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MilliporeSigma

1514008

USP

Phenacetin Melting Point Standard

United States Pharmacopeia (USP) Reference Standard

Sinónimos:

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

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About This Item

Fórmula lineal:
CH3CONHC6H4OC2H5
Número de CAS:
Peso molecular:
179.22
Beilstein/REAXYS Number:
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.

pictograms

Health hazardExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Los clientes también vieron

Kinetics and metabolism of paracetamol and phenacetin
Prescott, L.F.
British Journal of Clinical Pharmacology (1980)
V M Buckalew
American journal of kidney diseases : the official journal of the National Kidney Foundation, 28(1 Suppl 1), S7-13 (1996-07-01)
Six epidemiologic studies in the United States and Europe indicate that habitual use of phenacetin is associated with the development of chronic renal failure and end-stage renal disease (ESRD), with a relative risk in the range of 4 to 19.
J A Hinson
Environmental health perspectives, 49, 71-79 (1983-03-01)
Phenacetin can be metabolized to reactive metabolites by a variety of mechanisms. (1) Phenacetin can be N-hydroxylated, and the resulting N-hydroxyphenacetin can be sulfated or glucuronidated. Whereas phenacetin N-O sulfate immediately rearranges to form a reactive metabolite which may covalently
Phenacetin abuse: a review.
G Carro-Ciampi
Toxicology, 10(4), 311-339 (1978-08-01)
L F Prescott
British journal of clinical pharmacology, 10 Suppl 2, 291S-298S (1980-10-01)
1 The rate of absorption of oral paracetamol depends on the rate of gastric emptying and is usually rapid and complete. The mean systemic availability is about 75%. 2 Paracetamol is extensively metabolized and the plasma half-life is 1.5-2.5 hours.

Protocolos

US EPA Method 8270 (Appendix IX): GC Analysis of Semivolatiles on Equity®-5 (30 m x 0.25 mm I.D., 0.50 μm)

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