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N21804

Sigma-Aldrich

3-Nitrophenylhydrazine hydrochloride

98%

Synonyme(s) :

(3-Nitrophenyl)hydrazine hydrochloride, 1-(3-Nitrophenyl)hydrazine hydrochloride, 3-Nitrophenylhydrazine monohydrochloride, m-Nitrophenylhydrazine hydrochloride

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About This Item

Formule linéaire :
O2NC6H4NHNH2 · HCl
Numéro CAS:
636-95-3
Poids moléculaire :
189.60
Numéro CE :
211-270-6
Numéro MDL:
MFCD00012939
Code UNSPSC :
12352100
ID de substance PubChem :
24897354
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

98%

Forme

powder

Pf

210 °C (dec.) (lit.)

Chaîne SMILES 

Cl.NNc1cccc(c1)[N+]([O-])=O

InChI

1S/C6H7N3O2.ClH/c7-8-5-2-1-3-6(4-5)9(10)11;/h1-4,8H,7H2;1H

Clé InChI

BKOYKMLGFFASBG-UHFFFAOYSA-N

Description générale

3-Nitrophenylhydrazine (3-NPH) is a derivatizing reagent used for the derivatization of carboxyl- and carbonyl-containing metabolites. This compound is also used as a high-efficiency chemical isotope-labeling reagent. Additionally, 3-nitrophenylhydrazine undergoes a condensation reaction with substituted benzaldehydes resulting in the formation of a series of ten substituted (E)-1-benzylidene-2-(3-nitrophenyl) hydrazine compounds.

Application

<ul>
<li><strong>Derivatization agent in analytical chemistry:</strong> 3-Nitrophenylhydrazine hydrochloride is employed as a derivatization agent for the determination of gamma-Hydroxybutyric acid in biological samples infected with Herpes Simplex Virus-Type 1, utilizing LC-MRM-MS techniques, providing enhanced detection capabilities in forensic and clinical toxicology (Osinaga et al., 2022).</li>
<li><strong>Residual analysis in pharmaceutical formulations:</strong> This compound is also used for the quantitative analysis of residual 4-nitrobenzaldehyde in chloramphenicol and its pharmaceutical formulations, employing HPLC with UV/Vis detection after derivatization with 3-nitrophenylhydrazine, offering a reliable method for ensuring the purity and safety of pharmaceutical products (Luo et al., 2018).</li>
<li><strong>Forensic application in decomposition analysis:</strong> Used to derivatized the blood samples collected at the time of forensic autopsy (Matoba et al., 2022).</li>
</ul>

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Classification des risques

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Lin-Xiu Guo et al.
Molecules (Basel, Switzerland), 25(23) (2020-12-10)
Short-chain fatty acids (SCFAs) are the main microbial fermentation products from dietary fibers in the colon, and it has been speculated that they play a key role in keeping healthy in the whole-body. However, differences in SCFAs concentration in the
François-Xavier Danlos et al.
Cell death & disease, 12(3), 258-258 (2021-03-13)
The circulating metabolome provides a snapshot of the physiological state of the organism responding to pathogenic challenges. Here we report alterations in the plasma metabolome reflecting the clinical presentation of COVID-19 patients with mild (ambulatory) diseases, moderate disease (radiologically confirmed
Derivatization of N-acyl glycines by 3-nitrophenylhydrazine for targeted metabolomics analysis and their application to the study of diabetes progression in mice
Xiang, Li and Ru, et al.
Analytical Chemistry, 95, 2183-2191 (2023)
Isotope-labeling derivatization with 3-nitrophenylhydrazine for LC/multiple-reaction monitoring-mass-spectrometry-based quantitation of carnitines in dried blood spots
Han, Jun and Higgins, et al.
Analytica Chimica Acta, 1037, 177-187 (2018)
Judith Schenz et al.
Shock (Augusta, Ga.), 53(1), 5-15 (2019-11-19)
Sepsis is a complex host response triggered by an infection, with the patient's immune system between hyper- and hypo-responsiveness being the main reason for the syndromes' development and propagation. Studies conducted in peripheral blood mononuclear cells uncovered an association between
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