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Chlorambucil

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Identification
Molecular formula
C14H19Cl2NO2
CAS number
305-03-3
IUPAC name
4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic acid
State
State

At room temperature, chlorambucil is a solid.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
304.21g/mol
Molar mass
304.2060g/mol
Density
1.3000g/cm3
Appearence

Chlorambucil appears as a pale yellow crystalline solid.

Comment on solubility

Solubility of 4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic acid

The solubility of 4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic acid can be influenced by several factors, as it contains both hydrophilic and hydrophobic properties due to its complex structure. Here are some important points to consider:

  • Polarity: The presence of polar functional groups, like the carboxylic acid (-COOH), typically enhances solubility in polar solvents such as water.
  • Hydrophobic Interactions: The bis(2-chloroethyl)amino moiety may impart hydrophobic characteristics, which could lead to decreased solubility in aqueous environments.
  • pH Dependence: The solubility may vary with pH levels; at lower pH, the carboxylic acid can be protonated, affecting its solubility.
  • Solvent Choice: Solubility may be higher in organic solvents like DMSO or ethanol compared to water due to the hydrophobic segments of the molecule.

As a result, while 4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic acid is expected to exhibit some solubility in polar solvents, the specific conditions such as pH, temperature, and the choice of solvent play a crucial role in determining the overall solubility of this compound.

Interesting facts

Interesting Facts About 4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic Acid

This compound, known for its intricate structure and unique properties, is a notable example in the realm of medicinal chemistry. Commonly referred to as a derivative of a phenoxyacetic acid, it showcases the versatility of benzoic acid derivatives in pharmaceuticals. Here are some intriguing aspects of this compound:

  • Medical Applications: This compound has been studied for its potential use in anticancer therapies. Its structure hints at the possibility of targeting specific cancer cells while minimizing impact on healthy tissues.
  • Structure Functionality: The presence of the bis(2-chloroethyl)amino group not only adds to its chemical diversity but also plays a crucial role in its mechanism of action, especially in the inhibition of cancer cell proliferation.
  • Historical Significance: Compounds with similar structures have been pivotal in the development of various chemotherapeutic agents, making this compound part of a rich tradition in cancer research.
  • Synthesis Challenges: The synthesis of this compound involves multiple steps, which can include complex reactions. This complexity is often a reflection of the advanced techniques used in organic chemistry.

As a chemistry student or researcher, the exploration of such compounds can lead to groundbreaking discoveries in therapeutic areas. Each study can reveal new insights, potential new uses, and mechanisms of action that were not previously understood. Remember, "Chemistry is not just about substances; it's about transformation and the possibilities that lie ahead."

Synonyms
IC 140
148-78-7
N-(p-(Bis(2-chloroethyl)amino)phenyl) p-carboxycarbanilate
NSC 130998
BRN 2823442
CY2P0C893X
I.C. 140
4-[[4-[bis(2-chloroethyl)amino]phenoxy]carbonylamino]benzoic acid
NSC-130998
UNII-CY2P0C893X
MLS003389433
DTXSID80163864
p-(N,N-Di-2-chloroethylamino)phenyl N-(p-carboxyphenyl)carbamate
4-(((4-(Bis(2-chloroethyl)amino)phenoxy)carbonyl)amino)benzoic acid
Carbanilic acid, p-carboxy-, (4-(bis(2-chloroethyl)amino)phenyl)
p-(N,N-Di-2-chloroethyloamino)-phenyl-N-(p-carboxyphenyl)carbamate
Benzoic acid, 4-(((4-(bis(2-chloroethyl)amino)phenoxy)carbonyl)amino)-
CARBANILIC ACID, p-CARBOXY-, 4-BIS(2-CHLOROETHYLAMINO)PHENYL ESTER
Carbanilic acid, p-carboxy-, N-(p-(bis(2-chloroethyl)amino)phenyl) ester
4-(N,N,-BIS-(2-CHLOROETHYL)AMINO)PHENYL-N-(P-CARBOXYPHENYL)CARBAMATE
4-(N,N-BIS(2-CHLOROETHYL)AMINO)PHENYL-N-(P-CARBOXYPHENYL)CARBAMATE
PHENOL, P-(BIS(2-CHLOROETHYL)AMINO)-, P-CARBOXYCARBANILATE (ESTER)
N-[p-[Bis(2-chloroethyl)amino]phenyl] p-carboxycarbanilate
4-[[[4-[Bis(2-chloroethyl)amino]phenoxy]carbonyl]amino]benzoic acid
Benzoic acid, 4-[[[4-[bis(2-chloroethyl)amino]phenoxy]carbonyl]amino]-
CHEMBL1870347
DTXCID4086355
IC-140
NSC130998
SMR002049086
Phenol, ester with p-(carboxyamino)benzoic acid
Phenol, ester with p-(carboxyamino) benzoic acid
Carbanilic acid, [4-[bis(2-chloroethyl)amino]phenyl] ester
Carbanilic acid, N-[p-[bis(2-chloroethyl)amino]phenyl] ester
4-(N,N-bis(2-chloroethyl)amino)phenyl N-(4-carboxyphenyl)carbamate
Benzoic acid, p-[[[4-[bis(2-chloroethyl)amino]phenoxy]carbonyl]amino]-