Category: 4897-25-0

Safety of 5-Chloro-1-methyl-4-nitroimidazole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Electrochemical reduction of bifunctional organic compounds. XI. Substituted N-methylnitroimidazoles. Author is Kargin, Yu. M.; Latypova, V. Z.; Fassakhov, R. Kh.; Arkhipov, A. I.; Eneikina, T. A.; Sharnin, G. P..

The mechanism was studied of the electrochem. reduction of nitro- and halo-substituted N-methylimidazoles where the substituents are NO2, Cl, Br, H, and NHPh. The process begins with the reverse transfer of an electron to the mol. to form anion radicals with different degrees of stability. The rate of anionic elimination of Br- from positions 2 and 5 in the anion radicals of 1-methyl-2(5)-bromo-4-nitroimidazole (k = 8.2 ± 0.5 and 12.1 ± 0.5 s-1, resp.) was evaluated.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Chloro-1-methyl-4-nitroimidazole(SMILESS: C1=NC(=C(Cl)[N]1C)[N+]([O-])=O,cas:4897-25-0) is researched.Formula: C15H11NO. The article 《Metabolic disposition of carbon-14-labeled azathioprine in the dog》 in relation to this compound, is published in Journal of Pharmacology and Experimental Therapeutics. Let’s take a look at the latest research on this compound (cas:4897-25-0).

The metabolic disposition of the methylnitroimidazole moiety of azathioprine (I) [446-86-6], labeled with 14C in carbons 4 and 5 of this imidazole ring, was investigated in the dog. The administration of the radioactive drug (10 mg/kg, orally) was followed, after absorption, by a rapid uptake of the radioactivity into the blood cells, with subsequent redistribution to the plasma. The total urinary excretion of 14C was 41.6% in 32 hrs. Anion exchange and high-pressure liquid chromatog. of the urine revealed a large number of 14C-containing metabolites. These included unmetabolized I, 1-methyl-4-nitro-5-(N-acetyl-S-cysteinyl)imidazole [51052-82-5]. 1-Methyl-4-nitro-5-thioimidazole [6339-54-4] and several compounds with ultraviolet absorption spectra similar to 5-substituted amino-1-methyl-4-nitroimidazoles. The most prominent of these was a highly acidic metabolite which was found to be identical in chem., chromatog. and spectral properties with N,N’-[5-(1-methyl-4-nitro)imidazolyl]cystine [57350-55-7]. This metabolite as well as 1-methyl-4-nitro-5-(N-acetyl-S-cysteinyl)imidazole and 1-methyl-4-nitro-5-thioimidazole were also identified in the urine of a dog given 1-methyl-4-nitro-5-(S-glutathionyl)-imidazole [36892-55-4] (10 mg/kg, i.v.) suggesting that the latter compound is an intermediate in the formation of these urinary metabolites. The profile of the methylnitroimidazole urinary metabolites in the dog was similar to that in man and different from that in the rat. A metabolic pathway for the formation of these metabolites in the dog is proposed.

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Quality Control of 5-Chloro-1-methyl-4-nitroimidazole. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Simultaneous determination of 15 nitroimidazoles in cosmetics by HPLC coupled with electrospray ionization-tandem mass spectrometry. Author is Meng, Xian-Shuang; Bai, Hua; Zhang, Qing; Lv, Qing; Chen, Yun-Xia; Ma, Hui-Juan; Li, Jing-Rui; Ma, Qiang.

