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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Synthesis and biological activity of 4-amino-1-methyl-5-imidazolecarboxylic acid derivatives.Recommanded Product: 5-Chloro-1-methyl-4-nitroimidazole.

The synthesis and biol. evaluation of 4-amino- and 4-[(4-chlorobenzoyl)amino]-1-methylimidazole-5-(N-substituted)carboxamides are reported. The remarkable influence on some cellular immune and inflammatory responses were observed in the biol. in vitro and in vivo tests with leflunomide and ibuprofen as reference drugs, resp. The toxicity of the tested compounds on murine bone marrow cells was also determined The anti-inflammatory activity of 4-[(4-chlorobenzoyl)amino]-5-[N-(4-chlorophenyl)]-1-methyl-5-imidazolecarboxamide (I) was confirmed in vivo in the carrageenan-induced edema test. The comparison of the biol. activity of I and isosteric isothiazole derivative MR-2/94 suggests that the replacement of the isothiazole core ring system with an imidazole part results in a considerable lowering of toxicity while maintaining anti-inflammatory and immunotropic properties.

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Application of 4897-25-0. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about 4-Cyclopropyl-1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole and Ethyl 1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole-4-carboxylate. Author is Boechat, Nubia; Carvalho, Alcione S.; Quaresma, Bruna M. C. S.; Wardell, James L.; Wardell, Solange M. S. V..

The crystal structures of 4-cyclopropyl-1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole (I) and Et 1-(1-methyl-4-nitro-1H-imidazol-5-yl)-1H-1,2,3-triazole-4-carboxylate (II) were reported. The two mols. were non-planar as indicated by the dihedral angles between the heteroaryl rings of 53.94 (7)° in I (R = cyclopropyl) and 70.68 (12)° in I (R = EtOCO). Considerable delocalization of π-electron d. within the triazole ring was indicated by the pattern of bond distances in I. By contrast to I, localization of π-electron d. within the triazole ring in II was apparent. In both mols., the nitro group took part in N-O···π(imidazole) interactions. Compound I crystallized in the orthorhombic space group P212121 with a = 7.8053(3) Å, b = 8.5264(3) Å, c = 15.7343(11) Å and Z = 4. Compound II crystallized in the monoclinic space group, P21/c with a = 5.2740(4) Å, b = 8.9695(5) Å, c = 26.0080(18) Å, β = 92.622(2)° and Z = 4.

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The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0 ) is researched.Reference of 5-Chloro-1-methyl-4-nitroimidazole.Yan, Qiu-mei; He, Bin; Pan, Fu-you published the article 《Process improvement on the synthesis of 5-chloro-1-methyl-4-nitroimidazole》 about this compound( cas:4897-25-0 ) in Hecheng Huaxue. Keywords: nitroimidazole preparation. Let’s learn more about this compound (cas:4897-25-0).

5-Chloro-1-methyl-4-nitroimidazole in overall yield of 61.3% was synthesized from di-Et oxalate by a four-step reaction of amination, cyclization, salt formation, and nitration. The structure was characterized by NMR, IR and MS. Two improvements were that 30%∼40% methylamine aqueous solution was substituted for methylamine gas in amination, and crystal of 5-chloro-1-methylimidazole nitrate was separated out by adding nitric acid into acetone solution of cyclization product in salt formation.

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Recommanded Product: 5-Chloro-1-methyl-4-nitroimidazole. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about A controlled-oxidation synthesis of substituted aryl 1-methyl-4-nitro-5-imidazolyl sulfones. Author is Heindel, Ned D.; Lacey, C. Jeffrey; Egolf, Roger; Mease, Belle N.; Schray, Keith J..

Aryl imidazolyl sulfones I (R = 2-, 3-, 4-NHCOCH2CH2CO2H) bearing pendant hemisuccinamido groups for conjugation to biopolymer transport systems were synthesized from sulfide precursors. The peroxide-effected oxidation at sulfur was invariably accompanied by some cleavage-oxidation of the carboxamido groups to nitro functionalities, a process which could be minimized by careful control of the reaction conditions.

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Analytical and synthetic studies on the photodecomposition of nitroimidazole compounds, published in 1987-06-30, which mentions a compound: 4897-25-0, mainly applied to azathioprine photodegradation product identification, Product Details of 4897-25-0.

The photodegradation products and synthetic byproducts of azathioprine (I) were isolated and identified to study their potential role in the photosensitization process. Synthetic byproducts observed in the preparation of I included 1-methyl-5-chloroimidazole, 1-methyl-4-chloroimidazole, and 1-methyl-2,4,5-trichloroimidazole. Photolysis at wavelengths >300 nm for 1 h caused a marked change in the UV spectrum of I, giving increased absorption at longer wavelengths. This may be associated with its reported activity as a photosensitizer.

