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Safety Information

N21804

Sigma-Aldrich

3-Nitrophenylhydrazine hydrochloride

98%

Synonym(s):

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

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About This Item

Linear Formula:
O2NC6H4NHNH2 · HCl
CAS Number:
636-95-3
Molecular Weight:
189.60
EC Number:
211-270-6
MDL number:
MFCD00012939
UNSPSC Code:
12352100
PubChem Substance ID:
24897354
NACRES:
NA.22

Quality Level

100

Assay

98%

form

powder

mp

210 °C (dec.) (lit.)

SMILES string

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

InChI key

BKOYKMLGFFASBG-UHFFFAOYSA-N

General description

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>

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 5: Self-reactive substances
Materials containing Hydrazine derivatives
Hazardous rank I
1st self-reactive materials

JAN Code

N21804-1KG:
N21804-VAR:
N21804-5G:
N21804-BULK:
N21804-250G:
N21804-25G:

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Certificates of Analysis (COA)

Lot/Batch Number
STBL4099
STBL1561
STBL1699
STBK8526
STBK7149

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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)
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
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)
Michele Dei Cas et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1154, 121982-121982 (2020-08-31)
Short and medium fatty acids derived from either dietary sources, gut microbiota, and liver production might play a role in the modulation of metabolism and inflammation. The outcome of different autoimmune or inflammatory diseases could be related to microbiota composition
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