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Merck
CN

44207

Phenacetin

Melting point standard, pharmaceutical secondary standard; traceable to USP

Synonym(s):

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

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About This Item

Linear Formula:
CH3CONHC6H4OC2H5
CAS Number:
Molecular Weight:
179.22
EC Number:
200-533-0
UNSPSC Code:
41116000
MDL number:
Beilstein/REAXYS Number:
1869238
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agency

traceable to USP 1514008

mp

133-136 °C

application(s)

forensics and toxicology
pharmaceutical (small molecule)

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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Biochem/physiol Actions

Substrate of CYP1A2 and CYP2D6.

Regulatory Information

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Bernardo B Palma et al.
Pharmacogenetics and genomics, 23(2), 41-52 (2013-01-09)
Interindividual variability in cytochrome P450 (CYP)-mediated xenobiotic metabolism is extensive. CYP metabolism requires two electrons, which can be donated by NADPH cytochrome P450 oxidoreductase (CYPOR) and/or cytochrome b5 (b5). Although substantial number of studies have reported on the function and
Zhe Liu et al.
The Journal of surgical research, 175(2), e61-e66 (2012-02-22)
Mortality of liver resection is as high as 3.1% to 25% in patients with chronic liver disease. Evaluation of hepatic functional reserve is critical for the prediction of risk of postoperation death. Phenacetin O-deethylation is a marker reaction of cytochrome
Tomonori Kamei et al.
Journal of biomedicine & biotechnology, 2012, 715928-715928 (2012-07-11)
A simple and robust method using high-performance liquid chromatography with UV detection was developed and validated for the determination of six pyrrole-imidazole (PI) polyamides (HN.49, TGF-β1f, TGF-β1t, HN.50f, HN.50t, and LOX-1) in rat plasma. After the plasma proteins were precipitated
Xin Wang et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 19(3-4), 348-354 (2011-11-08)
Danshen (Salvia miltiorrhiza Bunge) as a famous Traditional Chinese medicine is widely used in the treatment of cardiovascular and cerebrovascular diseases in the world. Danshen tincture (DT), extracted from Danshen root with a mixture of water and alcohol, is a
Yuki Kobayashi et al.
Drug metabolism and disposition: the biological fate of chemicals, 40(4), 671-679 (2011-12-31)
Human arylacetamide deacetylase (AADAC) is a major esterase responsible for the hydrolysis of clinical drugs such as flutamide, phenacetin, and rifampicin. Thus, AADAC is considered to be a relevant enzyme in preclinical drug development, but there is little information about

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