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Merck

PHR1058

Clotrimazole

Pharmaceutical Secondary Standard; Certified Reference Material

Synonym(s):

1-(o-Chloro-α,α-diphenylbenzyl)imidazole, 1-(o-Chlorotrityl)imidazole, 1-[(2-Chlorophenyl)diphenylmethyl]-1H-imidazole

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About This Item

Empirical Formula (Hill Notation):
C22H17ClN2
CAS Number:
23593-75-1
Molecular Weight:
344.84
NACRES:
NA.24
PubChem Substance ID:
329823088
UNSPSC Code:
41116107
EC Number:
245-764-8
MDL number:
MFCD00057220

Key Documents

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Product Name

Clotrimazole, Pharmaceutical Secondary Standard; Certified Reference Material

format

neat

InChI key

VNFPBHJOKIVQEB-UHFFFAOYSA-N

InChI

1S/C22H17ClN2/c23-21-14-8-7-13-20(21)22(25-16-15-24-17-25,18-9-3-1-4-10-18)19-11-5-2-6-12-19/h1-17H

SMILES string

Clc1ccccc1C(c2ccccc2)(c3ccccc3)n4ccnc4

grade

certified reference material
pharmaceutical secondary standard

agency

USP 1141002
traceable to Ph. Eur. C2430000

API family

clotrimazole

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

storage temp.

2-30°C

Quality Level

300

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Analysis Note

These secondary standards offer multi-traceability to the USP and EP primary standards, where they are available.

Application

Clotrimazole may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations by various chromatography techniques.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Clotrimazole is an imidazole antifungal agent with relatively low toxicity. It is widely used in dermatology and gynaecology applications. Clotrimazole ointments are extensively utilized for the treatment of a wide range of systemic mycoses including candidiasis.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.
This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAA7129 in the slot below. This is an example certificate only and may not be the lot that you receive.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Development and validation of HPLC method for determination of clotrimazole and its two degradation products in spray formulation
Hajkova R, et al.
Talanta, 73(3), 483-489 (2007)
Determination of methylparaben, propylparaben, clotrimazole and its degradation products in topical cream by RP-HPLC
Solich P, et al.
Chromatographia, 56(1), S181-S184 (2002)
Chromatographic determination of clotrimazole, ketoconazole and fluconazole in pharmaceutical formulations
Abdel-Moety EM, et al.
Il Farmaco (Societa Chimica Italiana : 1989), 57(11), 931-938 (2002)
Sandra Gemma et al.
Journal of medicinal chemistry, 55(15), 6948-6967 (2012-07-13)
Despite recent progress in the fight against malaria, the emergence and spread of drug-resistant parasites remains a serious obstacle to the treatment of infections. We recently reported the development of a novel antimalarial drug that combines the 4-aminoquinoline pharmacophore of
Catherine L Neary et al.
Journal of cellular physiology, 228(9), 1943-1948 (2013-05-01)
Hexokinase II (HK2), the enzyme that catalyzes the first committed step of glycolysis, is overexpressed in many cancers, as is the central signaling kinase Akt. Akt activity promotes HK2 association with the mitochondria, as well as glucose uptake by cancer
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