Acetaminophen (Synonyms: Paracetamol; 4-Acetamidophenol; 4'-Hydroxyacetanilide)

Name: Acetaminophen
Brand: MedChemExpress
SKU: HY-66005
Rating: 5.0 (69 reviews)

Cat. No.: HY-66005 Pureté: 99.97%: Fiche technique
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Acetaminophen (Paracetamol) is a selective cyclooxygenase-2 (COX-2) inhibitor with an IC₅₀ of 25.8 μM; is a widely used antipyretic and analgesic agent.. Acetaminophen is a potent hepatic N-acetyltransferase 2 (NAT2) inhibitor. Acetaminophen induces ferroptosis and leads to acute liver injury in mice model.

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CAS No. : 103-90-2

Size	Stock	Quantité
500 mg	En stock	Estimated Time of Arrival: December 31
5 g	En stock	Estimated Time of Arrival: December 31
10 g	En stock	Estimated Time of Arrival: December 31
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Based on 69 publication(s) in Google Scholar

Other Forms of Acetaminophen:

69 Publications Citing Use of MCE Acetaminophen

: Acetaminophen purchased from MedChemExpress. Usage Cited in: Molecules. 2018 Dec 29;24(1). pii: E110. [Abstract]; Western analysis of Nrf2 protein expression in L-02 cells with or without the treatment of APAP and SHK.

: Acetaminophen purchased from MedChemExpress. Usage Cited in: Molecules. 2018 Dec 29;24(1). pii: E110. [Abstract]; Western analysis of p-Akt protein expression in L-02 cells with or without the treatment of APAP and SHK.

: Acetaminophen purchased from MedChemExpress. Usage Cited in: Molecules. 2018 Dec 29;24(1). pii: E110. [Abstract]; Western analysis of p-Akt protein expression with or without the treatment of APAP.

: Acetaminophen purchased from MedChemExpress. Usage Cited in: Appl Microbiol Biotechnol. 2018 Feb;102(3):1443-1453. [Abstract]; Dihydroquercetin relieves APAP-induced necrosis and suppressed ERK/JNK stress responses. Western Blot analysis for phosphor-JNK1/2, β-Actin as a lading control.

: Acetaminophen purchased from MedChemExpress. Usage Cited in: Theranostics. 2017 Sep 26;7(17):4135-4148. [Abstract]; LiposIA inhibits ROS generation and prevents APAP-induced mitochondrial dysfunction in the liver. Immunoblot images of iNOS and p-JNK.

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Description

Acetaminophen (Paracetamol) is a selective cyclooxygenase-2 (COX-2) inhibitor with an IC₅₀ of 25.8 μM; is a widely used antipyretic and analgesic agent.^[1]^[2]^[3]. Acetaminophen is a potent hepatic N-acetyltransferase 2 (NAT2) inhibitor^[4]. Acetaminophen induces ferroptosis and leads to acute liver injury in mice model^[5].

IC₅₀ & Target^[1]

COX-2

25.8 μM (IC₅₀)

COX-1

113.7 μM (IC₅₀)

Cellular Effect

Cell Line	Type	Value	Description	References
HepG2	EC₅₀	594 3 Compound: ApAP, Paracetamol	Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay	[PMID: 24482730]
HepG2	EC₅₀	594 3 Compound: ApAP, Paracetamol	Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay	[PMID: 24482730]
RAW264.7	GI₅₀	1002 3 Compound: 6a	Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay	10.1039/C3MD00251A
RAW264.7	GI₅₀	1002 3 Compound: 6a	Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay	10.1039/C3MD00251A
Sf21	IC₅₀	>1 2 Compound: Acetaminophen	Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake	[PMID: 21965623]
Sf9	IC₅₀	200 3 Compound: Acetaminophen	Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay	[PMID: 27046190]
Sf9	IC₅₀	200 3 Compound: Acetaminophen	Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay	[PMID: 27046190]
HepG2	EC₅₀	594 3 Compound: ApAP, Paracetamol	Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay Cytotoxicity against human HepG2 cells assessed as intracellular ATP level after 24 hrs by luciferase reporter gene assay	[PMID: 24482730]
RAW264.7	GI₅₀	1002 3 Compound: 6a	Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay Cytotoxicity against mouse RAW264.7 cells assessed as growth inhibition after 48 hrs by trypan blue assay	10.1039/C3MD00251A
Sf21	IC₅₀	> 1000 3 Compound: Acetaminophen	Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake Inhibition of Sprague-Dawley rat Bsep expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake	[PMID: 21965623]
Sf21	IC₅₀	> 1000 3 Compound: Acetaminophen	Inhibition of human BSEP expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake Inhibition of human BSEP expressed in plasma membrane vesicles of Sf21 cells assessed as inhibition of ATP-dependent [3H]taurocholate uptake	[PMID: 21965623]
Sf9	IC₅₀	200 3 Compound: Acetaminophen	Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay Inhibition of human recombinant COX1 expressed in Sf9 cell microsomes assessed as reduction in conversion of arachidonic acid to PGE2 incubated for 5 mins by HTRF assay	[PMID: 27046190]

