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About This Item
Linear Formula:
CH3CONHC6H4OC2H5
CAS Number:
Molecular Weight:
179.22
Beilstein:
1869238
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
grade
pharmaceutical primary standard
API family
phenacetin
manufacturer/tradename
USP
mp
133-136 °C (lit.)
application(s)
pharmaceutical (small molecule)
format
neat
SMILES string
CCOc1ccc(NC(C)=O)cc1
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)
InChI key
CPJSUEIXXCENMM-UHFFFAOYSA-N
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General description
Phenacetin Melting Point Standard (Phenacetin) is a lipid-soluble drug with moderate solubility with aqueous solvents. Its oral absorption is based on formulation factors like particle size. Its major metabolic route is O-dealkylation to paracetamol and its minor pathways are deacetylation and hydroxylation to form pphenetidine, 2-hydroxyphenetidine, 2- and 3-hydroxyphenacetin and N-hydroxyphenacetin.
Application
Phenacetin Melting Point Standard USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia.
Biochem/physiol Actions
Substrate of CYP1A2 and CYP2D6.
Analysis Note
These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.
Other Notes
Sales restrictions may apply.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 1B
Storage Class Code
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
涉药品监管产品
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Kinetics and metabolism of paracetamol and phenacetin
Prescott, L.F.
British Journal of Clinical Pharmacology (1980)
[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)
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.
Analgesic nephropathy: a reassessment of the role of phenacetin and other analgesics.
L F Prescott
Drugs, 23(1-2), 75-149 (1982-01-01)
Phenacetin abuse: a review.
G Carro-Ciampi
Toxicology, 10(4), 311-339 (1978-08-01)
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