rilopirox profile

Rilopirox is an antifungal medication used to treat tinea versicolor, a fungal infection of the skin. It is available as a topical cream, lotion, or shampoo. Rilopirox works by interfering with the growth of the fungus. It is thought to do this by inhibiting the synthesis of ergosterol, a component of the fungal cell membrane. Rilopirox is generally well-tolerated, but it can cause side effects such as skin irritation, redness, and itching. It is important to note that rilopirox is not effective against all types of fungal infections. It is only effective against certain types of fungi that cause tinea versicolor. Rilopirox is a synthetic compound that was first developed in the 1970s. It is still used today to treat tinea versicolor, but it is not used to treat other fungal infections. This compound is being studied to determine its potential to be used as a treatment for other fungal infections. Rilopirox is a promising compound that is being studied to determine its potential to be used as a treatment for other fungal infections. The synthesis of rilopirox is achieved through a multi-step process, starting with the condensation of 2-pyridinemethanol with 2-chloro-4-nitrobenzoyl chloride, followed by reduction of the nitro group and subsequent alkylation with 1-bromobutane.'

rilopirox: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	71778
CHEMBL ID	2105325
SCHEMBL ID	219251
MeSH ID	M0182010

Synonym
rilopirox
6-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-hydroxy-4-methyl-pyridin-2-one
104153-37-9
6-((p-(p-chlorophenoxy)phenoxy)methyl)-1-hydroxy-4-methyl-2(1h)-pyridone
ZINC00538303
6-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-hydroxy-4-methylpyridin-2-one
595t4d0kq3 ,
unii-595t4d0kq3
rilopirox [inn]
CHEMBL2105325
SCHEMBL219251
UDYUIWXQUBNDHC-UHFFFAOYSA-N
1-hydroxy-4-methyl-6-[4-(4-chlorophenoxy)phenoxymethyl]-2-pyridone
DTXSID90146320
2(1h)-pyridinone, 6-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-hydroxy-4-methyl-;2(1h)-pyridinone, 6-[[4-(4-chlorophenoxy)phenoxy]methyl]-1-hydroxy-4-methyl-
6-((4-(4-chlorophenoxy)phenoxy)methyl)-1-hydroxy-4-methylpyridin-2(1h)-one
Q27261667
AKOS040747392

Excerpt	Reference	Relevance
"Rilopirox is a new hydroxypyridone antimycotic agent with strong activity, especially against Candida albicans."	( Inhibition of Candida albicans adhesiveness to human buccal and vaginal cells by sub-inhibitory concentrations of rilopirox. Bohn, M; Braga, PC; Dal Sasso, M; Dannhorn, DR; Maci, S; Piatti, G, 1995)	1.22
"Rilopirox is a new hydroxypyridone compound with fungicidal activity and the effects of 1x MIC (2.9 micrograms/ml) and 4 x MIC (11.6 micrograms/ml) after 1, 12, 24 hours of incubation were evaluated."	( Alterations in surface morphology of Candida albicans produced by rilopirox: a scanning electron microscopy study. Bohn, M; Braga, PC; Dal Sasso, M; Maci, S; Piatti, G, 1995)	1.25
"Rilopirox is a synthetic, fungicidal antimycotic agent with hydrophobic characteristics. "	( Studies for the elucidation of the mode of action of the antimycotic hydroxypyridone compound, rilopirox. Hänel, H; Hengstenberg, W; Kruse, R; Raether, W, 1991)	1.94

