 3-O-(N-methylbenzimidazolylmethyl)-galactoside with a K_d of 1.8μM for galectin-8N, the most potent selective synthetic galectin-8N ligand to date. Mol. dynamics simulations showed that benzimidazole-galactoside derivatives bind the non-conserved amino acid Gln47, accounting for the higher selectivity for galectin-8N. Galectin-8 is a carbohydrate-binding protein that plays a key role in pathol. lymphangiogenesis, modulation of the immune system, and autophagy. Thus, the benzimidazole-derivatized galactosides, e.g. I, represent promising compounds for studies of the pathol. implications of galectin-8, as well as a starting point for the development of antitumor and antiinflammatory therapeutics targeting galectin-8.

European Journal of Medicinal Chemistry published new progress about 4760-35-4. 4760-35-4 belongs to imidazoles-derivatives, auxiliary class Chloride,Benzimidazole, name is 2-(Chloromethyl)-1-methyl-1H-benzo[d]imidazole, and the molecular formula is C9H9ClN2, Computed Properties of 4760-35-4.

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