Helen Frankenthaler Foundation

3-Hydroxy-5-[2-(4-methoxyphenyl)ethenyl]phenyl β-D-glucopyranoside CAS NO.65830-63-9

Phenacetin Drug Information

Phenacetin

Chemistry

Also known as: N-(4-ethoxyphenyl)acetamide, 62-44-2, Acetophenetidin, Acetphenetidin, Acetophenetidine, Acetophenetin

PropertyValue
Molecular FormulaC10H13NO2
Molecular Weight179.22 g/mol
InChI KeyCPJSUEIXXCENMM-UHFFFAOYSA-N
FDA UNIIER0CTH01H9

A phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. (From Smith and Reynard, Textbook of Pharmacology,1991, p431)

Identification

Computed Descriptors
IUPAC Name

N-(4-ethoxyphenyl)acetamide

InChI

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

Canonical SMILES

CCOC1=CC=C(C=C1)NC(=O)C

Other Identifiers
UNII

ER0CTH01H9

Synonyms
MeSH Synonyms
  • Acetophenetidin
Depositor-Supplied Synonyms
  • N-(4-ethoxyphenyl)acetamide
  • 62-44-2
  • Acetophenetidin
  • Acetphenetidin
  • Acetophenetidine
  • Acetophenetin
  • Phenacetine
  • P-acetophenetidide
  • Phenazetin
  • Achrocidin
  • Phenacetinum
  • Fenidina
  • Kalmin
  • 4'-ethoxyacetanilide
  • Contradouleur
  • Codempiral
  • Commotional
  • Contradol
  • 4-ethoxyacetanilide
  • Acetamide, N-(4-ethoxyphenyl)-
  • P-acetophenetidine
  • Fenacetina
  • Pertonal
  • Phenacet
  • Phenacitin
  • Phenedina
  • Phenidin
  • Pyraphen
  • Fenina
  • P-ethoxyacetanilide
  • Phenin
  • P-acetophenetide
  • P-acetphenetidin
  • Phenazetina
  • Tetracydin
  • Clistanal
  • Coriforte
  • Daprisal
  • Dasikon
  • Dolostop
  • Edrisal
  • Empiral
  • Emprazil
  • Epragen
  • Fortacyl
  • Gelonida
  • Gewodin
  • Helvagit
  • Hocophen
  • Melabon
  • Melaforte
  • Pamprin
  • Paramette
  • Paratodol
  • Phenodyne
  • Pyrroxate
  • Quadronal
  • Salgydal
  • Sanalgine
  • Saridon
  • Seranex
  • Sinedal
  • Sinubid
  • Sinutab
  • Stellacyl
  • Synalogos
  • Treupel
  • Veganine
  • Anapac
  • Fenia
  • Malex
  • Tacol
  • Viden
  • Xaril
  • Acetylphenetidin
  • Para-phenacetin
  • Bromo Seltzer
  • Kafa
  • Phenaphen Plus
  • Robaxisal-ph
  • Aceto-4-phenetidine
  • Citra-fort
  • Super Anahist
  • Dasin Ch
  • Emprazil-c
  • Acet-p-phenalide
  • Coryban-d
  • Paracetophenetidin
  • Hjorton's Powder
  • Acet-p-phenetidin
  • Thephorin A-c
  • N-acetyl-p-phenetidine
  • Buff-a-comp
  • Para-acetphenetidin
  • 1-acetamido-4-ethoxybenzene
  • Fiorinal
  • Sinutabs
  • Aceto-para-phenalide
  • Para-acetophenetidide
  • Darvon Compound
  • Acetanilide, 4'-ethoxy-
  • Synalgos-dc
  • P-phenetidine, N-acetyl-
  • Aceto-para-phenetidide
  • Fenacetin [czech]
  • Rcra Waste Number U187
  • Para-acetophenetidine
  • Fenacetin
  • Para-ethoxyacetanilide
  • Fenacetina [inn-spanish]
  • Acetamide, N-(4-ethoxyphenol)-
  • N-para-ethoxyphenylacetamide
  • Ccris 496
  • Hsdb 3152
  • N-acetyl-4-ethoxyaniline
  • P-ethoxyanilid Kyseliny Octove
  • P-ethoxyanilid Kyseliny Octove [czech]
  • Brn 1869238
  • Acetic Acid Amide, N-(4-ethoxyphenyl)-
  • Ai3-00783
  • Nsc-7651
  • 4-(acetylamino)phenetole
  • Er0cth01h9
  • Dolviran
  • 4-ethoxy-1-acetylaminobenzene
  • Chebi:8050
  • 69323-74-6
  • N-[4-(ethyloxy)phenyl]acetamide
  • Phenacetin Melting Point Standard
  • 40674-52-0
  • Cas-62-44-2
  • Ncgc00016281-06
  • Dsstox_cid_1116
  • Dsstox_rid_75948
  • Dsstox_gsid_21116
  • Acetamide, N-(4-ethoxyphenyl)-, Labeled With Tritium
  • N-acetyl-para-phenetidine
  • Phenacetine [inn-french]
  • Phenacetinum [inn-latin]
  • Smr000752916
  • 1-acetyl-p-phenetidin
  • Sr-01000787183
  • Nsc 7651
  • Einecs 200-533-0
  • Rcra Waste No. U187
  • Unii-er0cth01h9
