Skip to main content

Chlorambucil

ADVERTISEMENT
Identification
Molecular formula
C32H37Cl4N3O2
CAS number
305-03-3
IUPAC name
[(8R,9S,13S,14S,17S)-3-[2-[4-[bis(2-chloroethyl)amino]phenyl]acetyl]oxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate
State
State

Chlorambucil is in a solid state at room temperature and is commonly found as a crystalline powder used in pharmaceutical applications.

Melting point (Celsius)
65.50
Melting point (Kelvin)
338.65
Boiling point (Celsius)
366.50
Boiling point (Kelvin)
639.65
General information
Molecular weight
593.52g/mol
Molar mass
593.5240g/mol
Density
1.3020g/cm3
Appearence

Chlorambucil is typically a pale yellow crystalline powder. It has a faint, characteristic odor and is slightly soluble in water, but more soluble in organic solvents such as ethanol, acetone, and methanol.

Comment on solubility

Solubility of the Compound

The solubility of the compound [(8R,9S,13S,14S,17S)-3-[2-[4-[bis(2-chloroethyl)amino]phenyl]acetyl]oxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate can be described as follows:


  • Polarity: Due to the presence of multiple aromatic rings and chlorinated substituents, the compound exhibits a complex polarity that affects its solubility in various solvents.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents such as dimethyl sulfoxide (DMSO) and dimethylformamide (DMF), while showing limited solubility in polar solvents like water. As a general trend:
    1. Polar solvents (e.g., water) - Low solubility
    2. Non-polar solvents (e.g., chloroform) - Moderate solubility
    3. Organic solvents (e.g., ethanol) - High solubility
  • Thermal Stability: At elevated temperatures, the solubility might increase, but one must consider the thermal stability of the compound to avoid degradation.
  • Concentration Effects: As with many organic compounds, an increase in temperature or concentration may enhance solubility, yet complete dissolution will depend on specific conditions.

In summary, when assessing the solubility of this compound, it is crucial to consider its structural features, the nature of the solvent, and experimental conditions, as they significantly influence the dissolution process.

Interesting facts

Exploring the Complexity of a Unique Chemical Compound

This compound is a fascinating example of how intricately designed chemicals can exhibit diverse biological activities. Primarily recognized for its application in medicinal chemistry, this specific structure showcases a myriad of features that pique scientific interest:

  • Synthetic Utility: The compound incorporates a complex steroid-like backbone, which is often synthesized for its potential effectiveness in therapeutic interventions.
  • Antineoplastic Activity: The presence of the bis(2-chloroethyl)amino functional group suggests its use in the realm of chemotherapy, making it a candidate for targeting cancer cells.
  • Structure-Activity Relationship (SAR): The intricate arrangement of substituents allows chemists to explore how small changes in the structure can lead to significant alterations in biological activity, promoting ongoing research in drug design.
  • Pharmacodynamics: There’s strong interest in how this compound interacts with cellular mechanisms, potentially interfering with DNA and RNA synthesis, thus impacting cancer cell proliferation.

As scientists continue to investigate this compound's mechanisms, they emphasize the importance of understanding its potential side effects and therapeutic benefits. One researcher stated, "By manipulating the nuances of such complex molecules, we can hope to improve treatment options for patients worldwide."

In summary, the ongoing research into this compound embodies the challenges and triumphs of modern medicinal chemistry, where each novel discovery carries the promise of advancing our understanding of chemical interactions and their implications in health and disease.

Synonyms
Estradiol mustard
Oestradiol mustard
22966-79-6
NCI-C01570
NSC 112259
GEO3F3A4K1
NSC-112259
Bis((p-(bis(2-chloroethyl)amino)phenyl)acetate)oestradiol
DTXSID5020574
NSC112259
Bis((p-(bis(2-chloroethyl)amino)phenyl)acetate)estra-1,3,5(10)-triene-3,17-beta-diol
Estradiol, bis((p-(bis(2-chloroethyl)amino)phenyl)acetate)
p-(N,N-Bis(2-chloroethyl)amino)phenylacetic acid 17-beta-estradiol diester
Estradiol, bis[[p-[bis(2-chloroethyl)amino]phenyl]acetate]
RefChem:137920
DTXCID10574
ESTRA-1,3,5(10)-TRIENE-3,17-DIOL (17BETA)-, 3,17-BIS(4-(BIS(2-CHLOROETHYL)AMINO)BENZENEACETATE)
CHEBI:82520
Estradiol bis[4-[bis(2-chloroethyl)amino]benzeneacetate]
[(8R,9S,13S,14S,17S)-3-[2-[4-[bis(2-chloroethyl)amino]phenyl]acetyl]oxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl] 2-[4-[bis(2-chloroethyl)amino]phenyl]acetate
17b-Estradiol, bis((p-(bis(2-chloroethyl)amino)phenyl)acetate)
(17beta)-estra-1(10),2,4-triene-3,17-diyl bis({4-[bis(2-chloroethyl)amino]phenyl}acetate)
(8R,9S,13S,14S,17S)-13-Methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthrene-3,17-diyl bis(2-(4-(bis(2-chloroethyl)amino)phenyl)acetate)
CCRIS 283
HSDB 7075
UNII-GEO3F3A4K1
17b-Estradiol, bis[[p-[bis(2-chloroethyl)amino]phenyl]acetate]
AI3-52864
Bis((p-(bis(2-chloroethyl)amino)phenyl)acetate)estradiol
Bis((4-(bis(2-chloroethyl)amino)benzene)acetate)estra-1,3,5(10)-triene-3,17-diol(17beta)
Bis((4-(bis(2-chloroethyl)amino)benzene)acetate)oestra-1,3,5(10)-triene-3,17-diol(17beta)
Bis((p-bis(2-chloroethyl)aminophenyl)acetate)oestra-1,3,5(10)-triene-3,17-beta-diol
CHEMBL1697793
ESTRADIOL 3,17-MUSTARD
SCHEMBL29673354
OESTRADIOL MUSTARD [IARC]
BDBM50016934
Estradiol, diester with [p-[bis(2-chloroethyl)amino]phenyl]acetic acid
Estra-1,3,5(10)-triene-3,17-beta-diol, bis(p-(bis(2-chloroethylamino)phenyl)acetate)
Estra-1,3,5(10)-triene-3,17-diol (17beta)-, bis(4-(bis(2-chloroethyl)amino)benzeneacetate)
NS00123287
C19493
966E796
Q27156033
Estradiol-3,17.beta.-bis[[p-[bis(2-chloroethyl)amino]phenyl]acetate]
Estra-1,5[10]-triene-3,17b-diol, bis[[p-[bis(2-chloroethyl)amino]phenyl]acetate]
ESTRA-1,3,5(10)-TRIENE-3,17-DIOL (17.BETA.)-, 3,17-BIS(4-(BIS(2-CHLOROETHYL)AMINO)BENZENEACETATE)
Estra-1,5(10)-triene-3,17-diol (17.beta.)-, bis[4-[bis(2-chloroethyl)amino]benzeneacetate]