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Chlorothiazide

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Identification
Molecular formula
C14H11ClN2O4S2
CAS number
58-94-6
IUPAC name
6-chloro-3-(cyclopentylmethyl)-7-(dihydroxyamino)sulfanyl-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine
State
State

Chlorothiazide is typically encountered as a solid at room temperature, appearing as a crystalline powder used primarily in medical formulations. It is practically insoluble in water and slightly soluble in alcohol.

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
295.7190g/mol
Density
1.6200g/cm3
Appearence

Chlorothiazide appears as a white or practically almost white crystalline powder. It is odorless or has a very faint odor and is often sold in tablet or suspension form for oral administration.

Comment on solubility

Solubility of 6-chloro-3-(cyclopentylmethyl)-7-(dihydroxyamino)sulfanyl-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine

The solubility of 6-chloro-3-(cyclopentylmethyl)-7-(dihydroxyamino)sulfanyl-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine can be characterized by several important factors:

  • Polarity: The presence of hydroxyl (-OH) groups typically increases solubility in polar solvents, suggesting that this compound may have increased solubility in water.
  • Substituents: Cyclopentylmethyl and chloro groups could influence the solubility pattern, affecting how the molecule interacts with solvents.
  • Structural Characteristics: The dioxo (C=O) groups contribute to possible hydrogen bonding, enhancing solubility in various solvents.

It is commonly observed that such complex organic compounds demonstrate variable solubility profiles depending on the solvent used. For example, they may show:

  • High solubility: In polar solvents such as water or methanol due to the ability to form hydrogen bonds.
  • Low solubility: In non-polar solvents such as hexane or toluene where interactions are minimal.

Understanding the solubility properties is crucial for applications, as they can influence the compound's bioavailability, absorption, and overall effectiveness in various formulations.

In summary, while detailed empirical data on the solubility of this specific compound may be limited, its structural features suggest potential for solubilization in polar environments. This is a valuable consideration in both research and practical applications.

Interesting facts

Overview of 6-chloro-3-(cyclopentylmethyl)-7-(dihydroxyamino)sulfanyl-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine

This fascinating compound belongs to the class of compounds known as benzothiadiazines, which are known for their diverse biological activities. Here are some interesting facts about this particular compound:

Unique Structural Features

  • Functional Groups: This compound possesses both a sulfinyl and hydroxylamine functional group, which contribute to its reactivity and potential biological effects.
  • Cyclopentylmethyl Side Chain: The presence of a cyclopentylmethyl group may influence the compound’s hydrophobic characteristics and interaction with biological membranes.

Biological Significance

Compounds derived from benzothiadiazine structures have shown promise in medicinal chemistry, particularly in:

  • Antihypertensive agents: Many of these compounds exhibit properties that can help manage blood pressure.
  • Antimicrobial activities: Certain derivatives display effectiveness against various bacterial strains.

Potential Applications

The unique combination of active groups in this compound may lead to various applications, including:

  • Pharmaceutical development: Targeting conditions such as hypertension or infections.
  • Chemistry research: As a synthetic intermediate for the development of new compounds.

Future Directions in Research

Ongoing research into compounds like this one is crucial. Some potential directions include:

  • Mechanism of Action Studies: Understanding how it interacts at the molecular level with biological systems.
  • Structure-Activity Relationship (SAR) Investigations: Determining which modifications enhance efficacy or reduce side effects.

In conclusion, 6-chloro-3-(cyclopentylmethyl)-7-(dihydroxyamino)sulfanyl-1,1-dioxo-3,4-dihydro-2H-1lambda6,2,4-benzothiadiazine stands out due to its complex structure and potential medicinal applications, making it an intriguing subject for further scientific exploration.