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Journal articles on the topic 'Nitroindazoles'

Author: Grafiati

Published: 24 April 2022

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1

Eddahmi, Mohammed, Nuno M. M. Moura, Latifa Bouissane, Ouafa Amiri, M. Amparo F. Faustino, José A. S. Cavaleiro, Ricardo F. Mendes, Filipe A. A. Paz, Maria G. P. M. S. Neves, and El Mostapha Rakib. "A Suitable Functionalization of Nitroindazoles with Triazolyl and Pyrazolyl Moieties via Cycloaddition Reactions." Molecules 25, no. 1 (December 28, 2019): 126. http://dx.doi.org/10.3390/molecules25010126.

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The alkylation of a series of nitroindazole derivatives with 1,2-dibromoethane afforded the corresponding N-(2-bromoethyl)- and N-vinyl-nitro-1H-indazoles. The Cu(I)-catalysed azide- alkyne 1,3-dipolar cycloaddition was selected to substitute the nitroindazole core with 1,4-disubstituted triazole units after converting one of the N-(2-bromoethyl)nitroindazoles into the corresponding azide. The reactivity in 1,3-dipolar cycloaddition reactions with nitrile imines generated in situ from ethyl hydrazono-α-bromoglyoxylates was studied with nitroindazoles bearing a vinyl unit. The corresponding nitroindazole-pyrazoline derivatives were obtained in good to excellent yields.

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IBÁÑEZ-ESCRIBANO, ALEXANDRA, JUAN JOSÉ NOGAL-RUIZ, ALICIA GÓMEZ-BARRIO, VICENTE J. ARÁN, and JOSÉ ANTONIO ESCARIO. "In vitro trichomonacidal activity and preliminary in silico chemometric studies of 5-nitroindazolin-3-one and 3-alkoxy-5-nitroindazole derivatives." Parasitology 143, no. 1 (November 4, 2015): 34–40. http://dx.doi.org/10.1017/s0031182015001419.

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SUMMARYA selection of 1,2-disubstituted 5-nitroindazolin-3-ones (1–19) and 3-alkoxy-5-nitroindazoles substituted at positions 1 (20–24) or 2 (25–39) from our in-house compound library were screened in vitro against the most common curable sexually transmitted pathogen, Trichomonas vaginalis. A total of 41% of the studied molecules (16/39) achieved a significant activity of more than 85% growth inhibition at the highest concentration assayed (100 µg mL−1). Among these compounds, 3-alkoxy-5-nitroindazole derivatives 23, 24, 25 and 27 inhibited parasite growth by more than 50% at 10 µg mL−1. In addition, the first two compounds (23, 24) still showed remarkable activity at the lowest dose tested (1 µg mL−1), inhibiting parasite growth by nearly 40%. Their specific activity towards the parasite was corroborated by the determination of their non-specific cytotoxicity against mammalian cells. The four mentioned compounds exhibited non-cytotoxic profiles at all of the concentrations assayed, showing a fair antiparasitic selectivity index (SI > 7·5). In silico studies were performed to predict pharmacokinetic properties, toxicity and drug-score using Molinspiration and OSIRIS computational tools. The current in vitro results supported by the virtual screening suggest 2-substituted and, especially, 1-substituted 3-alkoxy-5-nitroindazoles as promising starting scaffolds for further development of novel chemical compounds with the main aim of promoting highly selective trichomonacidal lead-like drugs with adequate pharmacokinetic and toxicological profiles.

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Cabildo, Pilar, Rosa M. Claramunt, Concepción López, M. Ángeles García, Marta Pérez-Torralba, Elena Pinilla, M. Rosario Torres, Ibon Alkorta, and José Elguero. "Crystal and molecular structure of three biologically active nitroindazoles." Journal of Molecular Structure 985, no. 1 (January 2011): 75–81. http://dx.doi.org/10.1016/j.molstruc.2010.10.023.

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Marín, Clotilde, Inmaculada Ramírez-Macías, María José Rosales, Beatriz Muro, Felipe Reviriego, Pilar Navarro, Vicente J. Arán, and Manuel Sánchez-Moreno. "In vitro leishmanicidal activity of 1,3-disubstituted 5-nitroindazoles." Acta Tropica 148 (August 2015): 170–78. http://dx.doi.org/10.1016/j.actatropica.2015.04.028.

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Boyer, Gérard, Abdellah Miloudi, Douniazed El Abed, Gerard Boyer, and Jean-Pierre Galy. "Reduction of Nitroindazoles: Preparation of New Amino and Chloroamino Derivatives." HETEROCYCLES 68, no. 12 (2006): 2595. http://dx.doi.org/10.3987/com-06-10811.

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6

Boiani, Lucia, Alejandra Gerpe, Vicente J. Arán, Susana Torres de Ortiz, Elva Serna, Ninfa Vera de Bilbao, Luis Sanabria, Gloria Yaluff, Héctor Nakayama, and Antonieta Rojas de Arias. "In vitro and in vivo antitrypanosomatid activity of 5-nitroindazoles." European Journal of Medicinal Chemistry 44, no. 3 (March 2009): 1034–40. http://dx.doi.org/10.1016/j.ejmech.2008.06.024.

