アモロルフィン
- 関
- amorolfine hydrochloride
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2016/06/04 02:43:00」(JST)
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Amorolfine
|
Systematic (IUPAC) name |
(±)-(2R*,6S*)-2,6-dimethyl-4-{2-methyl-3-[4-(2-methylbutan-2-yl)phenyl]propyl}morpholine
|
Clinical data |
AHFS/Drugs.com |
International Drug Names |
Identifiers |
CAS Number |
78613-35-1 Y |
ATC code |
D01AE16 (WHO) |
PubChem |
CID 54260 |
ChemSpider |
49010 Y |
UNII |
AB0BHP2FH0 Y |
KEGG |
D02923 Y |
ChEBI |
CHEBI:599440 Y |
ChEMBL |
CHEMBL489411 Y |
Chemical data |
Formula |
C21H35NO |
Molar mass |
317.509 g/mol |
SMILES
-
O2[C@@H](CN(CC(C)Cc1ccc(cc1)C(C)(C)CC)C[C@@H]2C)C
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InChI
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InChI=1S/C21H35NO/c1-7-21(5,6)20-10-8-19(9-11-20)12-16(2)13-22-14-17(3)23-18(4)15-22/h8-11,16-18H,7,12-15H2,1-6H3/t16?,17-,18+ Y
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Key:MQHLMHIZUIDKOO-AYHJJNSGSA-N Y
|
(verify) |
Amorolfine (or amorolfin), is a morpholine antifungal drug that inhibits D14 reductase and D7-D8 isomerase, which depletes ergosterol and causes ignosterol to accumulate in the fungal cytoplasmic cell membranes. Marketed as Curanail, Loceryl, Locetar, and Odenil, amorolfine is commonly available in the form of a nail lacquer, containing 5% amorolfine as the active ingredient. It is used to treat onychomycosis (fungal infection of the toe- and fingernails). Amorolfine 5% nail lacquer in once-weekly or twice-weekly applications has been shown in two studies to be between 60% and 71% effective in treating toenail onychomycosis; complete cure rates three months after stopping treatment (after six months of treatment) were 38% and 46%. However, full experimental details of these trials were not available and since they were first reported in 1992 there have been no subsequent trials.[1]
It is a topical solution for the treatment of toenail infections. Systemic treatments may be considered more effective.[1]
It is approved for sale over the counter in Australia and the UK (recently re-classified to over the counter status), and is approved for the treatment of toenail fungus by prescription in other countries. It is not approved for the treatment of onychomycosis in the United States or Canada, but can be ordered from there by mail from other countries.[2]
Notes
- ^ a b Hywel C. Williams (2003). Evidence-Based Dermatology. Blackwell.
- ^ It can readily be verified that Curanail is advertised on websites such as US Amazon.com, shipped from abroad.
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
|
|
Triazoles |
- Topical: fluconazole#, fosfluconazole
- efinaconazole
- terconazole
- Systemic: hexaconazole‡
- isavuconazole
- fluconazole#
- itraconazole
- posaconazole
- voriconazole
|
|
Thiazoles |
|
|
|
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 |
- echinocandins (anidulafungin
- caspofungin
- micafungin)
|
|
|
Intracellular |
Pyrimidine analogues/
thymidylate synthase inhibitors |
|
|
Mitotic inhibitors |
|
|
Aminoacyl tRNA synthetase inhibitors |
|
|
|
Others |
- bromochlorosalicylanilide
- methylrosaniline
- tribromometacresol
- undecylenic acid
- polynoxylin
- chlorophetanol
- chlorphenesin
- ticlatone
- sulbentine
- ethylparaben
- haloprogin
- salicylic acid
- selenium disulfide#
- ciclopirox
- amorolfine‡
- dimazole
- tolnaftate
- tolciclate
- sodium thiosulfate#
- Whitfield's ointment#
- potassium iodide#
- taurolidine
- tea tree oil
- citronella oil
- lemon grass
- orange oil
- patchouli
- lemon myrtle
- PCP: pentamidine
- dapsone
- atovaquone
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
UpToDate Contents
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English Journal
- Efficacy of 5% amorolfine nail lacquer in Neoscytalidium dimidiatum onychomycosis.
- Bunyaratavej S1, Leeyaphan C1, Rujitharanawong C1, Surawan TM1, Muanprasat C1, Matthapan L1.
- The Journal of dermatological treatment.J Dermatolog Treat.2015 Nov 11:1-5. [Epub ahead of print]
- BACKGROUND: Amorolfine nail lacquer was mentioned as an effective treatment for non-dermatophyte nail infection. Onychomycosis that caused by Neoscytalidium dimidiatum is considered recalcitrant onychomycosis.OBJECTIVE: This study aimed to demonstrate efficacy and treatment outcomes of amorolfine na
- PMID 26471716
- Resin lacquer: a cheaper alternative to amorolfine for onychomycosis?
- Yong AS1.
- The British journal of dermatology.Br J Dermatol.2015 Oct;173(4):888-9. doi: 10.1111/bjd.13982.
- PMID 26511823
- Efficacy of topical resin lacquer, amorolfine and oral terbinafine for treating toenail onychomycosis: a prospective, randomized, controlled, investigator-blinded, parallel-group clinical trial.
- Auvinen T1, Tiihonen R2, Soini M2, Wangel M3, Sipponen A2, Jokinen JJ4.
- The British journal of dermatology.Br J Dermatol.2015 Oct;173(4):940-8. doi: 10.1111/bjd.13934. Epub 2015 Oct 1.
- BACKGROUND: Norway spruce (Picea abies) produces resin to protect against decomposition by microbial pathogens. In vitro tests have shown that spruce resin has antifungal properties against dermatophytes known to cause nearly 90% of onychomycosis in humans.OBJECTIVES: To confirm previous in vivo obs
- PMID 26036329
Japanese Journal
- In vitro susceptibility of dermatomycoses agents to six antifungal drugs and evaluation by fractional inhibitory concentration index of combined effects of amorolfine and itraconazole in dermatophytes
- 日本医真菌学会雑誌 = Japanese journal of medical mycology 50(4), 207-212, 2009-10-30
- NAID 10026094530
- 皮膚糸状菌に対するliranaftateの殺菌活性
Related Links
- Amorolfine is used to treat fungal infections in fingernails or toenails. Learn about Amorolfine for the treatment of fungal nail infections ... Before using amorolfine To make sure this is the right treatment for you, before you ...
- Amorolfine is a medicine available in a number of countries worldwide. A list of US medications equivalent to Amorolfine is available on the Drugs.com website. ... Click for further information on drug naming conventions and International Nonproprietary Names
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- 塩酸アモロルフィン amorolfine hydrochloride
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