Acetaminophen (Paracetamol; APAP)

Alias: 4''-Hydroxyacetanilide; 4-Acetamidophenol; Paracetamol, Tylenol;Acetaminophen; Tylenol; 4-Acetamidophenol; APAP; 4''-Hydroxyacetanilide; NSC 3991; NSC 109028; Paracetamol.
Cat No.:V1043 Purity: ≥98%
Acetaminophen (APAP; NSC-3991; NSC-109028; Paracetamol, Tylenol; 4-Hydroxyacetanilide; 4-Acetamidophenol),a pain reliever and a fever reducer,is a potent and non-selective COX inhibitor with IC50s of 113.7 μM and 25.8 μM for COX-1 and COX-2, respectively.
Acetaminophen (Paracetamol; APAP) Chemical Structure CAS No.: 103-90-2
Product category: COX
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: ≥98%

Purity: ≥98%

Product Description

Acetaminophen (APAP; NSC-3991; NSC-109028; Paracetamol, Tylenol; 4'-Hydroxyacetanilide; 4-Acetamidophenol), a pain reliever and a fever reducer, is a potent and non-selective COX inhibitor with IC50s of 113.7 μM and 25.8 μM for COX-1 and COX-2, respectively. Acetaminophen demonstrates selective toxicity towards melanoma cells, such as SK-MEL-28, MeWo, SK-MEL-5, B16-F0 and B16-F10, with IC50 of 100 μM, and shows no significant toxicity towards BJ, Saos-2, SW-620, and PC-3 non-melanoma cells.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Acetaminophen inhibits COX-2 in vitro with a selectivity that is 4.4 times greater than that of COX-1 (IC50 of 113.7 μM for COX-1 and 25.8 μM for COX-2). The maximum ex vivo inhibitions after oral medication treatment are 56% (COX-1) and 83% (COX-2). For at least five hours after injection, acetaminophen plasma concentrations stay above the in vitro IC50 for COX-2. Acetaminophen's ex vivo IC50 values (COX-1: 105.2 μM; COX-2: 26.3 μM) compared well to its in vitro IC50 values. Unlike other theories, acetaminophen inhibited COX-2 by over 80%, meaning that it did so to an extent that was similar to that of selective COX-2 inhibitors and nonsteroidal anti-inflammatory medications (NSAIDs). It is not possible to establish a >95% COX-1 blockage, which is necessary to inhibit platelet function[1]. Acetaminophen (APAP) at a dose of 50 mM significantly (p<0.001) lowers cell viability to 61.5±6.65%, according to the MTT assay. It's interesting to note that, when comparing Acetaminophen/HV110 co-treated cells to Acetaminophen-treated cells, there is a significant (p<0.01) increase in cell viability to 79.7±2.47%[2].
ln Vivo
In animal modeling, acetaminophen can be used to create a mouse model of acute liver damage.
Animal Protocol
Dissolved in DMSO and diluted to a final concentration 20 mg/mL in aqueous solutions; 350 mg/kg; p.o. administration
B6C3F1 mice
References
FASEB J.2008 Feb;22(2):383-90;J Pharm Sci.2009 Apr;98(4):1409-25.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H9NO2
Molecular Weight
151.16
CAS #
103-90-2
Related CAS #
Acetaminophen;103-90-2
SMILES
O([H])C1C([H])=C([H])C(=C([H])C=1[H])N([H])C(C([H])([H])[H])=O
InChi Key
RZVAJINKPMORJF-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)
Chemical Name
Acetamide, N-(4-hydroxyphenyl)-
Synonyms
4''-Hydroxyacetanilide; 4-Acetamidophenol; Paracetamol, Tylenol;Acetaminophen; Tylenol; 4-Acetamidophenol; APAP; 4''-Hydroxyacetanilide; NSC 3991; NSC 109028; Paracetamol.
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 30 mg/mL (198.5 mM)
Water: 13 mg/mL (86.0 mM)
Ethanol:30 mg/mL (198.5 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 6.67 mg/mL (44.13 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

Solubility in Formulation 2: 10 mg/mL (66.16 mM) in 0.5% CMC-Na/saline water (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

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Solubility in Formulation 3: 10 mg/mL (66.16 mM) in saline 0.5% Tween-80 (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 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

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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