Acetamidophenol acetaminophen

Hydroxyacetanilide. This derivative (21), also known as 4-acetamidophenol, acetaminophen, or paracetamol, forms large white monoclinic prisms from water. The compound is odorless and has a bitter taste. 4-Hydroxyacetani1 ide is insoluble in petroleum ether, pentane, and ben2ene slightly soluble in diethyl ether and cold water and soluble in hot water, alcohols, dimethylformamide, 1,2-dichloroethane, acetone, and ethyl acetate. The dissociation constant, pfC, is 9.5 (25°C). 

SYNS ABENSANIL ACAMOL ACETAGESIC ACETALGIN p-ACETAMIDOPHENOL 4-ACETAMIDOPHENOL ACETAMINOPHEN p-ACETAMINOPHENOL N-ACETYL-p-AMINOPHENOL... 

CAS 103-90-2 EINECS/ELINCS 203-157-5 Synonyms 4-Acetamidophenol p-Acetamidophenol Acetaminophen p-Acetaminophenol N-Acetyl-4-aminophenol APAP 4-Hydroxyacetanilide p-Hydroxyacetanilide 4-Hydroxyphenylacetamide N-(4-Hydroxyphenyl) acetamide Paracetamol... 

Fountoulakis M et al. Two-dimensional database of mouse liver proteins changes in hepatic protein levels following treatment with acetaminophen or its nontoxic regioisomer 3-acetamidophenol. Electrophoresis 2000 21 2148-2161. 

The reaction of the lipid-regulator gemfibrozil with free chlorine yielded four chlorinated derivatives of this compound [94]. Chlorination of acetaminophen (paracetamol) generated 11 discernible DBFs, including the toxic compounds 1,4-benzoquinone and A-acetyl-p-benzoquinone imine and two ring chlorination products, chloro-4-acetamidophenol and dichloro -acetamidophenol [95]. 

Fountoulakis, M., Bemdt, R, Boelsterli, U.S., Crameri, F., Winter, M., Albertini, S., and Suter, L., Two-dimensional database of mouse liver proteins changes in hepatic protein levels following treatment with acetaminophen or its nontoxic regioisomer 3-acetamidophenol, Electrophoresis 21, 2148-2161, 2000. 

Synonyms APAP 4 -Hydroxyacetanilide p-Hy-droxyacetanilide Acetamide N-(4-hydroxyphenyl) N-Acetyl-p-aminophenol N-Acetyl-p-aminophe-nol p-Acetamidophenol 4-Acetamidophenol 4-Acetaminophenol Paracetamol Tylenol Chemical/Pharmaceutical/Other Class Acetaminophen is a synthetic nonopioid congener of acetanilide in the p-aminophenol class Chemical Eormula C8H9NO2... 

Acetaminophen Acetanilide, methyl p-hydroxybenzoate, p-acetoamidobenzoic acid, o-acetamidophenol, m-acetamidophenol , p-acetoxyacetanilide ... 

In order to avoid citation of difficult chemical names, generic names came into being. However, in the beginning different names were independently assigned to the same substance in different countries. For example, not everybody would know that acetaminophen, 7V-(4-hydroxyphe-nyl)acetamide, 4 -hydroxyacetanilide, p-acetamidophenol, A -acetyl-p-aminophenol, acetomenophen and paracetamol are the same substance (see Fig. 41.2). 

Toward understanding the mechanistic action of toxicology using 2DE, Foun-toulakis et al. showed the hepatotoxic effects of paracetamol (acetaminophen) overdose in human and rodent liver [74]. They found that the expression of 35 proteins was altered after treatment with paracetamol or its nontoxic regioisomer 3-acetamidophenol. Paracetamol selectively increases or decreases the phosphorylation state of proteins. This effect translates to a decrease in protein phosphatase activity [80]. The control of cellular functions of cells may be lost as a result of the dephosphorylation of certain regulatory proteins due to paracetamol overdose. 

Preparation of acetaminophen involves treating an amine with an acid anhydride to form an amide. In this case, p-aminophenol, the amine, is treated with acetic anhydride to form acetaminophen (p-acetamidophenol), the amide. 

Me ether see 4 Methoxyaniline, M-00073 Et ether see 4-Ethoxy aniline, E-0005I N- c.- [103-90-2]. 4-Hydroxy acetanilide. 4-Acetamidophenol. F -(4 Hydroxyphenyl)acetamide. Acetaminophen, USAN. Paracetamol, BAN, INN. Panadol. Tramil. Hedex. Numerous proprietary names CgHpNOj M 151.165... 

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