Clotrimazole

Clotrimazole structural formula

CAS Number23593-75-1
Molecular FormulaC22H17ClN2
Molecular Weight344.840
InChI KeyVNFPBHJOKIVQEB-UHFFFAOYSA-N
LogP4.89
Synonyms
  • Clotrimazole
  • 1-[(2-Chlorophenyl)(diphenyl)methyl]-1H-imidazole
  • 1H-Imidazole, 1-[(2-chlorophenyl)diphenylmethyl]-
  • 23593-75-1
  • 5-23-04-00291
  • 1H-Imidazole, 1-[(2-chlorophenyl)diphenylmethyl]-
  • 1-(o-Chlorophenyldiphenylmethyl)imidazole
  • 1-(o-Chlorotrityl)imidazole
  • 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole
  • Canesten
  • Canifug
  • Clotrimazol
  • Desamix F
  • Diphenyl(2-chlorophenyl)(1-imidazolyl)methane
  • Empecid
  • Femcare
  • Gyne-Lotrimin
  • Gyne-Lotrimin 7
  • Imidazole, 1-(o-chloro-?,?-diphenylbenzyl)-
  • Lotrimin
  • Lotrimin AF Cream
  • Lotrimin AF Solution
  • Lotrimin Jock-Itch Cream
  • Lotrimin Jock-Itch Lotion
  • Monobaycuten
  • Mycelex
  • Mycelex G
  • Mycelex OTC
  • Mycelex Troche
  • Mycofug
  • Mycosporin
  • NSC 257473
  • Pedisafe
  • Plimycol
  • Rimazole
  • Tibatin
  • Trimysten
  • Veltrim
  • Bis-phenyl-(2-chlorophenyl)(1-imidazoyl)methane
  • BRN 0622318
  • Canestene
  • (2-Chlorophenyl)diphenyl-1-imidazolylmethane
  • 1-((o-Chloro-phenyl)diphenylmethyl)imidazole
  • 1-((2-Chlorophenyl)diphenylmethyl)-1H-imidazole
  • (Chlorotrityl)imidazole
  • Chlotrimazole
  • Diphenyl-(2-chlorophenyl)-1-imidazolylmethane
  • EINECS 245-764-8
  • Gyne lotrimin
  • Methane, bis-phenyl-(2-chlorophenyl)-1-imidazolyl-
  • Mykosporin
  • Mycelex Troches
  • Cutistad
  • Esparol
  • Gino-Lotremine
  • Mono-Baycuten
  • Stiemazol
  • Pan-Fungex
  • Gyne-lotrimin 3
  • Gyne-lotrimin 3 Combination Pack
  • Gyne-lotrimin Combination Pack
  • Lotrimin AF
  • Mycelex-7 Combination Pack
  • Mycelex-G
  • Trivagizole 3
  • Bis-fenil-(2-clorofenil)-1-imidazolil-metano
  • Bisphenyl-(2-chlorphenyl)-1-imidazolyl-methan
  • Clotrimazolum
  • UNII-G07GZ97H65
  • Clomatin
  • Jidesheng
  • 1-(alpha-(2-Chlorophenyl)benzhydryl)imidazole
  • 1-(o-Chloro-alpha,alpha-diphenylbenzyl)imidazole
  • Lotrimin (TN)
  • Mycelex (TN)

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 Estimation of Clotrimazole in Health Care Products on Primesep 200 Column

September 11, 2023

HPLC Method for Analysis of Clotrimazole, Benzyl alcohol, Ethylparaben on Primesep 200 by SIELC Technologies

HPLC Method for Analysis of Clotrimazole on Primesep 200 Column by SIELC Technologies
HPLC Method for Analysis of Clotrimazole, Benzyl alcohol, Ethylparaben on Primesep 200 by SIELC Technologies


 High Performance Liquid Chromatography (HPLC) Method for Analysis of  Clotrimazole, Benzyl alcohol, Ethylparaben

Clotrimazole is an antifungal medication widely used in the treatment of fungal infections.

Description:

  • Classification: Clotrimazole belongs to the class of medications called imidazole antifungals.

Uses:

  • Topical: It’s commonly used to treat skin infections such as athlete’s foot, jock itch, ringworm, and other fungal skin infections (candidiasis).
  • Vaginal: As a vaginal cream or tablet, it’s used to treat vaginal yeast infections.
  • Otic (Ear): Clotrimazole solution can be used to treat fungal ear infections.

Mechanism of Action:

  • Clotrimazole works by inhibiting the synthesis of ergosterol, a vital component of fungal cell membranes. When ergosterol synthesis is inhibited, it leads to structural and functional impairment of the fungal cell membrane, thereby killing the fungus or inhibiting its growth.

Clotrimazole belongs to the class of chemical compounds known as imidazoles. Specifically, it’s an antifungal compound used to treat fungal infections. Imidazoles work by inhibiting the enzyme lanosterol 14α-demethylase, which is necessary for the synthesis of ergosterol, an essential component of fungal cell membranes. When ergosterol synthesis is disrupted, it leads to alterations in the cell membrane’s permeability and, eventually, fungal cell death.

Other antifungal agents in the imidazole class include miconazole, econazole, and ketoconazole, among others. These are commonly used in various formulations to treat a range of fungal infections, including athlete’s foot, ringworm, and yeast infections.

Clotrimazole can be retained, and analyzed on a Primesep 200 mixed-mode stationary phase column using an isocratic analytical method with a simple mobile phase of water, Acetonitrile (MeCN), and a sulfuric acid as a buffer. This analysis method can be detected in the UV 200 nm.

ColumnPrimesep 200, 4.6 x 150 mm, 5 µm, 100 A
Mobile PhaseGradient MeCN – 40-90%, 10 min
BufferH2SO4 – 0.2%
Flow Rate1.0 ml/min
DetectionUV, 200 nm
Class of Compounds
Imidazole antifungals
Analyzing CompoundsClotrimazole, Benzyl alcohol, Ethylparaben

Application Column

Primesep 200

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

Add to cart
Application Analytes:
Benzyl alcohol
Clotrimazole
Ethylparaben

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.

Separation of Clotrimazole on Newcrom R1 HPLC column

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

Clotrimazole 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:
Clotrimazole
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.