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Metolazone

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Identification
Molecular formula
C16H16N2O3S
CAS number
17560-51-9
IUPAC name
N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide
State
State

At room temperature, Metolazone is in a solid state.

Melting point (Celsius)
202.00
Melting point (Kelvin)
475.15
Boiling point (Celsius)
318.61
Boiling point (Kelvin)
591.76
General information
Molecular weight
365.43g/mol
Molar mass
365.4340g/mol
Density
1.6000g/cm3
Appearence

Metolazone typically appears as a white to off-white powder. It is known for its crystalline structure and does not have any significant odor.

Comment on solubility

Solubility of N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide

The solubility of N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide can be influenced by several key factors:

  • Polarity: This compound possesses polar functional groups, which can increase its solubility in polar solvents such as water.
  • Molecular Structure: The presence of the hydroxyl and methylamino groups may enhance hydrogen bonding, further aiding its dissolving characteristics in aqueous solutions.
  • Sulfonamide Moiety: The sulfonamide group contributes to the compound's overall solubility due to its ionic nature when in solution.

As a result, one might expect that under appropriate conditions, N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide will be:

  • Moderately soluble in water
  • More soluble in organic solvents such as ethanol or methanol due to its lipophilic characteristics.

Thus, for applications that require solvation, this compound can exhibit varied solubility profiles depending on the solvent choice and temperature conditions. Understanding these parameters is crucial for optimizing usage in chemical processes and formulations.

Interesting facts

Interesting Facts About N-[3-[1-Hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide

N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide, commonly known as a sulfonamide antibiotic, plays a significant role in the field of medicinal chemistry. Here are some intriguing facts about this compound:

  • Mechanism of Action: This compound functions by inhibiting bacterial folic acid synthesis, which is essential for the growth and replication of bacteria. This can be invaluable in treating various bacterial infections.
  • Broad Spectrum: It exhibits a broad spectrum of activity against a wide range of gram-positive and gram-negative bacteria, making it a versatile tool in combating infections.
  • Structural Features: The presence of the hydroxy and methylamino groups enhances its pharmacological properties, including its ability to interact with biological targets more effectively.
  • Historical Significance: As part of the sulfonamide class, this compound paved the way for the development of modern antibiotics, marking a turning point in the fight against infectious diseases in the 20th century.
  • Clinical Applications: Aside from treating infections, there's ongoing research into its potential use in treating autoimmune disorders due to its ability to modulate the immune response.

In summary, N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide is not only a crucial antibiotic but also a compound of interest for ongoing research and pharmaceutical development. Its unique structure and mechanism of action continue to provide valuable insights into the fight against bacterial resistance and the search for novel therapeutic agents.

Synonyms
amidephrine
Amidefrine
37571-84-9
3354-67-4
Amidefrine [INN:BAN]
AMIDEPHRINE [MI]
7E2P22546V
AMIDEFRINE [WHO-DD]
DTXSID40862664
N-(3-(1-Hydroxy-2-(methylamino)-ethyl)phenyl)methanesulfonamide
N-[3-(1-hydroxy-2-methylaminoethyl)phenyl]methanesulfonamide
3'-(1-HYDROXY-2-(METHYLAMINO)ETHYL)METHANESULFONANILIDE
METHANESULFONAMIDE, N-(3-(1-HYDROXY-2-(METHYLAMINO)ETHYL)PHENYL)-
N-(3-(1-hydroxy-2-methylaminoethyl)phenyl)methanesulfonamide
(+-)-AMIDEPHRINE
3-(2-methylamino-1-hydroxyethyl)methanesulfonanilide
AMIDEPHRINE, (+-)-
DTXCID20811397
METHANESULFONAMIDE, N-(3-(1-HYDROXY-2-(METHYLAMINO)ETHYL)PHENYL)-, (+-)-
Amidefrine mesilate
Amidephrine, (+)-
Amidephrine, (-)-
N-[3-[1-hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide
U56LDN9FFT
MJ-1996
NI24N176MY
Mesilate d'amidefrine
Methanesulfonamide, N-(3-(1-hydroxy-2-(methylamino)ethyl)phenyl)-, (+)-
Methanesulfonamide, N-(3-(1-hydroxy-2-(methylamino)ethyl)phenyl)-, (-)-
29430-15-7
732186-16-2
Amidephrine methanesulfonate
N-(3-(1-hydroxy-2-(methylamino)ethyl)phenyl)methanesulfonamide
N-{3-[1-hydroxy-2-(methylamino)ethyl]phenyl}methanesulfonamide
(+/-)-Amidephrine
MJ-5190
UNII-U56LDN9FFT
UNII-NI24N176MY
Amidefrin
UNII-7E2P22546V
Mesilato de amidefrina
GTPL514
SCHEMBL122479
CHEMBL146408
AMIDEPHRINE, (+/-)-
CHEBI:134994
ZHOWHMXTJFZXRB-UHFFFAOYSA-N
MBA57184
BDBM50225291
AKOS040750418
DA-60989
HY-136474
CS-0129741
NS00001651
L000743
Q4746159
3'-[1-Hydroxy-2-(methylamino)ethyl]methanesulfanilamide
3'-[1-Hydroxy-2-(methylamino)ethyl] methanesulfonanilide
N-(3-[1-Hydroxy-2-(methylamino)ethyl]phenyl)methanesulfonamide #
METHANESULFONAMIDE, N-(3-(1-HYDROXY-2-(METHYLAMINO)ETHYL)PHENYL)-, (+/-)-