Ketoconazole

Ketoconazole structural formula

CAS Number65277-42-1
Molecular FormulaC26H28Cl2N4O4
Molecular Weight531.430
InChI KeyXMAYWYJOQHXEEK-OZXSUGGESA-N
LogP4.35
Synonyms
  • Ketoconazole
  • 1-{4-[4-({(2R,4S)-2-(2,4-Dichlorophenyl)-2-[(1H-imidazol-1-yl)methyl]-1,3-dioxolan-4-yl}methoxy)phenyl]piperazin-1-yl}ethan-1-one
  • Ethanone, 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-
  • 65277-42-1
  • , 2R,4S-
  • Piperazine, 1-acetyl-4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, rel-
  • (.+-.)-Ketoconazole
  • Brizoral
  • cis-1-Acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazole-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazine
  • Ethanone, 1-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]-, rel-
  • Fungarest
  • Fungoral
  • Ketoconazol
  • Ketoderm
  • Ketoisdin
  • Ketozoral
  • Nizoral
  • Onofin K
  • Orifungal M
  • Panfungol
  • Piperazine, 1-acetyl-4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, cis-
  • Piperazine,1-acetyl-4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-, rel-
  • BRN 4303081
  • EINECS 265-667-4
  • Xolegel
  • Ketozole
  • Nizoral A-D
  • Ketoconazolum
  • UNII-R9400W927I
  • 72093-26-6

Applications:

HPLC Method for Separation of a Mixture of Antifungal Agents on Primesep B Column

September 20, 2023

HPLC Method for Analysis of Antifungal Agents on Primesep B by SIELC Technologies

HPLC Method for Separation of a Mixture of Antifungal Agents on Primesep B Column
HPLC Method for Separation of a Mixture of Antifungal Agents on Newcrom R1 Column


Separation and Analysis of Antifungal Agents on a Primesep B Column Using Gradient HPLC Method

Antifungal agents are drugs used to treat fungal infections. Depending on their mechanism of action and chemical structure, antifungal agents can be categorized into several classes. Here are some of the main classes and examples of antifungal agents:

  1. Fluconazole: A triazole antifungal mainly used for the treatment and prevention of superficial and systemic fungal infections.
  2. Ketoconazole: An imidazole antifungal used to treat a wide variety of fungal infections, though its oral use has become less common due to potential side effects. It’s still frequently used topically.
  3. Climbazole: An imidazole antifungal primarily used in hair care products to treat dandruff.
  4. Clotrimazole: An imidazole antifungal used to treat various fungal infections including vaginal yeast infections, oral thrush, and ringworm.
  5. Itraconazole: A triazole antifungal used primarily to treat a variety of systemic fungal infections.
  6. Terbinafine: This compound belongs to the allylamine class. It’s mainly used to treat fungal infections of the nails and skin, like athlete’s foot and ringworm.
  7. Econazole: An imidazole antifungal used mainly for skin infections such as athlete’s foot and ringworm.
  8. Miconazole: An imidazole antifungal with a broad spectrum of activity. It’s used for a variety of skin infections and also as a vaginal cream for yeast infections.
  9. Triclosan: This is a broad-spectrum antimicrobial agent. While it has some antifungal activity, it’s more commonly known for its antibacterial properties. Due to concerns regarding its safety and potential contribution to antibiotic resistance, its use in hand soaps and some other personal care products has been phased out in several regions.

Of these, fluconazole, itraconazole, ketoconazole, climbazole, clotrimazole, econazole, and miconazole belong to the azole class, which primarily acts by inhibiting the fungal enzyme lanosterol 14α-demethylase. This enzyme is crucial for ergosterol synthesis, a vital component of fungal cell membranes. Terbinafine, on the other hand, inhibits squalene epoxidase, another enzyme important in ergosterol synthesis. Triclosan works through a different mechanism, targeting bacterial and fungal fatty acid synthesis.

Antifungal Agents can be separated, retained, and analyzed on a Primesep B mix mode phase column using an gradient analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and sulfuric acid as a buffer. This analysis method can be detected in the UV 200 nm.

