Category: imidazoles-derivatives

Synthesis and characterization of nano-copper ferrite as a magnetically separable catalyst for the one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles under solvent-free condition was written by Nemati, Firouzeh;Elhampour, Ali;Natanzi, Mahshid Bagheri. And the article was included in Inorganic and Nano-Metal Chemistry in 2017.HPLC of Formula: 5496-35-5 This article mentions the following:

Synthesis and characterization of nano-copper ferrite as a recoverable, eco-friendly, inexpensive and readily available catalyst for efficient, simple and green synthesis of multi-substituted imidazoles I [Ar¹ = H, Ph, 2-thiophene, etc.; Ar² = Ph, 4-MeC₆H₄, 4-ClC₆H₄] was reported. Short reaction times, high yields, easy workup and mild condition were the advantages of this protocol. The catalyst could be reused without evident loss of the catalytic activity. Characterization of the catalyst was performed fully by Fourier transform IR spectra, X-ray diffraction, FESEM, electron dispersive X-ray and vibration sampling magnetometer anal. In the experiment, the researchers used many compounds, for example, 4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5HPLC of Formula: 5496-35-5).

4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. HPLC of Formula: 5496-35-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Nitration of 2,3-dihydroimidazo[1,2-a]benzimidazole and its N⁹-substituted derivatives was written by Sochnev, Vadim S.;Kuz’menko, Tatyana A.;Morkovnik, Anatolii S.;Divaeva, Lyudmila N.;Podobina, Anastasia S.;Zubenko, Alexander A.;Chepurnoy, Pavel B.;Borodkin, Gennadii S.;Klimenko, Alexander I.. And the article was included in Mendeleev Communications in 2021.Electric Literature of C9H9N3 This article mentions the following:

7-Nitro-2,3-dihydroimidazo[1,2-a]benzimidazole and its N⁹-substituted derivatives could be conveniently synthesized by nitration of the corresponding tricyclic precursors with a nitrating mixture or with the HNO₃/CF₃COOH system. This reaction occurred fairly smoothly and with good regioselectivity. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Electric Literature of C9H9N3).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Electric Literature of C9H9N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Toxicity of nitro compounds toward hypoxic mammalian cells in vitro: dependence on reduction potential was written by Adams, G. E.;Stratford, I. J.;Wallace, R. G.;Wardman, P.;Watts, M. E.. And the article was included in JNCI, Journal of the National Cancer Institute in 1980.Synthetic Route of C5H5N3O4 This article mentions the following:

Fifteen nitroarom. and nitroheterocyclic compounds that can act as radiosensitizers were tested for their cytotoxicity toward hypoxic Chinese hamster V79 cells in vitro. The cytotoxicity increased markedly as the electron affinity, measured as a one-electron reduction potential, increased. Nonnitro compounds of similar electron affinities (such as quinones) that also act as radiosensitizers did not exhibit this specific toxicity toward hypoxic cells. The implications of the presence of the nitro group as a prerequisite for the hypoxic cell toxicity are discussed, and the mechanism of the cytotoxicity was compared with that of hypoxic cell radiosensitization. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Synthetic Route of C5H5N3O4).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Synthetic Route of C5H5N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A simplified synthesis of 2,3,5,6-tetrafluorophenyl 2-(2-nitroimidazol-1-yl) acetate was written by Wilson, Hanna. And the article was included in Journal of Labelled Compounds & Radiopharmaceuticals in 2003.Safety of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

2-Nitro-1H-Imidazole-1-acetic acid (2,3,5,6-tetrafluorophenyl) ester was synthesized via an improved route which involves the direct coupling of 2-(2-nitroimidazol-1-yl)acetic acid with 2,3,5,6-tetrafluorophenol. This ester is an intermediate for ¹⁸F-fluorinated derivatives of 2-nitro-N-(2,3,3-trifluoropropyl)-1H-imidazole-1-acetamide or fluoroetanidazole. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Safety of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Effects of imidazo[1,2-a]benzimidazole derivatives on gastric secretion and the antiulcer action was written by Spasov, A. A.;Kovalev, G. V.;Bakumov, P. A.;Reshetov, M. E.;Anisimova, V. A.;Avdyunina, N. I.. And the article was included in Farmakologiya i Toksikologiya (Moscow) in 1990.Synthetic Route of C9H9N3 This article mentions the following:

