7-Nitroindazole | 2942-42-9
Catalog Number | A03-0007 |
Category | Nitric Oxide (NO) & Reactive Oxygen Species (ROS) |
Molecular Formula | C7H5N3O2 |
Molecular Weight | 163.14 |
Catalog Number | Size | Price | Quantity |
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A03-0007 | -- | $-- |
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Product Introduction
7-Nitroindazole is a nitric oxide synthase inhibitor.
Chemical Information |
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Synonyms | 7-Nitroindazole (7-NI);1H-Indazole, 7-nitro-; NSC 72843 |
Purity | ≥98% by HPLC |
IUPAC Name | 7-nitro-1H-indazole |
Canonical SMILES | C1=CC2=C(C(=C1)[N+](=O)[O-])NN=C2 |
InChI | InChI=1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9) |
InChI Key | PQCAUHUKTBHUSA-UHFFFAOYSA-N |
Solubility | Soluble in DMSO (Slightly), Methanol (Slightly) |
Density | 1.525±0.06 g/cm3 |
Appearance | Pale Yellow to Yellow Solid |
Boiling Point | 383.3±15.0°C at 760 mmHg |
Melting Point | 186.5-187.5°C |
- Product Specification
- Application
Storage | Store at -20°C |
Signal | Danger |
GHS Hazard Statements | H301 (86.67%): Toxic if swallowed [Danger Acute toxicity, oral] H315 (11.11%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (97.78%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H341 (11.11%): Suspected of causing genetic defects [Warning Germ cell mutagenicity] H351 (86.67%): Suspected of causing cancer [Warning Carcinogenicity] H360 (86.67%): May damage fertility or the unborn child [Danger Reproductive toxicity] |
Precautionary Statement Codes | P203, P264, P264+P265, P270, P280, P281, P301+P316, P302+P352, P305+P351+P338, P318, P321, P330, P332+P317, P337+P317, P362+P364, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.) |
7-Nitroindazole is a chemical compound that belongs to the class of nitroarenes and is characterized by its nitro group attached to an indazole ring at the 7-position. Known chemically as 7-nitro-1H-indazole, it inhibits the enzyme neuronal nitric oxide synthase (nNOS), which plays a significant role in producing nitric oxide in neuronal tissues. This inhibition hinders the conversion of L-arginine to nitric oxide, thereby affecting cell signaling mechanisms which depend on nitric oxide as a signaling molecule.
One of the primary applications of 7-Nitroindazole is its potential use in neuroprotection. Due to its ability to inhibit nNOS, it is being studied for its protective effects against neurodegenerative diseases and conditions characterized by excitotoxicity. By mitigating oxidative stress and reducing the formation of harmful peroxynitrites, 7-Nitroindazole shows promise in protecting nerve cells from damage. This has implications for diseases like Alzheimer’s and Parkinson’s, where oxidative stress and excitotoxic damage are significant concerns.
Another key application of 7-Nitroindazole is in the field of anticonvulsant therapy. Studies suggest that it possesses anticonvulsive properties that do not rely solely on nNOS inhibition, indicating it may modulate neuronal activity through different mechanisms. This property provides a basis for research into its potential as a treatment for seizure disorders such as epilepsy, where it might offer benefits as part of combination therapies.
7-Nitroindazole also finds its use in research settings, particularly concerning cardiovascular studies. Its role in modulating nitric oxide production offers insights into vasodilation and blood pressure regulation, making it a valuable tool in studying cardiovascular function and potential pharmaceutical interventions. Researchers use it to understand better how nitric oxide pathways influence heart and blood vessel conditions, aiming to develop more precise treatments for hypertension and related diseases.
Lastly, 7-Nitroindazole’s inhibition of nitric oxide synthase makes it a point of interest in cancer research. Since nitric oxide serves as a signaling molecule that can influence tumor growth and metastasis, regulating its synthesis with compounds like 7-Nitroindazole could offer new strategies in cancer therapy. Investigations focus on its potential to reduce tumor progression and enhance the efficacy of existing cancer treatments by disrupting the tumor microenvironment and signaling pathways that rely on nitric oxide.
Computed Properties | |
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Hydrogen Bond Donor Count | 1 |
Hydrogen Bond Acceptor Count | 3 |
Rotatable Bond Count | 0 |
Exact Mass | 163.038176411 g/mol |
Monoisotopic Mass | 163.038176411 g/mol |
Topological Polar Surface Area | 74.5Ų |
Heavy Atom Count | 12 |
Formal Charge | 0 |
Complexity | 192 |
Isotope Atom Count | 0 |
Defined Atom Stereocenter Count | 0 |
Undefined Atom Stereocenter Count | 0 |
Defined Bond Stereocenter Count | 0 |
Undefined Bond Stereocenter Count | 0 |
Covalently-Bonded Unit Count | 1 |
Compound Is Canonicalized | Yes |
Literatures
PMID | Publication Date | Title | Journal |
---|---|---|---|
36162621 | 2022-10-01 | N-isopropylbenzylamine, a methamphetamine mimics, produces toxicity via increasing nitric oxide in vitro | Toxicology |
23571415 | 2013-06-01 | Structure-based identification of OATP1B1/3 inhibitors | Molecular pharmacology |
22879052 | 2013-01-01 | Renal oxygenation and function of the rat kidney: effects of inspired oxygen and preglomerular oxygen shunting | Advances in experimental medicine and biology |
22877786 | 2012-12-01 | 7-Nitroindazole down-regulates dopamine/DARPP-32 signaling in neostriatal neurons in a rat model of Parkinson's disease | Neuropharmacology |
22884925 | 2012-12-01 | The differential role of NOS inhibitors on stress-induced anxiety and neuroendocrine alterations in the rat | Behavioural brain research |
Patents
Publication Number | Title | Priority Date |
---|---|---|
CN-114146092-A | Hyaluronic acid fragment, application of preparation thereof and quality control activity detection method | 2021-11-15 |
CN-113912542-A | Method for directly ammoniating nitro nitrogen heterocyclic compound | 2021-10-09 |
WO-2022239001-A1 | Pharmaceutical compositions for treating neurological conditions | 2021-05-10 |
US-2022331395-A1 | Extended-release injectable gel formulations containing angiotensin-(1-7) oligopeptides or variants thereof | 2021-04-07 |
WO-2022216941-A1 | Extended-release injectable gel formulations containing angiotensin-(1-7) oligopeptides or variants thereof | 2021-04-07 |
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