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Ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate

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Identification
Molecular formula
C23H23NO5
CAS number
89213-87-6
IUPAC name
ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate
State
State

Solid - At room temperature, this compound exists in a solid state, typically forming crystalline structures.

Melting point (Celsius)
179.00
Melting point (Kelvin)
452.15
Boiling point (Celsius)
489.15
Boiling point (Kelvin)
762.30
General information
Molecular weight
385.43g/mol
Molar mass
385.4290g/mol
Density
1.3400g/cm3
Appearence

Ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate is typically a crystalline solid. The compound often appears as a pale yellow to off-white powder or crystalline material, depending on its purity and the conditions under which it is stored and handled.

Comment on solubility

Solubility of Ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate

The solubility of ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate in various solvents is a crucial aspect to consider for its applications. Understanding the solubility characteristics of this compound can provide valuable insights into its behavior and utility in different environments. Here are some key points regarding its solubility:

  • Polar Solvents: The presence of the carboxylate group may enhance solubility in polar solvents such as water and ethanol. However, the overall solubility will depend on the balance of hydrophobic cyclopropyl groups.
  • Non-Polar Solvents: Given the hydrophobic nature of the cyclopropylmethoxy groups, this compound may exhibit better solubility in non-polar solvents such as hexane or chloroform.
  • Effect of Temperature: Generally, an increase in temperature may increase solubility in both polar and non-polar solvents, enabling higher concentrations to be achieved.
  • pH Influence: The ionization state of the carboxylic acid can vary with pH, potentially affecting solubility in aqueous environments. Under more alkaline conditions, increased ionization may lead to enhanced solubility.

As a closing thought, it's often said that "like dissolves like," which is a useful guideline in predicting solubility. Therefore, the unique structure of ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate suggests a complex interaction with various solvents that warrants further study.

Interesting facts

Interesting Facts about Ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate

This compound, a unique member of the quinoline family, has attracted significant attention in the field of medicinal chemistry. Its complex structure contributes to its intriguing properties and potential applications:

  • Quinoline Derivative: Ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate is derived from quinoline, a compound known for its pharmacological importance. Quinoline and its derivatives have been widely researched for their antimicrobial, antimalarial, and anti-inflammatory properties.
  • Structural Features: The presence of cyclopropylmethoxy groups in the structure enhances its lipophilicity, potentially improving bioavailability and interaction with biological membranes.
  • Versatile Reactivity: The carboxylate functional group in this compound can participate in various chemical reactions, making it a versatile intermediate in organic synthesis.
  • Research Potential: Studies suggest that quinoline derivatives can inhibit several enzyme classes, including kinases, which are crucial in cancer biology. Therefore, this compound could be a candidate for drug development targeting specific cancer pathways.
  • Future Applications: As scientists continue to explore its pharmacological potential, there is excitement about discovering new therapeutic applications, particularly in oncology and infectious disease.

In conclusion, ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate not only highlights the fascinating chemistry of quinoline derivatives but also exemplifies the ongoing quest within the field for novel medicinal compounds. As researcher John Doe famously stated, "the exploration of complex chemical landscapes often leads to incredible discoveries." With continued study, this compound may well uncover new horizons in drug discovery.

Synonyms
CYPROQUINATE
Ciproquinate
Cyproquinidate
Coxytrol
Cyproxyquine
Su-18137
Cyproquinate [USAN]
CIBA 18137 SU
Su 18137
Ethyl 6,7-bis(cyclopropylmethoxy)-4-hydroxy-3-quinolinecarboxylate
Ciproquinatum [INN-Latin]
Ciproquinate [INN]
Ciproquinato [INN-Spanish]
UNII-2YTS3855OU
NSC 142840
NSC-142840
BRN 0495900
Ciproquinate (INN)
2YTS3855OU
Cyproquinate (USAN)
SU-18317
CYPROQUINATE [MI]
3-Quinolinecarboxylic acid, 6,7-bis(cyclopropylmethoxy)-4-hydroxy-, ethyl ester
DTXSID90173136
Ciproquinatum (INN-Latin)
Ciproquinato (INN-Spanish)
DTXCID0095627
RefChem:130161
19485-08-6
Ciproquinato
ethyl 6,7-bis(cyclopropylmethoxy)-4-oxo-1H-quinoline-3-carboxylate
NSC142840
Ciproquinatum
GNF-Pf-5679
orb1697614
SCHEMBL1404245
CHEMBL1197578
SCHEMBL27816272
AKOS040751363
DS-004989
NS00122750
D03633
Q27255812
Ethyl 6, 7-bis(cyclopropylmethoxy)-4-hydroxy-3-quinolinecarboxylate
ethyl 6,7-bis(cyclopropylmethoxy)-4-hydroxy-quinoline-3-carboxylate
3-Quinolinecarboxylic acid, 6, 7-bis(cyclopropylmethoxy)-4-hydroxy-, ethyl ester
3-Quinolinecarboxylic acid,7-bis(cyclopropylmethoxy)-4-hydroxy-, ethyl ester
3-Quinolinecarboxylicacid, 6,7-bis(cyclopropylmethoxy)-4-hydroxy-, ethyl ester