ColumnPrimesep B, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseGradient MeCN – 10-60%, 20 min
BufferH2SO4 – 0.2%
Flow Rate1.0 ml/min
DetectionUV, 200 nm
Class of Compounds
Antifungal Agents
Analyzing CompoundsFluconazole, Ketoconazole, Climbazole, Clotrimazole, Itraconazole, Terbinafine, Econazole, Miconazole

Application Column

Primesep B

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Climbazole
Clotrimazole
Econazole
Fluconazole
Itraconazole
Ketoconazole
Miconazole
Terbinafine

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Separation of a Mixture of Antifungal Agents on Newcrom R1 Column

September 20, 2023

HPLC Method for Analysis of Antifungal Agents on Newcrom R1 by SIELC Technologies

HPLC Method for Separation of a Mixture of Antifungal Agents on Newcrom R1 Column
HPLC Method for Separation of a Mixture of Antifungal Agents on Newcrom R1 Column


Separation and Analysis of Antifungal Agents on a Newcrom R1 Reverse Phase Column Using Gradient HPLC Method

Antifungal agents are drugs used to treat fungal infections. Depending on their mechanism of action and chemical structure, antifungal agents can be categorized into several classes. Here are some of the main classes and examples of antifungal agents:

  1. Fluconazole: A triazole antifungal mainly used for the treatment and prevention of superficial and systemic fungal infections.
  2. Ketoconazole: An imidazole antifungal used to treat a wide variety of fungal infections, though its oral use has become less common due to potential side effects. It’s still frequently used topically.
  3. Climbazole: An imidazole antifungal primarily used in hair care products to treat dandruff.
  4. Clotrimazole: An imidazole antifungal used to treat various fungal infections including vaginal yeast infections, oral thrush, and ringworm.
  5. Itraconazole: A triazole antifungal used primarily to treat a variety of systemic fungal infections.
  6. Terbinafine: This compound belongs to the allylamine class. It’s mainly used to treat fungal infections of the nails and skin, like athlete’s foot and ringworm.
  7. Econazole: An imidazole antifungal used mainly for skin infections such as athlete’s foot and ringworm.
  8. Miconazole: An imidazole antifungal with a broad spectrum of activity. It’s used for a variety of skin infections and also as a vaginal cream for yeast infections.
  9. Triclosan: This is a broad-spectrum antimicrobial agent. While it has some antifungal activity, it’s more commonly known for its antibacterial properties. Due to concerns regarding its safety and potential contribution to antibiotic resistance, its use in hand soaps and some other personal care products has been phased out in several regions.

Of these, fluconazole, itraconazole, ketoconazole, climbazole, clotrimazole, econazole, and miconazole belong to the azole class, which primarily acts by inhibiting the fungal enzyme lanosterol 14α-demethylase. This enzyme is crucial for ergosterol synthesis, a vital component of fungal cell membranes. Terbinafine, on the other hand, inhibits squalene epoxidase, another enzyme important in ergosterol synthesis. Triclosan works through a different mechanism, targeting bacterial and fungal fatty acid synthesis.

Antifungal agents can be separated, retained, and analyzed on a Newcrom R1 reverse phase column using an gradient analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and sulfuric acid as a buffer. This analysis method can be detected in the UV 200 nm.

ColumnNewcrom R1, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseGradient MeCN – 40-90%, 10 min, hold 2 min
BufferH2SO4 – 0.2%
Flow Rate1.0 ml/min
DetectionUV, 200 nm
Class of Compounds
Antifungal Agents
Analyzing CompoundsFluconazole, Ketoconazole, Climbazole, Clotrimazole, Itraconazole, Terbinafine, Econazole, Miconazole, Triclosan

Application Column

Newcrom R1

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Climbazole
Clotrimazole
Econazole
Fluconazole
Itraconazole
Ketoconazole
Miconazole
Terbinafine
Triclosan

Application Detection:
UV Detection
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Separation of Ketoconazole and Potassium Sorbate on Primesep B Column

February 7, 2023

HPLC Method for Separation of Ketoconazole and Potassium Sorbate on Primesep B by SIELC Technologies

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Separation of Ketoconazole and Potassium Sorbate on Primesep B Column by SIELC Technologies
HPLC Method for Separation of Ketoconazole and Potassium Sorbate on Primesep B by SIELC Technologies

Ketoconazole, also known as Nizoral, is an antifungal compound used to treat dandruff and is commonly available as a shampoo. Ketoconazole can be retained, analyzed, and separated from Potassium sorbate  on a Primesep B reverse-phase column using a gradient analytical method with a mobile phase consisting of Acetonitrile (MeCN), water, and Sulfuric acid as the ionic modifier. This analysis method can be UV detected at 200 nm with high resolution and peak symmetry.

