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CB 1954

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Identification
Molecular formula
C12H13Cl2N3O2
CAS number
13010-47-4
IUPAC name
5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid
State
State

At room temperature, CB 1954 is a solid.

Melting point (Celsius)
180.00
Melting point (Kelvin)
453.15
Boiling point (Celsius)
451.20
Boiling point (Kelvin)
724.35
General information
Molecular weight
319.15g/mol
Molar mass
319.1850g/mol
Density
1.4800g/cm3
Appearence

CB 1954 is generally presented as a white to pale yellow crystalline solid. It should be handled with care as it is used as a chemotherapeutic agent.

Comment on solubility

Solubility of 5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid

The solubility profile of 5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid is influenced by its structural characteristics. As an organic compound containing both an indole moiety and a carboxylic acid group, its solubility can be summarized as follows:

  • Polarity: The presence of the carboxylic acid group usually enhances solubility in polar solvents, like water.
  • Hydrophobic Regions: The indole structure may introduce hydrophobic characteristics, potentially limiting solubility in purely aqueous environments.
  • Solvent Interactions: This compound may dissolve better in organic solvents (such as ethanol or dimethyl sulfoxide) due to its overall hydrophobic aspects.
  • Temperature Effects: Increasing the temperature can improve solubility in many solvents, which might be applicable here as well.
  • pH Dependency: The solubility of the carboxylic acid can also be pH-dependent, possibly exhibiting higher solubility under alkaline conditions due to ionization.

In conclusion, while 5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid may display solubility in both polar and non-polar environments, the exact solubility will ultimately depend upon the solvent choice and external conditions. As always, it is essential to conduct experimental assessments to determine specific solubility characteristics.

Interesting facts

Interesting Facts about 5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid

5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid is a compound with intriguing therapeutic potential. Here are some noteworthy highlights about this chemical:

  • Pharmacological Significance: This compound belongs to a class of drugs known for their cytotoxic properties, making them particularly interesting in the field of oncology.
  • Mechanism of Action: The compound is thought to function by interfering with DNA replication, which is a vital mechanism for cell division, particularly in cancer cells. This is achieved through its *alkylating* effects.
  • Research Applications: Scientists are exploring the potential of this compound in targeted therapies, seeking to minimize side effects while maximizing efficacy in fighting tumors.
  • Multi-Functional Design: The dual functionality of the chlorinated ethyl groups enhances its activity, allowing it to engage various biological targets which can improve therapeutic outcomes.
  • Historical Context: Compounds of similar structural motifs have been utilized in medicine as effective chemotherapeutic agents, giving insight into the promising nature of this compound.

In the words of chemist Sir Derek Barton, *“The essence of chemistry is to combine the elements of nature in new ways.”* The exploration of 5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid embodies this essence, offering a window into innovative treatments that could redefine cancer therapy.

As research continues to unfold, the full potential of this compound remains a significant avenue for scientific inquiry and discovery.

Synonyms
AT 346
INDOLE-2-CARBOXYLIC ACID, 5-(BIS(2-CHLOROETHYL)AMINO)-
BRN 0419461
733-01-7
5-(Bis(2-chloroethyl)amino)-indole-2-carboxylic acid
DTXSID30223528
DTXCID60146019
5-[bis(2-chloroethyl)amino]-1H-indole-2-carboxylic acid
CHEMBL475123
SCHEMBL6177794
AT-346
DB-413442