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7

Bernard, Marek K., Jacek Kujawski, Urszula Skierska, Andrzej K. Gzella, and Wojciech Jankowski. "On the reactions of tertiary carbanions with some nitroindazoles and nitrobenzotriazoles." Arkivoc 2012, no. 8 (July 3, 2012): 169–86. http://dx.doi.org/10.3998/ark.5550190.0013.816.

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8

Fonseca-Berzal, Cristina, José Antonio Escario, Vicente J. Arán, and Alicia Gómez-Barrio. "Further insights into biological evaluation of new anti-Trypanosoma cruzi 5-nitroindazoles." Parasitology Research 113, no. 3 (January 17, 2014): 1049–56. http://dx.doi.org/10.1007/s00436-013-3740-5.

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9

Rodríguez-Becerra, Jorge, Claudio Olea-Azar, Gerald Zapata-Torres, Fernando Mendizabal, Mercedez Gonzáles, and Hugo Cerecetto. "Theoretical EPR study of Nitroindazoles: 3-alkoxy, 3-hydroxy and 3-oxo derivatives." Journal of the Brazilian Chemical Society 21, no. 10 (2010): 1944–2010. http://dx.doi.org/10.1590/s0103-50532010001000020.

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10

Pozo, B., B. Aguilera-Venegas, C. Olea-Azar, V. J. Arán, C. O. Salas, and M. C. Zúñiga. "Spectroelectrochemistry of 1,4-naphthoquinones and 5-nitroindazoles: Reduction mechanisms and free radical stability." Free Radical Biology and Medicine 65 (September 2013): S43—S44. http://dx.doi.org/10.1016/j.freeradbiomed.2013.08.066.

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11

Kouakou, Assoman, Gabriele Micheletti, Carla Boga, Matteo Calvaresi, Hakima Chicha, Paola Franchi, Lorella Guadagnini, et al. "Spectroscopic and Electrochemical Properties of 1- or 2-alkyl Substituted 5- and 6-Nitroindazoles." Current Organic Chemistry 19, no. 15 (July 8, 2015): 1526–37. http://dx.doi.org/10.2174/1385272819666150615234549.

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Rodríguez, Jorge, Claudio Olea-Azar, German Barriga, Christian Folch, Alejandra Gerpe, Hugo Cerecetto, and Mercedes González. "Comparative spectroscopic and electrochemical study of nitroindazoles: 3-Alcoxy, 3-hydroxy and 3-oxo derivatives." Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 70, no. 3 (August 2008): 557–63. http://dx.doi.org/10.1016/j.saa.2007.07.052.

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Muro, Beatriz, Felipe Reviriego, Pilar Navarro, Clotilde Marín, Inmaculada Ramírez-Macías, María José Rosales, Manuel Sánchez-Moreno, and Vicente J. Arán. "New perspectives on the synthesis and antichagasic activity of 3-alkoxy-1-alkyl-5-nitroindazoles." European Journal of Medicinal Chemistry 74 (March 2014): 124–34. http://dx.doi.org/10.1016/j.ejmech.2013.12.025.

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Rodríguez, Jorge, Alejandra Gerpe, Gabriela Aguirre, Ulrike Kemmerling, Oscar E. Piro, Vicente J. Arán, Juan Diego Maya, Claudio Olea-Azar, Mercedes González, and Hugo Cerecetto. "Study of 5-nitroindazoles' anti-Trypanosoma cruzi mode of action: Electrochemical behaviour and ESR spectroscopic studies." European Journal of Medicinal Chemistry 44, no. 4 (April 2009): 1545–53. http://dx.doi.org/10.1016/j.ejmech.2008.07.018.

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15

Abbassi, N., E. M. Rakib, L. Bouissane, A. Hannioui, M. Khouili, A. El Malki, M. Benchidmi, and E. M. Essassi. "Studies on the Reduction of the Nitro Group in 4-Nitroindazoles by Anhydrous SnCl2 in Different Alcohols." Synthetic Communications 41, no. 7 (March 3, 2011): 999–1005. http://dx.doi.org/10.1080/00397911003707212.

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Micheletti, Gabriele, Assoman Kouakou, Carla Boga, Paola Franchi, Matteo Calvaresi, Lorella Guadagnini, Marco Lucarini, et al. "Comparative spectroscopic and electrochemical study of N-1 or N-2-alkylated 4-nitro and 7-nitroindazoles." Arabian Journal of Chemistry 10, no. 6 (September 2017): 823–36. http://dx.doi.org/10.1016/j.arabjc.2016.05.005.

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Rosenfeld, Robin J., Elsa D. Garcin, Koustubh Panda, Gunilla Andersson, Anders Åberg, Alan V. Wallace, Garrett M. Morris, et al. "Conformational Changes in Nitric Oxide Synthases Induced by Chlorzoxazone and Nitroindazoles: Crystallographic and Computational Analyses of Inhibitor Potency†." Biochemistry 41, no. 47 (November 2002): 13915–25. http://dx.doi.org/10.1021/bi026313j.

