Chemical Component Summary

NameN-(4-ethoxyphenyl)acetamide
Synonymsphenacetin
IdentifiersN-(4-ethoxyphenyl)ethanamide
FormulaC10 H13 N O2
Molecular Weight179.216
TypeNON-POLYMER
Isomeric SMILESCCOc1ccc(cc1)NC(=O)C
InChIInChI=1S/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12)
InChIKeyCPJSUEIXXCENMM-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count26
Chiral Atom Count0
Bond Count26
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB03783 
NamePhenacetin
Groups withdrawn
DescriptionPhenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy (damage to or disease of the kidney).
Synonyms
  • Acetphenetidin
  • Phenacetin
  • Acetophenetidine
  • Acetophenetidin
  • Fenacetina
IndicationUsed principally as an analgesic.
Categories
  • Acetanilides
  • Amides
  • Amines
  • Analgesics
  • Analgesics, Non-Narcotic
ATC-Code
  • N02BE73
  • N02BE03
  • N02BE53
CAS number62-44-2

Drug Targets

NameTarget SequencePharmacological ActionActions
Prostaglandin G/H synthase 1MSRSLLLWFLLFLLLLPPLPVLLADPGAPTPVNPCCYYPCQHQGICVRFG...unknown
Cytochrome P450 1A1MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...unknownsubstrate
Cytochrome P450 2A13MLASGLLLVTLLACLTVMVLMSVWRQRKSRGKLPPGPTPLPFIGNYLQLN...unknownsubstrate
Cytochrome P450 2A6MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN...unknownsubstrate
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 4754
ChEMBL CHEMBL16073
ChEBI CHEBI:8050
CCDC/CSD ZIMGUZ, ZIMHAG, PYRAZB21, PYRAZB22, BOPDUF, ZIMDEG, PHACHI10, PYRAZB10
COD 2209401, 1520185, 1520189