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PHR1149

Acetaminophen Related Compound J

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

4′-Chloroacetanilide, N-(4-Chlorophenyl)acetamide, Acetic acid 4-chloroanilide, NSC 40563, NSC 444

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About This Item

Linear Formula:
CH3CONHC6H4Cl
CAS Number:
539-03-7
Molecular Weight:
169.61
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329823167
EC Number:
208-707-8
Beilstein/REAXYS Number:
509638
MDL number:
MFCD00000612

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InChI key

GGUOCFNAWIODMF-UHFFFAOYSA-N

InChI

1S/C8H8ClNO/c1-6(11)10-8-4-2-7(9)3-5-8/h2-5H,1H3,(H,10,11)

SMILES string

CC(=O)Nc1ccc(Cl)cc1

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. Y0001945, traceable to USP 1003100

API family

paracetamol, acetaminophen

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

Quality Level

300

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

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General description

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

It is an impurity of the widely used antipyretic and analgesic drug acetaminophen, also known as paracetamol.

Application

This pharmaceutical secondary standard can also be used as follows:

  • Separation and estimation of acetaminophen and its process impurities in commercial acetaminophen tablets using high-performance liquid chromatography (HPLC)
  • Development and validation of HPLC-based stability indicating method for the determination of acetaminophen, chlorpheniramine maleate, and their possible degradation products in an over-the-counter syrup formulation
  • Detection and quantification of paracetamol, phenylephrine hydrochloride, and paracetamol impurities in pharmaceutical formulations using four chemometric-based spectrophotometric methods
  • Impurity analysis of a combined suppository dosage form of paracetamol, codeine phosphate hemihydrate, and pitophenone hydrochloride using ion-pair reversed-phase liquid chromatography in combination with UV detection
  • Development of a thin-layer chromatography method combined with densitometry for the separation of acetaminophen and its related impurities from commercial dosage forms

Analysis Note

These secondary standards offer multi-traceability to the USP and EP (PhEur) primary standards, where they are available.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
To see an example of a Certificate of Analysis for this material enter LRAC0397 in the slot below. This is an example certificate only and may not be the lot that you receive.
Values of analytes vary lot to lot.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

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Alina Pyka et al.
BioMed research international, 2013, 545703-545703 (2013-09-26)
Adsorption thin layer chromatography (NP-TLC) with densitometry has been established for the identification and the quantification of acetaminophen in three leading commercial products of pharmaceutical tablets coded as brand: P1 (Product no. 1), P2 (Product no. 2), and P3 (Product
Simultaneous Estimation of Acetaminophen, Chlorpheniramine Maleate, Methyl Paraben, Propyl Paraben, Sodium Benzoate and Related Impurities in Over-the-Counter Syrup Formulation
Palakurthi AK and Dongala T
Pharmaceutical Chemistry Journal, 1-7 (2022)
L Koymans et al.
Xenobiotica; the fate of foreign compounds in biological systems, 23(6), 633-648 (1993-06-01)
1. The general mechanism of metabolic oxidation of substrates by cytochromes P450 (P450s) appears to consist of sequential one-electron oxidation steps rather than of a single concerted transfer of activated oxygen species from P450 to substrates. 2. In case of
Tamas A Godany et al.
Chimia, 65(4), 253-255 (2011-06-18)
Lithiation of N-(4-chlorophenyl)-pivalamide (NCP) and two additional substituted acetanilides: 4-fluoroacetanilide (4-F) and 4-chloroacetanilide (4-Cl) has been monitored by means of calorimetry, on-line ATR-IR and UV/vis spectroscopy and endoscopy. The combined on-line monitoring revealed the differences between the reaction paths of
Octavian Călinescu et al.
Journal of chromatographic science, 50(4), 335-342 (2012-03-13)
Determination of acetaminophen and its main impurities: 4-nitrophenol, 4'-chloroacetanilide, as well as 4-aminophenol and its degradation products, p-benzoquinone and hydroquinone has been developed and validated by a new high-performance liquid chromatography method. Chromatographic separation has been obtained on a Hypersil
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