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18

Ibáñez-Escribano, Alexandra, Felipe Reviriego, Nerea Vela, Cristina Fonseca-Berzal, Juan José Nogal-Ruiz, Vicente J. Arán, José Antonio Escario, and Alicia Gómez-Barrio. "Promising hit compounds against resistant trichomoniasis: Synthesis and antiparasitic activity of 3-(ω-aminoalkoxy)-1-benzyl-5-nitroindazoles." Bioorganic & Medicinal Chemistry Letters 37 (April 2021): 127843. http://dx.doi.org/10.1016/j.bmcl.2021.127843.

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Abbassi, N., E. M. Rakib, L. Bouissane, A. Hannioui, M. Khouili, A. El Malki, M. Benchidmi, and E. M. Essassi. "ChemInform Abstract: Studies on the Reduction of the Nitro Group in 4-Nitroindazoles by Anhydrous SnCl2 in Different Alcohols." ChemInform 42, no. 40 (September 8, 2011): no. http://dx.doi.org/10.1002/chin.201140126.

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Mostapha Rakib, El, Najat Abbassi, Abdellah Hannioui, Mdaghri Alaoui, Mohamed Benchidmi, El Mokhtar Essassi, and Detlef Geffken. "Alkylation and Reduction of N-Alkyl-4-nitroindazoles with Anhydrous SnCl2 in Ethanol: Synthesis of Novel 7-Ethoxy-N-alkylindazole Derivatives." HETEROCYCLES 83, no. 4 (2011): 891. http://dx.doi.org/10.3987/com-11-12149.

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21

El Ghozlani, Mohamed, Hakima Chicha, Najat Abbassi, Mohamed Chigr, Lahcen El Ammari, Mohamed Saadi, Domenico Spinelli, and El Mostapha Rakib. "One-pot synthesis of new 6-pyrrolyl- N -alkyl-indazoles from reductive coupling of N -alkyl-6-nitroindazoles and 2,5-hexadione." Tetrahedron Letters 57, no. 1 (January 2016): 113–17. http://dx.doi.org/10.1016/j.tetlet.2015.11.071.

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22

Zárate, I., B. Aguilera-Venegas, C. Olea-Azar, and V. J. Arán. "ESR study on the hyperfine structure of free radicals derived from 1,3-disubstituted-5-nitroindazoles and 1,4-disubstituted-7-nitroquinoxalin-2-ones." Free Radical Biology and Medicine 65 (September 2013): S55. http://dx.doi.org/10.1016/j.freeradbiomed.2013.08.097.

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23

Abbassi, Najat, El Mostapha Rakib, Abdellah Hannioui, Mdaghri Alaoui, Mohamed Benchidmi, El Mokhtar Essassi, and Detlef Geffken. "ChemInform Abstract: Alkylation and Reduction of N-Alkyl-4-nitroindazoles with Anhydrous SnCl2 in Ethanol: Synthesis of Novel 7-Ethoxy-N-alkylindazole Derivatives." ChemInform 42, no. 33 (July 22, 2011): no. http://dx.doi.org/10.1002/chin.201133102.

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24

Upadhyay, Apoorva, S. K. Srivastava, and S. D. Srivastava. "Conventional and microwave assisted synthesis of Some new N-[(4-oxo-2-substituted aryl −1, 3-thiazolidine)-acetamidyl]-5-nitroindazoles and its antimicrobial activity." European Journal of Medicinal Chemistry 45, no. 9 (September 2010): 3541–48. http://dx.doi.org/10.1016/j.ejmech.2010.04.029.

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Upadhyay, Apoorva, S. K. Srivastava, and S. D. Srivastava. "ChemInform Abstract: Conventional and Microwave Assisted Synthesis of Some New N-[(4-oxo-2-substituted aryl-1,3-thiazolidine)-acetamidyl]-5-nitroindazoles and Its Antimicrobial Activity." ChemInform 42, no. 3 (December 23, 2010): no. http://dx.doi.org/10.1002/chin.201103136.

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26

Ooms, Frédéric, Bernadette Norberg, Emre M. Isin, Neal Castagnoli, Cornelis J. Van der Schyf, and Johan Wouters. "7-Nitroindazole." Acta Crystallographica Section C Crystal Structure Communications 56, no. 10 (October 15, 2000): e474-e475. http://dx.doi.org/10.1107/s0108270100011975.

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Noriega, Viviana, Hugo F. Miranda, Juan Carlos Prieto, Ramón Sotomayor-Zárate, and Fernando Sierralta. "Involvement of NO in Antinociception of NSAIDS in Murine Formalin Hind Paw Assay." Drug Research 70, no. 04 (January 30, 2020): 145–50. http://dx.doi.org/10.1055/a-1095-5418.