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Synthetic Route of C4H4ClN3O2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about The synthesis of aryl 4-nitro-5-imidazolyl sulfone radiation sensitizers sterically protected against glutathione reaction. Author is Egolf, Roger A.; Heindel, Ned D..

Title sulfones I (R1 = R2 = Me, R3 = OCH2CO2H; R1 = Cl, R2 = Me, Cl, R3 = H; R1 = R3 = Cl, R2 = CO2H) were prepared by treating chloroimidazole II with thiophenols III in the presence of NH3 in EtOH and oxidizing the resulting sulfides with H2O2 in HOAc. Title neopentyl derivatives IV (R1 = R2 = Me, R3 = OCH2CO2H; R1 = Cl, R2 = Me, Cl, R3 = H; R1 = CO2Me, R2 = R3 = H) were prepared similarly. I and V were tested as radiation sensitizers of hypoxic carcinoma cells. These sterically crowded imidazoles show decreased displacement reactivity with glutathione at C-5, a major metabolic reaction known to deplete effective plasma drug levels in traditional aryl imidazolyl sulfone radiation sensitizers.

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Related Products of 4897-25-0. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Fluoride relay: a new concept for the rapid preparation of anhydrous nucleophilic fluoride salts from KF. Author is Sun, Haoran; DiMagno, Stephen G..

Fluoride relay is used to generate exceptionally nucleophilic fluoride reagents from KF on a time scale commensurate with radiotracer synthesis. Anhydrous TBAF was prepared and used in the fluorination reaction of heterocyclic aromatic substrates.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4897-25-0, is researched, Molecular C4H4ClN3O2, about Tyrosine kinase 4 is involved in the reproduction of the platyhelminth parasite Schistosoma japonicum, the main research direction is sequence Schistosoma schistosomiasis reproduction gametogenesis tyrosine kinase 4; Piceatannol; Reproduction; Schistosoma japonicum; SjTK4.Product Details of 4897-25-0.

Background: Schistosomiasis is one of the most common parasitic diseases affecting millions of humans and animals worldwide. Understanding the signal transduction pathways and the mol. basis of reproductive regulation in schistosomes is critically important for developing new strategies for preventing and treating these infections. Syk kinases regulate the proliferation, differentiation, morphogenesis, and survival of various types of cells and have been identified in invertebrates. Tyrosine kinase 4 (TK4), a member of the Syk kinase family, plays a pivotal role in gametogenesis in S. mansoni, affecting the development of the testis and ovaries in this parasite. The role of TK4, however, in the reproduction of S. japonicum is poorly understood. Methods: Here, the complete coding sequence of TK4 gene in S. japonicum (SjTK4) was cloned and characterized. The expression of SjTK4 was analyzed at different life-cycle stages and in various tissues of S. japonicum by qPCR. Piceatannol, a Syk kinase inhibitor, was applied to S. japonicum in vitro. The piceatannol-induced morphol. changes of the parasites were observed using confocal laser scanning microscopy and the alterations in important egg-shell synthesis-related genes were examined using qPCR analyses. Results: SjTK4 mRNA was differentially expressed throughout the life-cycle of S. japonicum. SjTK4 mRNA was highly expressed in the ovary and testis of S. japonicum, with the level of gene expression significantly higher in males than in females. The expression levels of some important egg-shell synthesis related genes were higher in the piceatannol-treated groups than in the vehicle-treated control group and the number of eggs and germ cells also decreased in a concentration-dependent manner. Importantly, large pore-like structures can be found in the testis and ovaries of males and females after treating with piceatannol. Conclusion: The results suggest that SjTK4 may play an important role in regulating gametogenesis of S.japonicum. The findings may help better understand the fundamental biol. of S. japonicum. Moreover, the effect of S. japonicum treatment by piceatannol provides us with a new idea that inhibition of SjTK4 signaling pathway can effectively retard the development of the testis and ovaries.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis of some derivatives of 2-nitroimidazole with potential anti-Trichomonas activity》. Authors are Lancini, G. C.; Maggi, N.; Sensi, P..The article about the compound:5-Chloro-1-methyl-4-nitroimidazolecas:4897-25-0,SMILESS:C1=NC(=C(Cl)[N]1C)[N+]([O-])=O).HPLC of Formula: 4897-25-0. Through the article, more information about this compound (cas:4897-25-0) is conveyed.

