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Sulfapyrimidine

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Identification
Molecular formula
C10H11N5O2S
CAS number
80-35-3
IUPAC name
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
State
State

At room temperature, sulfapyrimidine exists as a solid.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
640.00
Boiling point (Kelvin)
913.15
General information
Molecular weight
250.29g/mol
Molar mass
250.2830g/mol
Density
1.6460g/cm3
Appearence

Sulfapyrimidine typically appears as a white to off-white crystalline powder. It is generally odorless and can be characterized by its solid form.

Comment on solubility

Solubility of 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide

The solubility of 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide can be influenced by various factors. This compound, often used in pharmaceutical applications, exhibits notable solubility characteristics that are important for its practicality in formulations. Here are some key points regarding its solubility:

  • Polarity: The presence of amino and sulfonamide groups contributes to its polar nature, which may enhance solubility in polar solvents such as water.
  • pH Dependence: The solubility of this compound may vary significantly with pH. Increased pH can lead to deprotonation of the amino groups, potentially improving solubility.
  • Solvent Compatibility: While it shows good solubility in water, it may have reduced solubility in organic solvents. Utilization of cosolvents can sometimes enhance its overall solubility.
  • Temperature Effects: As with many compounds, an increase in temperature usually results in higher solubility, which is critical in dissolution processes for drug development.

In conclusion, the solubility of 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide is multifactorial, prominently affected by its chemical structure and external conditions. Understanding these properties is vital for optimizing its therapeutic efficacy.

Interesting facts

Exploring 4-[(2-Aminopyrimidin-4-yl)amino]benzenesulfonamide

The compound 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide, commonly referred to through its structure, is a fascinating chemical that attracts the interest of chemists and biochemists alike. This compound belongs to the family of sulfonamides, which are known for their diverse biological activities.

Key Characteristics:

  • Pharmaceutical Relevance: Sulfonamides are primarily recognized for their antibacterial properties, making this compound significant in medicinal chemistry research.
  • Mechanism of Action: The structure of 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide indicates potential activity against specific bacterial enzymes, particularly those involved in folic acid synthesis.
  • Bioactivity: Studies have shown that compounds similar to this sulfonamide can act as effective inhibitors, opening up pathways for the development of new antimicrobial agents.
  • Structural Importance: The presence of the pyrimidine ring suggests additional opportunities for modifications that could enhance its bioactivity or selectivity towards specific biological targets.

Furthermore, the synthesis of such compounds often involves intricate methodologies, including substitution reactions and reductive amination. As a result, they provide an engaging platform for students to explore organic reaction mechanisms and develop their laboratory skills.

In terms of ongoing research, the exploration of combinations of sulfonamides with other pharmacologically active groups is a hot topic in drug development. As said by one prominent researcher, "The future of antibiotics lies in understanding and manipulating compounds like these."

Overall, 4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide exemplifies how a compound can serve as a cornerstone in the quest for new therapeutic agents while showcasing the complexities of chemical synthesis and the depths of bioactivity.

Synonyms
2153-13-1
4-((2-amino-4-pyrimidinyl)amino)benzenesulfonamide
NSC135784
4-[(2-aminopyrimidin-4-yl)amino]benzenesulfonamide
NSC-135784
4-((2-Aminopyrimidin-4-yl)amino)benzenesulfonamide
CHEMBL6633
1DW8U29X8S
4-[(2-aminopyrimidin-4-yl)amino]benzene-1-sulfonamide
NSC683526
NCIStruc1_000852
NCIStruc2_000899
UNII-1DW8U29X8S
Oprea1_770349
SCHEMBL3791868
BDBM10873
DTXSID40944136
CCG-38281
NCGC00014345
NCI135784
AKOS030546962
aromatic/heteroaromatic sulfonamide 18
NSC 135784
NCGC00014345-02
NCGC00097454-01
NCI60_000801
PD129783
EN300-24853
SULFANILAMIDE, N4-(2-AMINO-4-PYRIMIDINYL)-
Q27252300
BENZENESULFONAMIDE, 4-((2-AMINO-4-PYRIMIDINYL)AMINO)-
4-[(2-Imino-1,2-dihydropyrimidin-4-yl)amino]benzene-1-sulfonamide
1350283-39-4