Climbazole

Climbazole
Clinical data

Routes of administration	topical
ATC code	none
Identifiers
IUPAC name (RS)-1-(4-Chlorophenoxy)-1-imidazol-1-yl-3,3-dimethylbutan-2-one^[1]
CAS Number	38083-17-9^Y
PubChem (CID)	37907
ChemSpider	34752^N
UNII	9N42CW7I54^Y
ChEBI	CHEBI:83499^N
ChEMBL	CHEMBL1437764^N
ECHA InfoCard	100.048.870
Chemical and physical data
Formula	C₁₅H₁₇ClN₂O₂
Molar mass	292.76
3D model (Jmol)	Interactive image
Chirality	Racemic mixture
SMILES CC(C)(C)C(=O)C(n1ccnc1)Oc2ccc(cc2)Cl
InChI 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^N Key:OWEGWHBOCFMBLP-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Climbazole is a topical antifungal agent commonly used in the treatment of human fungal skin infections such as dandruff^[2] and eczema. Climbazole has shown a high in vitro and in vivo efficacy against Pityrosporum ovale that appears to play an important role in the pathogenesis of dandruff.^[2] Its chemical structure and properties are similar to other fungicides such as ketoconazole and miconazole.

Indications and formulations

It is most commonly found as an active ingredient in OTC anti-dandruff and anti-fungal products, including shampoos, lotions and conditioners. It may be accompanied by other active ingredients such as zinc pyrithione or triclosan.

Side effects

May cause localized irritation of the skin with symptoms including redness, rashes and itching.

References

↑ Chemical Properties of Climbazole
1 2 Wigger-Alberti, W; Kluge, K; Elsner, P (2001). "Clinical effectiveness and tolerance of climbazole containing dandruff shampoo in patients with seborrheic scalp eczema". Praxis. 90 (33): 1346–9. PMID 11534318.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles
(lanosterol 14
alpha-demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ clotrimazole^# croconazole^‡ econazole fenticonazole^‡ flutrimazole isoconazole^‡ ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole

Triazoles	Topical: efinaconazole fluconazole^# fosfluconazole terconazole Systemic: fluconazole^# hexaconazole^‡ isavuconazole itraconazole posaconazole voriconazole Unknown: albaconazole^‡ ravuconazole^†

Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

Topical: hamycin^‡
natamycin
nystatin^#
Systemic: amphotericin B^#, hamycin^‡

Squalene monooxygenase
inhibitors

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine

Benzylamines	Topical: butenafine

Others

Topical: amorolfine

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	flucytosine^#

Mitotic inhibitors	griseofulvin^#

Aminoacyl tRNA synthetase inhibitors	tavaborole

Others

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

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