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Gliclazide

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Identification
Molecular formula
C15H21N3O6S
CAS number
21187-98-4
IUPAC name
1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea
State
State

At room temperature, Gliclazide is a solid.

Melting point (Celsius)
180.50
Melting point (Kelvin)
453.65
Boiling point (Celsius)
536.10
Boiling point (Kelvin)
809.25
General information
Molecular weight
323.41g/mol
Molar mass
323.4140g/mol
Density
1.2898g/cm3
Appearence

Gliclazide appears as a white or almost white crystalline powder. It is practically insoluble in water, freely soluble in methylene chloride, sparingly soluble in acetone, and slightly soluble in ethyl alcohol.

Comment on solubility

Solubility of 1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea

The solubility of 1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea is influenced by its unique chemical structure, which includes both hydrophobic cyclohexyl groups and hydrophilic sulfonamide functionalities. The interplay between these contrasting elements leads to a fascinating solubility profile.

Key Factors Affecting Solubility:

  • Polarity: The presence of a sulfonyl group increases polarity, enhancing interaction with polar solvents.
  • Hydrophilic Groups: The hydroxyethyl moiety contributes to solubility in water, allowing for hydrogen bonding.
  • Hydrophobic Groups: The cyclohexyl structure tends to favor solubility in organic solvents.

Overall, 1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea exhibits a **moderate solubility** in polar solvents like ethanol and water, while demonstrating greater solubility in nonpolar solvents such as dichloromethane. As a result, it is crucial to consider the solvent choice during experimental procedures or applications involving this compound.

In summary, when assessing solubility, one must account for:

  1. Type of solvent
  2. Temperature conditions
  3. The pH of the solvent environment

Understanding the solubility characteristics is essential for both laboratory applications and industrial formulations of this compound.

Interesting facts

Interesting Facts About 1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea

1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea is a compound that belongs to a class of molecules known for their significant biological activity. Here are some fascinating aspects of this particular compound:

  • Pharmaceutical Relevance: This compound is studied for its potential therapeutic applications, particularly in the field of diabetes management. Compounds with sulfonylurea structures often play a role in regulating blood sugar levels.
  • Mechanism of Action: As a sulfonylurea, it is thought to stimulate insulin secretion from the pancreas. This mechanistic insight is crucial for understanding how such compounds can be employed in treatment strategies for type 2 diabetes.
  • Structural Complexity: The inclusion of a cyclohexyl group and a hydroxyethylphenyl moiety contributes to its unique properties. The structure not only determines solubility and stability but also influences its binding affinities to various biological targets.
  • Research Exploration: Scientists are continuously investigating this compound and its analogs for their anti-diabetic efficacy, alongside looking at possible side effects and metabolic pathways when introduced into biological systems.
  • Potential Side Effects: Like many similar compounds, attention is required to monitor hypoglycemia risk, emphasizing the pharmaceutical importance of careful dosage and patient monitoring.

In summary, 1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonyl-urea embodies the interplay between organic chemistry and medicinal applications. With ongoing research, this compound may further unveil its potential benefits and application in healthcare.

Synonyms
HYDROXYHEXAMIDE
3168-01-2
F3F26TZ9HN
UNII-F3F26TZ9HN
N-((Cyclohexylamino)carbonyl)-4-(1-hydroxyethyl)benzenesulfonamide
1-CYCLOHEXYL-3-((P-(1-HYDROXYETHYL)-PHENYL)SULFONYL)UREA
BENZENESULFONAMIDE, N-((CYCLOHEXYLAMINO)CARBONYL)-4-(1-HYDROXYETHYL)-
N-[(Cyclohexylamino)carbonyl]-4-(1-hydroxyethyl)benzenesulfonamide
(+-)-HYDROXYHEXAMIDE
1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulfonylurea
(+/-)-Hydroxyhexamid
Hydroxyhexamide?
()-Hydroxyhexamid
ACETOHEXAMIDE_met009
(+/-)-HYDROXYHEXAMIDE
CHEMBL2105052
SCHEMBL22120282
DTXSID50953633
CHEBI:168619
BCP29980
HY-B1103
s5672
AKOS026749805
CCG-267768
CS-4694
BS-16497
( inverted exclamation markA)-Hydroxyhexamid
D83671
1-cyclohexyl-3-[4-(1-hydroxyethyl)phenyl]sulonylurea
Q27277583
3-cyclohexyl-1-[4-(1-hydroxyethyl)benzenesulfonyl]urea
( inverted exclamation markA)-Hydroxyhexamid;Hydroxyhexamide, (+-)-isomer