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Chlorambucil

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Identification
Molecular formula
C14H19Cl2N3O2
CAS number
305-03-3
IUPAC name
2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid
State
State
At room temperature, chlorambucil exists as a solid. It is stable under recommended storage conditions.
Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
304.21g/mol
Molar mass
304.2090g/mol
Density
1.2230g/cm3
Appearence
Chlorambucil appears as a white to pale yellow crystalline powder. It is practically insoluble in water but soluble in ethanol and acetone.
Comment on solubility

Solubility of 2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid

The solubility of 2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid in various solvents can be influenced by its complex structure. Generally, the solubility of such azo compounds is dictated by factors like polarity, molecular interactions, and functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of both hydrophobic (aromatic rings) and hydrophilic (carboxylic acid) groups suggests that this compound may demonstrate variable solubility.
  • Aqueous Solubility: It is likely to be sparingly soluble in water due to the bulky hydrophobic species which hinder interaction with water molecules.
  • Organic Solvents: This compound may have increased solubility in organic solvents such as dimethyl sulfoxide (DMSO) or ethanol, thanks to its hydrophobic characteristics.
  • Temperature Effects: Solvent temperature could affect solubility, as higher temperatures generally increase solubility of organic compounds.

It's essential to understand that the *specific solubility of this compound* must be determined experimentally, as theoretical predictions might not fully capture the interactions taking place.

Interesting facts

Interesting Facts about 2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid

2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid, often referred to in research as an important compound in the field of medicinal chemistry, possesses several compelling attributes:

  • Multi-Functional Role: This compound serves as an azo dye and a pharmaceutical intermediate, making it a significant subject of study in both industrial applications and medicinal formulations.
  • Anticancer Potential: Research has indicated its potential as an anticancer agent, particularly due to its structure, which may allow for interactions with cellular targets involved in tumor development.
  • Mechanism of Action: The presence of the bis(2-chloroethyl)amino group is of particular interest as it may contribute to alkylation processes, leading to DNA cross-linking, which is a critical mechanism by which many chemotherapeutic agents exhibit their effects.
  • Color Change Properties: Being an azo compound, it is known to change color under different pH conditions, which can be useful in various diagnostic applications.
  • Research Applications: This compound's unique properties make it a vital component in studies related to drug design and synthesis, especially in understanding how variations in molecular structure can affect biological activity.

In summary, 2-[4-[bis(2-chloroethyl)amino]-2-methyl-phenyl]azobenzoic acid is more than just a chemical compound; it represents a fascinating intersection of chemistry, pharmacology, and industrial application, providing numerous pathways for research and advancement in the field.

Synonyms
Azo-mustard
4213-40-5
Azo Mustard
CB 1414
2-[[4-[bis(2-chloroethyl)amino]-2-methylphenyl]azo]benzoic acid
NSC-16498
AI 3-26381
2'-Carboxy-2-methylphenylazo nitrogen mustard
4-(N,N-Di-2''-chloroethylamino)-2-methyl-2'-carboxyazobenzene
BENZOIC ACID, 2-(4-BIS(2-CHLOROETHYL)AMINO-2-METHYL)PHENYLAZO-
2'-Carboxy-4-[bis(2-chloroethyl)amino]-2-methylazobenzene
Azobenzene-2-carboxylic acid, 4'-(di-2''-chloroethylamino)-2'-methyl-
Benzoic acid, o-(4-(bis(2-chloroethyl)amino)-o-tolylazo)-
Benzoic acid, o-[[4-[(2-chloroethyl)amino]-o-tolyl]azo]-
Benzoic acid, 2-(4-bis(2-chloroethyl)amino-1-(o-tolyl))azo-
Benzoic acid, 2-(4-bis(2-chloroethyl)amino-(2-methylphenyl))azo-
2-({4-[bis(2-chloroethyl)amino]-2-methylphenyl}diazenyl)benzoic acid
2-[[4-[bis(2-chloroethyl)amino]-2-methylphenyl]diazenyl]benzoic acid
Benzoic acid, 2-[[4-[bis(2-chloroethyl)amino]-2-methylphenyl]azo]-
2-(4-bis(2-chloroethyl)amino-2-methyl)phenylazobenzoic acid
Benzoic acid, o-((4-((2-chloroethyl)amino)-o-tolyl)azo)-
4'-(di-2''-chloroethylamino)-2'-methylazobenzene-2-carboxylic acid
Benzoic acid, 2-[2-[4-[bis(2-chloroethyl)amino]-2-methylphenyl]diazenyl]-
BRN 3443540
Benzoic acid, o-(4-[bis(2-chloroethyl)amino]-o-tolylazo)-
Benzoic acid, 2-[4-bis(2-chloroethyl)amino-1-(o-tolyl)]azo-
AI3-26381
Benzoic acid, 2-[4-bis(2-chloroethyl)amino-(2-methylphenyl)]azo-
o-(4-Bis(beta-chloroethyl)amino-o-tolylazo)benzoic acid
NL9BFV3XRT
4-16-00-00536 (Beilstein Handbook Reference)
CHEBI:34193
DTXSID601039000
NSC16498
WLN: QVR BNUNR B1 DN2G2G
AKOS040750235
HY-116948
Q27115889
2'-carboxy-4-di-(2-chloroethyl)amino-2-methylazobenzene
o-[4-Bis(.beta.-chloroethyl)amino-o-tolylazo]benzoic acid
2-[2-[4-[Bis(2-chloroethyl)amino]-2-methylphenyl]diazenyl]benzoic acid