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Torsemide

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Identification
Molecular formula
C16H20N4O3S
CAS number
56211-40-6
IUPAC name
4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide
State
State

At room temperature, torsemide is in a solid state, typically as a crystalline powder.

Melting point (Celsius)
163.00
Melting point (Kelvin)
436.15
Boiling point (Celsius)
331.80
Boiling point (Kelvin)
605.00
General information
Molecular weight
348.42g/mol
Molar mass
348.4150g/mol
Density
0.9516g/cm3
Appearence

Torsemide appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste.

Comment on solubility

Solubility of 4-(1,1-Dioxothiazinan-2-yl)benzenesulfonamide (C16H20N4O3S)

The solubility of 4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide can be characterized as follows:

  • Solvent Compatibility: This compound is typically soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol, but may have limited solubility in non-polar solvents.
  • Effect of pH: The solubility can be affected by the pH of the solution; acidic conditions often enhance the dissolution of sulfonamides due to protonation effects.
  • Temperature Dependence: As with many organic compounds, increasing the temperature can lead to higher solubility.

Understanding the solubility of this compound is crucial for its applications in pharmaceuticals and chemical synthesis. As noted, the interactions with various solvents can significantly influence its behavior in solution, making solubility an essential consideration in formulation and processing.

Potential users should conduct empirical solubility tests under their specific conditions, to achieve the most reliable results. As the saying goes, "what dissolves together, reacts together," emphasizing the importance of solubility in chemical reactions.

Interesting facts

Interesting Facts about 4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide

The compound 4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide is a fascinating example of chemical ingenuity, demonstrating the intricate relationship between structure and function in medicinal chemistry. Here are some key points that exhibit its significance:

  • Pharmaceutical Potential: This compound belongs to the sulfonamide class, known for their antibacterial properties. Sulfonamides were among the first synthetic antimicrobial agents, leading to significant breakthroughs in infection treatment.
  • Mechanism of Action: Compounds in this category often inhibit the synthesis of folate in bacteria, thereby interfering with their growth and replication. This mechanism highlights the importance of understanding metabolic pathways in drug design.
  • Structural Versatility: The incorporation of the thiazinan moiety is indicative of a trend in drug development where complex scaffolds are designed to enhance bioactivity and selectivity. Scientists often aim to improve the pharmacokinetic properties through strategic modifications.
  • Research Applications: Beyond its potential medicinal uses, this compound serves as a valuable model for studying structure-activity relationships (SAR) in drug discovery. Researchers can explore variations in the structure to optimize efficacy and reduce side effects.
  • Historical Insight: The development of sulfonamide drugs marked a pivotal moment in modern medicine, as they paved the way for the development of other antibiotic classes. Understanding their evolution can provide insight into future pharmaceutical advancements.

In conclusion, 4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide exemplifies the complexity and innovation found in the world of medicinal chemistry. By advancing our knowledge of such compounds, we enable the continued battle against microbial resistance and the innovation of new therapeutic strategies.

Synonyms
sultiame
SULTHIAME
61-56-3
Ospolot
sultiam
Trolone
Sulphenyltame
Sulthiamine
Conadil
Contravul
Riker 594
Sultiamum
Elisal
Sulthiame [USAN]
Sultiamo
Bayer A-168
Sultiamum [INN-Latin]
Sultiamo [INN-Spanish]
Sultiame [INN]
4-(1,1-Dioxido-1,2-thiazinan-2-yl)benzenesulfonamide
EINECS 200-511-0
Ospolot (TN)
RIKER-594
Sulthiame (USAN)
UNII-I00Q766CZ2
BRN 1222219
Sultiame (JP17)
DTXSID4023626
RP 10284
RP-10284
p-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide, S,S-dioxide
Benzenesulfonamide, 4-(tetrahydro-2H-1,2-thiazin-2-yl)-, S,S-dioxide
I00Q766CZ2
R-594
SULTHIAME [MI]
SULTIAME [JAN]
SULTIAME [MART.]
SULTIAME [WHO-DD]
2-(4-Sulfamoylphenyl)-1,2-thiazixan 1,1-dioxid
CHEMBL328560
DTXCID503626
2-(p-Sulfamoylphenyl)-tetrahydro-2H-1,2-thiazine 1,1-dioxide
CHEBI:32171
2H-1,2-Thiazine, tetrahydro-2-(p-sulfamoylphenyl)-, 1,1-dioxide
Sultiamum (INN-Latin)
Sultiamo (INN-Spanish)
Benzenesulfonamide, p-(tetrahydro-2H-1,2-thiazin-2-yl)-, dioxide
SULTIAME (MART.)
4-(1,1-dioxothiazinan-2-yl)benzenesulfonamide
p-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide dioxide
4-(TETRAHYDRO-2H-1,2-THIAZIN-2-YL)BENZENESULFONAMIDE, S,S-DIOXIDE
Sulthiame, 2
Sulthiame (SLT)
Sultiame (Standard)
2q1q
Oprea1_326703
SCHEMBL38898
BDBM26999
N03AX03
HMS3746A19
BCP30158
Tox21_113683
4-(Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide S,S-dioxide
AKOS040742661
CS-7868
DB08329
HY-108316R
CAS-61-56-3
Sultiame 100 microg/mL in Acetonitrile
NCGC00249907-01
AS-83082
DA-67857
1ST165347
HY-108316
NS00007900
D01787
G12699
SBI-0654157.0001
EN300-18563625
Q2364943
4-(1,1-Dioxido-1,2-thiazinan-2-yl)benzenesulfonamide #
4-(1,1-dioxo-1??,2-thiazinan-2-yl)benzene-1-sulfonamide
4-(1,1-Dioxo-1I>>6-[1,2]thiazinan-2-yl)-benzenesulfonamide
4-(1,1-dioxo-1lambda6,2-thiazinan-2-yl)benzene-1-sulfonamide
4-(1,1-dioxo-1$l^{6},2-thiazinan-2-yl)benzene-1-sulfonamide
4-(Tetrahydro-1,1-dioxido-2H-1,2-thiazin-2-yl)benzenesulfonamide
4-(3,4,5,6-Tetrahydro-2H-1,2-thiazin-2-yl)benzenesulfonamide S,S-dioxide
OSP