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AbstractThere are different animal models to evaluate pain among them the formalin hind paw assay which is widely used since some of its events appear to be similar to the clinical pain of humans. The assay in which a dilute solution of formalin is injected into the dorsal hindpaw of a murine produces two ‘phases’ of pain behavior separated by a inactive period. The early phase (Phase I) is probably due to direct activation of nociceptors and the second phase (Phase II) is due to ongoing inflammatory input and central sensitization. Mice were used to determine the potency antinociceptive of piroxicam (1,3,10,and 30 mg/kg), parecoxib (0.3, 1,3,10 and 30 mg/kg), dexketoprofen (3,10,30 and 100 mg/kg) and ketoprofen (3,10,30 and 100 mg/kg). Dose-response for each NSAIDs were created before and after 5 mg/kg of L-NAME i.p. or 5 mg/kg i.p. of 7-nitroindazole. A least-squares linear regression analysis of the log dose–response curves allowed the calculation of the dose that produced 50% of antinociception (ED50) for each drug. The ED50 demonstrated the following rank order of potency, in the phase I: piroxicam > dexketoprofen > ketoprofen > parecoxib and in the phase II: piroxicam > ketoprofen > parecoxib > dexketoprofen. Pretreatment of the mice with L-NAME or 7-nitroindazol induced a significant increase of the analgesic power of the NSAIDs, with a significant reduction of the ED50. It is suggested that NO may be involved in both phases of the trial, which means that nitric oxide regulates the bioactivity of NSAIDs.

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Saunders, Fiona D., Martin Westphal, Perenlei Enkhbaatar, Jianpu Wang, Konrad Pazdrak, Yoshimitsu Nakano, Atsumori Hamahata, et al. "Molecular biological effects of selective neuronal nitric oxide synthase inhibition in ovine lung injury." American Journal of Physiology-Lung Cellular and Molecular Physiology 298, no. 3 (March 2010): L427—L436. http://dx.doi.org/10.1152/ajplung.00147.2009.

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Neuronal nitric oxide synthase is critically involved in the pathogenesis of acute lung injury resulting from combined burn and smoke inhalation injury. We hypothesized that 7-nitroindazole, a selective neuronal nitric oxide synthase inhibitor, blocks central molecular mechanisms involved in the pathophysiology of this double-hit insult. Twenty-five adult ewes were surgically prepared and randomly allocated to 1) an uninjured, untreated sham group ( n = 7), 2) an injured control group with no treatment ( n = 7), 3) an injury group treated with 7-nitroindazole from 1-h postinjury to the remainder of the 24-h study period ( n = 7), or 4) a sham-operated group subjected only to 7-nitroindazole to judge the effects in health. The combination injury was associated with twofold increased activity of neuronal nitric oxide synthase and oxidative/nitrosative stress, as indicated by significant increases in plasma nitrate/nitrite concentrations, 3-nitrotyrosine (an indicator of peroxynitrite formation), and malondialdehyde lung tissue content. The presence of systemic inflammation was evidenced by twofold, sixfold, and threefold increases in poly(ADP-ribose) polymerase, IL-8, and myeloperoxidase lung tissue concentrations, respectively (each P < 0.05 vs. sham). These molecular changes were linked to tissue damage, airway obstruction, and pulmonary shunting with deteriorated gas exchange. 7-Nitroindazole blocked, or at least attenuated, all these pathological changes. Our findings suggest 1) that nitric oxide formation derived from increased neuronal nitric oxide synthase activity represents a pivotal reactive agent in the patho-physiology of combined burn and smoke inhalation injury and 2) that selective neuronal nitric oxide synthase inhibition represents a goal-directed approach to attenuate the degree of injury.

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Gutiérrez-Sánchez, Gaizka, Ignacio García-Alonso, Jorge Gutiérrez Sáenz de Santa María, Ana Alonso-Varona, and Borja Herrero de la Parte. "Antioxidant-Based Therapy Reduces Early-Stage Intestinal Ischemia-Reperfusion Injury in Rats." Antioxidants 10, no. 6 (May 27, 2021): 853. http://dx.doi.org/10.3390/antiox10060853.

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Intestinal ischemia-reperfusion injury (i-IRI) is a rare disorder with a high mortality rate, resulting from the loss of blood flow to an intestinal segment. Most of the damage is triggered by the restoration of flow and the arrival of cytokines and reactive oxygen species (ROS), among others. Inactivation of these molecules before tissue reperfusion could reduce intestinal damage. The aim of this work was to analyze the preventive effect of allopurinol and nitroindazole on intestinal mucosal damage after i-IRI. Wag/RijHsd rats were subjected to i-IRI by clamping the superior mesenteric artery (for 1 or 2 h) followed by a 30 min period of reperfusion. Histopathological intestinal damage (HID) was assessed by microscopic examination of histological sections obtained from injured intestine. HID was increased by almost 20% by doubling the ischemia time (from 1 to 2 h). Nitroindazole reduced HID in both the 1 and 2 h period of ischemia by approximately 30% and 60%, respectively (p < 0.001). Our preliminary results demonstrate that nitroindazole has a preventive/protective effect against tissue damage in the early stages of i-IRI. However, to better understand the molecular mechanisms underlying this phenomenon, further studies are needed.