A sensitive and reliable anal. method based on HPLC/MS/MS has been developed for the simultaneous determination of 15 nitroimidazoles in cosmetics. A diversity of cosmetic samples, including powder, lotion, shampoo, and cream were collected. The samples were ultrasonically extracted with aqueous methanol, and the extracts were then subjected to cleanup by SPE using an Oasis HLB cartridge followed by filtration with a 0.20 μm membrane filter. Afterwards, chromatog. separation was performed on an XSelect CSH C18 column (2.1 × 150 mm, 3.5 μm) maintained at 30°C within 15 min by a gradient of acetonitrile-0.1% aqueous formic acid solution at a flow rate of 0.25 mL/min. The mass spectrometric detection was carried out using electrospray pos. ionization under the multiple reaction monitoring mode. A good linearity was observed over the concentration range from 0.5 to 500 ng/mL. The intraday and interday precisions, which were investigated by determining all target compounds in cosmetics seven times/day and on 7 consecutive days, were below 5.00%. The mean recoveries at three spiked levels ranged from 80.42 to 100.83% with the RSDs from 0.45 to 9.02%. The LOQs were determined to be between 0.01 and 0.1 mg/kg. The method was sufficiently rapid, reliable, and sensitive for the determination of 15 nitroimidazoles in cosmetics.

There is still a lot of research devoted to this compound(SMILES：C1=NC(=C(Cl)[N]1C)[N+]([O-])=O)Quality Control of 5-Chloro-1-methyl-4-nitroimidazole, and with the development of science, more effects of this compound(4897-25-0) can be discovered.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Chloro-1-methyl-4-nitroimidazole(SMILESS: C1=NC(=C(Cl)[N]1C)[N+]([O-])=O,cas:4897-25-0) is researched.Formula: C9H13NO2. The article 《Glutathione-reactive nitro compounds as radiosensitizers: mechanistic and therapeutic implications》 in relation to this compound, is published in International Journal of Radiation Oncology, Biology, Physics. Let’s take a look at the latest research on this compound (cas:4897-25-0).

Radiosensitization of Chinese hamster V79-379A cells to x-rays (1.93 Gy/min) by glutathione-reactive 4-nitroimidazoles is examined Sensitization efficiency increased with increasing nonprotein thiol depletion. Glutathione-nitroimidazole conjugate formation appeared to be correlated with thiol depletion. Sensitization with 5-chloro-1-methyl-4-nitroimidazole was studied, as well as with L-8711, Ro 31-0750, and Ro 21-7982. Therapeutic implications for tumor treatment are discussed.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Bromo derivatives of 1-methylglyoxaline and the constitution of “”chloroxalmethylin””》. Authors are Balaban, I. E.; Pyman, F. L..The article about the compound:5-Chloro-1-methyl-4-nitroimidazolecas:4897-25-0,SMILESS:C1=NC(=C(Cl)[N]1C)[N+]([O-])=O).Name: 5-Chloro-1-methyl-4-nitroimidazole. Through the article, more information about this compound (cas:4897-25-0) is conveyed.

