84145-87-9

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(2-hydroxyethyl)-2-methyl-5-aminoimidazole is used as a building block in the pharmaceutical industry for the synthesis of biologically active compounds. Its distinctive chemical structure allows for the creation of a variety of molecules with potential therapeutic properties.
Used in Organic Synthesis:
In the field of organic chemistry, 1-(2-hydroxyethyl)-2-methyl-5-aminoimidazole serves as a valuable component in the synthesis of complex organic molecules. Its functional groups facilitate various chemical reactions, making it a useful intermediate in the development of novel compounds.
Used in Research and Development:
The unique chemical properties of 1-(2-hydroxyethyl)-2-methyl-5-aminoimidazole make it a promising candidate for research and development in the pharmaceutical and medical sectors. It may be utilized in the exploration of new drug targets, the design of innovative medical treatments, and the advancement of our understanding of biological processes.
Used in Drug Delivery Systems:
Similar to gallotannin, 1-(2-hydroxyethyl)-2-methyl-5-aminoimidazole could potentially be employed in the development of drug delivery systems. Its chemical structure may allow for the creation of novel carriers that could enhance the delivery, bioavailability, and therapeutic outcomes of various drugs.

InChI:InChI=1/C6H11N3O/c1-5-8-4-6(7)9(5)2-3-10/h4,10H,2-3,7H2,1H3

Upstream product

• 443-48-1 metronidazole 

Relevant academic research and scientific papers

Spectrophotometric determination of metronidazole and tinidazole via charge transfer complexation using chloranilic acid

A new spectrophotometric method was developed for the determination of two important nitroimidazoles; metronidazole (MZ) and tinidazole (TZ). The method was based on the charge-transfer (CT) complexation reaction of reduced forms of metronidazole and tinidazole as n-electron donors and chloranilic acid (CAA) as π-electron acceptor to form a purple-colored complex with a new absorption band at 520 nm which was adopted as the analytical wavelength. Molar absorptivities of 2.741 × 102 L M-1 cm-1 and 2.681 × 102 L M-1 cm-1 were obtained for MZ and TZ, respectively. Optimization of reducing agent and time of reduction revealed the superiority of metal hydrides over reducing metals. Reduction of MZ and TZ was completed at 30 °C within 10 min. Optimizations of temperature and time for the complexation reaction revealed that the reaction was completed at 30 °C within 5 min. A 60:40 mixture of 1,4-dioxane: acetonitrile was found to be the best diluting solvent for optimal detector response. The complexes were stable at room temperatures for weeks. Beer's law was observed in the concentration of 5-40 μg ml (MZ) and 4.8-79.2 μg ml-1 (TZ) with low limits of detection of 1.88 and 0.74 μg ml -1, respectively. Overall recoveries of MZ and TZ from quality control samples were 103.19 ± 2.05 (%RSD = 1.99, n = 12) and 101.63 ± 1.41 (%RSD = 1.39) over three days. There was no interference from commonly utilized tablet excipients. No significant difference existed between the results of the new method and the BP titrimetric procedures (p > 0.05). The new CT procedure described in this paper is simple, fast, convenient, accurate and precise and has the novelty of carrying out the reactions at room temperature compared to previously described procedures. The new method could be adopted as an alternative procedure for the quality assessment of MZ and TZ in bulk and dosage forms.

Spectrophotometric determination of metronidazole and secnidazole in pharmaceutical preparations

A rapid and sensitive spectrophotometric method is proposed for determination of metronidazole and secnidazole. The method depends on the reduction of metronidazole and secnidazole molecule with zinc dust and hydrochloric acid flowed by diazotization and coupling with 8-quinolinol to give red colored chromogens easily measured spectrophotometrically which has λmax = 500 nm. The experimental conditions were optimized and Berr's law was obeyed over the applicable concentration ranges both techniques were applied successfully to a wide variety of pharmaceutical preparations.

