Category: imidazoles-derivatives

Wilson, J. Gerald published the artcileIminodiacetic acid derivatives of benzimidazole. Synthesis of N-(benzimidazol-2-ylmethyl)iminodiacetic acids, SDS of cas: 4760-35-4, the publication is Australian Journal of Chemistry (1983), 36(11), 2317-25, database is CAplus.

Ten new N-(2-benzimidazolylmethyl)iminodiacetic acids I [R = 5(6)-Me, 5,6-Me₂, 5(6)-Bu, 5(6)-Cl, 5,6-Cl₂, 5(6)-Br, 5(6)-iodo, 5(6)-O₂N] were prepared from the corresponding o-phenylenediamines via intermediate 2-chloromethyl and 2-aminomethyl benzimidazoles as ligands for ^99mTc. Anomalies associated with the synthesis of the iodo-substituted compound are described.

Australian Journal of 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 C9H13NO2, SDS of cas: 4760-35-4.

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

Zhang, Chun published the artcilePatterning proteins on surfaces of cross-sectioned multilayer polymer films, Name: 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 Macromolecular Rapid Communications (2006), 27(14), 1173-1179, database is CAplus.

A new approach is introduced to create submicrometer patterned surfaces using multilayer polymer films that contain alternating layers of two polymers, linear low-d. polyethylene (LLDPE) and ethylene-co-(acrylic acid) copolymer (EAA). Patterned templates have been prepared by microtoming the multilayer molded sheets. Regionally confined chem. functionality is confirmed by grafting an amine-terminated biotin and adsorbing streptavidin specifically on the alternating layers of EAA.

Macromolecular Rapid Communications 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 C7H16Cl2Si, Name: 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

Bekele, Anbessa published the artcileDevelopment and validation of HPTLC densitometric method for simultaneous determination of antazoline hydrochloride and tetryzoline hydrochloride in eye drop and its application as stability indicator, Category: imidazoles-derivatives, the publication is Thai Journal of Pharmaceutical Sciences (2013), 37(3), 134-145, database is CAplus.

A sensitive, selective, precise, accurate, and stability indicating high-performance thin layer chromatog. (HPTLC)-densitometric method for anal. of antazoline hydrochloride and tetryzoline hydrochloride was developed. The method employed HPTLC aluminum plates precoated with silica gel 60 F₂₅₄ as the stationary phase. The solvent system consisted of Et acetate:MeOH:ammonia (10:10:1, volume/volume/v). Densitometric anal. of drugs was carried out in the absorbance mode at 216 nm. This system gave compact spots for both antazoline hydrochloride (R_f 0.60) and tetryzoline hydrochloride (R_f 0.31). Both drugs were subjected to stress test conditions like acid/alkali hydrolysis, oxidation by hydrogen peroxide, dry heat treatment, and photo degradation The spots for products of degradation were well resolved from the spots of resp. intact drugs. The linear regression data for the calibration plots showed good linear relationship with r² of 0.9979 and 0.9990 in the concentration range of 200-1800 ng/band for antazoline hydrochloride and 160-1440 ng/band for tetryzoline hydrochloride, resp. The results indicated that the drugs are susceptible to degradation, to different extent under the different conditions.

Thai Journal of Pharmaceutical 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, Category: imidazoles-derivatives.

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

Youssef, M. K. published the artcileStudies on sorption affinity of polyvinyl chloride towards certain drugs, Related Products of imidazoles-derivatives, the publication is Bulletin of the Faculty of Pharmacy (Cairo University) (1974), 13(1), 15-21, database is CAplus.

Poly(vinyl chloride) [9002-86-2] had considerable sorption affinity towards tetracycline-HCl (I) [64-75-5] and chloramphenicol [56-75-7] but no sorption affinity towards antazoline-HCl [2508-72-7], with the highest affinity shown by I. The addition of KCl decreased the sorption affinity of the plastic granules for the antibiotics.

Bulletin of the Faculty of Pharmacy (Cairo University) 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 C6H17NO3Si, Related Products of imidazoles-derivatives.

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

Hikawa, Hidemasa published the artcilePalladium-Catalyzed Dehydrogenation of Benzyl Alcohols for Construction of 2-Arylbenzimidazoles ”On Water”, Formula: C19H14N2, the publication is Asian Journal of Organic Chemistry (2018), 7(2), 416-423, database is CAplus.

