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Diclazuril

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Identification
Molecular formula
C18H14Cl3N3O2
CAS number
101831-37-2
IUPAC name
2,2-dichloro-N-[[4-[[(2,2-dichloroacetyl)-(2-ethoxyethyl)amino]methyl]phenyl]methyl]-N-(2-ethoxyethyl)acetamide
State
State

At room temperature, diclazuril is in a solid state. It is stable under normal conditions of use and storage.

Melting point (Celsius)
241.00
Melting point (Kelvin)
514.15
Boiling point (Celsius)
405.60
Boiling point (Kelvin)
678.75
General information
Molecular weight
407.68g/mol
Molar mass
407.1550g/mol
Density
1.4301g/cm3
Appearence

Diclazuril typically appears as a white crystalline powder. It is odorless and has a strong affinity for fat but low solubility in water, which can contribute to its persistence in biological systems.

Comment on solubility

Solubility of 2,2-dichloro-N-[[4-[[(2,2-dichloroacetyl)-(2-ethoxyethyl)amino]methyl]phenyl]methyl]-N-(2-ethoxyethyl)acetamide

The solubility of the compound 2,2-dichloro-N-[[4-[[(2,2-dichloroacetyl)-(2-ethoxyethyl)amino]methyl]phenyl]methyl]-N-(2-ethoxyethyl)acetamide is influenced by several factors, including its chemical structure and functional groups. As a chlorinated amide, this compound exhibits distinctive solubility characteristics:

  • Polar functional groups: The presence of ethoxy groups in the structure can enhance solubility in polar solvents, such as water, but the overall effect depends on the balance of polar and nonpolar characteristics.
  • Chlorine substituents: The two dichloro groups may introduce varying degrees of hydrophobicity, potentially limiting the solubility in aqueous solutions.
  • Amide linkage: The amide functional group generally offers a degree of solubility in water due to its ability to engage in hydrogen bonding.

In general, the solubility of this compound might be expected to follow the trend:

  1. Higher solubility in polar aprotic solvents
  2. Moderate solubility in organic solvents
  3. Limited solubility in water due to the presence of bulky clorinated groups

In summary, one can say that while there are factors enhancing solubility in certain contexts, the overall performance of 2,2-dichloro-N-[[4-[[(2,2-dichloroacetyl)-(2-ethoxyethyl)amino]methyl]phenyl]methyl]-N-(2-ethoxyethyl)acetamide in solubility studies will be complex and multifaceted, requiring empirical measurement for a definitive assessment.

Interesting facts

Fascinating Insights into 2,2-Dichloro-N-[[4-[[(2,2-Dichloroacetyl)-(2-Ethoxyethyl)Amino]Methyl]Phenyl]Methyl]-N-(2-Ethoxyethyl)Acetamide

This compound, known for its complex structure, is a fascinating example of modern organic synthesis and medicinal chemistry. Here are some notable aspects about it:

  • Pharmaceutical Relevance: This compound has potential applications in the development of new pharmaceuticals, particularly those targeting specific biological pathways due to its intricate molecular architecture.
  • Chlorine Atoms: The presence of dichloro groups in the compound indicates a robust chemical reactivity and can impart significant biological activity, often enhancing the compound's effectiveness as a drug.
  • Ethoxyethyl Moiety: The ethoxyethyl groups may enhance the solubility and bioavailability of the compound, making it easier for biological systems to absorb and utilize.
  • Structure-Activity Relationship (SAR): The various substituents in the compound allow chemists to explore SAR, determining how each component affects the compound's biological activity.
  • Potential for Modifications: Due to its complex structure, further modifications can be performed, allowing for the creation of a library of similar compounds with varying properties.

This compound exemplifies the merging of synthetic chemistry and biological application, showcasing the potential for innovative developments in therapeutic agents. The exploration of its properties and utilities continues to be a pivotal area of research in chemistry and pharmaceutical science.

