General
Preferred name
PHENACETIN
Synonyms
Percodan ()
Acetophenetidin ()
Fenidina ()
P-acetophenetidide ()
Phenacetine ()
Phenacetinum ()
Phenazetin ()
Phenacetin melting point standard ()
Kalmin ()
NSC-7651 ()
Fenacetina ()
Acetamide, n-(4-ethoxyphenol)- ()
P&D ID
PD001703
CAS
62-44-2
Tags
available
drug
First approval
1887
Drug indication
Pain
Analgesia
Drug Status
approved
withdrawn
Max Phase
4.0
Structure
Probe scores
P&D probe-likeness score
[[ v.score ]]%
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
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 This drug is rapidly metabolised to , (aka acetaminophen), so it is conceivable that some of its therapeutic activity is attributable this major metabolite. (GtoPdb)
DESCRIPTION Phenacetin (Acetophenetidin) is a non-opioid analgesic/antipyretic agent. Phenacetin is a selective COX-3 inhibitor. Phenacetin is used as probe of cytochrome P450 enzymes CYP1A2 in human liver microsomes and in rats[1][2][3].
PRICE 29
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 It is a pain-relieving and fever-reducing drug and was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy.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)
DESCRIPTION Phenacetin is an analytical reference standard that is classified as an adulterant. It is a prodrug of acetaminophen with analgesic and antipyretic effects. Phenacetin is no longer approved for analgesic use due to kidney toxicity and carcinogenic complications. (Enamine Bioactive Compounds)
DESCRIPTION Phenacetin (Acetophenetidin) is a phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. (TargetMol Bioactive Compound Library)
Compound Sets
22
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 Bioactive Compounds
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
External IDs
43
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)
Target
COX
COX-1
PTGS1
MOA
cyclooxygenase inhibitor
ATC
N02BE03
Toxicity type
carcinogenicity, renal
Pathway
Immunology/Inflammation
Neuroscience
Solubility
Slightly soluble in Chloroform, Methanol
Source data