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Chlorothiazide

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Identification
Molecular formula
C14H11ClN2O4S
CAS number
58-94-6
IUPAC name
4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide
State
State

At room temperature, chlorothiazide is a solid and is typically handled as a powder in lab environments.

Melting point (Celsius)
355.00
Melting point (Kelvin)
628.15
Boiling point (Celsius)
350.00
Boiling point (Kelvin)
623.15
General information
Molecular weight
295.72g/mol
Molar mass
295.7200g/mol
Density
1.6208g/cm3
Appearence

Chlorothiazide appears as a white to almost white, crystalline powder.

Comment on solubility

Solubility of 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide

The solubility of the compound 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide can be influenced by various factors, including its chemical structure and the presence of functional groups. This compound features a sulfonamide moiety, which generally improves solubility in water due to its polar nature.

Here are several points to consider regarding its solubility:

  • Polar Groups: The presence of the hydroxyl (-OH) group contributes to enhanced solubility in polar solvents.
  • Sulfamoyl Functionality: The sulfamoyl (-SO2NH2) group is known for its ability to form hydrogen bonds, promoting solubility in aqueous solutions.
  • Chloro Substitution: The presence of the chlorine atom might influence the overall hydrophobicity of the compound; however, it is unlikely to dominate the solubility characteristics.

In summary, while detailed experimental data on the solubility of 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide is essential for precise understanding, its structural features suggest a potentially favorable solubility profile in polar solvents. Always consider the specific solvent conditions when evaluating solubility properties.

Interesting facts

Interesting Facts about 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide

The compound 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide is a fascinating example of a sulfamoyl compound with potential applications in medicinal chemistry. Here are some compelling points worth noting:

  • Biological Significance: Many sulfamoyl compounds have been studied for their antibacterial, antiviral, and anti-inflammatory properties, making them valuable in pharmaceutical research.
  • Structure-Activity Relationship: The specific substitution patterns on the benzamide structure can vastly influence the biological effectiveness of the compound, showcasing the importance of molecular design in drug development.
  • Chlorine Substitution: The presence of chlorine in the molecule often enhances lipophilicity, which can improve the compound's ability to permeate cellular membranes, a crucial feature for drug candidates.
  • Dimethyl Groups: The 2,6-dimethyl substitution enhances the compound's steric bulk, which may contribute to its selectivity for specific biological targets.

The intricate design of this compound illustrates the delicate balance between chemical structure and biological function. As stated by renowned chemist Linus Pauling, "The secret of life is thinking in terms of molecules." This saying resonates with the analysis of compounds like 4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide, where understanding the molecular interactions is critical to advancing medicinal applications.

Researchers continue to explore compounds in this chemical class, aiming to unravel their mechanisms of action and potential uses in treating various diseases. Their versatility and complex structures make them an exciting area of study in modern chemistry!

Synonyms
XIPAMIDE
14293-44-8
Diurexan
Xipamid
Xipamida
Xipamidum
MJF 10,938
BE-1293
MJF-10938
4-Chloro-5-sulfamoyl-2',6'-salicyloxylidide
Benzamide, 5-(aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-
4S9EY0NUEC
DTXSID5023744
DTXCID503744
C03BA10
238-216-4
4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide
Aquaphor
Diurex (lacer)
Aquaphor (diuretic)
C15H15ClN2O4S
Be 1293
MFCD00865927
2',6'-Salicyloxylidide, 4-chloro-5-sulfamoyl-
4-Chlor-5-sulfamoyl-2',6'-salicyloxylidid
Benzamide,5-(aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-
Xipamide (USAN)
NCGC00182543-01
Aquaphoril
XIPAMIDE [USAN]
Zipix
Chronexan
Xipamidum [INN-Latin]
Xipamida [INN-Spanish]
Xipamide [USAN:INN:BAN]
CAS-14293-44-8
EINECS 238-216-4
UNII-4S9EY0NUEC
MJF 10938
BRN 2778357
Lumitens
4-Chlor-5-sulfamoyl-2',6'-salicyloxylidid [German]
Xipamide (Standard)
XIPAMIDE [INN]
XIPAMIDE [MI]
4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulfamoyl-benzamide
XIPAMIDE [MART.]
XIPAMIDE [WHO-DD]
SCHEMBL43532
CHEMBL517199
GTPL7900
orb1307598
SCHEMBL29377965
CHEBI:135499
HMS5084I21
BEI-1293
HY-W042301R
MSK10704
Tox21_112975
5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxybenzamide
AC-911
s5076
AKOS015889012
Tox21_112975_1
CCG-268092
CS-W023041
DB13803
DS-1401
FX28740
HY-W042301
NCGC00182543-02
NS00008537
X0079
4-Chloro-5-sulfamoyl-2',6'-salicyloxilidide
4-Chloro-5-sulfamoyl-2?,6?-salicyloxylidide
D06341
SBI-0654188.0001
Q600951
BRD-K27393415-001-01-0
4-Chloro-N-(2,6-dimethylphenyl)-2-hydroxy-5-sulphamoylbenzamide
4-Chloro-N-(2 pound not6-dimethylphenyl)-2-hydroxy-5-sulfamoylbenzamide
5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-benzamide
5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxybenzamide #
5-(Aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-benzamide;4-Chloro-5-sulfamoyl-2',6'-salicyloxylidide;Aquaphor