High Performance Liquid Chromatography (HPLC) Method for Analysis of  Ketoconazole and Potassium Sorbate

Condition

ColumnPrimesep B, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseGradient MeCN – 10-50%, 10 min
BufferH2SO4 – 0.2%
Flow Rate1.0 ml/min
DetectionUV 200, 250 nm
Peak Retention Time6.31, 8.12 min

Description

Class of CompoundsDrug
Analyzing CompoundsPotassium sorbate, Sodium sorbate, Ketoconazole

Application Column

Primesep B

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Ketoconazole
Potassium sorbate
Sodium sorbate
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Analysis of Ketoconazole on Primesep B  Column

February 7, 2023

HPLC Method for Analysis of Ketoconazole on Primesep B by SIELC Technologies

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Analysis of Ketoconazole on Primesep B  Column by SIELC Technologies
Method for Analysis of Ketoconazole on Primesep B by SIELC Technologies

Ketoconazole, also known as Nizoral, is an antifungal compound used to treat dandruff and is commonly available as a shampoo. Ketoconazole can be retained and analyzed on a Primesep B reverse-phase column using a gradient analytical method with a mobile phase consisting of Acetonitrile (MeCN), water, and Sulfuric acid as the ionic modifier. This analysis method can be UV detected at 200 nm with high resolution and peak symmetry.

High Performance Liquid Chromatography (HPLC) Method for Analysis of  Ketoconazole

Condition

ColumnPrimesep B, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseMeCN – 15%
BufferH2SO4 – 0.2%
Flow Rate1.0 ml/min
DetectionUV 200 nm
Peak Retention Time9.32

Description

Class of CompoundsDrug
Analyzing CompoundsKetoconazole

Application Column

Primesep B

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Ketoconazole
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

HPLC Method for Determination of Ketoconazole in Nizoral Shampoo on Primesep B  Column

February 6, 2023

HPLC Method for Determination of Ketoconazole in Nizoral Shampoo on Primesep B by SIELC Technologies

Separation type: Liquid Chromatography Mixed-mode

HPLC Method for Determination of Ketoconazole in Nizoral Shampoo on Primesep B by SIELC Technologies
Method for Determination of Ketoconazole in Nizoral Shampoo on Primesep B on Primesep B by SIELC Technologies

Ketoconazole, also known as Nizoral, is an antifungal compound used to treat dandruff and is commonly available as a shampoo. Ketoconazole can be retained, analyzed, and separated from Benzyl alcohol on a Primesep B reverse-phase column using a gradient analytical method with a mobile phase consisting of Acetonitrile (MeCN), water, and Ammonium formate (AmFm) as the ionic modifier. This analysis method can be UV detected at 250 nm with high resolution and peak symmetry.

High Performance Liquid Chromatography (HPLC) Method for Analysis of  Ketoconazole

Condition

ColumnPrimesep B, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseGradient MeCN – 10-50%
BufferAmmonium Formate pH 3.5-20 mM
Flow Rate1.0 ml/min
DetectionUV 250 nm
Peak Retention Time6.72

Description

Class of CompoundsDrug
Analyzing CompoundsKetoconazole

Application Column

Primesep B

Column Diameter: 4.6 mm
Column Length: 150 mm
Particle Size: 5 µm
Pore Size: 100 A

Add to cart
Application Analytes:
Ketoconazole
SIELC Technologies usually develops more than one method for each compound. Therefore, this particular method may not be the best available method from our portfolio for your specific application. Before you decide to implement this method in your research, please send us an email to research@sielc.com so we can ensure you get optimal results for your compound/s of interest.

Separation of Ketoconazole on Newcrom R1 HPLC column

February 19, 2018
Separation of Ketoconazole on Newcrom C18 HPLC column

Ketoconazole can be analyzed by this reverse phase (RP) HPLC method with simple conditions. The mobile phase contains an acetonitrile (MeCN), water, and phosphoric acid. For Mass-Spec (MS) compatible applications the phosphoric acid needs to be replaced with formic acid. Smaller 3 µm particles columns available for fast UPLC applications. This liquid chromatography method is scalable and can be used for isolation impurities in preparative separation. It also suitable for pharmacokinetics.

Application Column

Newcrom R1

The Newcrom columns are a family of reverse-phase-based columns. Newcrom A, AH, B, and BH are all mixed-mode columns with either positive or negative ion-pairing groups attached to either short (25 Å) or long (100 Å) ligand chains. Newcrom R1 is a special reverse-phase column with low silanol activity.

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Application Analytes:
Ketoconazole
The result was obtained by a proprietary SIELC algorithm. It may deviate from the actual experimental data. The experimental data are available upon request. Contact us by e-mail: support@sielc.com or by phone: 847-229-2629.