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Chloroquine phosphate ester

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Identification
Molecular formula
C25H26ClN3O3
CAS number
50-63-5
IUPAC name
2,3-dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate
State
State

At room temperature, it is typically in a solid state as a crystalline powder.

Melting point (Celsius)
215.00
Melting point (Kelvin)
488.15
Boiling point (Celsius)
455.00
Boiling point (Kelvin)
728.15
General information
Molecular weight
506.90g/mol
Molar mass
506.8910g/mol
Density
1.4500g/cm3
Appearence

The compound appears as an off-white to light yellow crystalline powder.

Comment on solubility

Solubility of 2,3-dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate

The solubility of 2,3-dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate (C25H26ClN3O3) can be quite intricate, influenced by its molecular structure and functional groups. Generally, several factors affect the solubility of compounds:

  • Polarity: The presence of hydroxyl (-OH) groups tends to increase polarity, potentially enhancing solubility in polar solvents, such as water.
  • Amine and Halogen Groups: The amine group can enhance solubility in various solvents, while the chloro- group may impart some degree of hydrophobic character.
  • Molecular Weight: With a relatively high molecular weight, solubility in water may be limited, indicating a preference for organic solvents.

As a result, while this compound may exhibit limited solubility in water due to its size and structural characteristics, it could be quite soluble in organic solvents or mixed solutions. This dual nature reflects a fascinating aspect of chemical solubility, where interactions between molecular features dictate behavior.

In summary, the solubility of C25H26ClN3O3 is likely to be influenced significantly by:

  1. Type of solvent
  2. Temperature
  3. Concentration of the solute

Understanding these factors can provide deeper insights into how 2,3-dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate interacts with different solvents in various environments.

Interesting facts

Interesting Facts about 2,3-Dihydroxypropyl 2-[(7-Chloro-4-quinolyl)amino]benzoate

2,3-Dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate is a fascinating compound that bridges the fields of medicinal chemistry and pharmacology. Here are some noteworthy points about this intriguing molecule:

  • Therapeutic Potential: This compound is part of a class of compounds known for their antimicrobial properties. It has been studied for its potential use in treating various bacterial infections, showcasing the role of quinoline derivatives in drug discovery.
  • Mechanism of Action: The presence of the 7-chloro-4-quinolyl group is key to its biological activity. This moiety interacts with specific enzymes or proteins in bacteria, leading to inhibition of their growth.
  • Structure-Activity Relationship: The modification of the hydroxyl groups in the propyl chain can alter the bioactivity of the compound significantly, providing insights into how structural changes can enhance or diminish the efficacy of potential drugs.
  • Multi-Functional Applications: Beyond its antimicrobial activity, the structural components suggest that this compound may have utility in other fields, such as anti-inflammatory therapies or as dye precursors in chemical industries.
  • Synthetic Routes: The synthesis of this compound often involves several steps, including nucleophilic substitution and selective functional group modifications. Understanding these pathways is crucial for optimizing production methods.

Overall, 2,3-dihydroxypropyl 2-[(7-chloro-4-quinolyl)amino]benzoate exemplifies the intricate relationship between chemical structure and biological activity, making it a compelling topic for both research and educational discourse in the field of chemistry.

Synonyms
glafenine
3820-67-5
Glaphenine
Glafenin
Glycerylaminophenaquine
Glaphenin
Glicafan
Glifanan
Glifan
Glafenina
Dolomate
Glifanar
Privadol
Glafeninum
2,3-Dihydroxypropyl 2-((7-chloroquinolin-4-yl)amino)benzoate
Alicidon
Adalgur [French]
Adalgur
2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino]benzoate
Glafeninum [INN-Latin]
2,3-Dihydroxypropyl N-(7-chloro-4-quinolyl) anthranilate
Glafenina [INN-Spanish]
CHEBI:31653
R 1707
Glafenine [INN:DCF:JAN]
4-((2-Carboxyphenyl)amino)-7-chloroquinoline alpha-monoglyceride
EINECS 223-315-7
4-(2'-beta,gamma-Dihydroxypropoxycarbonylphenylamino)-7-chloroquinoline
NSC-757808
BRN 0497124
46HL4I09AH
GLAFENINE [INN]
GLAFENINE [JAN]
GLAFENINE [MI]
R-1707
GLAFENINE [MART.]
GLAFENINE [WHO-DD]
1-GLYCERYL N-[7-CHLORO-4-QUINOLYL]ANTHRANILATE HYDROCHLORIDE
Benzoic acid, 2-((7-chloro-4-quinolinyl)amino)-, 2,3-dihydroxypropyl ester
DTXSID1048546
Anthranilic acid, N-(7-chloro-4-quinolyl)-, 2,3-dihydroxypropyl ester
4-(2'-(beta,gamma-Dihydroxypropoxycarbonyl)phenylamino)-7-chloroquinoleine [French]
NSC 757808
Glafeninum (INN-Latin)
Glafenina (INN-Spanish)
GLAFENINE (MART.)
4-(2'-(beta,gamma-Dihydroxypropoxycarbonyl)phenylamino)-7-chloroquinoleine
2,3-Dihydroxypropyl 2-[(7-chloro-4-quinolinyl)amino]benzoate
1-Glyceryl N-(7-chloro-4-quinolyl)anthranilate
2,3-Dihydroxypropyl 2-(((7-chloroquinolin-4-yl)amino)benzoate
UNII-46HL4I09AH
2,3-Dihydroxypropyl 2-((7-chloro-4-quinolinyl)amino)benzoate
Spectrum_001212
Glafenine (JAN/INN)
Prestwick0_000293
Prestwick1_000293
Prestwick2_000293
Prestwick3_000293
Spectrum2_001383
Spectrum3_001422
Spectrum4_000830
Spectrum5_001564
Epitope ID:131799
Oprea1_338301
SCHEMBL24246
BSPBio_000226
BSPBio_003124
KBioGR_001379
KBioSS_001692
DivK1c_000295
Glafenine, analytical standard
SPECTRUM1500996
SPBio_001366
SPBio_002445
BPBio1_000250
CHEMBL146095
DTXCID1028102
BCBcMAP01_000138
HMS500O17
KBio1_000295
KBio2_001692
KBio2_004260
KBio2_006828
KBio3_002344
N02BG03
NINDS_000295
HMS1921O18
Pharmakon1600-01500996
HY-B1153
BDBM50103508
CCG-39001
NSC757808
AKOS016012374
CS-4757
FS-6628
SB17236
IDI1_000295
SMP1_000140
NCGC00094881-01
NCGC00094881-02
NCGC00094881-03
NCGC00094881-04
SBI-0051624.P002
DB-329579
AB00052189
NS00008803
UNM000003519201
D01351
D86844
AB00052189_08
AB00052189_09
Q5566483
SR-01000473478-4
BRD-A38076815-001-04-0
BRD-A38076815-003-03-8
BRD-A38076815-003-10-3
2,3-Dihydroxypropyl2-(((7-chloroquinolin-4-yl)amino)benzoate
2,3-DIHYDROXYPROPYL2-((7-CHLOROQUINOLIN-4-YL)AMINO)BENZOATE
223-315-7
Glafenine; Benzoic acid, 2-[(7-chloro-4-quinolinyl)amino]-, 2,3-dihydroxypropyl ester; Anthranilic acid, N-(7-chloro-4-quinolyl)-, 2,3-dihydroxypropyl ester (7CI,8CI); Glycerol, 1-[N-(7-chloro-4-quinolyl)anthranilate] (8CI); 2,3-Dihydroxypropyl N-(7-chloro-4-quinoly