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Chloroprocaine

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Identification
Molecular formula
C13H19ClN2O2
CAS number
133-16-4
IUPAC name
2-(diethylamino)ethyl 4-amino-2-chloro-benzoate
State
State

Chloroprocaine is typically found as a solid at room temperature. It is often prepared as a hydrochloride salt for use in medical applications, which helps to stabilize it and make it more soluble in aqueous solutions.

Melting point (Celsius)
155.00
Melting point (Kelvin)
428.15
Boiling point (Celsius)
460.00
Boiling point (Kelvin)
733.15
General information
Molecular weight
270.76g/mol
Molar mass
270.7360g/mol
Density
1.1730g/cm3
Appearence

Chloroprocaine typically appears as a white crystalline powder. It is soluble in water and has a bitter taste. The compound is often supplied in its hydrochloride form for medical use, where it is generally used as a local anesthetic. In this form, it may appear as a white to off-white solid.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 4-amino-2-chloro-benzoate

The solubility of 2-(diethylamino)ethyl 4-amino-2-chloro-benzoate in various solvents can significantly influence its applications in chemical processes. Understanding the solubility characteristics is vital for optimal utilization. Here are some key points regarding its solubility:

  • Polar Solvents: This compound tends to exhibit **moderate solubility** in polar solvents such as water due to its potential for hydrogen bonding.
  • Non-Polar Solvents: Solubility is often lower in non-polar solvents, where interactions are primarily hydrophobic, making the compound less stable and less soluble.
  • pH Dependency: The solubility may also be influenced by the pH of the solution, as the protonation or deprotonation of the amino groups can alter its solubility dynamics.
  • Temperature Effects: Increasing temperature generally enhances solubility, which can be an important consideration during its application in chemical synthesis.

In summary, while 2-(diethylamino)ethyl 4-amino-2-chloro-benzoate shows promising solubility in polar solvents, its behavior in non-polar environments is less favorable. Thus, for effective formulation and application, it's essential to consider these solubility aspects diligently.

Interesting facts

Exploring 2-(Diethylamino)ethyl 4-amino-2-chloro-benzoate

2-(Diethylamino)ethyl 4-amino-2-chloro-benzoate is a fascinating compound with significant implications in the field of medicinal chemistry. This compound, belonging to the class of benzoate derivatives, is particularly notable for its role as:

  • An Intermediate: It serves as an intermediate in the synthesis of various pharmaceutical agents, thanks to its reactive functional groups.
  • Antibacterial Activity: Research suggests that similar compounds have shown potential antibacterial properties, making them candidates for further drug development.
  • A Local Anesthetic: Compounds of this nature often exhibit local anesthetic effects, which can be advantageous in outpatient medical procedures.

One of the intriguing features of this compound is the inclusion of the diethylamino group, which enhances its ability to interact with biological systems. The presence of this amine can influence:

  • Ionization: The pH of the environment, affecting its permeability and biological activity.
  • Interaction with Receptors: The compound's ability to bind to specific receptors, which can dictate its pharmacological profile.
  • Metabolic Pathways: The way it is processed in the body, which can impact its efficacy and safety profile.

In the realm of organic chemistry, the chlorobenzoyl moiety adds another layer of versatility. It can participate in a variety of reactions such as:

  • Nucleophilic Substitution: Allowing for further modifications to create new derivatives.
  • Aromatic Electrophilic Substitution: Which can enhance its pharmacological properties by modifying its structure.

As a summary, 2-(diethylamino)ethyl 4-amino-2-chloro-benzoate is not only a chemical curiosity but also a compound with promising applications in medicine. Its unique structure and functional groups pave the way for numerous opportunities in drug development and therapeutic interventions.

Synonyms
CHLOROPROCAINE
Chloroprocain
2-Chloroprocaine
133-16-4
Chlorprocaine
Halestyn
Piocaine
2-(Diethylamino)ethyl 4-amino-2-chlorobenzoate
Cloroprocaina
Chlor-procaine
Chloroprocainum
Chlorprocainum
Chloroprocaine [INN]
2-Diethylaminoethyl 4-amino-2-chloro-benzoate
Nesacaine
Chloroprocainum [INN-Latin]
Cloroprocaina [INN-Spanish]
Benzoic acid, 4-amino-2-chloro-, 2-(diethylamino)ethyl ester
HSDB 3301
UNII-5YVB0POT2H
5YVB0POT2H
2-(Diethylaminoethyl)-4-amino-2-chlorobenzoate
BRN 2808071
CHEBI:3636
Chloroprocaine (INN)
4-amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester
DTXSID8022799
4-14-00-01273 (Beilstein Handbook Reference)
Chloroprocainum (INN-Latin)
Cloroprocaina (INN-Spanish)
2-diethylaminoethyl 4-amino-2-chlorobenzoate
NESCAINE
CHLOROPROCAINE [MI]
SCHEMBL6676
CHLOROPROCAINE [HSDB]
CHLOROPROCAINE [VANDF]
DTXCID902799
GTPL7145
CHLOROPROCAINE [WHO-DD]
CHEMBL1179047
HY-B1604A
N01BA04
AKOS010575135
DB01161
NCGC00183273-04
CS-0013537
NS00001214
C07877
D07678
EN300-1590375
SR-01000944416
Q2964133
SR-01000944416-1
BRD-K86864073-001-01-1
Z802864938