2-Nitroimidazole (I) (azomycin), an antibiotic isolated from a Streptomyces strain, was submitted to various substitutions, and the reaction products tested for antiTrichomonas activity. In order to prepare I a Streptomyces was cultivated at 28° for 96 hrs., the pH of the culture adjusted to 8, the mycelium filtered off, and the filtrate acidified to pH. Extraction of a 10-l. portion with AcOEt, followed by evaporation of the solvent yielded 0.7 g. I, m. 284° (decomposition)(MeOH). (Nakamura, CA 50, 15897g). I (1.13 g.) was added at 0° to a mixture of 15 ml. 86% HNO3 and 5 ml. Ac2O, the solution heated 2 hrs. at 100° and 30 min. at 115° (bath temperature), and the product, which precipitated upon addition of 150 ml. ice-H2O, extracted with AcOEt, to yield 0.72 g. 2,4(5)-dinitroimidazole (II), 266-8° (MeOH). I (1.13 g.) in 200 ml. AcOH was mixed with 10 ml. 20% Br in AcOH, the mixture refluxed until the color disappeared, concentrated in vacuo, and the residue treated with H2O to give 0.9 g. 2,4,5-tribromoimidazole (III), m. 219-21° (MeOH or CHCl3). suspension of 1 g. II in 10 ml. ethylene chlorohydrin was refluxed 15 hrs., the solvent evaporated, and the residue treated with 5 ml. CHCl3 to yield 0.7 g. 4(5)-nitro-5(4)-chloroimidazole (IV), m. 214-16°. IV (0.2 g.) was suspended in 30 ml. 1% ethereal CH2N2 and the mixture kept at room temperature 12 hrs., and concentrated to yield 0.06 g. 1-methyl-4-nitro5-chloroimidazole (V), m. 146-8° (EtOH). From the mother liquor, 0.10 g. isomeric 1-methyl-4-chloro-5-nitroimidazole (VI), m. 76-8° (C6H6-petr. ether), was isolated. To 1.36 g. I in 100 ml. absolute EtOH were added 1.2 g. pyrrolidine-HCl and 1.25 ml. 38% aqueous HCHO, the mixture refluxed 12 hrs., cooled to 50°, filtered, and the filtrate concentrated to yield 1.12 g. 2-nitro-4(5)-pyrrolidinomethylimidazole (VII), m. 212-15° (EtOH). Similar treatment of 1.36 g. I with 1.4 g. morpholine-HCl gave 1.25 g. 2-nitro-4(5)-morpholinomethyliminazole (VIII), m. 156-8° (EtOH). The ultraviolet spectra of VII and VIII were given. Attempts to sulfonate or tosylate I only yielded starting material. All of the new compounds discussed were active against T. vaginalis.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Gaudet, Alexandre; Portier, Lucie; Mathieu, Daniel; Hureau, Maxence; Tsicopoulos, Anne; Lassalle, Philippe; Caires, Nathalie De Freitas researched the compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0 ).COA of Formula: C4H4ClN3O2.They published the article 《Cleaved endocan acts as a biologic competitor of endocan in the control of ICAM-1-dependent leukocyte diapedesis》 about this compound( cas:4897-25-0 ) in Journal of Leukocyte Biology. Keywords: sepsis diapedesis respiratory distress syndrome leukocyte ICAM1 p14 endocan; acute lung injury; cleaved endocan; endocan; inflammation; leukocyte diapedesis; p14. We’ll tell you more about this compound (cas:4897-25-0).

Dysregulated leukocyte diapedesis is a major contributor to acute severe inflammatory states like sepsis and acute respiratory distress syndrome, which are common conditions in critically ill subjects. Endocan is a circulating proteoglycan that binds to the leukocyte integrin LFA-1 and blocks its interaction with its endothelial ligand ICAM-1, subsequently leading to the inhibition of leukocyte recruitment. Recent data have highlighted the hypothetic role of p14, endocan′s major catabolite found in the bloodstream of septic patients, as a potential antagonist of endocan, thus participating in the regulation of acute inflammation. We hereby characterize the role of p14 as a biol. competitor of endocan, through assessment of its mol. interactions with LFA-1, endocan, and ICAM-1, as well as its effects on human leukocyte trafficking. Using immunodetection assay, we report that p14 can bind to LFA-1, thus inhibiting the interaction between LFA-1 and endocan, which in turn leads to the restoration of the ICAM-1/LFA-1 interaction. In primary human T cells trafficking assays, we underline the absence of effect of p14 on ICAM-1-dependent adhesion and migration, as well as on transendothelial migration. However, in those models, p14 reverses the antimigratory effect of endocan. To conclude, our study supports the hypothesis of an antagonistic role of p14 vs. endocan in its effect on the LFA-1/ICAM-1-dependent human leukocyte recruitment.

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