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41621-49-2
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???(??):
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Ciclopirox ethanolamine
???(??):
CICLOPIROXOLAMINE;Cyclopirox olamine;terit;ciclopiroxolamin;Ciclobiroxolamine;6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, 2-AMINO-ETHANOL;6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinoncompd.with2-aminoethanol;2-aminoethanolcompd.with6-cyclohexyl-1-hydroxy-4-methyl-2(1h)-pyridinone(;lorpox;hoe296
CBNumber:
CB0673864
???:
C14H24N2O3
??? ??:
268.36
MOL ??:
41621-49-2.mol
MSDS ??:
SDS

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144 C
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0.41g/cm3 at 25℃
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0-0Pa at 20-50℃
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under inert gas (nitrogen or Argon) at 2–8 °C
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?? ?? ??, ???(96%)? ?????? ?? ? ??, ?? ?????? ?? ??, ??????? ?? ?? ????.
??? ??
Solid
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???(???)
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InChI
InChI=1S/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2
InChIKey
MBRHNTMUYWQHMR-UHFFFAOYSA-N
SMILES
C(N)CO.ON1C(C=C(C)C=C1C1CCCCC1)=O
LogP
0.52
CAS ??????
41621-49-2(CAS DataBase Reference)
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  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi,Xn
?? ???? ?? 36/37/38-42/43-20/22
????? 26-36-22
WGK ?? 2
RTECS ?? UU7785500
HS ?? 2933790002
???? ??? 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
?? LD50 in mice, rats (mg/kg): 2898, 3290 orally (Alpermann, Schutz)
????(GHS): Exclamation Mark (GHS07)
?? ?: Warning
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?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? P264, P280, P305+P351+P338,P337+P313P
H335 ?? ???? ??? ? ?? ?? ???? ?? - 1? ??;???? ?? ?? 3 ??
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P305+P351+P338 ?? ??? ? ?? ?? ???? ????. ???? ?????? ?????. ?? ????.

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White or pale yellow, crystalline powder.

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Ciclopirox ethanolamine is a broad spectrum antimycotic agent with some antibacterial activity.

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ChEBI: The ethanolamine salt of ciclopirox. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin an nail infections.

Indications

Ciclopirox olamine (Loprox, Penlac) is a synthetic, broad-spectrum hydroxypyridone antifungal agent. It is chemically unrelated to the imidazoles or any other antifungal agent currently available in the United States. It appears to act through intracellular depletion of substrates and/or ions principally by inhibition of transmembrane transport of these substances. It is active against dermatophytes, yeast, and Pityrosporum orbiculare. It also demonstrates activity against Trichomonas vaginalis, some mycoplasma, and some gram-positive and gram-negative bacteria.

Clinical Use

6-Cyclohexyl-1-hydroxyl-4-methyl-2(1H)-pyridinoneethanolamine salt (Loprox) is a broad-spectrum antifungalagent intended only for topical use. It is active against dermatophytesas well as pathogenic yeasts (C. albicans) thatare causative agents for superficial fungal infections.
Ciclopirox is considered an agent of choice in the treatmentof cutaneous candidiasis, tinea corporis, tinea cruris,tinea pedis, and tinea versicolor. It is a second-line agent forthe treatment of onychomycosis (ringworm of the nails).Loprox is formulated as a cream and a lotion, each containing1% of the water-soluble ethanolamine salt. Ciclopirox isbelieved to act on cell membranes of susceptible fungi atlow concentrations to block the transport of amino acids intothe cells. At higher concentrations, membrane integrity islost, and cellular constituents leak out.

Safety Profile

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion andsubcutaneous routes. Experimental reproductive effects.When heated to decomposition it emits toxic fumes ofNOx.

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