Tribromometacresol

Chemical compound

D01AE03 (WHO)

Identifiers

IUPAC name

2,4,6-Tribromo-3-methylphenol

CAS Number

4619-74-3

PubChem CID

20737

ChemSpider

19526

UNII

Q3Z845166M

CompTox Dashboard (EPA)

DTXSID40196754

ECHA InfoCard100.022.757

Chemical and physical dataFormulaC₇H₅Br₃OMolar mass344.828 g·mol⁻¹3D model (JSmol)

Interactive image

Melting point81.5 to 85.5 °C (178.7 to 185.9 °F)

SMILES

Cc1c(cc(c(c1Br)O)Br)Br

InChI

InChI=1S/C7H5Br3O/c1-3-4(8)2-5(9)7(11)6(3)10/h2,11H,1H3
Key:QKHROXOPRBWBDD-UHFFFAOYSA-N

(verify)

Tribromometacresol is an antifungal medication.^[1] This compound belongs to the class of organic compounds known as meta cresols, containing a meta cresol moiety which consists of a benzene ring bearing a methyl group and a hydroxyl group at ring positions 1 and 3, respectively.

References

^ Zsolnai T (1960). "Action of new fungicides. I. Phenol derivatives". Biochemical Pharmacology. 5: 1–19. doi:10.1016/0006-2952(60)90002-2.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles (lanosterol 14α-
demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ climbazole clotrimazole^# croconazole^‡ eberconazole econazole fenticonazole^‡ flutrimazole isoconazole ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole
Triazoles	Topical: efinaconazole fluconazole^# terconazole Systemic: fluconazole^# fosfluconazole fosravuconazole hexaconazole^‡ isavuconazole itraconazole^# oteseconazole 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	Systemic: flucytosine^#
Mitotic inhibitors	Systemic: griseofulvin^#
Aminoacyl tRNA synthetase inhibitors	Topical: tavaborole