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Netilmicin

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Identification
Molecular formula
C21H41N5O7
CAS number
56391-57-2
IUPAC name
N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-hydroxy-ethyl]-4,5-dihydroxy-tetrahydropyran-3-yl]-12-methyl-tridec-2-enamide
State
State

Solid

At room temperature, Netilmicin is in a solid state, typically found as a powder.

Melting point (Celsius)
229.00
Melting point (Kelvin)
502.15
Boiling point (Celsius)
718.00
Boiling point (Kelvin)
991.15
General information
Molecular weight
475.58g/mol
Molar mass
475.5470g/mol
Density
1.5400g/cm3
Appearence

Netilmicin is typically a white to off-white powder. It is hygroscopic and may appear as a crystalline solid. This compound is soluble in water and solutions may appear clear and colorless.

Comment on solubility

Solubility of N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-hydroxy-ethyl]-4,5-dihydroxy-tetrahydropyran-3-yl]-12-methyl-tridec-2-enamide (C21H41N5O7)

The solubility of this complex compound can be influenced by various factors such as temperature, pH, and the presence of solvent constituents. Generally speaking, the solubility of N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-hydroxy-ethyl]-4,5-dihydroxy-tetrahydropyran-3-yl]-12-methyl-tridec-2-enamide can be classified as follows:

  • Water Solubility: The presence of multiple hydroxyl (–OH) and amido (–NH) groups suggests a moderate to high affinity for water, indicating potential solubility in polar solvents.
  • Organic Solvents: Due to its structural complexity and the presence of hydrophobic hydrocarbon chains, this compound may exhibit varying solubility in organic solvents, particularly those that are less polar.
  • Temperature Impact: Increased temperatures may enhance solubility as kinetic energy overcomes intermolecular forces holding the compound together.
  • pH Effects: The acidic or basic environment can also alter the solubility by affecting ionization and the overall charge on the compound.

As a result, it is pertinent to conduct solubility tests under controlled conditions to understand the precise solubility profile of this compound, as “knowledge of solubility is key to optimizing formulations and interactions in various chemical processes.” Understanding how N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-hydroxy-ethyl]-4,5-dihydroxy-tetrahydropyran-3-yl]-12-methyl-tridec-2-enamide behaves in different environments will be essential for its practical applications.

Interesting facts

Interesting Facts about N-[2-[3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-6-[2-[5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]-2-hydroxy-ethyl]-4,5-dihydroxy-tetrahydropyran-3-yl]-12-methyl-tridec-2-enamide

This complex compound is an intriguing example of modern organic chemistry, featuring a rich array of functional groups and structural elements that give it unique properties. Here are some fascinating points about this compound:

  • Structural Diversity: The compound includes multiple sugar-derived moieties, showcasing a blend of tetrahydropyran and tetrahydrofuran structures, which are crucial in many biological processes.
  • Biological Potential: Compounds with a similar structure often exhibit activity as antioxidants or antimicrobials, which makes this compound a worthy subject of study in drug discovery.
  • Functional Versatility: The presence of various hydroxyl groups enhances the compound's solubility and interaction with biological targets, potentially resulting in improved bioavailability.
  • Synthetic Challenges: The synthesis of such complex molecules involves elaborate multi-step processes, often requiring advanced techniques like protecting group chemistry and coupling reactions.
  • Pharmaceutical Importance: Given that the structure contains a pyrimidine ring, it may have implications in the development of novel therapeutics, particularly in the field of cancer research.

As a multidimensional compound, it reflects the intricate relationship between structure and function in chemistry. The study of such compounds not only expands our understanding of chemical reactivity but also could lead to breakthroughs in medicinal chemistry.

In summary, this compound epitomizes the depth and complexity of modern organic synthesis, making it a relevant topic for chemists and pharmaceutical scientists alike.

Synonyms
TUNICAMYCIN A1 HOMOLOG
Tunicamycin 14:1
66081-37-6
DTXSID50860090
RCA08137
N-(2-{[3-Acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-6-{2-[5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl}-4,5-dihydroxyoxan-3-yl)-12-methyltridec-2-enamide