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Chlorothiazide

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Identification
Molecular formula
C10H8ClN3O4S2
CAS number
58-94-6
IUPAC name
7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide
State
State

At room temperature, Chlorothiazide is in a solid state, appearing as a crystalline powder.

Melting point (Celsius)
355.00
Melting point (Kelvin)
628.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
295.72g/mol
Molar mass
295.7200g/mol
Density
1.3900g/cm3
Appearence

Chlorothiazide is typically a white to off-white crystalline powder. It is known for being sparingly soluble in water and has a slightly bitter taste. It is stable under typical storage conditions.

Comment on solubility

Solubility of 7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide

The solubility of 7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide in various solvents can exhibit some intriguing characteristics:

  • Polar Solvents: This compound tends to be more soluble in polar solvents due to the presence of the sulfonamide group, which can engage in hydrogen bonding.
  • Water Solubility: It is moderately soluble in water, which is significant for biological applications, as it suggests better absorption rates.
  • Non-Polar Solvents: Conversely, solubility in non-polar solvents is typically low; substances rich in carbon chains may not effectively dissolve this compound.
  • pH Influence: The solubility can be further influenced by the pH of the solution. In an acidic environment, solubility may increase, while a basic environment could lead to precipitation.

Overall, understanding the solubility behavior of this compound is crucial for its potential applications in pharmaceuticals. As it is often said, "the difference between a drug and a poison is in the dose," and solubility plays a pivotal role in determining effective dosing and bioavailability.

Interesting facts

Interesting Facts about 7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide

The compound 7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide is a fascinating member of the quinazoline family, known for its diverse pharmacological properties. Here are some intriguing details:

  • Pharmacological Activity: This compound exhibits significant activity as an antibacterial agent, making it valuable in the development of new antibiotics.
  • Structure-Activity Relationship: The presence of the sulfonamide group is critical, as it contributes to the compound's effectiveness against bacterial infections. Alterations in the quinazoline scaffold can dramatically change its biological activity.
  • Research Applications: Scientists are exploring its potential in medicinal chemistry, particularly in designing new pharmaceutical agents that could target resistant bacterial strains.
  • Historical Context: The sulfonamide class of drugs was one of the earliest types of antibiotics discovered. They paved the way for subsequent developments in antibacterial therapies.
  • Mechanism of Action: Sulfonamides typically work by inhibiting bacterial synthesis of folic acid—a vital compound for bacterial growth and reproduction—making them essential in combatting bacterial infections.

As a chemistry student, encountering such compounds opens up a world of possibilities. It serves as a reminder of how a well-thought-out molecular structure can lead to transformative effects in medicine. This linkage between structure and function is a fundamental concept in drug design, emphasizing that even small changes to a compound can yield significantly different results.

In summary, 7-chloro-2-(1-hydroxyethyl)-3-methyl-4-oxo-quinazoline-6-sulfonamide is more than just a compound; it's a testament to the intersection of chemistry and medicine, showcasing the ongoing efforts to combat microbial resistance.

Synonyms
S4VW0GAA5S
UNII-S4VW0GAA5S
7-Chloro-3,4-dihydro-2-(1-hydroxyethyl)-3-methyl-4-oxo-6-quinazolinesulfonamide, (+/-)-
14422-45-8
6-Quinazolinesulfonamide, 7-chloro-3,4-dihydro-2-(1-hydroxyethyl)-3-methyl-4-oxo-
7-Chloro-3,4-dihydro-2-(1-hydroethyl)-3-methyl-4-oxo-6-quinazolinesulfonamide, dextro,levo-