General
Preferred name
PHENACETIN
Synonyms
Percodan ()
Acetophenetidin ()
Acetamide, n-(4-ethoxyphenol)- ()
Acetphenetidin ()
Phenazetin ()
NSC-7651 ()
Kalmin ()
P-acetophenetidide ()
Fenidina ()
Phenacetinum ()
Phenacetin melting point standard ()
P&D ID
PD001703
CAS
62-44-2
Tags
natural product
drug
available
First approval
1887
Drug indication
Analgesia
Drug Status
withdrawn
approved
Max Phase
4.0
Probe control
Probe control not defined
Orthogonal probes
0
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
DESCRIPTION
This drug is rapidly metabolised to , (aka acetaminophen), so it is conceivable that some of its therapeutic activity is attributable this major metabolite.
(GtoPdb)
PHARMACODYNAMICS
Phenacetin was the first NSAID and fever reducer to go on the market. It acts as an analgesic at the spinal cord as well as a negative inotrope at the heart. It can be used to treat subacute rheumatoid arthritis, intercostal neuralgia, and ataxias.
DESCRIPTION
Phenacetin is a non-opioid analgesic without anti-inflammatory properties. It is a pain-relieving and fever-reducing drug and was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy. Phenacetin has been linked to renal papillary necrosis in human beings.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
21
AdooQ Bioactive Compound Library
BOC Sciences Bioactive Compounds
Cayman Chemical Bioactives
ChEMBL Approved Drugs
ChEMBL Drugs
Drug Repurposing Hub
DrugBank
DrugCentral
DrugCentral Approved Drugs
DrugMAP
DrugMatrix
Enamine BioReference Compounds
Guide to Pharmacology
MedChem Express Bioactive Compound Library
NPC Screening Collection
Prestwick Chemical Library
ReFrame library
Selleckchem Bioactive Compound Library
TargetMol Bioactive Compound Library
The Spectrum Collection
Withdrawn 2.0
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
41
Properties
(calculated by RDKit )
Molecular Weight
179.09
Hydrogen Bond Acceptors
2
Hydrogen Bond Donors
1
Rotatable Bonds
3
Ring Count
1
Aromatic Ring Count
1
cLogP
2.04
TPSA
38.33
Fraction CSP3
0.3
Chiral centers
0.0
Largest ring
6.0
QED
0.77
Structural alerts
0
No structural alerts detected
Custom attributes
(extracted from source data)
Pathway
Immunology/Inflammation
Neuroscience
Target
COX-1
PTGS1
COX
MOA
cyclooxygenase inhibitor
ATC
N02BE03
Toxicity type
carcinogenicity, renal
Solubility
Slightly soluble in Chloroform, Methanol
Source data