3652 T3D3599 2-Aminophenol 2-Aminophenol is an amphoteric molecule and a reducing agent. It is a useful reagent for the synthesis of dyes and heterocyclic compounds. As it is used synthesis of dyes, it can often be found in cosmetic products such as hair dyes. (L1882) 95-55-6 5801 C6H7NO 109.13 White crystals. (L1882) 174°C 20 mg/mL at 20°C Oral (L138) ; inhalation (L138) 2-Aminophenol interacts with both adult and fetal hemoglobin, forming methemoglobin. In comparison to its isomers, 3-aminophenol and 4-aminophenol, 2-aminophenol is the most effective in forming methemoglobin. Since methemoglobin cannot bind oxygen like hemoglobin can, elevated levels of methemoglobin cause a condition called methemoglobinemia, which can result in tissue hypoxia. (L1613, A2862) LD50: 1250 mg/kg (Oral, Mouse) (T14) LD50: 37 mg/kg (Subcutaneous), Rat) (T14) LD50: 200 mg/kg (Intrapertioneal, Mouse) (T14) No indication of carcinogenicity to humans (not listed by IARC). As a reducing agent, 2-Aminophenol is marketed under the names of Atomal and Ortol and used to develop black and white photographs. 2-Aminophenol is also an intermediate in the synthesis of dyes and can thus be found in numerous cosmetics products, particularly hair dyes. (L1882) 2-Aminophenol may act as a skin sensitizer and cause contact dermatitis. In addition, inhalation of large amounts can cause methemoglobinemia and bronchial asthma. (T21) 2-Aminophenol may cause contact dermatitis. Signs and symptoms of methemoglobinemia may include shortness of breath, cyanosis, mental status changes, headache, fatigue, exercise intolerance, dizziness and loss of consciousness. Severe methemoglobinemia can result in dysrhythmias, seizures, coma, and death. (T21, L1613) Methemoglobinemia can be treated with supplemental oxygen and methylene blue 1% solution administered intravenously slowly over five minutes followed by IV flush with normal saline. Methylene blue restores the iron in hemoglobin to its normal (reduced) oxygen-carrying state. (L1613) 2009-11-11T22:17:57Z 2026-05-14T17:14:25Z http://en.wikipedia.org/wiki/2-Aminophenol C01987 18112 2-AMINOPHENOL C027667 o-aminophenol DB01726 375837 true NC1=CC=CC=C1O C6H7NO InChI=1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2 CDAWCLOXVUBKRW-UHFFFAOYSA-N 109.1259 109.052763851 Exogenous Solid 0.84 CHEMBL28319 5596 <p>Theodor Papenfuhs, &#8220;Process for the preparation of 5-hydroxyethylsulfonyl-2-aminophenol (ethers).&#8221; U.S. Patent US4613704, issued February, 1979.</p> CHEM002575 DTXSID8024498 NS00001117 2-aminophenol 46.25 32.7393 11.156512219698374 0 2 2 10.349432320471696 4.517244574079329 0 1 0.35 0.02 1.16e+02 g/l