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Quinoline antibiotic analog

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Identification
Molecular formula
C20H17F3N2O5
CAS number
850140-72-6
IUPAC name
2,3-dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate
State
State

The compound is typically in a solid state at room temperature and is stable under standard conditions. It is generally handled and stored as a powder or crystalline solid in laboratory settings.

Melting point (Celsius)
261.00
Melting point (Kelvin)
534.15
Boiling point (Celsius)
653.00
Boiling point (Kelvin)
926.15
General information
Molecular weight
413.37g/mol
Molar mass
413.3730g/mol
Density
1.4300g/cm3
Appearence

The compound typically appears as a white to off-white crystalline powder. The precise appearance can vary slightly depending on the purity and form (e.g., hydrate or anhydrous) of the particular sample being observed.

Comment on solubility

Solubility of 2,3-Dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate

The compound 2,3-dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate, with the chemical formula C20H17F3N2O5, exhibits notable solubility characteristics that can significantly influence its utilization in various applications.

Factors Affecting Solubility

Several key factors determine the solubility of this compound:

  • Polarity: The presence of hydroxyl groups in the molecular structure enhances hydrophilicity, which typically favors solubility in polar solvents such as water.
  • Functional Groups: The amino and benzoate moieties bring additional properties that can impact the solubility profile. For instance, aromatic characteristics might encourage interaction with organic solvents.
  • Fluorine Influence: The trifluoromethyl group is known for its unique electronic effects, which can alter solvation dynamics and therefore influence solubility behavior.

General Solubility Insights

When considering the solubility of this compound:

  • Water Solubility: It is anticipated that 2,3-dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate will have moderate to good solubility in water due to the hydrophilic hydroxyl groups.
  • Organic Solvent Solubility: The compound may demonstrate enhanced solubility in organic solvents like ethanol or DMSO, attributed to its larger aromatic structure and the influence of the trifluoromethyl group.

Understanding the solubility of this compound is crucial for its application in fields ranging from pharmaceuticals to material science, as solubility can dictate factors like bioavailability, stability, and overall efficacy.

Interesting facts

Interesting Facts about 2,3-Dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate

This compound represents a fascinating intersection of medicinal chemistry and organic synthesis, notably due to its unique structural features. Here are some engaging insights into its properties and potential applications:

  • Quinoline Backbone: The presence of a quinoline moiety is significant, as compounds containing this structure are often noted for their biological activity, especially in developing pharmaceuticals.
  • Trifluoromethyl Group: The trifluoromethyl (–CF3) group is known for enhancing the lipophilicity of compounds, which can improve their bioavailability and pharmacological properties.
  • Dual Hydroxy Groups: The two hydroxy groups (–OH) in the molecule can participate in various hydrogen bonding interactions, potentially influencing the compound's solubility and reactivity.
  • Drug Development: Given its multi-functional nature, this compound could serve as a lead structure in drug design, particularly in fields targeting anti-cancer or anti-inflammatory activities.
  • Research Potential: Studies on the synthesis and modification of similar compounds are ongoing, with research often revolving around improving efficacy and reducing side effects of therapies.

As with many chemical compounds, the combination of functional groups present within 2,3-dihydroxypropyl 2-[[8-(trifluoromethyl)-4-quinolyl]amino]benzoate opens many avenues for scientific exploration. Understanding how such compounds interact with biological systems is essential for the advancement of medicinal chemistry.

In the words of famous chemist Linus Pauling, "The best way to have a good idea is to have a lot of ideas." This compound is a prime example of how innovative thinking in chemistry can lead to the development of potentially life-changing drugs.

Synonyms
floctafenine
23779-99-9
Novodolan
Idarac
Diralgan
Idalon
2,3-Dihydroxypropyl 2-((8-(trifluoromethyl)quinolin-4-yl)amino)benzoate
FLOCTAFENIN
Floctafenina
RU 15750
R 4318
Floctafeninum
Floctafeninum [INN-Latin]
Floctafenina [INN-Spanish]
8-Trifluoromethyl-7-deschloroglafenine
2,3-dihydroxypropyl 2-[[8-(trifluoromethyl)quinolin-4-yl]amino]benzoate
EINECS 245-881-4
O04HVX6A9Q
Ru-15750
Idarac (TN)
BRN 0457808
DTXSID8057695
2,3-Dihydroxypropyl 2-((8-(trifluoromethyl)-quinolin-4-yl)amino)benzoate
Floctafenine [USAN:INN:BAN:JAN]
Benzoic acid, 2-((8-(trifluoromethyl)-4-quinolinyl)amino)-, 2,3-dihydroxypropyl ester
FLOCTAFENINE [MI]
R-4138
R-4318
FLOCTAFENINE [INN]
FLOCTAFENINE [JAN]
FLOCTAFENINE [USAN]
2,3-Dihydroxypropyl N-(8-(trifluoromethyl)-4-quinolyl)anthranilate
FLOCTAFENINE [MART.]
2-(8'-Trifluoromethyl-4'-quinolylamino)benzoic acid 2,3-dihydroxy propyl ester
4-(o-(2',3'-Dihydroxypropyloxycarbonyl)phenyl)-amino-8-trifluoromethylquinoline
Benzoic acid, 2-(8'-trifluoromethyl-4'-quinolylamino)-, 2,3-dihydroxypropyl ester
FLOCTAFENINE [WHO-DD]
DTXCID9031484
2,3-dihydroxypropyl 2-{[8-(trifluoromethyl)quinolin-4-yl]amino}benzoate
Floctafeninum (INN-Latin)
Floctafenina (INN-Spanish)
Benzoic acid, 2-[[8-(trifluoromethyl)-4-quinolinyl]amino]-, 2,3-dihydroxypropyl ester
FLOCTAFENINE (MART.)
Duralgin
UNII-O04HVX6A9Q
2,3-Dihydroxypropyl N-[8-(trifluoromethyl)-4-quinolyl]anthranilate
(RS)-2,3-Dihydroxypropyl 2-(8-(trifluoromethyl)quinoline-4-ylamino)benzoate
(RS)-2,3-Dihydroxypropyl 2-[8-(trifluoromethyl)quinoline-4-ylamino]benzoate
SCHEMBL26841
Floctafenine (JAN/USAN/INN)
CHEMBL2105075
CHEBI:31612
N02BG04
HY-A0259
Tox21_113688
AKOS015998661
DB08976
FF23305
SB73211
NCGC00249912-01
DA-73380
CAS-23779-99-9
CS-0017604
NS00006030
D01267
G85831
EN300-19765892
Q5459971
BRD-A23418262-001-01-5
2-[[8-(Trifluoromethyl)-4-quinolinyl]amino]benzoic acid 2,3-dihydroxypropyl ester;N-[8-(Trifluoromethyl)-4-quinolyl]anthranilic acid 2,3-dihydroxypropyl ester;1-[N-[8-(Trifluoromethyl)-4-quinolyl]anthranilate]glycerol
245-881-4