Fluorenol is an alcohol derivative of fluorene. In the most significant isomer, fluoren-9-ol or 9-hydroxyfluorene, the hydroxy group is located on the bridging carbon between the two benzene rings. Hydroxyfluorene can be converted to fluorenone by oxidation. It is a white-cream colored solid at room temperature.
3D model (JSmol)
CompTox Dashboard (EPA)
|Molar mass||182.22 g/mol|
|Appearance||Off-white crystalline powder|
|Melting point||152 to 155 °C (306 to 311 °F; 425 to 428 K)|
|NFPA 704 (fire diamond)|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Its toxicity and carcinogenicity in humans are unknown.
A study published by Cephalon describing research to develop a successor to the eugeroic modafinil reported that the corresponding fluorenol derivative was 39% more effective than modafinil at keeping mice awake over a 4-hour period. However, after further investigation it was determined that the eugeroic activity of the fluorenol analog was likely due to an active metabolite, which they identify as fluorenol itself. Fluorenol is a weak dopamine reuptake inhibitor with an IC50 of 9 μM, notably 59% weaker than modafinil (IC50 = 3.70 μM), potentially making it even less liable for addiction. It also showed no affinity for cytochrome P450 2C19, unlike modafinil.
- 9-Hydroxyfluorene, chemicalland21.com
- Record of 9H-Fluoren-9-ol in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 5 November 2008.
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- US patent 2197249: Insecticide
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