7-Nitroindazole

Product Name: 7-Nitroindazole
CAS No.: 2942-42-9
Chemical Name: 7-Nitroindazole
Synonyms: 7-NITRO-1H-INDAZOLE;7-NI;NITROINDAZOLE;7-NITROINDAZOLE;INDAZOLE, 7-NITRO-;7-nitro-1h-indazol;7-Nitroindazole>7-NITROINDAZOLE 97+%;1H-Indazole, 7-nitro-;7-Nitro-1H-indazole,98%
CBNumber: CB6306238
Molecular Formula: C7H5N3O2
Formula Weight: 163.13
MOL File: 2942-42-9.mol

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7-Nitroindazole Property

Melting point:: 185-186°C
Boiling point:: 290.19°C (rough estimate)
Density: 1.4141 (rough estimate)
refractive index: 1.5500 (estimate)
storage temp.: -20°C
solubility: Soluble to 100 mM in DMSO and to 20 mM in ethanol
pka: 10.03±0.40(Predicted)
form: powder to crystal
color: Light yellow to Brown
Water Solubility: slightly soluble
BRN: 6809
InChI: InChI=1S/C7H5N3O2/c11-10(12)6-3-1-2-5-4-8-9-7(5)6/h1-4H,(H,8,9)
InChIKey: PQCAUHUKTBHUSA-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC=C2[N+]([O-])=O)C=N1
CAS DataBase Reference: 2942-42-9(CAS DataBase Reference)
NIST Chemistry Reference: 7-Nitroindazole(2942-42-9)

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Safety

Hazard Codes: T
Risk Statements: 60-40
Safety Statements: 53-22-36/37/39-45
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: NK7962200
HazardClass: IRRITANT
PackingGroup: Ⅲ
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H319Causes serious eye irritation

H351Suspected of causing cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N7778
Product name: 7-Nitroindazole
Purity: ≥98%
Packaging: 1g
Price: $316.35
Updated: 2025/07/31

Sigma-Aldrich

Product number: N7778
Product name: 7-Nitroindazole
Purity: ≥98%
Packaging: 5g
Price: $1080
Updated: 2025/07/31

TCI Chemical

Product number: N0827
Product name: 7-Nitroindazole
Purity: >97.0%(GC)
Packaging: 1g
Price: $61
Updated: 2025/07/31

TCI Chemical

Product number: N0827
Product name: 7-Nitroindazole
Purity: >97.0%(GC)
Packaging: 5g
Price: $252
Updated: 2025/07/31

Cayman Chemical

Product number: 81340
Product name: 7-Nitroindazole
Purity: ≥98%
Packaging: 50mg
Price: $32
Updated: 2024/03/01

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7-Nitroindazole Chemical Properties,Usage,Production

Description

7-Nitroindazole is a non-selective inhibitor of NOS isoforms in vitro. However, it shows good anti-nociceptive effects in vivo without affecting blood pressure via inhibition of eNOS. The IC₅₀ values for inhibition of rat nNOS, bovine eNOS, and rat iNOS are 0.71, 0.78, and 5.8 μM, respectively.

Chemical Properties

yellow powder or Yellow orange solid soluble in DMSO.

Uses

7-nitroindazole is a specific inhibitor of neural nitric oxide synthase (nNOS), an enzyme that converts arginine to citrulline and nitric oxide (NO) in neuronal tissue. NO is a key player in the hippocampal long-term potentiation (LTP) and in general cell signaling.

Definition

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, a hemoprotein enzyme that, in neuronal tissue, converts arginine to citrulline and nitric oxide (NO).

Biological Activity

Sodium salt of the non-selective NOS inhibitor 7-nitroindazole (7-Nitroindazole).

Synthesis

570-24-1

2942-42-9

General procedure for the synthesis of 7-nitroindazole from 2-methyl-6-nitroaniline: To a stirred solution of 2-methyl-6-nitroaniline (10 g, 0.065 mol) in acetic acid (470 ml, 47 times the volume) was slowly added an aqueous solution (9 ml) of sodium nitrite (1.54 g, 0.06 mol, 1.1 equiv). The reaction mixture was stirred at room temperature for 30-45 min. The progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent 30% ethyl acetate/hexane, Rf=0.7). After completion of the reaction, acetic acid was removed by distillation under reduced pressure. The obtained residue was dissolved in ice water (200 ml), the precipitated solid was filtered, washed with cold water and dried under vacuum to afford the target product 7-nitroindazole as a yellow solid (10 g, 98% yield).

References

[1] Synlett, 2007, # 8, p. 1203 - 1206
[2] Patent: WO2010/127855, 2010, A1. Location in patent: Page/Page column 124; 125
[3] Archives of Pharmacal Research, 2018, vol. 41, # 1, p. 46 - 56
[4] European Journal of Medicinal Chemistry, 1986, vol. 21, # 4, p. 359 - 362
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 5, p. 339 - 345

7-Nitroindazole Preparation Products And Raw materials

Raw materials

Sodium nitrite Acetic acid 2-Methyl-6-nitroaniline

Preparation Products

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7-Nitroindazole Suppliers

Americas 1 Belgium 2 Canada 1 China 182 Europe 2 Germany 4 India 14 Japan 4 Russia 1 Switzerland 3 United Kingdom 12 United States 48 USA 1 Global 275

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View Lastest Price from 7-Nitroindazole manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 7-Nitroindazole 2942-42-9
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: 7-Nitroindazole 2942-42-9
Price: US $6.68/KG
Min. Order: 1KG
Purity: 97%-99%
Supply Ability: 1kg-1000kg
Release date: 2020-01-09

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2942-42-9

C7H4N3O2Na

Selective inhibitor of nitric oxide synthase from mouse brain.

Enzyme Inhibitors

Enzyme Inhibitors by Enzyme

Enzymes, Inhibitors, and Substrates

L to O

Nitric Oxide Synthase

Biochemicals and Reagents

BioChemical

Inhibitors

Nitric Oxide Reagents

Nitric Oxide

All Inhibitors

Indazoles

Heterocyclic Compounds

Signalling

Indoles and derivatives