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Scopoletin

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Identification
Molecular formula
C10H8O4
CAS number
92-61-5
IUPAC name
6,7-dimethoxychromen-2-one
State
State

At room temperature, scopoletin exists in a solid state. It is known for its moderate solubility in water and better solubility in organic solvents like ethanol and DMSO.

Melting point (Celsius)
204.00
Melting point (Kelvin)
477.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
192.17g/mol
Molar mass
192.1740g/mol
Density
1.4640g/cm3
Appearence

Scopoletin appears as a white to off-white crystalline solid. It is often synthesized in laboratories and can also be found in a few natural sources. In its pure form, scopoletin is odorless and tasteless.

Comment on solubility

Solubility of 6,7-Dimethoxychromen-2-one

The solubility of 6,7-dimethoxychromen-2-one, a compound of the flavonoid family, is an intriguing aspect that influences its utility in various applications. Understanding its solubility can provide insights into its behavior in different environments.

This compound exhibits the following solubility characteristics:

  • Solvent Affinity: 6,7-dimethoxychromen-2-one is primarily sparingly soluble in water but demonstrates better solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).
  • Temperature Dependence: Its solubility can increase with elevated temperatures, which is common for many organic compounds.
  • pH Influence: The solubility may also be affected by the pH of the environment, as ionization can influence the solubility profile of organic compounds.

In summary, while 6,7-dimethoxychromen-2-one is not readily soluble in water, its solubility in organic solvents highlights its potential for applications in formulations and chemical reactions where organic solvents are prevalent. This characteristic makes it essential for further exploration in pharmacological and industrial domains.

Interesting facts

Interesting Facts about 6,7-Dimethoxychromen-2-one

6,7-Dimethoxychromen-2-one, also known as a derivative of the flavonoid family, is a fascinating compound that has garnered significant attention in the field of medicinal chemistry. This compound is primarily noted for its diverse biological properties, which include:

  • Antioxidant Activity: It exhibits strong antioxidant properties, helping neutralize free radicals in the body, which can prevent cellular damage.
  • Anti-inflammatory Effects: Several studies have indicated that this compound possesses anti-inflammatory characteristics, making it a candidate for potential therapeutic applications in inflammatory diseases.
  • Antimicrobial Properties: Research has shown that 6,7-Dimethoxychromen-2-one exhibits antimicrobial activity against various pathogens, positioning it as a potential natural preservative in food and pharmaceuticals.

Applications in Medicine

The potential applications of 6,7-Dimethoxychromen-2-one are vast and include:

  • Herbal Medicine: It is often highlighted in traditional medicine systems for its health benefits.
  • Pharmaceutical Development: This compound is under investigation for developing new drugs, particularly in cancer therapy due to its cell-signaling modulation capabilities.
  • Nutraceuticals: Its incorporation into dietary supplements suggests a growing interest in functional foods that promote health.

As a scientist, one might find it intriguing that compounds like 6,7-Dimethoxychromen-2-one serve as excellent examples of how chemistry can intersect with biology, leading to innovations in health solutions. Its presence in nature and ability to be synthesized in the lab makes it a compound of dual interest in both natural product chemistry and synthetic organic chemistry.

Overall, this compound epitomizes the potential of flavonoids in contributing to human health and well-being while being a subject of ongoing research and exploration.

Synonyms
Scoparone
120-08-1
6,7-DIMETHOXYCOUMARIN
6,7-Dimethylesculetin
Escoparone
Scoparon
6,7-Dimethoxy-2H-chromen-2-one
Aesculetin dimethyl ether
Esculetin dimethyl ether
6,7-dimethoxychromen-2-one
6,7-Dimethoxy-2-benzopyrone
Scopoletin methyl ether
2H-1-Benzopyran-2-one, 6,7-dimethoxy-
o-Methylscopoletin
o-Methylisoscopoletin
o,o-Dimethylesculetin
6,7-Dimethoxy-2H-1-benzopyran-2-one
6,7-Dimethoxy-Coumarin
Dimethyl esculetin
6,7-Dimethoxybenzopyran-2-one
Coumarin, 6,7-dimethoxy-
Esculetin 6,7-dimethyl ether
Scoparin?
Dimethylaesculetin
Benzopyran-2-one, 6,7-dimethoxy-
EINECS 204-369-0
UNII-H5841PDT4Y
BRN 0169572
CHEBI:9055
H5841PDT4Y
6,7-Dimethylcoumarine
SCOPARONE [MI]
MFCD00006871
6,7-Dimethoxy-Benzopyran-2-one
DTXSID10152640
5-18-03-00204 (Beilstein Handbook Reference)
Scoparone (Standard)
Di-O-methyl-daphnetin
SCOPARONE [INCI]
Maybridge4_003009
scopoletin monomethyl ether
SCHEMBL240777
6,7-Dimethoxy-chromen-2-one
6,7-Dimethoxycoumarin, 98%
CHEMBL325864
MEGxp0_001422
DTXCID7075131
ACon1_002079
HY-N0228R
HMS1529I17
Scoparone (Escoparone, Scoparin)
BCP11533
HY-N0228
BDBM50361374
CCG-41207
s3613
STL193280
6,7-Dimethoxy-2H-chromen-2-one #
AKOS000277541
FS32317
6,7-Dimethoxycoumarin pound>>Escoparone
AC-11197
AC-34006
BS-14810
Benzopyran-2-one, 6,7-dimethoxy-(9CI)
1ST164127
Benzopyran-2-one, 6,7-dimethoxy- (9CI)
DB-041524
CS-0008271
NS00023901
6,7-Dimethylesculetin, 6,7-Dimethoxycoumarin
C09311
AA-504/21114056
SR-01000631300-1
BRD-K16835051-001-01-2
BRD-K16835051-001-02-0
Q15424761