In Vitro

In vitro, acetaminophen elicites a 4.4-fold selectivity toward COX-2 inhibition (IC₅₀ 113.7 μM for COX-1; IC₅₀ 25.8 μM for COX-2). Following oral administration of the drug, maximal ex vivo inhibitions are 56% (COX-1) and 83% (COX-2). Acetaminophen plasma concentrations remaine above the in vitro IC₅₀ for COX-2 for at least 5 h postadministration. Ex vivo IC₅₀ values (COX-1: 105.2 μM; COX-2: 26.3 μM) of acetaminophen compared favorably with its in vitro IC₅₀ values. In contrast to previous concepts, acetaminophen inhibited COX-2 by more than 80%, i.e., to a degree comparable to nonsteroidal antiinflammatory drugs (NSAIDs) and selective COX-2 inhibitors. However, a >95% COX-1 blockade relevant for suppression of platelet function is not achieved^[1]. MTT assay shows that Acetaminophen (APAP) in a dose of 50 mM significantly (p<0.001) reduces cell viability to 61.5±6.65%. Interestingly, the significant (p<0.01) increase in cell viability to 79.7±2.47% is observed in the Acetaminophen/HV110 co-treated cells, compared to Acetaminophen treated cells^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

Administering Acetaminophen (250 mg/kg, orally; once) to the mice causes significant liver damage and necrosis of cells as evidenced by the elevated serum hepatic enzymes alanine aminotransferase (ALT), aminotransferase (AST), alkaline phosphatase (ALP), and gamma-glutamyl transferase (γGT) compared with normal group^[3].
Acetaminophen (300 mg/kg, i.p., single dose) induces ferroptosis, by enhancing levels of Fe2+ and malondialdehyde (MDA), and decreasing levels of glutathione (GSH) and glutathione peroxidase 4 (GPX4), and induces acut eliver injury in C57BL/6J mice model^[5].

Induction of liver disease model^[3]

Background

High doses of Acetaminophen lead to acute liver damage. At large doses of Acetaminophen, N-acetyl-p-benzoquinone imine (NAPQI) levels increase and may react with hepatic proteins, resulting in liver injury.

Specific Modeling Methods

Mice: Swiss mice • male • (30-40 g)
Administration: 250 mg/kg • p.o. • single dose

Note

(1) After 12?h of administration, serum samples and liver tissue were collected followed by biochemistry and histological analysis.
(2) Acetaminophen was dissolved in saline that contained 0.1% Tween 80 (HY-Y1891) solution.

Modeling Indicators

Gastric tissue macroscopic alterations: Showed prominent mucosal folds and severe erosion, pronounced ulceration and bleeding foci in the gastric mucosa.
Histopathological changes: Severe necrotic areas were visible in the APAP-treated group, characterized by large areas of necrosis with centrilobular vein congestion, presence of a dense and/or moderate polymorphonuclear infiltrate, and vacuolization of hepatocytes.
Biochemical changes: Caused significant liver damage and necrosis of cells as evidenced by the elevated serum hepatic enzymes ALT, AST, ALP, and γGT.

Opposite Product(s): Citral (HY-N7083)

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Acetaminophen induced liver injury in C57BL/6J mice^[5]
Dosage:	300 mg/kg
Administration:	i.p., single dose
Result:	Increased levels of MDA and Fe²⁺, decreased levels of GSH and GPX4. Destoryed the boundary plate, disordered the arrangement of hepatic cords, caused liver cells edema, tissue necrosis and inflammatory cells infiltration

Essai clinique

Masse moléculaire

151.16

Formule

C₈H₉NO₂

CAS No.

103-90-2

Appearance

Solid

Color

White to off-white

SMILES

O=C(C)NC1=CC=C(O)C=C1

Structure Classification

Initial Source

Endogenous metabolite

Livraison

Room temperature in continental US; may vary elsewhere.

Stockage

Store at room temperature 3 years

*The compound is unstable in solutions, freshly prepared is recommended.