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Editorial, E. "Retraction: 7-nitroindazole, a selective neuronal nitric oxide synthase inhibitor in vivo prevents kainate-induced intrahippocampal neurotoxicity. Radenovic L, Selakovic V, Bozic B. Arch Biol Sci. 2005;57(2)75-81. DOI: 10.2298/ABS0502075R." Archives of Biological Sciences 68, no. 3 (2016): 691. http://dx.doi.org/10.2298/abs160412036e.

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The article: 7-Nitroindazole, a selective neuronal nitric oxide synthase inhibitor in vivo prevents kainate-induced intrahippocampal neurotoxicity. Radenovic L, Selakovic V, Bozic B. Arch Biol Sci. 2005;57(2)75-81, repeats data already published in: 7-Nitroindazole reduces nitrite concentration in rat brain after intrahippocampal kainate-induced seizure. Radenovic L, Vasiljevic I, Selakovic V, Jovanovic M. Comp Biochem Physiol Pt. C. 2003;135 443-50, without any referencing. <br><br><font color="red"><b> Link to the retracted article <u><a href="http://dx.doi.org/10.2298/ABS0502075R">10.2298/ABS0502075R</a></b></u>

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31

Wiciński, M., G. Grześk, B. Malinowski, E. Grześk, A. T. Sinjab, M. Krzyżanowski, A. Michalska, et al. "Imidazole-induced contractility of vascular smooth muscle cells in the presence of U-73122, ODQ, indomethacin and 7-nitroindazole." Polish Journal of Veterinary Sciences 16, no. 2 (June 1, 2013): 293–97. http://dx.doi.org/10.2478/pjvs-2013-0040.

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Abstract The aim of the study was to assess the impact of modulating factors on vascular smooth muscle cells reactivity. Vascular resistance was induced by the administration of increasing concentrations of imidazole. The experiments were performed on isolated and perfused tail artery of Wistar rats (weight 250 g - 350 g). Rats were been narcotized by urethane (intraperitoneal injection) at a dose of 120 mg/kg, stunned and then sacrificed by cervical dislocation. In the following investigation classical pharmacometric methods were used. Relationships between concentration-response curves (CRCs) for imidazole observed in the presence of ODQ [(1H-(1,2,4)oxadiazolo-[4,3-a]quinoxalin-1-one)], 7-nitroindazole and indomethacin were analyzed. Imidazole-induced contractility of vascular smooth muscle cells was independent from alpha- adrenergic receptors and PLC activity. Reactivity of VSMCsinduced by imidazole, was significantly changed in the presence of ODQ and 7-nitroindazole.

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32

Cheptea, C., L. M. Ivan, D. O. Dorohoi, V. Sunel, I. Hurjui, C. I. Saveanu, and A. I. Galaction. "Optimized Synthesis and Spectral Characterization of Some Hydrazones Based on 5-Nitroindazole with Pharmacological Potential." Ukrainian Journal of Physics 59, no. 3 (March 2014): 313–18. http://dx.doi.org/10.15407/ujpe59.03.0313.

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Radenovic, Lidija, Vesna Selakovic, and Biljana Bozic. "7-nitroindazole, a selective neuronal nitric oxide synthase inhibitore in vivo, prevents kainate-induced intrahippocampal neurotoxicity." Archives of Biological Sciences 57, no. 2 (2005): 75–81. http://dx.doi.org/10.2298/abs0502075r.

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We investigated the effects of 7-nitroindazole (7-NI), a selective neuronal nitric oxide synthase inhibitor in vivo, on nitrite concentration after kainic acid injection unilaterally into the CA3 region of the rat hippocampus. The accumulation of nitrite, the stable metabolite of NO, was measured by the Griess reaction at different times in hippocampus, forebrain cortex, striatum, and cerebellum homogenates. 7-nitroindazole can effectively inhibit NO synthesis in rat brain after kainate-induced neurotoxicity and suppressed nitrite accumulation. The present results suggest that neuronal NO synthase inhibitors may be useful in the treatment of neurological diseases in which excitotoxic mechanisms play a role. <br><br><font color="red"><b> This article has been retracted. Link to the retraction <u><a href="http://dx.doi.org/10.2298/ABS160412036E">10.2298/ABS160412036E</a><u></b></font>

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34

Seela, Frank, Xiaohua Peng, Henning Eickmeier, and Hans Reuter. "Regioisomeric 4-nitroindazoleN1- andN2-(β-D-ribonucleosides)." Acta Crystallographica Section C Crystal Structure Communications 60, no. 1 (December 20, 2003): o94—o97. http://dx.doi.org/10.1107/s0108270103026556.

