Skip to Content
Merck
All Photos(2)

Documents

N21804

Sigma-Aldrich

3-Nitrophenylhydrazine hydrochloride

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Jisun H J Lee et al.
Metabolites, 10(9) (2020-09-03)
Gut microbiota plays essential roles in maintaining gut homeostasis. The composition of gut microbes and their metabolites are altered in response to diet and remedial agents such as antibiotics. However, little is known about the effect of antibiotics on the
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service