  • Terracydin
  • Phenacetin [usp:inn:jan]
  • N-(4-ethoxyphenyl)-acetamide
  • Zactirin Compound
  • P-acetophenetitide
  • Prestwick_862
  • Phenacetin, 97%
  • 4-ethoxy-acetanilid
  • N-acetylphenetylamine
  • Mfcd00009094
  • 4-ethoxy-acetanilide
  • Asa Compound
  • Butigetic (salt/mix)
  • Spectrum_000782
  • Acetanilide, P-ethoxy-
  • Phenacetin [mi]
  • Phenacetin (jan/inn)
  • Phenacetin-ethoxy-[d5]
  • N-acetyl-p-ethoxyaniline
  • Phenacetin [inn]
  • Phenacetin [jan]
  • Prestwick0_000533
  • Prestwick1_000533
  • Prestwick2_000533
  • Prestwick3_000533
  • Spectrum2_001940
  • Spectrum3_001404
  • Spectrum4_000515
  • Spectrum5_001902
  • Phenacetin [hsdb]
  • Phenacetin [iarc]
  • Phenacetin [inci]
  • P-acetophenetidide (8ci)
  • Phenacetin [vandf]
  • Phenacetinum [hpus]
  • Phenacetin [mart.]
  • Wln: 2or Dmv1
  • Phenacetin [usp-rs]
  • Phenacetin [who-dd]
  • Schembl23280
  • 4'-ethoxyacetanilide, 97%
  • Bspbio_000545
  • Bspbio_003048
  • Kbiogr_001089
  • Kbioss_001262
  • N-(4-ethoxyphenyl)ethanamide
  • Zinc602
  • Mls001304971
  • Mls002153862
  • Mls002303055
  • Chembl16073
  • Divk1c_000580
  • P-a-c Compound (salt/mix)
  • Spectrum1500642
  • Phenacetin [analgesic Mixtures Containing Phenacetin]
  • Spbio_001979
  • Spbio_002466
  • Bpbio1_000601
  • Gtpl7402
  • Dtxsid1021116
  • Schembl20476396
  • Hms501m22
  • Kbio1_000580
  • Kbio2_001262
  • Kbio2_003830
  • Kbio2_006398
  • Kbio3_002268
  • Nsc7651
  • Ninds_000580
  • Hms1569l07
  • Hms1921m21
  • Hms2092e14
  • Hms2096l07
  • Hms2234p11
  • Hms3373i02
  • Hms3651n07
  • Hms3713l07
  • Hms3884h10
  • Pharmakon1600-01500642
  • Bcp09084
  • Hy-b0476
  • Phenacetin, >=98.0% (hplc)
  • Tox21_110347
  • Tox21_201926
  • Tox21_302895
  • Bdbm50420191
  • Ccg-39439
  • Nsc757401
  • Stk011463
  • Akos000370201
  • Phenacetin 1.0 Mg/ml In Acetonitrile
  • Phenacetin 100 Microg/ml In Methanol
  • Tox21_110347_1
  • Db03783
  • Nsc-757401
  • Idi1_000580
  • Acetamide, N-(4-ethoxyphenyl)- (9ci)
  • Ncgc00016281-01
  • Ncgc00016281-02
  • Ncgc00016281-03
  • Ncgc00016281-04
  • Ncgc00016281-05
  • Ncgc00016281-07
  • Ncgc00016281-08
  • Ncgc00016281-11
  • Ncgc00091376-01
  • Ncgc00091376-02
  • Ncgc00091376-03
  • Ncgc00091376-04
  • Ncgc00091376-05
  • Ncgc00256345-01
  • Ncgc00259475-01
  • Ac-28909
  • Sbi-0051571.p002
  • Db-054164
  • Phenacetin, Vetec(tm) Reagent Grade, 98%
  • Ab00052135
  • Ft-0631277
  • Ft-0673664
  • P1669
  • S2577
  • Sw196989-3
  • Bim-0051571.0001
  • C07591
  • D00569
  • D84419
  • Ab00052135_10
  • Ab00052135_11
  • A833774
  • Ae-848/04969036
  • Q419175
  • Phenacetin (136 Degrees C) Melting Point Standard
  • Sr-01000787183-2
  • Sr-01000787183-3
  • Brd-k38323065-001-05-8
  • Brd-k38323065-001-09-0
  • Acetophenetidine Acetophenidin Acetylphenetidine Phenacetin
  • Phenacetin, United States Pharmacopeia (usp) Reference Standard
  • Phenacetin Melting Point Standard, United States Pharmacopeia (usp) Reference Standard
  • N4e
  • Phenacetin Melting Point Standard, Pharmaceutical Secondary Standard; Certified Reference Material
  • Phenacetin Solution, 1.0 Mg/ml In Acetonitrile, Ampule Of 1 Ml, Certified Reference Material
Create Date

2004-09-16

Chemical and Physical Properties

PropertyValue
Molecular Weight179.22 g/mol
Molecular FormulaC10H13NO2
XLogP31.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass179.094628657 g/mol
Monoisotopic Mass179.094628657 g/mol
Topological Polar Surface Area38.3 Ų
Heavy Atom Count13
Formal Charge0
Complexity162
Isotope Atom Count