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Chlorothiazide

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Identification
Molecular formula
C14H18ClN3O3S2
CAS number
58-94-6
IUPAC name
4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide
State
State

Chlorothiazide is in a solid state at room temperature.

Melting point (Celsius)
355.00
Melting point (Kelvin)
628.15
Boiling point (Celsius)
390.50
Boiling point (Kelvin)
663.70
General information
Molecular weight
295.72g/mol
Molar mass
295.7200g/mol
Density
1.4908g/cm3
Appearence

Chlorothiazide is typically seen as a white, or practically white, crystalline powder. It is free from foreign particles and generally has a homogenous texture.

Comment on solubility

Solubility of 4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide

The solubility of 4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide can be influenced by several key factors:

  • Polarity: Compounds with polar functional groups tend to have higher solubility in polar solvents. In the case of this molecule, the presence of the sulfamoyl and benzamide groups introduces polar characteristics which may enhance solubility in polar solvents like water.
  • Hydrogen Bonding: This compound contains both amide and sulfamoyl groups, which can participate in hydrogen bonding. This may further increase solubility in water, as solvents capable of forming hydrogen bonds typically dissolve polar compounds more efficiently.
  • Temperature: Solubility can also vary with temperature. Generally, increasing temperature increases solubility for solids in liquids, though exceptions exist. Therefore, one might expect this compound's solubility to improve with a rise in temperature.
  • pH Levels: The solubility may also be pH-dependent due to the presence of the sulfamoyl group, which can ionize under certain conditions. Understanding the pH of the environment can thus give insights into its behavior in solution.

In summary, while the exact solubility of 4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide may require empirical testing to quantify, its structural features suggest that it is likely to exhibit appreciable solubility in polar solvents, particularly under favorable temperature and pH conditions.

Interesting facts

Interesting Facts about 4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide

This intriguing compound belongs to the class of sulfonamide derivatives, which have garnered significant attention in medicinal chemistry. Let’s delve into some noteworthy aspects:

  • Pharmacological Significance: Sulfonamides are widely recognized for their antibacterial properties. Although the primary use of this compound may not be as a traditional antibiotic, its unique structure suggests potential applications in other therapeutic areas.
  • Chirality: The presence of chiral centers in the piperidine ring adds complexity to the compound. Chirality can significantly affect the compound's biological activity, making it crucial in pharmacodynamics. The (2R,6S) configuration can lead to variations in how the compound interacts with biological systems.
  • Structure-Activity Relationship (SAR): The interplay between the chlorine atom and the sulfonamide group highlights an essential aspect of SAR in drug design. By modifying these functional groups, chemists can tailor the efficacy and selectivity of drug candidates.
  • Potential Targets: Compounds like this one are often explored for their ability to inhibit specific enzymes or protein targets. Identifying these targets is vital in the development of new therapeutics, particularly in fields like cancer treatment or antimicrobial resistance.

In conclusion, 4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidyl]-3-sulfamoyl-benzamide stands as a captivating example of how complex organic chemistry can lead to innovative solutions in medicine. As research into its properties continues, we can only anticipate the exciting possibilities this compound may hold!

Synonyms
clopamide
636-54-4
Clopamidum
Chlosudimeprimyl
Brinaldix
Adurix
Aquex
Clopamida
Clopamidum [INN-Latin]
Clopamida [INN-Spanish]
Clopamide [USAN:INN:BAN]
DT 327
Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,6-dimethyl-1-piperidinyl)-, cis-
EINECS 211-261-7
17S83WON0I
Aquex (TN)
CLOPAMIDE [INN]
4-Chloro-N-(2,6-dimethylpiperidino)-3-sulfamoylbenzamide
CLOPAMIDE [MI]
DT-327
CLOPAMIDE [MART.]
CLOPAMIDE [WHO-DD]
CLOPAMIDE [EP IMPURITY]
CLOPAMIDE [EP MONOGRAPH]
4-chloro-N-[(2R,6S)-2,6-dimethylpiperidin-1-yl]-3-sulfamoylbenzamide
Clopamidum (INN-Latin)
Clopamida (INN-Spanish)
CLOPAMIDE (MART.)
Chlorsudimeprimyl
CLOPAMIDE (EP IMPURITY)
CLOPAMIDE (EP MONOGRAPH)
DTXCID802847
Benzamide, 4-chloro-N-(2,6-dimethylpiperidino)-3-sulfamoyl-, cis-
4-chloro-N-((2R,6S)-2,6-dimethylpiperidin-1-yl)-3-sulfamoylbenzamide
3-(Aminosulfonyl)-4-chloro-N-(2,6-dimethyl-1-piperidinyl)benzamide-, cis-
C03BA03
211-261-7
lbxhrawdumtpse-uhfffaoysa-n
Benzamide,3-(aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidinyl]-, rel-
MLS000028574
4-Chloro-N-(cis-2,6-dimethylpiperidin-1-yl)-3-sulfamoylbenzamide
SMR000058988
UNII-17S83WON0I
NCGC00016527-01
CAS-636-54-4
Prestwick_756
Clopamide (Standard)
Opera_ID_854
Clopamide (USAN/INN)
Prestwick3_000354
BSPBio_000447
Adurix; Aquex; Brinaldix; Chlosudimeprimyl;Clopamidum; DT 327
BPBio1_000493
SCHEMBL1650071
Clopamide for system suitability
CHEMBL1605650
CHEBI:94521
HY-B1477R
LBXHRAWDUMTPSE-AOOOYVTPSA-N
HMS2089J21
HMS2096G09
HMS2233A22
HMS3713G09
3563-77-7
HY-B1477
s4316
AKOS015909713
CCG-220354
DB13792
FC20509
NCGC00016527-02
NCGC00016527-06
NCGC00018272-01
CS-0013176
NS00007606
D02460
F82063
SR-01000003155
SR-01000003155-2
BRD-K15567837-001-02-1
Clopamide, European Pharmacopoeia (EP) Reference Standard
4-chloro-N-(2,6-dimethyl-1-piperidyl)-3-sulfamoyl-benzamide
4-chloro-N-[(2S,6R)-2,6-dimethyl-1-piperidinyl]-3-sulfamoylbenzamide
Benzamide, 3-(aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidinyl]-, rel-
Clopamide for system suitability, European Pharmacopoeia (EP) Reference Standard
rel-3-(Aminosulfonyl)-4-chloro-N-[(2R,6S)-2,6-dimethyl-1-piperidinyl]benzamide;4-Chloro-N-(cis-2,6-dimethylpiperidino)-3-sulfamoylbe nzamide;Adurix