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35

Jellestad, Finn Konow, and Hilde Gundersen. "Behavioral effects of 7-nitroindazole on hyperbaric oxygen toxicity." Physiology & Behavior 76, no. 4-5 (August 2002): 611–16. http://dx.doi.org/10.1016/s0031-9384(02)00765-5.

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36

Aerschot, A. Van, J. Rozenski, D. Loakes, N. Pillet, G. Schepers, and P. Herdewijn. "An acyclic 5-nitroindazole nucleoside analogue as ambiguous nucleoside." Nucleic Acids Research 23, no. 21 (1995): 4363–70. http://dx.doi.org/10.1093/nar/23.21.4363.

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37

Arán, Vicente J., Carmen Ochoa, Lucı́a Boiani, Pablo Buccino, Hugo Cerecetto, Alejandra Gerpe, Mercedes González, et al. "Synthesis and biological properties of new 5-nitroindazole derivatives." Bioorganic & Medicinal Chemistry 13, no. 9 (May 2005): 3197–207. http://dx.doi.org/10.1016/j.bmc.2005.02.043.

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Nováková, Kateřina, Vojtěch Hrdlička, Tomáš Navrátil, Vlastimil Vyskočil, and Jiří Barek. "Determination of 5-nitroindazole using silver solid amalgam electrode." Monatshefte für Chemie - Chemical Monthly 146, no. 5 (December 10, 2014): 761–69. http://dx.doi.org/10.1007/s00706-014-1346-y.

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39

Bostanci, M. Ömer, and Faruk Bağirici. "Neuroprotection by 7-Nitroindazole Against Iron-Induced Hippocampal Neurotoxicity." Cellular and Molecular Neurobiology 27, no. 7 (October 27, 2007): 933–41. http://dx.doi.org/10.1007/s10571-007-9223-4.

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40

Eddahmi, Mohammed, Vera Sousa, Nuno M. M. Moura, Cristina J. Dias, Latifa Bouissane, Maria A. F. Faustino, José A. S. Cavaleiro, et al. "New nitroindazole-porphyrin conjugates: Synthesis, characterization and antibacterial properties." Bioorganic Chemistry 101 (August 2020): 103994. http://dx.doi.org/10.1016/j.bioorg.2020.103994.

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41

Kuz'menko, V. V., and A. F. Pozharskii. "Synthesis and some properties of 1-amino-3-nitroindazole." Chemistry of Heterocyclic Compounds 32, no. 10 (October 1996): 1152–55. http://dx.doi.org/10.1007/bf01169225.

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Farias, Martin, Keith Jackson, Michael Johnson, and James L. Caffrey. "Cardiac enkephalins attenuate vagal bradycardia: interactions with NOS-1-cGMP systems in canine sinoatrial node." American Journal of Physiology-Heart and Circulatory Physiology 285, no. 5 (November 2003): H2001—H2012. http://dx.doi.org/10.1152/ajpheart.00275.2003.

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Endogenous opioids and nitric oxide (NO) are recognized modulators of cardiac function. Enkephalins and inhibitors of NO synthase (NOS) both produce similar interruptions in the vagal control of heart rate. This study was conducted to test the hypothesis that NO systems within the canine sinoatrial (SA) node facilitate local vagal transmission and that the endogenous enkephalin methionine-enkephalin-arginine-phenylalanine (MEAP) attenuates vagal bradycardia by interrupting the NOS-cGMP pathway. Microdialysis probes were inserted into the SA node, and they were perfused with nonselective ( Nω-nitro-l-arginine methyl ester) and neuronal (7-nitroindazole) NOS inhibitors. The right vagus nerve was stimulated and both inhibitors gradually attenuated the resulting vagal bradycardia. The specificity of these inhibitions was verified by an equally gradual reversal of the inhibition with an excess of the NOS substrate l-arginine. Introduction of MEAP into the nodal interstitium produced a quickly developing but quantitatively similar interruption of vagal bradycardia that was also slowly reversed by the addition of l-arginine and not by d-arginine. Additional support for convergence of opioid and NO pathways was provided when the vagolytic effects of MEAP were also reversed by the addition of the NO donor S-nitroso- N-acetyl-penicillamine, the protein kinase G activator 8-bromo-cGMP, or the phosphodiesterase inhibitor 3-isobutyl-1-methylxanthine. MEAP and 7-nitroindazole were individually combined with the direct acting muscarinic agonist methacholine to evaluate potential interactions with muscarinic receptors within the SA node. MEAP and 7-nitroindazole were unable to overcome the bradycardia produced by methacholine. These data suggest that NO and enkephalins moderate the vagal control of heart rate via interaction with converging systems that involve the regulation of cAMP within nodal parasympathetic nerve terminals.

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Liu, Xiaoguang, Chunyuan Li, John R. Falck, Richard J. Roman, David R. Harder, and Raymond C. Koehler. "Interaction of nitric oxide, 20-HETE, and EETs during functional hyperemia in whisker barrel cortex." American Journal of Physiology-Heart and Circulatory Physiology 295, no. 2 (August 2008): H619—H631. http://dx.doi.org/10.1152/ajpheart.01211.2007.