Solvant et solubilité

In Vitro:

DMSO : 250 mg/mL (1653.88 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 10 mg/mL (66.16 mM; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	6.6155 mL	33.0775 mL	66.1551 mL
5 mM	1.3231 mL	6.6155 mL	13.2310 mL
10 mM	0.6616 mL	3.3078 mL	6.6155 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Calculateur de molarité
Calculateur de dilution

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

For the following dissolution methods, please prepare the working solution directly. It is recommended to prepare fresh solutions and use them promptly within a short period of time.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: PBS
Solubility: 6.67 mg/mL (44.13 mM); Clear solution; Need ultrasonic
Protocol 2

Add each solvent one by one: 50% PEG300 50% Saline
Solubility: 50 mg/mL (330.78 mM); Clear solution; Need ultrasonic
Protocol 3

Add each solvent one by one: 0.5% CMC-Na/saline water
Solubility: 10 mg/mL (66.16 mM); Suspended solution; Need ultrasonic
Protocol 4

Add each solvent one by one: 0.5% Tween-80 99.5% Saline
Solubility: 10 mg/mL (66.16 mM); Clear solution; Need ultrasonic

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

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(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Calculation results:

Working solution concentration: mg/mL

Pureté et documentation

Purity: 99.97%

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Fiche technique (283 KB) SDS (393 KB)

COA (245 KB) HNMR (130 KB) RP-HPLC (253 KB) MS (93 KB)

Instruction de manipulation (2659 KB)

Références

[1]. Hinz, B, et al. Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J, 2008. 22(2): p. 383-90. [Content Brief]

[2]. Miroslav Dinić, et al. Lactobacillus fermentum Postbiotic-induced Autophagy as Potential Approach for Treatment ofAcetaminophen Hepatotoxicity. Front Microbiol. 2017 Apr 6;8:594. [Content Brief]

[3]. Uchida NS, et al. Hepatoprotective Effect of Citral on Acetaminophen-Induced Liver Toxicity in Mice. Evid Based Complement Alternat Med. 2017;2017:1796209. [Content Brief]

[4]. Rothen JP, et al. Acetaminophen is an inhibitor of hepatic N-acetyltransferase 2 in vitro and in vivo. Pharmacogenetics. 1998 Dec;8(6):553-9. [Content Brief]

[5]. An Y, et al., Abietic acid inhibits acetaminophen-induced liver injury by alleviating inflammation and ferroptosis through regulating Nrf2/HO-1 axis. Int Immunopharmacol. 2023 May;118:110029. [Content Brief]

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. The compound is unstable in solutions, freshly prepared is recommended.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

H₂O / DMSO	1 mM	6.6155 mL	33.0775 mL	66.1551 mL	165.3877 mL
	5 mM	1.3231 mL	6.6155 mL	13.2310 mL	33.0775 mL
	10 mM	0.6616 mL	3.3078 mL	6.6155 mL	16.5388 mL
	15 mM	0.4410 mL	2.2052 mL	4.4103 mL	11.0258 mL
	20 mM	0.3308 mL	1.6539 mL	3.3078 mL	8.2694 mL
	25 mM	0.2646 mL	1.3231 mL	2.6462 mL	6.6155 mL
	30 mM	0.2205 mL	1.1026 mL	2.2052 mL	5.5129 mL
	40 mM	0.1654 mL	0.8269 mL	1.6539 mL	4.1347 mL
	50 mM	0.1323 mL	0.6616 mL	1.3231 mL	3.3078 mL
	60 mM	0.1103 mL	0.5513 mL	1.1026 mL	2.7565 mL
DMSO	80 mM	0.0827 mL	0.4135 mL	0.8269 mL	2.0673 mL
DMSO	100 mM	0.0662 mL	0.3308 mL	0.6616 mL	1.6539 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Acetaminophen Related Classifications

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Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Acetaminophen103-90-2Paracetamol 4-Acetamidophenol 4'-HydroxyacetanilideParasiteFerroptosisEnvironmental PollutantsBacterialEndogenous MetaboliteCOXHistone AcetyltransferaseEnvironmental ContaminantsCyclooxygenaseHATsHATInhibitorinhibitorinhibit

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Acetaminophen (Synonyms: Paracetamol; 4-Acetamidophenol; 4'-Hydroxyacetanilide)

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Other Forms of Acetaminophen:

Acetaminophen Related Antibodies

69 Publications Citing Use of MCE Acetaminophen

Recommandations en vedette

•Related Screening Libraries:

•Related Small Molecules:

•Related Proteins:

Voir tous les produits spécifiques à Isoform Parasite:

Voir tous les produits spécifiques à Isoform Endogenous Metabolite:

Voir tous les produits spécifiques à Isoform COX:

Voir tous les produits spécifiques à Isoform Histone Acetyltransferase:

Activité biologique

Pureté et documentation

Références

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Acetaminophen Related Antibodies

Calculateur de molarité

Calculateur de dilution

Complete Stock Solution Preparation Table

Acetaminophen Related Classifications

Keywords:

Vos produits récemment consultés:

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