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Climbazole

PESTANAL®, analytical standard

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Synonym(s):
1-(4-Chlorophenoxy)-1-(imidazol-1-yl)-3,3-dimethylbutan-2-one
Empirical Formula (Hill Notation):
C15H17ClN2O2
CAS Number:
Molecular Weight:
292.76
Beilstein:
618020
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
NMR: suitable
gas chromatography (GC): suitable

mp

96-100 °C

suitability

passes test for identity (NMR)

application(s)

agriculture
environmental

format

neat

SMILES string

CC(C)(C)C(=O)C(Oc1ccc(Cl)cc1)n2ccnc2

InChI

1S/C15H17ClN2O2/c1-15(2,3)13(19)14(18-9-8-17-10-18)20-12-6-4-11(16)5-7-12/h4-10,14H,1-3H3

InChI key

OWEGWHBOCFMBLP-UHFFFAOYSA-N

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General description

Climbazole is an imidazole antifungal agent, which is widely used as an active ingredient in anti-dandruff (AD) shampoos since, it inhibits the microbial growth and improves skin barrier on scalp.

Application

Climbazole may be used as a reference standard in the determination of climbazole in environmental samples and in samples of anti-dandruff shampoo using ultra-high-performance liquid chromatography coupled with tandem mass spectrometry (UHPLC-MS-MS).
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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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.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Y Kobayashi et al.
The Journal of toxicological sciences, 26(3), 141-150 (2001-09-13)
We examined the effect of climbazole on the induction of rat hepatic microsomal cytochrome P450 (P450), and compared the induction potency with other N-substituted azole drugs such as clorimazole. We found that climbazole is found to be a potent inducer
C Coiffard et al.
Annales pharmaceutiques francaises, 57(5), 392-396 (1999-10-16)
We compared thermostability of various natural (sulfoprolamine and sodium usnate) or synthetic (climbazol and piroctone olamine) antidandruff agents in aqueous diluted solution at pH around 7. Thermodegradation of these solutions was studied by an isothermal method in thermostatically controlled ovens
Yan-Wei Yang et al.
Wei sheng yan jiu = Journal of hygiene research, 34(5), 626-628 (2005-12-07)
A high performance liquid chromatography method was established for determination of antidangdruff agent salicylic acid,zinc pyrithione, octopirox, climbazole and ketoconazole in shampoo on a C18 column using acetonitrile-metholaqueous solution (10 mmol/L KH2 PO4 and 5 mmol/L EDTANa2, pH is adjusted
Yasuna Kobayashi et al.
Biological & pharmaceutical bulletin, 25(1), 53-57 (2002-02-05)
To determine the effect of climbazole on hepatic microsomal cytochrome P450 (P450) and drug-metabolizing enzymes, four different P450 isoforms (CYP2B1, 3A2, 2E1, and 2C12) were examined in female Long-Evans rats. Treatment of rats with climbazole resulted in the induction of
W Wigger-Alberti et al.
Praxis, 90(33), 1346-1349 (2001-09-06)
Pityrosporum ovale appears to play an important role in the pathogenesis of dandruff as a symptom of seborrheic dermatitis. Climbazole is an antimycotic agent with a high in vitro and in vivo efficacy against P. ovale. In the presented work

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