158631
4′-Chloroacetanilide
97%
Synonym(s):
N-(4-Chlorophenyl)acetamide, Acetic acid 4-chloroanilide, NSC 40563, NSC 444
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About This Item
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Assay
97%
form
solid
mp
176-178 °C (lit.)
functional group
amide
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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General description
4′-Chloroacetanilide is the main impurity present in acetaminophen and has been quantitated by new high-performance liquid chromatography method using a mixed-mode reversed-phase/cation exchange stationary phase.
Application
<ul>
<li><strong>High-performance liquid chromatography (HPLC) method validation:</strong> 4 chloroacetanilide is used as an internal standard for isosorbide dinitrate in the assay of sustained-release tablets or capsules containing nitroglycerin, isosorbide dinitrate, or pentaerythritol tetranitrate by high-performance liquid chromatography (Gelber and Papas, 1983).</li>
</ul>
<li><strong>High-performance liquid chromatography (HPLC) method validation:</strong> 4 chloroacetanilide is used as an internal standard for isosorbide dinitrate in the assay of sustained-release tablets or capsules containing nitroglycerin, isosorbide dinitrate, or pentaerythritol tetranitrate by high-performance liquid chromatography (Gelber and Papas, 1983).</li>
</ul>
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
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
Clinical toxicology (Philadelphia, Pa.), 47(2), 132-136 (2008-07-09)
p-Chloroaniline is more potent at producing methemoglobin than aniline in animal models. This case highlights the clinical presentation of an inhalation exposure to p-chloroaniline and associated laboratory analysis. An in-vitro study evaluating the metabolism of p-chloroaniline in human hepatocytes was
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