4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy-

Modify Date: 2024-01-09 21:04:54

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure
4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- structure
Common Name 4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy-
CAS Number 19275-70-8 Molecular Weight 272.68
Density 1.464g/cm3 Boiling Point 416.8ºC at 760 mmHg
Molecular Formula C15H9ClO3 Melting Point N/A
MSDS N/A Flash Point 205.9ºC

 Use of 4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy-


Tyrosinase-IN-4 (compound 34) is a potent inhibitor of tyrosinase. Tyrosinase is a copper-containing metalloenzyme that is responsible for the rate-limiting catalytic step in the melanin biosynthesis and enzymatic browning. Tyrosinase-IN-4 has the potential for the research of skin whitening agents and food preservatives[1].

 Names

Name 2-(4-chlorophenyl)-3-hydroxychromen-4-one
Synonym More Synonyms

  Biological Activity

Description Tyrosinase-IN-4 (compound 34) is a potent inhibitor of tyrosinase. Tyrosinase is a copper-containing metalloenzyme that is responsible for the rate-limiting catalytic step in the melanin biosynthesis and enzymatic browning. Tyrosinase-IN-4 has the potential for the research of skin whitening agents and food preservatives[1].
Related Catalog
References

[1]. Li J, et al. Recent advances in the design and discovery of synthetic tyrosinase inhibitors. Eur J Med Chem. 2021;224:113744.

 Chemical & Physical Properties

Density 1.464g/cm3
Boiling Point 416.8ºC at 760 mmHg
Molecular Formula C15H9ClO3
Molecular Weight 272.68
Flash Point 205.9ºC
Exact Mass 272.02400
PSA 50.44000
LogP 3.81900
Vapour Pressure 1.08E-07mmHg at 25°C
Index of Refraction 1.683

 Synthetic Route

~99%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Dhoubhadel, S. P.; Tuladhar, Sudersan M.; Tuladhar, Sarbajna M.; Wagley, Pradyumna P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 6 p. 511 - 512

~74%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Rao, Sudhakar T.; Singh, Anil Kumar; Trivedi, Girish Kumar Heterocycles, 1984 , vol. 22, # 6 p. 1377 - 1382

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Kurzwernhart, Andrea; Kandioller, Wolfgang; Bartel, Caroline; Baechler, Simone; Trondl, Robert; Muehlgassner, Gerhard; Jakupec, Michael A.; Arion, Vladimir B.; Marko, Doris; Keppler, Bernhard K.; Hartinger, Christian G. Chemical Communications, 2012 , vol. 48, # 40 p. 4839 - 4841

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Prakash, Om; Pahuja, Saroj; Tanwar, Madan P Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1994 , vol. 33, p. 272 - 273

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Zanarotti, Antonio Heterocycles, 1982 , vol. 19, # 9 p. 1585 - 1586

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Dhoubhadel, S. P.; Tuladhar, Sudersan M.; Tuladhar, Sarbajna M.; Wagley, Pradyumna P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 6 p. 511 - 512

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Dhoubhadel, S. P.; Tuladhar, Sudersan M.; Tuladhar, Sarbajna M.; Wagley, Pradyumna P. Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 6 p. 511 - 512

~%

4H-1-Benzopyran-4-one,2-(4-chlorophenyl)-3-hydroxy- Structure

4H-1-Benzopyran...

CAS#:19275-70-8

Literature: Rao, Takkellapati Sudhakar; Trivedi, Girish Kumar Heterocycles, 1987 , vol. 26, # 8 p. 2117 - 2124

 Synonyms

4'-chloro-3-hydroxyflavone
3-hydroxy-2-(4-chlorophenyl)-chromen-4(1H)-one
4'-Chloroflavonol
3-hydroxy-2-(4-chlorophenyl)-4H-chromen-4(1H)-one
3-Hydroxy-4'-chloroflavone
2-(4-chlorophenyl)-3-hydroxy-4H-chromen-4-one
4'-chloro-3-flavonol
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