NAVIGATION


9-Fluorenol

Catalog Number
ACM1689641-1
CAS Number
1689-64-1
Product Name
9-Fluorenol
Category
Electroluminescence Materials
IUPAC Name
9H-fluoren-9-ol
Molecular Weight
182.22g/mol
Molecular Formula
C13H10O
Canonical SMILES
C1=CC=C2C(=C1)C(C3=CC=CC=C32)O
InChI
InChI=1S/C13H10O/c14-13-11-7-3-1-5-9(11)10-6-2-4-8-12(10)13/h1-8,13-14H
InChI Key
AFMVESZOYKHDBJ-UHFFFAOYSA-N
Melting Point
153.5 °C
Application
9-Fluorenol, a white powder belonging to the class of hydroxyfluorenes, serves various purposes across multiple industries, including organic synthesis, pharmaceuticals, agrochemicals, and dyestuffs. It is characterized by the presence of a hydroxy group at the non-aromatic carbon, specifically at position 9 of the 9H-fluorene structure, making it a secondary alcohol. In addition to its industrial applications, 9-Fluorenol is recognized as an animal metabolite and exhibits properties as a wake-promoting agent, currently explored as a next-generation anti-drowsiness drug. As a dopamine reuptake inhibitor with an IC50 of 9 μM, it plays a significant role, being a major metabolite associated with compounds targeted at enhancing wakefulness. However, it is also noted as a potential environmental carcinogen, highlighting the importance of considering safety in its handling and use.
Complexity
191
Covalently-Bonded Unit Count
1
EC Number
216-879-0
Exact Mass
182.073165g/mol
Formal Charge
0
Heavy Atom Count
14
MeSH Entry Terms
9-hydroxyfluorene;fluoren-9-ol
Monoisotopic Mass
182.073165g/mol
NSC Number
5320
Rotatable Bond Count
0
UNII
BV0Q72R613
XLogP3
2.4
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