Experiments on rats showed that of 16 studied imidazo [1,2-a] benzimidazole derivatives only the compounds with Ph at C-2 and a N-containing radical at N-9 inhibit gastric acid secretion. The binding of a methoxy group to Ph, replacement by its adamantyl, displacement of the N-containing substituent to N-1 or its substitution were found to decrease or stop the inhibiting action of these substances on gastric parietal cells. Dihydrochloride of 2-phenyl-9(β-diethylaminoethyl)imidazo[1,2-a]benzimidazole was more potent than cimetidine and omeprazole in inhibiting gastric acid secretion and pepsin output, and in exerting an antiulcer action. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Synthetic Route of C9H9N3).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Synthetic Route of C9H9N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Comparative Pharmaceutical Evaluation of Candesartan and Candesartan Cilexetil: Physicochemical Properties, In Vitro Dissolution and Ex Vivo In Vivo Studies was written by Amer, Ahmed M.;Allam, Ahmed N.;Abdallah, Ossama Y.. And the article was included in AAPS PharmSciTech in 2018.Computed Properties of C33H34N6O6 This article mentions the following:

The aim of the present work is to answer the question is it possible to replace the ester prodrug candesartan cilexetil (CC) by its active metabolite candesartan (C) to bypass the in vivo variable effect of esterase enzymes. A comparative physicochem. evaluation was conducted through solubility, dissolution, and stability studies; addnl., ex vivo permeation and in vivo studies were assessed. C demonstrated higher solubility over CC at alk. pH. Moreover, dissolution testing using the pharmacopeial method showed better release profile of C even in the absence of surfactant in the testing medium. Both drugs demonstrated a slight degradation in acidic pH after short-term stability. Instead, shifting to alk. pH of 6.5 and 7.4 showed superiority of C solution stability compared to CC solution The ex vivo permeation results demonstrated that the parent compound C has a significant (P < 0.05) enhanced permeation compared to its prodrug from CC, that agreed with in vivo results in which C suspension reached significantly (P < 0.05) higher Cmax of 1.39 ± 0.59μg/mL at Tmax of 0.66 ± 0.11 h, while CC suspension reached Cmax of 0.47 ± 0.22μg/mL at Tmax of 2.00 ± 0.27 h, a lag period of 40 min is needed prior to detection of any absorbed CC in plasma. Those findings are not in agreement with the previously reported rationale on the prodrug formation owing to the poor permeability of the parent compound, suggesting the possibility of marketing the parent drug candesartan for clin. use similarly to azilsartan and its prodrug. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Computed Properties of C33H34N6O6).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Computed Properties of C33H34N6O6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Strategy for Catalytic Chemoselective Cross-Enolate Coupling Reaction via a Transient Homocoupling Dimer was written by Tanaka, Takafumi;Tanaka, Tsukushi;Tsuji, Taro;Yazaki, Ryo;Ohshima, Takashi. And the article was included in Organic Letters in 2018.Related Products of 85692-37-1 This article mentions the following:

A new strategy, a transient homocoupling dimer strategy, for direct catalytic oxidative cross-enolate coupling reactions is developed. Cross-enolate coupling products bearing a (contiguous) tetrasubstituted carbon center, e.g., I (X-rays single crystal structure shown), were obtained chemoselectively without the need for stoichiometric amounts of strong bases/metal oxidants, and thus, the present catalysis provides a general method for the synthesis of unnatural α,α-disubstituted amino acid motifs. The distinct transformation of azlactone and 2-acylimidazole units highlighted the synthetic utility of the present catalysis. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Related Products of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Related Products of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Benzimidazoles. III was written by Montanari, F.;Passerini, R.. And the article was included in Bollettino Scientifico della Facolta di Chimica Industriale di Bologna in 1953.Application of 83741-35-9 This article mentions the following:

