| IUPAC name | N-(4-ethoxyphenyl)acetamide |
| canonical smiles | CCOC1=CC=C(C=C1)NC(=O)C |
| 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 |
| molecular formula | C10H13NO2 |
| synonyms | phenacetin62-44-2N-(4-Ethoxyphenyl)acetamideAcetophenetidinAcetphenetidin |
| Compound Description | Phenacetin is an odorless fine white crystalline solid with a lightly bitter taste. Used as an analgesic medicine.Phenacetin is 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. It has a role as a non-narcotic analgesic, a peripheral nervous system drug and a cyclooxygenase 3 inhibitor. It is a member of acetamides and an aromatic ether. It is functionally related to a N-phenylacetamide, a 4-ethoxyaniline and a paracetamol.Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy .Phenacetin is a synthetic, white crystalline solid that is slightly soluble in water and benzene, soluble in acetone and very soluble in pyrimidine. It is used in research as the preferred marker for detecting CYP1A2-based inhibition potential in vitro. Human ingestion of phenacetin can result in a bluish discoloration of the skin due to a lack of oxygen in the blood , dizziness and respiratory depression. It is reasonably anticipated to be a human carcinogen. Phenacetin was withdrawn from the Canadian market in June 1973 due to concerns regarding nephropathy .A phenylacetamide that was formerly used in ANALGESICS but nephropathy and METHEMOGLOBINEMIA led to its withdrawal from the market. |
