Acenaphthenequinone is used in the preparation of acetylcholinesterase inhibitory agents. It is also used in the preparation of turn-on sensors for cysteine/homocysteine and its application in bioimaging. Further, it is used as an intermediate in manufacturing of dyes and pharmaceuticals. In addition to this, it is used in chemical research as a drug and therapeutic agent.
This compound belongs to the class of organic compounds known as naphthalenes. These are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
External Descriptors
a quinone
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Soluble in chloroform and alcohol. Insoluble in water.
Melt Point(°C)
255°C
Molecular Weight
182.170 g/mol
XLogP3
1.900
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Exact Mass
182.037 Da
Monoisotopic Mass
182.037 Da
Topological Polar Surface Area
34.100 Ų
Heavy Atom Count
14
Formal Charge
0
Complexity
267.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
References
1.Ning Liu, NiNa Qiao, Feng-Shou Liu, ShaoHua Wang, Ying Liang. (2020) Bulky α-diimine palladium complexes supported graphene oxide as heterogeneous catalysts for Suzuki-Miyaura reaction. JOURNAL OF MOLECULAR STRUCTURE, [PMID:][10.1016/j.molstruc.2020.128537]
2.Jie Zhao, Hongjuan Li, Kui Yang, Shiguo Sun, Aiping Lu, Yongqian Xu. (2014) A specific and rapid “on-off” acenaphthenequinone-based probe for HOCl detection and imaging in living cells. NEW JOURNAL OF CHEMISTRY, 38 (8):(3371-3374). [PMID:][10.1039/C4NJ00470A]
3.Jie Zhao, Yongqian Xu, Hongjuan Li, Aiping Lu, Shiguo Sun. (2013) A facile intracellular fluorescent probe for detection of hydrazine and its application. NEW JOURNAL OF CHEMISTRY, 37 (12):(3849-3852). [PMID:][10.1039/C3NJ00822C]
4.Keda Chen, Qinglan Tang, Lei Ran, Yifan Xu, Yongfa Zhu, Yizhen Zhang, Michael K.H. Leung. (2025) Built-in Interface electric field microenvironment in covalent organic framework modified heterojunction guiding Electron transfer for effective photocatalytic CO2 reduction. JOURNAL OF COLLOID AND INTERFACE SCIENCE, [PMID:40628059][10.1016/j.jcis.2025.138326]
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