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Amodiaquine dihydrochloride

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Identification
Molecular formula
C20H22Cl2N4O2
CAS number
69-44-3
IUPAC name
4-[(7-chloro-4-quinolyl)amino]-2-(pyrrolidin-1-ylmethyl)phenol;dihydrochloride
State
State

At room temperature, amodiaquine dihydrochloride is a solid. It is typically supplied in powder form and serves as an antimalarial medication. It should be stored in a cool, dry place to maintain its efficacy and stability.

Melting point (Celsius)
200.00
Melting point (Kelvin)
473.15
Boiling point (Celsius)
410.00
Boiling point (Kelvin)
683.15
General information
Molecular weight
355.86g/mol
Molar mass
355.8600g/mol
Density
1.4680g/cm3
Appearence

Amodiaquine dihydrochloride appears as a pale yellow powder. It is known to have a hygroscopic characteristic, meaning it can absorb moisture from the environment, which may lead to potential clumping if exposed to air. This compound is generally odorless.

Comment on solubility

Solubility of 4-[(7-chloro-4-quinolyl)amino]-2-(pyrrolidin-1-ylmethyl)phenol; dihydrochloride

This compound is known for its unique structure, which can influence its solubility characteristics. The presence of multiple functional groups often points to a complex solubility behavior. Here are some key points to consider:

  • Solvent Compatibility: This dihydrochloride salt form is likely to be soluble in polar solvents, especially water, due to the ionic nature imparted by the hydrochloride groups.
  • Effect of pH: The solubility can also vary with the pH of the solution. Under acidic conditions, the amine groups may become protonated, enhancing solubility.
  • Temperature Dependency: Like many salts, increased temperature may improve solubility, allowing for greater dissolution in solvent systems.
  • Hydrogen Bonding: The presence of hydroxyl (-OH) groups can promote hydrogen bonding, potentially leading to higher solubility in specific solvents.

In general, you can expect 4-[(7-chloro-4-quinolyl)amino]-2-(pyrrolidin-1-ylmethyl)phenol to show a good solubility profile in water and other polar solvents, making it suitable for various applications in medicinal chemistry.

Interesting facts

Interesting Facts about 4-[(7-chloro-4-quinolyl)amino]-2-(pyrrolidin-1-ylmethyl)phenol; dihydrochloride

This compound, a member of the quinoline family, showcases intriguing biochemical properties and applications that are of great interest to researchers in medicinal chemistry. Often explored for its potential as a therapeutic agent, it possesses a unique structure that combines features from both quinoline and phenolic compounds.

Biological Significance

  • Pharmacological Potential: Its structure suggests it may exhibit activities such as anti-inflammatory or antimicrobial effects, which are vital in developing new drugs.
  • Targeting Mechanisms: The presence of the quinoline moiety often enables the compound to interact with biological targets like enzymes, making it a subject of investigations for targeted therapies.

Structure and Composition

The compound includes several noteworthy structural elements:

  • The quinoline ring provides stability and a platform for enhancing biological interactions.
  • A pyrrolidine group contributes to its lipophilicity, potentially improving membrane permeation and bioavailability.
  • Incorporation of amino groups can enhance binding affinity to specific biological targets.

Research and Development

Continued research into this compound is pivotal. Some areas of focus include:

  1. Exploring its role in cancer therapy, as certain derivatives of quinoline have shown promising results in inhibiting tumor growth.
  2. Investigating its effects as a potential antimicrobial agent in the fight against resistant bacterial strains.
  3. Assessing its pharmacokinetics and safety profiles through preclinical and clinical trials.

In summary, 4-[(7-chloro-4-quinolyl)amino]-2-(pyrrolidin-1-ylmethyl)phenol; dihydrochloride is a compound of significant interest in the field of medicinal chemistry. As researchers continue to unlock its potential, it may pave the way for new therapeutic developments aimed at combating various diseases.

Synonyms
Amopyroquin hydrochloride
Amopyroquine Hydrochloride
10350-81-9
Amopyroquine HCl
UNII-O283Z58SNS
NSC 157386
O283Z58SNS
o-CRESOL, 4-((7-CHLORO-4-QUINOLYL)AMINO)-alpha-1-PYRROLIDINYL-, DIHYDROCHLORIDE
DTXSID20893633
4-((7-Chloro-4-quinolyl)amino)-alpha-1-pyrrolidinyl-o-cresol dihydrochloride
NSC-157386
AMOPYROQUINE HYDROCHLORIDE [MART.]
Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-(1-pyrrolidinylmethyl)-, dihydrochloride
4-(7-CHLORO-4-QUINOLYLAMINO)-2-(PYRROLIDIN-1-YLMETHYL)PHENOL DIHYDROCHLORIDE
AMOPYROQUINE HYDROCHLORIDE (MART.)
DTXCID901323664
Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-(1-pyrrolidinylmethyl)-, dihydrochloride (9CI)
75314-76-0
Propoquin
Amopyroquin dihydrochloride
4-[(7-chloroquinolin-4-yl)amino]-2-(pyrrolidin-1-ylmethyl)phenol;dihydrochloride
amopyroquine dihydrochloride
Q27285227