Sulbentine

Sulbentine
Systematic (IUPAC) name

3,5-bis(phenylmethyl)-1,3,5-thiadiazinane-2-thione
Identifiers
CAS Number	350-12-9^Y
ATC code	D01AE09 (WHO)
PubChem	CID 67686
ChemSpider	61005^N
UNII	D0NR12WK9J^Y
KEGG	D01335^Y
Chemical data
Formula	C₁₇H₁₈N₂S₂
Molar mass	314.47 g/mol
SMILES c1ccc(cc1)CN2CN(C(=S)SC2)Cc3ccccc3
InChI InChI=1S/C17H18N2S2/c20-17-19(12-16-9-5-2-6-10-16)13-18(14-21-17)11-15-7-3-1-4-8-15/h1-10H,11-14H2^N Key:QFVAWNPSRQWSDU-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

Sulbentine (or dibenzthione) is an antifungal.^[1]

References

↑ Hänel, H.; Raether, W.; Dittmar, W. (1988). "Evaluation of fungicidal action in vitro and in a skin model considering the influence of penetration kinetics of various standard antimycotics". Annals of the New York Academy of Sciences 544: 329–337. doi:10.1111/j.1749-6632.1988.tb40417.x. PMID 3214073.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles
(lanosterol 14
alpha-demethylase inhibitors)

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

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

Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

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

Allylamines
(squalene monooxygenase
inhibitors)

Topical: amorolfine^‡
butenafine
naftifine
terbinafine
Systemic: terbinafine

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^‡Withdrawn from market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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