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MilliporeSigma

77440

Phenacetin

≥98.0% (HPLC)

Phenacetin
1 of 1 reviewers took part in a promotion

Synonym(s):

1-Acetyl-p-phenetidin, 4′-Ethoxyacetanilide, N-(4-Ethoxyphenyl)acetamide, p-Acetophenetidide, Acetophenetidin

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50 G

$51.70

250 G

$99.40

1 KG

$327.00

$51.70


Estimated to ship onMay 25, 2026Details


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About This Item

Linear Formula:
CH3CONHC6H4OC2H5
CAS Number:
Molecular Weight:
179.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-533-0
Beilstein/REAXYS Number:
1869238
MDL number:
Assay:
≥98.0% (HPLC)
Form:
crystals

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InChI key

CPJSUEIXXCENMM-UHFFFAOYSA-N

InChI

1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)

SMILES string

CCOc1ccc(NC(C)=O)cc1

assay

≥98.0% (HPLC)

form

crystals

Quality Level

mp

134-137 °C

functional group

amide

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Show Differences

1 of 4

This Item
100528P14815A7300
assay

≥98.0% (HPLC)

assay

99%

assay

98%

assay

-

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

form

crystals

form

solid

form

-

form

solid

mp

133-136 °C (lit.)

mp

164-167 °C (lit.)

mp

2-5 °C (lit.)

mp

-

functional group

amide

functional group

amide

functional group

-

functional group

-

Application

Phenacetin (phen) can be used to synthesize the charge-transfer (CT) complex [(phen)(TCNE)12] by reacting with tetracyanoethylene (TCNE) in dichloromethane.[1]

Biochem/physiol Actions

Substrate of CYP1A2 and CYP2D6.

signalword

Danger

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Muta. 2 - Skin Sens. 1 - Water-react. 2

Storage Class

4.3 - Hazardous materials which set free flammable gases upon contact with water


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Spectroscopic investigation of the novel charge-transfer complex [(phen)(TCNE)12] formed in the reaction of phenacetin with tetracyanoethylene.
AlQaradawi SY and Nour EM
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 62(1-3), 578-581 (2005)
S P Clissold
Drugs, 32 Suppl 4, 46-59 (1986-01-01)
Since their synthesis in the late 1800s paracetamol (acetaminophen) and phenacetin have followed divergent pathways with regard to their popularity as mild analgesic/antipyretic drugs. Initially, paracetamol was discarded in favour of phenacetin because the latter drug was supposedly less toxic.
[Phenacetin abuse I. Occurrence, per capita consumption and costs of treatment].
M J Mihatsch et al.
Schweizerische medizinische Wochenschrift, 110(4), 108-115 (1980-01-28)
Analgesic nephropathy: a reassessment of the role of phenacetin and other analgesics.
L F Prescott
Drugs, 23(1-2), 75-149 (1982-01-01)
Heloisa N Bordallo et al.
Molecular pharmaceutics, 9(9), 2434-2441 (2012-07-25)
This study centers on the use of inelastic neutron scattering as an alternative tool for physical characterization of solid pharmaceutical drugs. On the basis of such approach, relaxation processes in the pharmaceutical compound phenacetin (p-ethoxyacetanilide, C(10)H(13)NO(2)) were evidenced on heating

Questions

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  1. 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/418/501/product-dating-information-06-25-mk.pdf

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  2. 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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