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Chlorhexidine

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Identification
Molecular formula
C22H30Cl2N10
CAS number
55-56-1
IUPAC name
2,3,5-trichloro-N-(3,5-dichloro-2-hydroxy-phenyl)-6-hydroxy-benzamide
State
State

At room temperature, chlorhexidine is a solid. It can be processed into a solution form for various applications such as skin antiseptics and mouthwash.

Melting point (Celsius)
132.00
Melting point (Kelvin)
405.15
Boiling point (Celsius)
306.00
Boiling point (Kelvin)
579.15
General information
Molecular weight
505.46g/mol
Molar mass
505.4590g/mol
Density
1.7000g/cm3
Appearence

Chlorhexidine typically appears as a white to off-white crystalline powder. It is odorless and has a bitter taste. The compound is often used in a digluconate form for water solubility, appearing as an aqueous solution in medical and dental applications.

Comment on solubility

Solubility of 2,3,5-trichloro-N-(3,5-dichloro-2-hydroxy-phenyl)-6-hydroxy-benzamide

The solubility of the compound 2,3,5-trichloro-N-(3,5-dichloro-2-hydroxy-phenyl)-6-hydroxy-benzamide can be influenced by various factors. Due to its complex structure, which includes multiple chlorine and hydroxyl groups, its solubility can be rather intricate. Here are some key points to consider:

  • Polarity: The presence of hydroxyl groups generally enhances the polarity of a molecule, potentially increasing solubility in polar solvents like water.
  • Chlorine Substituents: The trichloro and dichloro substitutions may disrupt solubility due to their electron-withdrawing properties, which could lead to lower solubility in non-polar solvents.
  • Hydrogen Bonding: The hydroxyl groups may allow for hydrogen bonding with solvents, thus enhancing solubility in certain conditions.
  • Temperature Dependency: Solubility can also be temperature-dependent; higher temperatures may increase solubility for some compounds.

In summary, while the compound may exhibit some degree of solubility in polar solvents due to its polar functional groups, the presence of multiple chlorine atoms could complicate this phenomenon. Understanding the solubility of such complex molecules often involves practical testing under varying conditions to ascertain specific behavior.

Interesting facts

Interesting Facts About 2,3,5-Trichloro-N-(3,5-dichloro-2-hydroxy-phenyl)-6-hydroxy-benzamide

The compound 2,3,5-trichloro-N-(3,5-dichloro-2-hydroxy-phenyl)-6-hydroxy-benzamide is particularly notable within the realms of environmental chemistry and pharmacology. Here are some intriguing aspects of this compound:

  • Complex Structure: This compound features a highly chlorinated phenolic structure, which can influence its reactivity and interactions with biological systems.
  • Environmental Impact: Due to its chlorine substituents, this compound may exhibit persistence in the environment and potential bioaccumulation, raising concerns regarding its ecological footprint.
  • Biological Activity: Its unique structure positions it as a candidate for various biological assays, potentially revealing applications in medicinal chemistry, particularly against microbial resistance.
  • Structure-Activity Relationship (SAR): The substitution pattern of the chlorines and hydroxyl groups is essential in understanding its mechanism of action, whereby even slight modifications could dramatically alter its activity.

As you study this compound, consider the words of renowned chemist Linus Pauling: "The best way to have a good idea is to have a lot of ideas." Exploring its chemical characteristics can lead to innovative applications and deeper insights into its potential uses.

This compound exemplifies the intersection of environmental science and pharmaceuticals, showcasing how chemical properties can determine both efficacy and safety in real-world applications.

Synonyms
Oxyclozanide
2277-92-1
Zanil
Diplin
Zanilox
2,3,5-Trichloro-N-(3,5-dichloro-2-hydroxyphenyl)-6-hydroxybenzamide
Oxiclozanidum
Oxiclozanida
Oxyclozanid
Oxyclozanidum
Benzamide, 2,3,5-trichloro-N-(3,5-dichloro-2-hydroxyphenyl)-6-hydroxy-
Oxyclozanide [INN:BAN]
Oxyclozanidum [INN-Latin]
Oxiclozanida [INN-Spanish]
3,3',5,5',6-Pentachloro-2'-hydroxysalicylanilide
ICI 46683
CCRIS 5744
EINECS 218-904-0
ICI 46638
UNII-1QS9G4876X
BRN 2014120
Oxyclozanide (INN)
1QS9G4876X
ICI-46683
OXYCLOZANIDE [MI]
Zanil [veterinay] (TN)
OXYCLOZANIDE [INN]
OXYCLOZANIDE [MART.]
2,2'-Dihydroxy-3,3',5,5',6-pentachlorobenzanilide
3,3',5,5',6-Pentachloro-2,2'-dihydroxybenzanilide
3,5,6,3',5'-Pentachloro-2,2'-dihydroxybenzanilide
OXYCLOZANIDE [WHO-DD]
Salicylanilide, 3,3',5,5',6-pentachloro-2'-hydroxy-
DTXSID50177312
Benzanilide, 2,2'-dihydroxy-3,3',5,5',6-pentachloro-
Oxyclozanidum (INN-Latin)
Oxiclozanida (INN-Spanish)
OXYCLOZANIDE (MART.)
Zanil (veterinay)
DTXCID6099803
Benzamide, 2,3,5-trichloro-N-(3,5-dichloro-2-hydroxyphenyl)-6-hydroxy-(9CI)
218-904-0
Oxyclosanid-13C6
MFCD00864507
1353867-74-9
C13H6Cl5NO3
Oxyclozanide (Standard)
MLS006010020
SCHEMBL166224
CHEMBL2105450
JYWIYHUXVMAGLG-UHFFFAOYSA-N
BDBM430653
HY-17594R
s5017
AKOS015889853
CCG-268664
CS-3973
FT30270
AS-12188
HY-17594
SMR004701204
SY248027
NS00017230
Oxyclozanide 1000 microg/mL in Acetonitrile
C74174
D08320
Oxyclozanide, VETRANAL(TM), analytical standard
SR-01000944913
Q7115903
SR-01000944913-1
BRD-K07283971-001-01-3
Oxyclozanide;3,3',5,5',6-Pentachloro-2'-hydroxysalicylanilide