An ”on water” synthetic strategy for the selective construction of 2-arylbenzimidazoles involving the dehydrogenation of benzyl alcs. by a π-benzylpalladium(II) system was developed. This simple oxidant- and base-free protocol was achieved under mild conditions in an atom-economic process from o-phenylenediamines and benzyl alcs., affording the desired products in moderate to excellent yields. Notably, the ”on water” protocol was essential for achieving this synthetic method in this catalytic system.

Asian Journal of Organic 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 C19H14N2, Formula: C19H14N2.

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

Alonso, Jorge published the artcileA Direct, Regioselective Palladium-Catalyzed Synthesis of N-Substituted Benzimidazoles and Imidazopyridines, Product Details of C19H14N2, the publication is European Journal of Organic Chemistry (2011), 234-237, S234/1-S234/9, database is CAplus.

Unsym., N-substituted benzimidazoles and imidazopyridines can be prepared directly from 2-halonitroarenes and amides through Pd(TFA)₂/(R)-BINAP-catalyzed cross-coupling and subsequent reductive aminocyclization. This sequence can be conducted by a one-pot procedure. The method is versatile and allows the straightforward, regioselective preparation of these important nitrogen heterocycles.

European Journal of Organic 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 C19H14N2, Product Details of C19H14N2.

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

Saper, Noam I. published the artcileMechanistic Investigations of the Hydrogenolysis of Diaryl Ethers Catalyzed by Nickel Complexes of N-Heterocyclic Carbene Ligands, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Journal of the American Chemical Society (2017), 139(48), 17667-17676, database is CAplus and MEDLINE.

Recent interest in the valorization of lignin has led to reactions involving the cleavage of strong aromatic C-O bonds. However, few exptl. mechanistic studies of these reactions have been published. We report detailed mechanistic anal. of the hydrogenolysis of diaryl ethers catalyzed by the combination of Ni(COD)₂ (COD = 1,5-cyclooctadiene) and an N-heterocyclic carbene (NHC). Experiments on the catalytic reaction indicated that NaOt-Bu was necessary for catalysis, but kinetic anal. showed that the base is not involved in the rate-limiting C-O bond cleavage. The resting state of the catalyst is an NHC-Ni(η⁶-arene) complex. Substitution of the coordinated solvent with diaryl ether allowed isolation of a diaryl ether-bound Ni complex. Rate-limiting C-O bond cleavage occurs to generate a three-coordinate product of oxidative addition, a metallacyclic version of which has been prepared independently. Stoichiometric studies show that arene and phenol products are released following reaction with H₂. NaOt-Bu was found to deprotonate the phenol product and to prevent formation of inactive Ni^I dimers.

Journal of the American Chemical Society 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, Name: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Ponce, Yovani Marrero published the artcileAtom-based 2D quadratic indices in drug discovery of novel tyrosinase inhibitors: results of In Silico studies supported by experimental results, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is QSAR & Combinatorial Science (2007), 26(4), 469-487, database is CAplus.

Herein we present results of QSAR studies of tyrosinase inhibitors employing one of the atom-based TOMOCOMD-CARDD (acronym of TOpol. Mol. COMputer Design-Computer Aided “Rational” Drug Design) descriptors, mol. quadratic indexes, and Linear Discriminant Anal. (LDA) as pattern recognition method. In this way, a database of 246 organic chems., reported as tyrosinase inhibitors having great structural variability, was analyzed and presented as a helpful tool, not only for theor. chemists but also for other researchers in this area. In total, 12 LDA-based QSAR models were obtained, the first six with the non-stochastic total and local quadratic indexes and the six remaining models with the stochastic mol. descriptors. The best two models for the non-stochastic and stochastic mol. descriptors, showed an appropriate overall accuracy (92.68 and 89.10%, resp.) and a high Matthews correlation coefficient (C of 0.85 and of 0.84, correspondingly) when applied to the training set. External validation series were also used to validate the obtained models; the 91.67% (C = 0.82) and 90.00% (C = 0.78), were correctly classified, resp. To show the possibilities of the present approach for the ligand-based virtual screening of tyrosinase inhibitors, the developed models were used afterwards in a simulation of a virtual search for tyrosinase inhibitors. For instance, more than 93% (93.33%) and 96% (96.66%) of the screened chems. were correctly classified by the two best LDA-based QSAR models developed with non-stochastic and stochastic quadratic indexes, resp. Finally, the combination of the obtained models permitted the selection/identification of new diterpenoidal alkaloid leads as tyrosinase inhibitors. The found activity is supported by observed inhibitory effects on mushroom tyrosinase enzyme, even comparable with some reference tyrosinase inhibitors. These results support a role for TOMOCOMD-CARDD descriptors in the biosilico discovery of novel tyrosinase inhibitors from large databases of chem. structures (virtual or “in silico”), which may be used to prevent or treat pigmentation disorders.

