2942-42-9 Usage
Description
7-Nitroindazole is a heterocyclic small molecule containing an indazole ring that has been nitrated at the 7 position. It is a potent, selective brain inhibitor of mouse cerebellar Nitric Oxide Synthase (NOS), a hemoprotein enzyme that, in neuronal tissue, converts arginine to citrulline and nitric oxide (NO). It is a non-selective inhibitor of NOS isoforms in vitro but shows good anti-nociceptive effects in vivo without affecting blood pressure via inhibition of endothelial NOS (eNOS). 7-Nitroindazole is a yellow powder or yellow-orange solid and is soluble in DMSO.
Uses
Used in Pharmaceutical Applications:
7-Nitroindazole is used as a specific inhibitor of neural nitric oxide synthase (nNOS) for its role in modulating hippocampal long-term potentiation (LTP) and general cell signaling. It is particularly useful in research and therapeutic applications targeting the NOS enzyme, which is involved in various physiological and pathological processes.
Used in Pain Management:
7-Nitroindazole is used as an anti-nociceptive agent for its ability to alleviate pain without affecting blood pressure. This makes it a valuable compound in the development of pain management therapies, especially for conditions where blood pressure regulation is a concern.
Used in Neurological Research:
7-Nitroindazole is used as a research tool for studying the role of nitric oxide (NO) in neuronal tissue and its involvement in various neurological processes, such as LTP and cell signaling. Its specificity as an inhibitor of nNOS makes it a valuable asset in understanding the complex interactions within the nervous system.
Used in Drug Development:
7-Nitroindazole serves as a starting point for the development of new drugs targeting the NOS enzyme family. Its potent and selective inhibition of nNOS makes it a promising candidate for the creation of novel therapeutics for neurological disorders and pain management.
Used in Chemical Synthesis:
7-Nitroindazole can be used as a chemical intermediate in the synthesis of other related compounds with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science. Its unique chemical properties and reactivity make it a versatile building block for the development of new molecules with specific functions and properties.
Biological Activity
Sodium salt of the non-selective NOS inhibitor 7-nitroindazole (7-Nitroindazole).
Check Digit Verification of cas no
The CAS Registry Mumber 2942-42-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,9,4 and 2 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2942-42:
(6*2)+(5*9)+(4*4)+(3*2)+(2*4)+(1*2)=89
89 % 10 = 9
So 2942-42-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9)
2942-42-9Relevant articles and documents
New nitroindazolylacetonitriles: Efficient synthetic access: Via vicarious nucleophilic substitution and tautomeric switching mediated by anions
Eddahmi, Mohammed,Moura, Nuno M. M.,Bouissane, Latifa,Gamouh, Ahmed,Faustino, Maria A. F.,Cavaleiro, José A. S.,Paz, Filipe A. A.,Mendes, Ricardo F.,Lodeiro, Carlos,Santos, Sérgio M.,Neves, Maria G. P. M. S.,Rakib, El Mostapha
, p. 14355 - 14367 (2019/09/30)
New N-Alkyl-nitroindazolylacetonitriles were efficiently obtained via vicarious nucleophilic substitution of N-methyl-nitroindazoles with 4-chlorophenoxyacetonitrile. All compounds were fully characterized by NMR and mass spectroscopy techniques and the structures of some of them were additionally confirmed by X-ray diffraction analysis data. Tautomeric switching was observed in this series of nitroindazolylacetonitriles upon addition of basic anions followed by UV-Vis spectrophotometric and 1H-NMR titrations. The formation of tautomeric species induced by anionic species was endorsed by Density Functional Theory calculations.
N-indazole substituted thiourea derivatives and preparation method and application thereof
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Paragraph 0074; 0075; 0076; 0086; 0087; 0088, (2016/10/09)
The invention discloses N-indazole substituted thiourea derivatives and a preparation method and application thereof and belongs to the technical field of chemical medicine.The thiourea derivatives are a series of compounds simultaneously containing the 1H-indazole ring structure and the asymmetrical thiourea structure, and the compounds are not reported in the literature.The bioactivity test result analysis of the thiourea derivatives show that the compounds are good in antioxidant activity, the average scavenging rate is above 80%, the scavenging rate of the compound 12b, the compound 12c, and the compound 12d and the compound 12h is higher than 90%, the scavenging activity IC50 of the compound 12h on DPPH is 0.14mg/mL; part of the target compounds has certain inhibition activity on herpes viruses, vaccinia viruses, reoviruses, Coxsackie viruses, Feline coronary herpes viruses, HIV viruses and the like, and the compound 12c and the compound 12n are high in antivirus activity; the synthesized compounds hopefully have new bioactivity which is not expounded, and a certain material basis is provided for the development of new medicine.
An efficient synthesis of 1-H indazoles
Lokhande,Raheem, Abdul,Sabale,Chabukswar,Jagdale
, p. 6890 - 6892 (2008/02/12)
The reaction of substituted salicyaldehydes with hydrazine hydrochloride under different conditions gave the corresponding 1-H indazoles. However, the reaction of benzaldehydes with hydrazine hydrate under the same conditions yielded only hydrazones.
