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Indirubin

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Identification
Molecular formula
C16H10Br4N2O2
CAS number
479-41-4
IUPAC name
5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one
State
State

The compound is generally found in a solid crystalline state at room temperature. It retains its integrity in this form and is typically kept in a dry, cool environment to maintain stability.

Melting point (Celsius)
265.00
Melting point (Kelvin)
538.15
Boiling point (Celsius)
595.15
Boiling point (Kelvin)
868.30
General information
Molecular weight
536.93g/mol
Molar mass
536.9290g/mol
Density
2.1300g/cm3
Appearence

Indirubin typically appears as a reddish-brown powder with a crystalline texture. It is important to note that the purity and preparation method can slightly affect its appearance. In various formulations, it may also appear as dark or tan-colored crystals, often requiring precise processing to maintain its characteristic hue.

Comment on solubility

Solubility of 5,7-Dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one

The solubility of the compound 5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one can be quite complex due to its intricate structure, which includes several bromine atoms and an indole system. Generally, the solubility of such organic compounds can be influenced by several factors:

  • Polarity: The presence of bromine atoms tends to increase the molecular weight and can affect the polarity of the compound. This can lead to reduced solubility in water and higher solubility in organic solvents like ethanol or dimethyl sulfoxide (DMSO).
  • Hydrogen bonding: Due to the presence of hydroxyl groups, the compound may have the ability to engage in hydrogen bonding. This can enhance solubility in polar organic solvents.
  • Cyclic Stability: The indole structure may contribute to the stability of the compound in certain conditions, which might affect how well it dissolves in various solvents.

It is often said that “like dissolves like”, meaning that polar solvents will better dissolve polar compounds, while nonpolar solvents are preferable for nonpolar compounds. As such, this compound is likely to exhibit limited solubility in aqueous environments, while being more soluble in polar organic solvents.

Ultimately, experimental solubility testing is recommended to determine the precise solubility characteristics of 5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one.

Interesting facts

Interesting Facts about 5,7-Dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one

This intriguing compound, known for its complex structure, falls into the category of indole derivatives, which are widely studied due to their biological significance. Here are some key highlights:

  • Bioactivity: Indoles like this compound are known for their presence in many natural products and pharmaceuticals. They often exhibit a range of biological activities, including anti-inflammatory and antimicrobial properties.
  • Research Applications: Researchers are particularly interested in exploring compounds with bromine substitutions, as the introduction of halogens can significantly alter the electronic properties and reactivity of the molecule, making it useful in drug discovery.
  • Indole Chemistry: The indole framework is a central scaffold in many pharmacologically active compounds, and exploring its derivatives can lead to the synthesis of potentially new therapeutic agents.
  • Structural Complexity: The presence of multiple bromine atoms and hydroxyl groups in the structure contributes to its unique chemical behavior, allowing for various reactions that can produce more complex and functionalized derivatives.

The study of such compounds opens up a vast area of exploration in medicinal chemistry, bridging fundamental research with therapeutic innovation. As chemists delve deeper, they may uncover novel applications and enhance the efficacy of existing treatments.

As one researcher noted, "The chemistry of indole derivatives continuously unveils a treasure trove of biological potential, encouraging scientists to delve deeper into this fascinating realm."

Synonyms
Vat Blue 4B
2475-31-2
5,5',7,7'-Tetrabromoindigo
3H-Indol-3-one, 5,7-dibromo-2-(5,7-dibromo-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,2-dihydro-
2SUG1ZB17N
ci 73065
5,7-Dibromo-2-(5,7-dibromo-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,2-dihydro-3H-indol-3-one
CI VAT BLUE 5
NSC-400980
DTXSID7044891
CI SOLUBILISED VAT BLUE 5
C.I. SOLUBILISED VAT BLUE 5
INDIGOTIN, 5,5',7,7'-TETRABROMO-
DTXCID5024891
Tetrabromoindigo
Ciba Blue 2B
Vat Blue 5
Bromindigo
Brilliant Indigo 4B
Brilliant Indigo 4BR
Bromindigo 2BD
C.I. VAT BLUE 5
Ciba Brilliant Blue BS
Arlanone Blue 2B
Indigo 4B
Tetra Blue 2B
Durindone Blue 4B
Ciba Blue 2BD
Ciba Blue 2BDG
Ciba Blue 2BN
Ciba Blue 2BPF
Tina Blue 2B
Hostavat Blue 2BD
Hostavat Blue 4BR
Durindone Blue 4BC
Solindene Blue 2BD
Durindone Blue 4BCP
Sulfanthrene Blue 2B
Brilliant Indigo 4BV
Brilliant Indigo 4BJD
Mitsui tsuya indigo 2B
Amanthrene Navy Blue new
BASF Brilliant Indigo 4B
Ahcovat Printing Blue 2BD
BASF Brilliant Indigo 4BC
Durindone Printing Blue 4BC
Amanthrene Navy Blue 2B-MF
Thiovat Brilliant Indigo 4BR
CIBABLUE2B
C.I. 73065
Tsuya indigo 2B
Ciba Blue 2B (Technical Grade)
(.delta.2,2'-Biindoline)-3,3'-dione, 5,5',7,7'-tetrabromo-
5,7-dibromo-2-(5,7-dibromo-3-hydroxy-1H-indol-2-yl)indol-3-one
EINECS 219-598-1
UNII-2SUG1ZB17N
NSC 400980
starbld0009553
(delta2,2'-Biindoline)-3,3'-dione, 5,5',7,7'-tetrabromo-
5,7,7'-Tetrabromoindigo
ciba blue 2b, AldrichCPR
1,2-Dihydro-5,7-dibromo-2-(5,7-dibromo-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-3H-indol-3-one
5.5'.7.7'-Tetrabromindigo
SCHEMBL11921145
SCHEMBL21197529
ZLHGTHCCYUEAIK-UHFFFAOYSA-N
5,7,5',7'-Tetrabromo-1H,1'H-[2,2']biindolylidene-3,3'-dione
NSC400980
STK670145
AKOS000528191
AKOS004901490
AKOS040744542
C.I.Vat Blue 5 (C.I.73065)
3H-Indol-3-one, 1,2-dihydro-5,7-dibromo-2-(5,7-dibromo-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-
DB-046537
HY-116834
CS-0066639
NS00004252
T0562
D92362
SR-01000389040
[.DELTA.2,3'-dione, 5,5',7,7'-tetrabromo-
SR-01000389040-1
Q16830254
(delta(sup 2,2')-Biindoline)-3,3'-dione, 5,5',7,7'-tetrabromo-
(E)-5,5',7,7'-TETRABROMO-1H,1'H,3H,3'H-[2,2'-BIINDOLYLIDENE]-3,3'-DIONE
(2E)-5,7-dibromo-2-(5,7-dibromo-3-oxo-1,3-dihydro-2H-indol-2-ylidene)-1,2-dihydro-3H-indol-3-one
3H-Indol-3-one,7-dibromo-2-(5,7-dibromo-1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,2-dihydro-