Synonyms
TECLOZAN
Falmonox
5560-78-1
Teclosine
Teclosan
Teclozine
Teclozanum
NSC-107433
Teclozan [USAN:INN]
WIN 13146
Teclozanum [INN-Latin]
WIN 13,146
K9RIF0COUB
WIN AM 13146
N,N'-(p-Xylylene)bis(N-ethoxyethyldichloroacetamide)
EINECS 226-934-0
Falmonox (TN)
NSC 107433
BRN 2825422
TECLOZAN [USAN]
TECLOZAN [INN]
TECLOZAN [MI]
WIN-13146
TECLOZAN [MART.]
TECLOZAN [WHO-DD]
N,N'-(p-Phenylenedimethylene)bis(2,2-dichloro-N-(2-ethoxyethyl)acetamide)
Acetamide, N,N'-(1,4-phenylenebis(methylene))bis(2,2-dichloro-N-(2-ethoxyethyl)-
DTXSID00204147
N,N'-Bis(dichloroacetyl)-N,N'-bis(2-ethoxyethyl)-1,4-xylylenediamine
N,N'-(1,4-Phenylenebis(methylene))bis(2,2-dichloro-N-(2-ethoxyethyl)acetamide)
Teclozanum (INN-Latin)
TECLOZAN (MART.)
Acetamide, N,N'-(p-phenylenedimethylene)bis(2,2-dichloro-N-(2-ethoxyethyl)-
Acetamide, N,N'-(p-phenylenedimethylene)bis[2,2-dichloro-N-(2-ethoxyethyl)-
Acetamide, N,N'-[1,4-phenylenebis(methylene)]bis[2,2-dichloro-N-(2-ethoxyethyl)-
N,N'-(p-Phenylenedimethylene)bis[2,2-dichloro-N-(2-ethoxyethyl)acetamide]
2,2-dichloro-N-((4-((2,2-dichloro-N-(2-ethoxyethyl)acetamido)methyl)phenyl)methyl)-N-(2-ethoxyethyl)acetamide
2,2-dichloro-N-[(4-{[2,2-dichloro-N-(2-ethoxyethyl)acetamido]methyl}phenyl)methyl]-N-(2-ethoxyethyl)acetamide
DTXCID00126638
P01AC04
Win 13 146
N,N'-(p-phenylenedimethylene)-bis(2,2-dichloro-N-(2-ethoxyethyl))acetamide
Acetamide, N,N'-(p-phenylenedimethylene)bis(2,2-dichloro-N-(2-ethoxyethyl)-(8CI)
226-934-0
2,2-dichloro-N-[[4-[[(2,2-dichloroacetyl)-(2-ethoxyethyl)amino]methyl]phenyl]methyl]-N-(2-ethoxyethyl)acetamide
NSC107433
NSC 107433; Teclosan; Teclosine;NSC 107433; Teclosan; Teclosine
UNII-K9RIF0COUB
Teclozan (Standard)
Teclozan (USAN/INN)
SCHEMBL635666
Win-AM 13146
CHEMBL1788387
CHEBI:135803
MSJLJWCAEPENBL-UHFFFAOYSA-N
EX-A5699
HY-19594R
DB13205
HY-19594
MS-29325
N,2-dichloro-N-(2-ethoxyethyl)acetamide]
DS-009579
CS-0015876
NS00033352
D06051
Q7692717
Acetamide,N'-(p-phenylenedimethylene)bis[2,2-dichloro-N-(2-ethoxyethyl)-
Acetamide,N'-[1,4-phenylenebis(methylene)]bis[2,2-dichloro-N-(2-ethoxyethyl)-
Acetamide,n,n-[1,4-phenylenebis(methylene)]bis[2,2-dichloro-n-(2-ethoxyethyl)-
2,2-Dichloro-N-(4-(((dichloroacetyl)(2-ethoxyethyl)amino)methyl)benzyl)-N-(2-ethoxyethyl)acetamide