Design, Synthesis, and Efficacy Testing of Nitroethylene- and 7-Nitrobenzoxadiazol-Based Flavodoxin Inhibitors against Helicobacter pylori Drug-Resistant Clinical Strains and in Helicobacter pylori-Infected Mice

Helicobacter pylori (Hp) infection is the main cause of peptic ulcer and gastric cancer. Hp eradication rates have fallen due to increasing bacterial resistance to currently used broad-spectrum antimicrobials. We have designed, synthesized, and tested redox variants of nitroethylene- and 7-nitrobenzoxadiazole-based inhibitors of the essential Hp protein flavodoxin. Derivatives of the 7-nitrobenzoxadiazole lead, carrying reduced forms of the nitro group and/or oxidized forms of a sulfur atom, display high therapeutic indexes against several reference Hp strains. These inhibitors are effective against metronidazole-, clarithromycin-, and rifampicin-resistant Hp clinical isolates. Their toxicity for mice after oral administration is low, and, when administered individually at single daily doses for 8 days in a mice model of Hp infection, they decrease significantly Hp gastric colonization rates and are able to eradicate the infection in up to 60% of the mice. These flavodoxin inhibitors constitute a novel family of Hp-specific antimicrobials that may help fight the constant increase of Hp antimicrobial-resistant strains.

Substrate selectivity of human aldehyde oxidase 1 in reduction of nitroaromatic drugs

Human aldehyde oxidase 1 (AOX1) catalyzes the oxidation of various drugs and endogenous compounds. Recently, we found that AOX1 catalyzed the reduction of drugs such as nitrazepam and dantrolene. In this study, we aimed to clarify the substrate selectivit

Scale-up synthesis of zero-valent iron nanoparticles and their applications for synergistic degradation of pollutants with sodium borohydride

The scale-up synthesis of nZVI (zero-valent iron nanoparticles) was optimized by response surface modeling (RSM). The synthesized nZVI was employed for synergistic degradation of metronidazole (MNZ) or methyl orange (MO) in the presence of sodium borohydr

Deacetylcolchicine deriv.

Provided are 4-modified colchicine compounds and medicines using the same. Specifically provided are colchicine derivatives represented by general formula (1), salts thereof, and solvates of the same. In general formula (1), R1 is a halogen atom, a hydroxyl group, a nitro group, an amino group, or a mono-, di- or tri-fluoromethyl group; R2, R3 and R4 are each a methoxy group or a hydroxyl group, or alternatively R2 and R3, or R3 and R4 together represent a methylenedioxy group; R5 and R6 may be the same or different and are each a hydrogen atom, a C1-6 alkyl group, an arylalkyl group, a C2-6 alkenyl group, -COR7, -COOR8, -SO2R9, -CONR10R11, or -CSNR12R13, or alternatively R5 and R6 together with the nitrogen atom to which R5 and R6 are bonded may form a three- to seven-membered cyclic amino group; R7 is a C1-6 alkyl group or the like; R8 is a C1-6 alkyl group or the like; R9 is a C1-6 alkyl group or the like; R10 and R11 may be the same or different and are each a hydrogen atom, a C1-6 alkyl group, or the like; and R12 and R13 may be the same or different and are each a hydrogen atom, an alkyl group, or the like.

Study of electrode kinetics and thermodynamic parameters of Metronidazole polarographically

The electrochemical reduction of antibacterial and antiprotozoal drug "Metronidazole" has been carried out in aqueous solution of different pH by direct current (DC) polarography. It exhibits two reduction peaks in acidic medium and one in basic medium. Along with different pH, studies of drug have been carried out with different concentrations of drug and at different temperatures. The reduction of MTZ was found to be irreversible so kinetic parameters (Kofh, αn) are evaluated using Meites-Israel and Gaur-Bhargava's methods. Thermodynamic parameters such as ΔHp&z.ast;, ΔHv&z.ast;, ΔG≠ and ΔS≠ are also evaluated.

Facile synthesis of fluorinated 1-desazapurines

A preparative approach towards 1-desazapurines, starting from 4(5)-aminoimidazoles and polyfluoroalkyl-containing 1,3-CCC-biselectrophiles was developed. As a result, a set of fluorinated 1-desazapurines was synthesized. Additionally, a synthetic route to 1-desazapurines bearing a sugar-mimicking group is proposed. Georg Thieme Verlag Stuttgart.

Preparation, Structure and Addition Reactions of 4- and 5-Aminoimidazoles

Catalytic reduction of 5-nitroimidazoles 4 in dioxane solution gives 5-aminoimidazoles 2 in good yield.The derivatives 2d-f were isolated as stable, crystalline compounds which undergo slow decomposition on exposure to air.In a similar manner, solutions o

A Novel Synthesis of Purine and Deazapurine Derivatives from 5-Aminoimidazoles

Ccatalytic reduction of 4-unsubstituted-5-nitroimidazoles (3) in 1,4-dioxane solution is an excellent route to the 5-aminoimidazoles (1) which can be isolated or used in situ to generate good yields of purine or deazapurine derivatives.