Pramiconazole

Chemical compound

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Pharmaceutical compound

Pramiconazole
Clinical data

Routes of administration	By mouth
ATC code	none
Identifiers
IUPAC name 1-{4-[4-(4-{[(2R,4S)-2-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-3-isopropylimidazolidin-2-one
CAS Number	219923-85-0 ^checkY
PubChem CID	3013050 11411233
ChemSpider	2281806 ^☒N
UNII	4SYH0R661F
ChEMBL	ChEMBL175797 ^☒N
Chemical and physical data
Formula	C₃₅H₃₉F₂N₇O₄
Molar mass	659.739 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(C)N1CCN(C1=O)c2ccc(cc2)N3CCN(CC3)c4ccc(cc4)OC[C@H]5OC[C@](O5)(Cn6cncn6)c7ccc(cc7F)F
InChI InChI=1S/C35H39F2N7O4/c1-25(2)43-17-18-44(34(43)45)29-6-4-27(5-7-29)40-13-15-41(16-14-40)28-8-10-30(11-9-28)46-20-33-47-22-35(48-33,21-42-24-38-23-39-42)31-12-3-26(36)19-32(31)37/h3-12,19,23-25,33H,13-18,20-22H2,1-2H3/t33-,35+/m0/s1^☒N Key:AEKNYBWUEYNWMJ-QWOOXDRHSA-N^☒N
^☒NcheckY (what is this?) (verify)

Pramiconazole is a triazole antifungal which was under development by Barrier Therapeutics for the treatment of acute skin and mucosal fungal infections but was never marketed.^[1]^[2]

References

[edit ]

^ "Pramiconazole - AdisInsight".
^ Geria AN, Scheinfeld NS (September 2008). "Pramiconazole, a triazole compound for the treatment of fungal infections". IDrugs: The Investigational Drugs Journal. 11 (9): 661–70. PMID 18763217.

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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

Others

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^‡Withdrawn from market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

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