4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one

Names

[ Name ]:
4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one

[Synonym ]:
2H-1-Benzopyran-2-one, 4-(chloromethyl)-7-hydroxy-
4-Chloromethyl-7-hydroxychromen-2-one
6-hydroxy-1-chloromethyl-3-oxo-3H-benzopyran
4-(chloromethyl)-7-hydroxy-2H-2-chromenone
4-(chloromethyl)-7-hydroxy-2H-chrome-2-one
chloromethylhydroxychromenone
4-(Chloromethyl)-7-hydroxy-2H-chromen-2-one
CellHunt Blue CMHC [4-Chloromethyl-7-hydroxycoumarin]
4-(Chloromethyl)-7-hydroxycoumarin
7-hydroxy-4-chloromethylcoumarin

Biological Activity

[Description]:

4-(Chloromethyl)-7-hydroxycoumarin (compound 4) is a hydroxycoumarin derivative with potent antioxidant effect and high hydroxyl radical-scavenging property. 4-(Chloromethyl)-7-hydroxycoumarin contains a methyl group and a chlorine group in the heterocyclic ring. A series of coumarins incorporating hydroxy-, chloro- and/or chloromethyl-moieties has been investigated as potent inhibitors of the zinc enzyme carbonic anhydrase, expecially tumor-associated isoforms CA IX and XII[1][2].

[Related Catalog]:

Research Areas >> Cancer

Signaling Pathways >> Others >> Others

[References]

[1]. Fernanda Pérez-Cruz, et al. Selected hydroxycoumarins as antioxidants in cells: physicochemical and reactive oxygen species scavenging studies. 2013, Oct. 26(10):773-783.

[2]. Knaus E E , et al. Phenylethynylbenzenesulfonamide regioisomers strongly and selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic isoforms I and II[J]. Bioorganic & Medicinal Chemistry Letters, 2011, 21(19):5892-5896.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
409.6±45.0 °C at 760 mmHg

[ Melting Point ]:
180-183ºC

[ Molecular Formula ]:
C₁₀H₇ClO₃

[ Molecular Weight ]:
210.614

[ Flash Point ]:
201.5±28.7 °C

[ Exact Mass ]:
210.008377

[ PSA ]:
50.44000

[ LogP ]:
2.38

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.619

[ Storage condition ]:
2-8℃

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2932209090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932209090

[ Summary ]:
2932209090. other lactones. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Related Compounds

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