2,3-(O₂N)₂C₆H₃Cl (2 g., 1 equivalent) reduced with 13.5 g. (6 equivalents) SnCl₂.2H₂O and 15 mL. concentrated HCl, and the product vacuum-distilled (113°/4 mm.) gives 2,3-(H₂N)₂C₆H₃Cl (I). Refluxing 1 equivalent I.2HCl 3 h. with 2 equivalents anhydrous HCO₂Na gives 4-chlorobenzimidazole, m. 170-1°. 2,3-(H₂N)₂C₆H₃Br gives 4-bromobenzimidazole, m. 168°. 2,3-(H₂N)₂C₆H₃OMe, m. 39-40°, gives 4-methoxybenzimidazole, m. 168°. 5-Nitro benzimidazole with SnCl₂ gives the 5-amino compound, m. 164°. 2-Nitro-6-methylbenzimidazole (15 g.) suspended in 33 mL. concentrated HCl and a little EtOH with 0.21 g. Sn yields the chlorostannate which gives 4-methyl-2-phenylbenzimidazole, m. 246°. BzH with 2,3-(H₂N)₂C₆H₃R gives the following 4-R derivatives of 2-phenylbenzimidazole: Cl, m. 227-8°; MeO, m. 214-15°; O₂N, m. 194-5°. With 3,4-(H₂N)₂C₆H₃OMe, BzH gives 5-methoxy-2-phenylbenzimidazole, m. 218-19°. By reduction of 2-nitro-2′-methylbenzanilide (from ο-nitroaniline and ο-MeC₆H₄COCl) is obtained 2-ο-tolylbenzimidazole, m. 111-12°. Likewise from the corresponding benzanilides are obtained the following benzimidazoles: 2-m-tolyl, m. 112-13°; 2-(ο-methoxyphenyl), m. 179-80°; and 2-(m-methoxyphenyl), m. 205°. 18 references In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9Application of 83741-35-9).

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application of 83741-35-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Influence of 6 or 8-substitution on the antiviral activity of 3-phenethylthiomethylimidazo[1,2-a]pyridine against human cytomegalovirus (HCMV) and varicella-zoster virus (VZV) was written by Veron, Jean-Baptiste;Enguehard-Gueiffier, Cecile;Snoeck, Robert;Andrei, Graciela;De Clercq, Erik;Gueiffier, Alain. And the article was included in Bioorganic & Medicinal Chemistry in 2007.Computed Properties of C8H7BrN2 This article mentions the following:

The synthesis of original imidazo[1,2-a]pyridines bearing a phenethylthiomethyl side chain at the 3 position and a (hetero)aryl substituent on the 6 or 8 position, and their antiviral activities are reported. From the synthesized compounds, the 6-halogeno and 6-phenylimidazo[1,2-a]pyridine derivatives 4c-d and 5b were the most potent against human cytomegalovirus (CMV) and/or varicella-zoster virus (VZV), whereas several other congeners (i.e., 5e, 5g, 5i, 5l, 5n, 5p, 5q, and 5t), while less potent, were equally or more selective in their inhibitory activity against both VZV and CMV. These compounds showed similar activity against thymidine kinase competent (TK⁺) and deficient (TK^–) VZV strains, demonstrating a mechanism of action independent of the viral thymidine kinase. In the experiment, the researchers used many compounds, for example, 6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9Computed Properties of C8H7BrN2).

6-Bromo-8-methylimidazo[1,2-a]pyridine (cas: 217435-65-9) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Computed Properties of C8H7BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Quantitative Analysis of Conductivity and Viscosity of Ionic Liquids in Terms of Their Relaxation Times was written by Yamaguchi, Tsuyoshi;Nakahara, Eiichiro;Koda, Shinobu. And the article was included in Journal of Physical Chemistry B in 2014.Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

The frequency-dependent viscosity and conductivity of various ionic liquids were measured exptl., and their mean relaxation times were determined The relaxation times of the viscosity and conductivity were approx. correlated with their resp. zero-frequency limiting values. The Walden products, however, appeared to have no correlation with the ratio of the relaxation time of viscosity to that of conductivity in general. When the alkyl chain of the cation is as short as Bu, more viscous ionic liquids tend to show larger difference between two relaxation times and larger Walden products. Lengthening the alkyl chain of the cation decreases the Walden product while slightly increasing the relaxation time ratio, which was elucidated in terms of the decrease in the high-frequency shear modulus. In addition, the contribution of the mesoscopic structure to viscosity was suggested in the case of the ionic liquid with the longest alkyl chain studied in this work, 1-dodecyl-3-methylimidazolium bis(trifluoromethylsulfonyl)amide. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem