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Identification
Molecular formula
C18H10BrClFN2O4
CAS number
33286-22-5
IUPAC name
2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]acetic acid
State
State

At room temperature, this compound is typically in a solid state.

Melting point (Celsius)
265.00
Melting point (Kelvin)
538.15
Boiling point (Celsius)
625.00
Boiling point (Kelvin)
898.15
General information
Molecular weight
485.70g/mol
Molar mass
485.7010g/mol
Density
2.2300g/cm3
Appearence

This compound typically appears as a fine, off-white to pale yellow crystalline powder.

Comment on solubility

Solubility of 2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]acetic acid

The solubility of a compound plays a crucial role in determining its application and behavior in various environments. For the compound 2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]acetic acid (C18H10BrClFN2O4), several factors influence its solubility:

  • Polarity: The presence of polar functional groups, such as carboxylic acids and halogens, suggests that this compound may exhibit moderate to high solubility in polar solvents like water.
  • Hydrogen Bonding: The carboxylic acid group can participate in hydrogen bonding, enhancing solubility in aqueous solutions.
  • Influence of Substituents: The bromine and fluorine atoms may affect the overall polarity and solubility characteristics. Generally, the introduction of halogens can either increase or decrease solubility based on their position and electronic effects.
  • pH Dependency: As an acid, its solubility could vary with pH levels; in acidic conditions, the compound may remain in its un-ionized form, while at higher pH, it may ionize, impacting solubility significantly.

In summary, while the exact solubility data for this specific compound may require empirical testing, we can deduce that its structure suggests it has potential solubility in polar solvents, influenced by various key factors. As always, experimental validation is essential for precise solubility assessments.

Interesting facts

Interesting Facts about 2-[3-[(4-bromo-2-fluoro-phenyl)methyl]-7-chloro-2,4-dioxo-quinazolin-1-yl]acetic acid

This intriguing compound belongs to the class of quinazolines, which are known for their wide range of biological activities. One might find it fascinating to explore its potential applications in medicinal chemistry and how the incorporation of various halogens, like bromine and fluorine, and functional groups tailors the compound's reactivity and biological properties.

Key Highlights

  • Biological Significance: Quinazoline derivatives have shown interesting pharmacological profiles, including anti-cancer and anti-inflammatory properties.
  • Structure Diversity: The presence of different substituents, notably the bromo and fluoro groups, allows this compound to exhibit varied interactions with biological macromolecules, potentially enhancing its effectiveness as a drug candidate.
  • Research Applications: Due to its complex structure, this compound could be a valuable subject for studies investigating the development of new therapeutic agents.
  • Synthesis Challenges: The synthetic pathways for creating such compounds can be intricate, requiring advanced techniques in organic chemistry to achieve the desired functionality while maintaining high yields.

Moreover, the acid functional group in this compound plays a crucial role in determining its solubility and interaction with other molecular entities, potentially allowing it to act effectively in various biochemical environments. As one delves into the world of such compounds, it could serve as an excellent example of how the manipulation of molecular architecture leads to great advancements in pharmaceuticals. Researchers are often inspired by quotes like, "The magic of chemistry lies in how simple transformations can lead to complex behaviors."

This compound exemplifies how integration of halogens and carboxylic acid functional groups can enhance biological activity while providing insight into molecular interactions, making it a worthy subject for further investigation in both academic and clinical research settings.

Synonyms
Zenarestat
112733-06-9
Zenarestatum
FR-74366
FK-366
Zenarestat [USAN:INN]
Zenarestatum [INN-Latin]
FR 74366
Zenarestat [INN]
FK 366
Fk366
CI-1014
FR74366
2-[3-[(4-bromo-2-fluorophenyl)methyl]-7-chloro-2,4-dioxoquinazolin-1-yl]acetic acid
180C9PJ8JT
[3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2h)-yl]acetic acid
DTXSID0047296
ZENARESTAT [MI]
ZENARESTAT [JAN]
ZENARESTAT [USAN]
ZENARESTAT [WHO-DD]
CHEMBL10413
1(2H)-Quinazolineaceticacid, 3-[(4-bromo-2-fluorophenyl)methyl]-7-chloro-3,4-dihydro-2,4-dioxo-
2-(7-Chloro-3-(4-bromo-2-fluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxoquinazolin)-1-acetic acid
DTXCID8027296
(3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl)acetic acid
3-(4-Bromo-2-fluorobenzyl)-7-chloro-3,4-dihydro-2,4-dioxo-1(2H)-quinazolineacetic acid
[3-(4-BROMO-2-FLUORO-BENZYL)-7-CHLORO-2,4-DIOXO-3,4-DIHYDRO-2H-QUINAZOLIN-1-YL]-ACETIC ACID
Zenarestatum (INN-Latin)
2-(3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl)acetic acid
1(2H)-Quinazolineacetic acid, 3,4-dihydro-3-((4-bromo-2-fluorophenyl)methyl)-7-chloro-2,4-dioxo-
1(2H)-Quinazolineacetic acid, 3-[(4-bromo-2-fluorophenyl)methyl]-7-chloro-3,4-dihydro-2,4-dioxo-
CAS-112733-06-9
Zenarestat (USAN/INN)
CI 1014
UNII-180C9PJ8JT
2-(3-((4-bromo-2-fluorophenyl)methyl)-7-chloro-2,4-dioxoquinazolin-1-yl)acetic acid
3-((4-Bromo-2-fluorophenyl)methyl)-7-chloro-3,4-dihydro-2,4-dioxo-l(2H)-quinazolineacetic acid
3-[(4-Bromo-2-fluorophenyl)methyl]-7-chloro-3,4-dihydro-2,4-dioxo-l(2H)-quinazolineacetic acid
SCHEMBL48959
ZES
GTPL7418
BDBM16496
SXONDGSPUVNZLO-UHFFFAOYSA-N
Tox21_113652
Tox21_300459
AKOS025395200
DB02132
NCGC00248061-01
NCGC00248061-02
NCGC00254383-01
3-((4-Bromo-2-fluorophenyl)methyl)-7-chloro-3,4-dihydro-2,4-dioxo-1(2H)-quinazolineacetic acid
DA-68822
MS-27948
HY-116239
CS-0064479
NS00015727
D03807
G12714
Q15633958
(3-(4-bromo-2-fluorobenzyl)-7-chloro-2,4-dioxo-3,4-dihydro-1(2H)-quinazolinyl)acetic acid
2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]-acetic acid
2-[3-(4-bromo-2-fluorobenzyl)-7-chloro-1,2,3,4-tetrahydro-2,4-dioxoquinazolin-1-yl]acetic acid
2-{3-[(4-bromo-2-fluorophenyl)methyl]-7-chloro-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-1-yl}acetic acid