3D model (JSmol)
|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)|
|Practically insoluble |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|what is ?)(|
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.
Fluorenol is toxic to aquatic organisms including algae, bacteria, and crustaceans. Fluorenol was patented as an insecticide in 1939, and is an algaecide against the green algae Dunaliella bioculata.
Its toxicity and carcinogenicity in humans are unknown.
A study published by chemists working for the biopharmaceutical company Cephalon 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. It is a weak dopamine reuptake inhibitor with an IC50 of 9 μM, notably 59% weaker than modafinil (IC50 = 3.70 μM) despite being a stronger eugeroic, 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.
- Šepič, Ester; Bricelj, Mihael; Leskovšek, Hermina (2003). "Toxicity of fluoranthene and its biodegradation metabolites to aquatic organisms". Chemosphere. 52 (7): 1125–33. doi:10.1016/S0045-6535(03)00321-7. PMID 12820993.
- US patent 2197249: Insecticide
- MSDS Archived 2016-03-04 at the Wayback Machine.
- Dunn, D.; Hostetler, G.; Iqbal, M.; Marcy, V. R.; Lin, Y. G.; Jones, B.; Aimone, L. D.; Gruner, J.; Ator, M. A.; Bacon, E. R.; Chatterjee, S. (2012). "Wake promoting agents: Search for next generation modafinil, lessons learned: Part III". Bioorganic & Medicinal Chemistry Letters. 22 (11): 3751–3753. doi:10.1016/j.bmcl.2012.04.031. PMID 22546675.
- Wise, R. A. (1996). "Neurobiology of addiction". Current Opinion in Neurobiology. 6 (2): 243–51. doi:10.1016/S0959-4388(96)80079-1. PMID 8725967.