cf. C. A. 16, 2863. Bromination of 18 g. 1-methylglyoxaline in 60 cc. CHCl3 with 36 g. Br in 60 cc. CHCl3 at 5-10° gave 10.4 g. 2,4,5-tribromo-1-methylglyoxaline (I), m. 93-4.5° (Wallach, Ber. 16, 537, gives 88-9°), 0.49 g. (as picrate) of 4,5-dibromo-1-methylglyoxaline (II), m. 79-80°, and 23.3 g. (as picrate) of unchanged base. I.HCl, m. 190-200°, dissociates in H2O. I is recovered to the extent of 90% after heating with 1 mol. Na2SO3 in 20% aqueous solution for 5 hrs., 1% of II also being isolated. II was further prepared by heating 4,5-dibromo-1-methylglyoxaline with Me2SO4 and from (CONHMe)2 and PBr5 (7% and 11% with 1 and 2 mols. PBr5, resp.). II.HCl, crystallizing with 2 H2O, lost in vacuo over H2SO4, and then m. 179°; HNO3 salt, m. 153°; picrate, yellow, m. 148-9°, soluble in 6 parts hot EtOH or 30 parts boiling H2O. Methylation of 4(5)-bromoglyoxaline gives 51% III and 1.5% IV (ratio 34:1), separated by fractional crystallization of the picrates from EtOH. 5-Bromo-1-methylglyoxaline (III), b15 128°, m. 45-6°, deliquescent; HCl salt, needles with 0.5 H2O, lost at 100° and then m. 155°; HNO3 salt, anhydrous prisms, m. 155° (effervescence) soluble in 4 parts boiling H2O; H oxalate salt, needles with 0.5 H2O, lost in vacuo over H2SO4 and then m. 147°; picrate, yellow needles, m. 190°. The 4(?)-sulfonic acid, m. 284°, results in 78% yield; it is soluble in 55 parts boiling H2O, almost insoluble in cold H2O. Heating 0.38 g. of the acid with 5 cc. 30% H2SO4 for 3 hrs. at 170° gave 0.11 g. III (as picrate). The 4-nitro derivative (V) of III (80% yield), m. 180°, soluble in 85 parts boiling H2O; HCl salt, m. 155° and decomposed by H2O. V crystallines unchanged from aqueous picric acid. With aqueous Na2SO3 V yields 4-nitro-1-methylglyoxaline-5-sulfonic acid, m. 254° (decomposition); Na salt, fine needles. Hydrolysis of the acid by heating with 30% H2SO4 gives 4-nitro-1-methylglyoxaline; this establishes the orientation of these bases directly and of IV indirectly. III condenses with HCHO, by heating 6 hrs. at 130°, to give 5-bromo-2-hydroxymethyl-1-methylglyoxaline, m. 143° and soluble in 15 parts boiling H2O (yield, 42%); picrate, yellow needles, m. 165-6°. Reduction with HI and red P gives 1,2-dimethylglyoxaline. Either III or IV, heated with MeI, gives 4(5)-bromo-1,3-dimethylglyoxalinium iodide, m. 202-4°, soluble in 8 parts hot EtOH; distillation at 15 mm. and 235° gave 43% IV and some III. 4-Bromo-1-methylglyoxaline (IV) is an oil; HNO3 salt, prisms, m. 155°, soluble in about 3 parts boiling H2O; picrate, yellow needles, m. 179°, soluble in 7 parts hot EtOH. The 5(?)-sulfonic acid (yield, 77%) crystallines with 1 H2O, m. 256° (decomposition), soluble in 15 parts boiling H2O. The 5-nitro derivative (VI) (yield, 54%), m. 105°, soluble in 40 parts boiling H2O. Methylation of 7 g. 4(5)-bromo-5(4)nitroglyoxaline (VII), gave 1.7 g. VI and 1.4 g. unchanged material. Na2SO3 (20% aqueous solution) reacts with VII to give 4(5)-nitroglyoxaline-5(4)-sulfonic acid, decomposes 300° (yield, 88%); Na salt, fine needles. “”Chloroxalmethylin,”” prepared according to W., gives a HNO3 salt, m. 145° which, heated with concentrated H2SO4 1.5 hrs. at 100°, gives 5-chloro-4-nitro-1-methylglyoxaline, m. 147°, soluble in 40 parts boiling H2O; it is therefore 5-chloro-1-methylglyoxaline.

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Recommanded Product: 5-Chloro-1-methyl-4-nitroimidazole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Synthesis of 6-(1-methyl-4-nitro-5-[4,5-14C]-imidazolyl]thiopurine (azathioprine). Author is Yeowell, Heather N.; Elion, Gertrude B..

Steps in the radioactive synthesis are similar to those used in the preparation of unlabeled azathioprine. N,N’-Dimethyloxamide -1,2-14C was cyclized by PCl5 to I (labeled C located by asterisk) which was nitrated to II. Reaction of II with 6-mercaptopurine gave 85% III or 23.7% radioactive product.

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Application of 4897-25-0. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Pyrazolopyrimidine nucleosides. Part VIII. The synthesis of certain 4-substituted pyrazolo[3,4-d]pyrimidine nucleosides. Author is Montero, Jean Louis G.; Bhat, Ganapati A.; Panzica, Raymond P.; Townsend, Leroy B..

