Compound: phenacetin
SMILES: O=C(Nc1ccc(OCC)cc1)C
InChIKey: CPJSUEIXXCENMM-UHFFFAOYSA-N
Synonyms: phenacetin, 62-44-2, N-(4-Ethoxyphenyl)acetamide, Acetophenetidin, Acetophenetidine, Acetophenetin, Acetphenetidin, Phenacetine, Phenazetin, p-Acetophenetidide, Phenacetinum, Fenidina, Kalmin, Achrocidin, Codempiral, Contradol, Contradouleur, Fenacetina, Phenedina, p-Acetophenetidine, Pertonal, Phenidin, Phenin, p-Acetophenetide, 4-Ethoxyacetanilide, Phenacet, Phenacitin, Pyraphen, Fenina, Acetamide, N-(4-ethoxyphenyl)-, p-Ethoxyacetanilide, p-Acetphenetidin, Acetylphenetidin, para-Phenacetin, N-Acetyl-p-phenetidine, Aceto-4-phenetidine, Acet-p-phenalide, Para-acetphenetidin, 1-Acetamido-4-ethoxybenzene, Aceto-para-phenalide, para-Acetophenetidide, Aceto-para-phenetidide, p-Phenetidine, N-acetyl-, para-Acetophenetidine, para-Ethoxyacetanilide, Acetamide, N-(4-ethoxyphenol)-, N-Acetyl-para-phenetidine, DTXSID1021116, Phenacetin Melting Point Standard, NSC-7651, ER0CTH01H9, CHEBI:8050, DTXCID001116, NSC7651, para Acetylphenetidin, 4-Ethoxy Acetanilide, RefChem:6116, PARA-ACETOPHENETIDE, ACET-PARA-PHENALIDE, N-(4-ethoxyphenol)acetamide, N02BE03, 200-533-0, 695-035-7, 4'-Ethoxyacetanilide, Commotional, Phenazetina, Tetracydin, Clistanol, 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, Sinutab, Stellacyl, Synalogos, Treupel, Veganine, Anapac, Fenia, Malex, Tacol, Viden, Xaril, Bromo seltzer, Kafa, Phenaphen plus, Robaxisal-ph, Citra-fort, Super Anahist, Dasin ch, Emprazil-C, Coryban-D, Paracetophenetidin, Hjorton'S powder, Acet-p-phenetidin, Thephorin A-C, Buff-A-Comp, Fiorinal, Sinutabs, Acetanilide, 4'-ethoxy-, Fenacetin [Czech], Rcra waste number U187, Fenacetin, N-Acetyl-4-ethoxyaniline, Fenacetina [INN-Spanish], N-para-Ethoxyphenylacetamide, CCRIS 496, HSDB 3152, 4-(Acetylamino)phenetole, MFCD00009094, p-Ethoxyanilid kyseliny octove, p-Ethoxyanilid kyseliny octove [Czech], BRN 1869238, Acetic acid amide, N-(4-ethoxyphenyl)-, Phenacetin (Standard), 1-Acetyl-p-phenetidin, AI3-00783, 4-Ethoxy-1-acetylaminobenzene, N-[4-(ethyloxy)phenyl]acetamide, CAS-62-44-2, NCGC00016281-06, Phenacetin (p-Acetophenetidide), Phenacetine [INN-French], Phenacetinum [INN-Latin], 40674-52-0, SMR000752916, 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, 4-Acetophenetidine, Prestwick_862, Phenacetin, 97%, 4-Ethoxy-acetanilid, N-acetylphenetylamine, 4-Ethoxy-acetanilide, ASA COMPOUND, Phenacetin M.P. RS, Butigetic (Salt/Mix), Spectrum_000782, Acetanilide, p-ethoxy-, PHENACETIN [MI], Phenacetin (JAN/INN), 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], p-Acetophenetidide (8CI), PHENACETIN [VANDF], PHENACETINUM [HPUS], PHENACETIN [MART.], WLN: 2OR DMV1, PHENACETIN [USP-RS], PHENACETIN [WHO-DD], SCHEMBL23280, BSPBio_000545, BSPBio_003048, KBioGR_001089, KBioSS_001262, N-(4-ethoxyphenyl)ethanamide, MLS001304971, MLS002153862, MLS002303055, aniline, N-acetyl-4-ethoxy-, CHEMBL16073, DivK1c_000580, P-A-C