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PHR1149

Acetaminophen Related Compound J

Name: Acetaminophen Related Compound J
Brand: SIAL

Pharmaceutical Secondary Standard; Certified Reference Material

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Synonym(s):

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

Linear Formula:

CH₃CONHC₆H₄Cl

CAS Number:

539-03-7

Molecular Weight:

169.61

Beilstein:

509638

EC Number:

208-707-8

MDL number:

MFCD00000612

PubChem Substance ID:

329823167

NACRES:

NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

300

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

mp

176-178 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

CC(=O)Nc1ccc(Cl)cc1

InChI

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

InChI key

GGUOCFNAWIODMF-UHFFFAOYSA-N

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Related Categories

Analytical Reference Standards

Certified Reference Materials

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, EP (PhEur) and BP primary standards, where they are available.

Other Notes

Values of analytes vary lot to lot.

Footnote

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.

Recommended products

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.

related product

Product No.

Description

Pricing

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Precautionary Statements

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

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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)

Validation thin layer chromatography for the determination of acetaminophen in tablets and comparison with a pharmacopeial method.

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

Generalized cytochrome P450-mediated oxidation and oxygenation reactions in aromatic substrates with activated N-H, O-H, C-H, or S-H substituents.

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

On-line reaction monitoring of lithiation of halogen substituted acetanilides via in situ calorimetry, ATR spectroscopy, and endoscopy.

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

Development of EPA method 535 for the determination of chloroacetanilide and other acetamide herbicide degradates in drinking water by solid-phase extraction and liquid chromatography/tandem mass spectrometry.

Jody A Shoemaker et al.

Journal of AOAC International, 89(1), 201-209 (2006-03-04)

U.S. Environmental Protection Agency (EPA) Method 535 has been developed in order to provide a method for the analysis of "Alachlor ESA and other acetanilide degradation products," which are listed on EPA's 1998 Drinking Water Contaminant Candidate List. Method 535

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