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Nitric oxide (NO) modulates vasodilation in cerebral cortex during sensory activation. NO is known to inhibit the synthesis of 20-HETE, which has been implicated in arteriolar constriction during astrocyte activation in brain slices. We tested the hypothesis that the attenuated cerebral blood flow (CBF) response to whisker stimulation seen after NO synthase (NOS) inhibition requires 20-HETE synthesis and that the ability of an epoxyeicosatrienoic acids (EETs) antagonist to reduce the CBF response is blunted after NOS inhibition but restored with simultaneous blockade of 20-HETE synthesis. In anesthetized rats, the increase in CBF during whisker stimulation was attenuated after the blockade of neuronal NOS with 7-nitroindazole. Subsequent administration of the 20-HETE synthesis inhibitor N-hydroxy- N′-(4-n-butyl-2-methylphenyl)formamidine (HET0016) restored the CBF response to control levels. After the administration of 7-nitroindazole, the inhibitory effect of an EETs antagonist 14,15-epoxyeicosa-5(Z)-enoic acid (14,15-EEZE) on the CBF response was lost, whereas the simultaneous administration of 7-nitroindazole and HET0016 restored the inhibitory effect of 14,15-EEZE. The administration of HET0016 alone had only a small effect on the evoked CBF response in rats. Furthermore, in neuronal NOS+/+ and NOS−/− mice, HET0016 administration did not increase the CBF response to whisker stimulation. In neuronal NOS+/+ mice, HET0016 also blocked the reduction in the response seen with acute NOS inhibition. These results indicate that 20-HETE synthesis normally does not substantially restrict functional hyperemia. Increased NO production during functional activation may act dynamically to suppress 20-HETE synthesis or downstream signaling and permit EETs-dependent vasodilation. With the chronic loss of neuronal NOS in mice, other mechanisms apparently suppress 20-HETE synthesis or signaling.

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Gautier, Henry, and Cristina Murariu. "Role of nitric oxide in hypoxic hypometabolism in rats." Journal of Applied Physiology 87, no. 1 (July 1, 1999): 104–10. http://dx.doi.org/10.1152/jappl.1999.87.1.104.

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Because it has been recently suggested that nitric oxide (NO) may mediate the effects of hypoxia on body temperature and ventilation, the present study was designed to assess more completely the effects of a neuronal NO synthase inhibitor (7-nitroindazole, 25 mg/kg ip), at ambient temperature of 26 and 15°C, on the ventilatory (V˙), metabolic (O2 consumption), and thermal changes (colonic and tail temperatures) induced by ambient hypoxia (fractional inspired O2 of 11%) or CO hypoxia (fractional inspired CO of 0.07%) in intact, unanesthetized adult rats. At both ambient temperatures, 7-nitroindazole decreased oxygen consumption, colonic temperature, andV˙ in normoxia. The drug reduced ambient or CO hypoxia-induced hypometabolism and ventilatory response, but the hypothermia persisted. It is concluded that NO arising from neural NO synthase plays an important role in the control of metabolism andV˙ in normoxia. As well, it mediates, in part, the hypometabolic and the ventilatory response to hypoxia. The results are consistent with the notion that central nervous system hypoxia resets the thermoregulatory set point by decreasing brain NO.

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Maksimovic, Ivana, Marina Jovanovic, Miodrag Colic, Dejan Micic, Rosa Mihajlovic, and Vesna Selakovic. "Nitric oxide synthase inhibitors prevents quinolinic acid-induced neurotoxicity: the role of nitric oxide and glucose-6-phosphate dehydrogenase in cell death." Jugoslovenska medicinska biohemija 21, no. 3 (2002): 269–74. http://dx.doi.org/10.2298/jmh0203269m.

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In the present study we employed Nw-nitro-L-arginine methyl ester, non-specific potent nitric oxide synthase inhibitor and a selective inhibitor of neuronal nitric oxide synthase, 7-nitroindazole, reportedly to investigate the possible involvement of nitric oxide in quinolinic acid-induced striatal toxicity in the rat. Quinolinic acid was administered unilaterally into striatum of adult Wistar rats in the single dose of 150 nmol/L. The other two group of animals were pretreated with Nw-nitro-L-arginine methyl ester and 7-nitroindazole respectively. Control groups of animals were treated with 0,154 mmol/L saline solution likewise. Nitrite levels was decreased in the ipsi- and contralateral striatum and forebrain cortex in the group treated with nitric oxide synthase inhibitors and neurotoxin compared to quinolinic acid-treated animals. In the same structures, activity of glucose-6-phosphate dehydrogenase was also decreased, compared to quinolinic acid-treated animals. These results indicate that application of the nitric oxide synthase inhibitors, supressed nitrite accumulation and glucose-6-phosphate dehydrogenase activity and attenuated quinolinic acid-induced neuronal damage in the striatum and forebrain cortex.