1-(β-D-ribofuranosyl)pyrazolo[3,4-d]pyrimidine-4-thione, obtained by a 3-step synthesis from allopurinol riboside, was treated with alkyl and aryl halides to provide the corresponding 4-alkylthio derivatives Pyrazolo[3,4-d]pyrimidine I was used for the preparation of the 4-methylamino, 4-dimethylamino, 4-hydrazino, and 4-hydroxyamino analogs.

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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Chloro-1-methyl-4-nitroimidazole(SMILESS: C1=NC(=C(Cl)[N]1C)[N+]([O-])=O,cas:4897-25-0) is researched.Application In Synthesis of 2-(3-Bromophenoxy)acetic acid. The article 《Intratumoral Tcf1+PD-1+CD8+ T Cells with Stem-like Properties Promote Tumor Control in Response to Vaccination and Checkpoint Blockade Immunotherapy》 in relation to this compound, is published in Immunity. Let’s take a look at the latest research on this compound (cas:4897-25-0).

Checkpoint blockade mediates a proliferative response of tumor-infiltrating CD8+ T lymphocytes (TILs). The origin of this response has remained elusive because chronic activation promotes terminal differentiation or exhaustion of tumor-specific T cells. Here we identified a subset of tumor-reactive TILs bearing hallmarks of exhausted cells and central memory cells, including expression of the checkpoint protein PD-1 and the transcription factor Tcf1. Tcf1+PD-1+ TILs mediated the proliferative response to immunotherapy, generating both Tcf1+PD-1+ and differentiated Tcf1-PD-1+ cells. Ablation of Tcf1+PD-1+ TILs restricted responses to immunotherapy. Tcf1 was not required for the generation of Tcf1+PD-1+ TILs but was essential for the stem-like functions of these cells. Human TCF1+PD-1+ cells were detected among tumor-reactive CD8+ T cells in the blood of melanoma patients and among TILs of primary melanomas. Thus, immune checkpoint blockade relies not on reversal of T cell exhaustion programs, but on the proliferation of a stem-like TIL subset.

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Heindel, Ned D.; Egolf, Roger A.; Stefely, James S. published an article about the compound: 5-Chloro-1-methyl-4-nitroimidazole( cas:4897-25-0,SMILESS:C1=NC(=C(Cl)[N]1C)[N+]([O-])=O ).Electric Literature of C4H4ClN3O2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:4897-25-0) through the article.

A new class of radiosensitizing pharmaceuticals derived from 4-nitro-5-imidazolyl sulfones has its clin. potential compromised by a metabolic reaction with plasma glutathione which leads to a much less active metabolite. Entrapment of two members of the class in three different liposomes, one polymerized liposome, and a β-cyclodextrin system showed that this glutathione condensation can be suppressed by a rate factor of nearly 50-fold. Stabilizations of these metabolically labile radiosensitizers appear to relate to their lipid-buffer partition coefficients and to the fluidity of the liposome membrane in which they are entrapped.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Chloro-1-methyl-4-nitroimidazole, is researched, Molecular C4H4ClN3O2, CAS is 4897-25-0, about Fungicidal effect of 5-chloro-1-methyl-4-nitroimidazole on wood-destroying basidiomycetes, the main research direction is wood preservative chloromethylnitroimidazole.Application In Synthesis of 5-Chloro-1-methyl-4-nitroimidazole.

The fungicidal effectiveness of 5-chloro-1-methyl-4-nitroimidazole (I) [4897-25-0] against the wood-destroying fungi Coniophora puteana, Poria placenta, and Coriolus versicolor was determined Wood blocks of pine (Pinus sylvestris) and beech (Fagus sylvatica) were exposed on agar for 3 mo. I protected pine against the fungi at 1.70 kg/m3 and beech at 2.61 kg/m3, while pentachlorophenol  [87-86-5] used under the same conditions was effective at 0.96 and 4.69 ,g/m3, resp.

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