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A7085

Sigma-Aldrich

Acetaminophen

BioXtra, ≥99.0%

Synonym(s):

4′-Hydroxyacetanilide, 4-Acetamidophenol, N-(4-Hydroxyphenyl)acetamide, N-Acetyl-4-aminophenol, APAP, Paracetamol

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100 G
1 260,00 kr
500 G
5 080,00 kr
1 KG
7 580,00 kr

1 260,00 kr


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100 G
1 260,00 kr
500 G
5 080,00 kr
1 KG
7 580,00 kr

About This Item

Linear Formula:
CH3CONHC6H4OH
CAS Number:
Molecular Weight:
151.16
Beilstein:
2208089
EC Number:
MDL number:
UNSPSC Code:
12352111
PubChem Substance ID:
NACRES:
NA.25
form:
powder
Assay:
≥99.0%

1 260,00 kr


Please contact Customer Service for Availability

Request a Bulk Order

product line

BioXtra

Quality Level

Assay

≥99.0%

form

powder

impurities

≤0.0005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

mp

168-172 °C (lit.)

solubility

ethanol: 0.5 M, clear, colorless

anion traces

chloride (Cl-): ≤0.05%
sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%
Ca: ≤0.0005%
Cu: ≤0.0005%
Fe: ≤0.0005%
K: ≤0.005%
Mg: ≤0.0005%
NH4+: ≤0.05%
Na: ≤0.005%
Pb: ≤0.001%
Zn: ≤0.0005%

SMILES string

CC(=O)Nc1ccc(O)cc1

InChI

1S/C8H9NO2/c1-6(10)9-7-2-4-8(11)5-3-7/h2-5,11H,1H3,(H,9,10)

InChI key

RZVAJINKPMORJF-UHFFFAOYSA-N

Gene Information

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General description

Acetaminophen or paracetamol is an analgesic and antipyretic.[1] It is however a weak non opioid analgesic.[2]

Application

Acetaminophen has been used:
  • as an anti-inflammatory drug to test its effect in lipid peroxidation in marine mussels[3]
  • to test its effect on neurite outgrowth in gamma-aminobutyric acid-ergic and glutamatergic neurons[4]
  • as a hepatocellular injury inducing agent in mice[5]

Analgesic.

Biochem/physiol Actions

Acetaminophen or paracetamol is an inhibitor of prostaglandin synthesis. It is complexed with arachidonic acid in central nervous system resulting in the formation of N-arachidonoylphentolamine, which is essential for the activation of cannabinoid receptor.[1] Acetaminophen is metabolized to toxic N-acetyl-p-benzoquinone imine. Paracetamol is prescribed for osteoarthritis pain and inhibits cyclooxygenase 1 and 2 activities.[6] It is metabolized by the cytochrome P450 enzymes in liver and is implicated in liver toxicity.[2]

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

364.3 °F - Pensky-Martens closed cup

Flash Point(C)

184.6 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Paracetamol: mechanisms and updates
Sharma CV and Mehta V
Continuing education in anaesthesia, critical care & pain, 14(4), 153-158 (2013)
Interactions between Acetaminophen and Phytotherapies: Overview for the Rational Use of Phytotherapics
Ribeiro J, et al.
Journal of Natural Product and Plant Resources, 8(3), 1-14 (2018)
Early detection of acute druginduced liver injury in mice by non-invasive NIR fluorescence imaging
Vasquez KO and Peterson JD
Journal of Pharmacology and Experimental Therapeutics, 1(4), 23-23 (2017)
Effects on feeding rate and biomarker responses of marine mussels experimentally exposed to propranolol and acetaminophen
Sole M, et al.
Analytical and Bioanalytical Chemistry, 396(2), 649-656 (2010)
Comparative Sensitivity of Human-Induced Pluripotent Stem Cell-Derived Neuronal Subtypes to Chemically Induced Neurodegeneration
Cohen JD and Tanaka Y
Applied In Vitro Toxicology, 4(4), 347-364 (2018)

Questions

1–2 of 2 Questions  
  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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