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Fabricius, M., I. Rubin, M. Bundgaard, and M. Lauritzen. "NOS activity in brain and endothelium: relation to hypercapnic rise of cerebral blood flow in rats." American Journal of Physiology-Heart and Circulatory Physiology 271, no. 5 (November 1, 1996): H2035—H2044. http://dx.doi.org/10.1152/ajpheart.1996.271.5.h2035.

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We examined whether attenuation of the hypercapnic increase of cerebral blood flow (CBF) associated with nitric oxide synthase (NOS) inhibition is related to local neuronal or aortic endothelial NOS activity or local endothelial/neuronal NOS-dependent vasodilation. Halothane-anesthetized rats were ventilated, and CBF was measured by laser-Doppler flowmetry over the parietal and cerebellar cortex. Intravenous N omega-nitro-L-arginine (L-NNA; 30 mg/kg) inhibited brain and aortic NOS activity by 67-70%. Topical L-NNA (1 mM) inhibited brain NOS activity by 91-94%, whereas aortic NOS activity remained constant. In contrast, intravenous L-NNA attenuated the hypercapnic CBF rise much more efficiently than topical L-NNA. 7-Nitroindazole, another NOS inhibitor, attenuated endothelial and neuronal NOS activity equally well and inhibited the hypercapnic CBF increase as effectively as L-NNA. Topical L-NNA and 7-nitroindazole abolished local endothelial NOS-dependent vasodilation after 15 min, whereas hypercapnic CBF was only slightly reduced. L-NNA injected into the tissue abolished neuronal NOS-dependent vasodilation, whereas hypercapnic CBF was unchanged. The findings suggest that local NOS activity, whether neuronal or endothelial, is unimportant for the hypercapnic rise of CBF.

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Alexander, J., R. Pruitt, M. Lyon, A. B. Whitehead, and C. N. Karson. "115. Potential neuroleptic properties of central NOS-inhibitor 7-nitroindazole." Biological Psychiatry 43, no. 8 (April 1998): S35. http://dx.doi.org/10.1016/s0006-3223(98)90563-7.

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SAMADHIYA, PUSHKAL, RITU SHARMA, SANTOSH K. SRIVASTAV, and SAVITRI D. SRIVASTAVA. "SYNTHESIS OF 4-THIAZOLIDINE DERIVATIVES OF 6-NITROINDAZOLE: PHARMACEUTICAL IMPORTANCE." Journal of the Chilean Chemical Society 57, no. 1 (March 2012): 1036–43. http://dx.doi.org/10.4067/s0717-97072012000100018.

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Prchal, Vit, Anita Ottenschlagerova, Vlastimil Vyskocil, and Jiri Barek. "Voltammetric Determination of 5-nitroindazole using a Bismuth Bulk Electrode." Analytical Letters 49, no. 1 (April 11, 2015): 49–55. http://dx.doi.org/10.1080/00032719.2014.996810.

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50

Wangensteen, Rosemary, Isabel Rodríguez-Gómez, Juan Manuel Moreno, Miriam Álvarez-Guerra, Antonio Osuna, and Félix Vargas. "Effects of chronic treatment with 7-nitroindazole in hyperthyroid rats." American Journal of Physiology-Regulatory, Integrative and Comparative Physiology 291, no. 5 (November 2006): R1376—R1382. http://dx.doi.org/10.1152/ajpregu.00722.2005.

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This study analyzed the contribution of neuronal nitric oxide synthase (nNOS) to the hemodynamic manifestations of hyperthyroidism. The effects on hyperthyroid rats of the chronic administration of 7-nitroindazole (7-NI), an inhibitor of nNOS, were studied. Six groups of male Wistar rats were used: control, 7-NI (30 mg·kg−1·day−1 by gavage), T450, T475 (50 or 75 μg thyroxine·rat−1·day−1, respectively), T450+7-NI, and T475+7-NI. All treatments were maintained for 4 wk. Body weight, tail systolic blood pressure (SBP), and heart rate (HR) were recorded weekly. Finally, SBP, pulse pressure (PP), and HR were measured in conscious rats, and morphological, metabolic, plasma, and renal variables were determined. Expression of nNOS in the hypothalamus of T475 and control rats was analyzed by Western blot analysis. The response of mean arterial pressure (MAP) to pentolinium (10 mg/kg iv) was used to evaluate the sympathetic contribution to BP in T475 and T475+7-NI rats. T4 produced an increased hypothalamic nNOS expression and dose-related increases in blood pressure (BP), HR, and PP vs. control rats. 7-NI did not modify BP or any other hemodynamic variable in normal rats. However, 7-NI produced a marked reduction in BP, HR, PP, and food and water intake in both hyperthyroid groups and improved creatinine clearance in the T475 group. Pentolinium produced a greater MAP decrease in the T475+7-NI than in the T475 group. In conclusion, administration of 7-NI attenuates the hemodynamic and metabolic manifestations of hyperthyroidism, suggesting that nNOS contributes to the hyperdynamic circulation of this endocrine disease by modulating sympathetic activity.

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