QSAR & Combinatorial Science 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, Safety of N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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

Muto, Kei published the artcileC-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation, Application In Synthesis of 2622-67-5, the publication is Chemical Science (2015), 6(12), 6792-6798, database is CAplus and MEDLINE.

The first nickel-catalyzed C-H arylations and alkenylations of imidazoles with phenol and enol derivatives are described. Under the influence of Ni(OTf)₂/dcype/K₃PO₄ (dcype: 1,2-bis(dicyclohexylphosphino)ethane) in t-amyl alc., imidazoles can undergo C-H arylation with phenol derivatives The C-H arylation of imidazoles with chloroarenes as well as that of thiazoles and oxazoles with phenol derivatives can also be achieved with this catalytic system. By changing the ligand to dcypt (3,4-bis(dicyclohexylphosphino)thiophene), enol derivatives could also be employed as coupling partners achieving the C-H alkenylation of imidazoles as well as thiazoles and oxazoles. Thus, a range of C2-arylated and alkenylated azoles can be synthesized using this newly developed nickel-based catalytic system. The key to the success of the C-H coupling of imidazoles is the use of a tertiary alc. as solvent. This also allows the use of an air-stable nickel(II) salt as the catalyst precursor.

Chemical Science 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, Application In Synthesis of 2622-67-5.

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

Huml, Lukas published the artcileStanazolol derived ELISA as a sensitive forensic tool for the detection of multiple 17α-methylated anabolics, Related Products of imidazoles-derivatives, the publication is Steroids (2020), 108550, database is CAplus and MEDLINE.

Two valuable forensic tools based on enzyme-linked immunoassays (ELISAs) for the anal. of 17α-methylated steroids were developed using haptens of stanazolol and its conjugates with biotin. Haptens containing terminal carboxylic group were conjugated to bovine serum albumin (BSA), rabbit serum albumin (RSA) or ovalbumin (OVA). Eight batches of antisera (RAbs) obtained by immunization of rabbits were tested in an indirect competitive ELISA system using immobilization of RSA conjugate (RSA/hapten) and competitor immobilization of the biotinylated conjugate (AB-ELISA) to avidin (avidin/hapten). The best results were achieved with the RAb 212 antibodies in RSA/ST-3 and avidin/ST-10 assembled variants. For the RSA/ST-3 system, an IC₅₀ of 0.3 ng/mL and a detection limit of 0.02 ng/mL were measured. In case of avidin/ST-10 variant, IC₅₀ was of 3.9 ng/mL and a detection limit of 0.57 ng/mL were obtained. The effect of solvent was tested as well as the stability of coated microtiter plates over four-month period. The cross-reactivity of the developed assays with other anabolic steroids was tested and high sensitivity towards 17α-methylated steroids was observed RSA/ST-3 assay showed significant cross-reactivity with 17α-methyltestosterone (81.2%), oxymetholone (30.4%), methandienone (10.0%) and Me dihydrotestosterone (7.7%). Similarly, in the avidin/ST-10 assay, 17α-methyltestosterone (34.5%), mestanolone (32.1%), oxymetholone (22.7%), methandienone (14.2%), 9-dehydromethyltestosterone (12.5%) and oxandrolone (1.2%) exhibited high cross-reactivity. The functionality of the developed systems was verified by the successful identification of a series of 17α-methylated anabolic steroids in a set of real samples including pharmaceutical preparations seized by the Police of the Czech Republic on the black market.

Steroids 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, Related Products of imidazoles-derivatives.

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