Compound (Salt/Mix), SPECTRUM1500642, SPBio_001979, SPBio_002466, BPBio1_000601, GTPL7402, orb1310301, orb3025209, SCHEMBL1064813, SCHEMBL2326705, SCHEMBL5673568, HMS501M22, HY-B0476R, KBio1_000580, KBio2_001262, KBio2_003830, KBio2_006398, KBio3_002268, NINDS_000580, HMS1569L07, HMS1921M21, HMS2092E14, HMS2096L07, HMS2234P11, HMS3373I02, HMS3651N07, HMS3713L07, HMS3884H10, HMS5081P05, Pharmakon1600-01500642, HY-B0476, KCA90227, MSK10057, Phenacetin, >=98.0% (HPLC), Tox21_110347, Tox21_201926, Tox21_302895, BDBM50420191, CCG-39439, EBC-03426, NSC757401, STK011463, AKOS000370201, Phenacetin 1.0 mg/ml in Acetonitrile, Tox21_110347_1, DB03783, FA26860, 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, AS-87619, SBI-0051571.P002, DB-054164, Phenacetin, Vetec(TM) reagent grade, 98%, AB00052135, CS-0694917, NS00006373, P1669, S2577, ST45053771, SW196989-3, BIM-0051571.0001, C07591, D00569, D84419, EN300-178258, AB00052135_10, AB00052135_11, AE-848/04969036, F498499, Q419175, Phenacetin (136 degrees C) Melting Point Standard, Phenacetin (p-Acetophenetidide), 1mg/ml in Methanol, SR-01000787183-2, SR-01000787183-3, BRD-K38323065-001-05-8, BRD-K38323065-001-09-0, BRD-K38323065-001-18-1, BRD-K38323065-001-19-9, Z27807932, Acetophenetidine Acetophenidin Acetylphenetidine Phenacetin, Phenacetin, United States Pharmacopeia (USP) Reference Standard, Reagecon Melting Point Phenacetin +133 to +135 degrees C Standard, Phenacetin Melting Point Standard, United States Pharmacopeia (USP) Reference Standard, InChI=1/C10H13NO2/c1-3-13-10-6-4-9(5-7-10)11-8(2)12/h4-7H,3H2,1-2H3,(H,11,12, N4E, Phenacetin melting point standard, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C10H13NO2
molecular_weight: 179.22 g/mol
exact_mass: 179.094628657 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 13
topological_polar_surface_area: 38.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Monoclinic prisms
color: Monoclinic prisms
odor: ODORLESS
boiling_point: Decomposes (NTP, 1992)
melting_point: 273 to 280 °F (NTP, 1992)
solubility: less than 1 mg/mL at 68 °F (NTP, 1992)
vapor_pressure: 6.29X10-7 mm Hg at 25 °C
Descriptions:
pubchem: Phenacetin can cause cancer according to California Labor Code.
chebi: A member of the class of acetamides that is acetamide in which one of the hydrogens attached to the nitrogen is substituted by a 4-ethoxyphenyl group.
chembl: PHENACETIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Phenacetin ( ; acetophenetidin, N-(4-ethoxyphenyl)acetamide) is a pain-relieving and fever-reducing drug, which was widely used following its introduction in 1887. It was withdrawn from medicinal use as dangerous from the 1970s (e.g., withdrawn in Canada in 1973, and by the U.S. Food and Drug Administration in 1983).