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	10 (83.33)	18.2507
2000's	2 (16.67)	29.6817
2010's	0 (0.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (14.29%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	12 (85.71%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
ciclopirox [no description available]	3.78	3	cyclic hydroxamic acid; hydroxypyridone antifungal drug; pyridone	antibacterial agent; antiseborrheic
clotrimazole [no description available]	1.99	1	conazole antifungal drug; imidazole antifungal drug; imidazoles; monochlorobenzenes	antiinfective agent; environmental contaminant; xenobiotic
fluconazole Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.	7	1	conazole antifungal drug; difluorobenzene; tertiary alcohol; triazole antifungal drug	environmental contaminant; P450 inhibitor; xenobiotic
isoconazole 1-{2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl}imidazole : A member of the class of imidazoles that carries a 2-[(2,6-dichlorobenzyl)oxy]-2-(2,4-dichlorophenyl)ethyl group at position 1.. isoconazole : A racemate comprising equimolar amounts of (R)- and (S)-isoconazole. A broad-spectrum antibacterial drug used (as its nitrate salt) for treatment of dermatomycoses.	2	1	dichlorobenzene; ether; imidazoles
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	3.1	1	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
miconazole Miconazole: An imidazole antifungal agent that is used topically and by intravenous infusion.. 1-[2-(2,4-dichlorobenzyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole : A member of the class of imidazoles that is 1-(2,4-dichlorophenyl)-2-(imidazol-1-yl)ethanol in which the hydroxyl hydrogen is replaced by a 2,4-dichlorobenzyl group.. miconazole : A racemate composed of equimolar amounts of (R)- and (S)-miconazole. Used (as its nitrate salt) to treat skin infections such as athlete's foot, jock itch, ringworm and other fungal skin infections. It inhibits the synthesis of ergosterol, a critical component of fungal cell membranes.	2	1	dichlorobenzene; ether; imidazoles
methionine Methionine: A sulfur-containing essential L-amino acid that is important in many body functions.. methionine : A sulfur-containing amino acid that is butyric acid bearing an amino substituent at position 2 and a methylthio substituent at position 4.	1.98	1	aspartate family amino acid; L-alpha-amino acid; methionine zwitterion; methionine; proteinogenic amino acid	antidote to paracetamol poisoning; human metabolite; micronutrient; mouse metabolite; nutraceutical
n-vinyl-2-pyrrolidinone N-vinyl-2-pyrrolidinone: monomer of POVIDONE; structure given in first source	1.98	1	pyrrolidin-2-ones
piroctone olamine piroctone olamine: 2(1H)-pyridinone, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)- combined with 2-aminoethanol; used to treat pityriasis; structure given in first source. piroctone olamine : An organoammonium salt that is the ethanolamine salt of piroctone.	2.03	1
itraconazole Itraconazole: A triazole antifungal agent that inhibits cytochrome P-450-dependent enzymes required for ERGOSTEROL synthesis.. itraconazole : An N-arylpiperazine that is cis-ketoconazole in which the imidazol-1-yl group is replaced by a 1,2,4-triazol-1-yl group and in which the actyl group attached to the piperazine moiety is replaced by a p-[(+-)1-sec-butyl-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl]phenyl group. A potent P-glycoprotein and CYP3A4 inhibitor, it is used as an antifungal drug for the treatment of various fungal infections, including aspergillosis, blastomycosis, candidiasis, chromoblastomycosis, coccidioidomycosis, cryptococcosis, histoplasmosis, and sporotrichosis.	1.99	1	aromatic ether; conazole antifungal drug; cyclic ketal; dichlorobenzene; dioxolane; N-arylpiperazine; triazole antifungal drug; triazoles	EC 3.6.3.44 (xenobiotic-transporting ATPase) inhibitor; Hedgehog signaling pathway inhibitor; P450 inhibitor
terbinafine [no description available]	3.1	1	acetylenic compound; allylamine antifungal drug; enyne; naphthalenes; tertiary amine	EC 1.14.13.132 (squalene monooxygenase) inhibitor; P450 inhibitor; sterol biosynthesis inhibitor
oxiconazole oxiconazole: RN given refers to parent cpd(Z)-isomer; structure given in first source. oxiconazole : An oxime O-ether that is the 2,4-dichlorobenzyl ether of the oxime obtained by formal condensation of hydroxylamine with the carbonyl group of acetopnenone in which the phenyl group is substituted by chlorines at positions 2 and 4, and in which one of the hydrogens of the methyl group is replaced by a 1H-imidazol-1-yl group. An antifungal agent, it is used (generally as the nitrate salt) in creams and powders for the topical treatment of fungal skin infections.	2	1	conazole antifungal drug; dichlorobenzene; imidazole antifungal drug; imidazoles; oxime O-ether	antiinfective agent

Condition	Relationship Strength	Studies
Pregnancy The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.	1.98	1
Fungal Diseases [description not available]	2.91	1
Mycoses Diseases caused by FUNGI.	2.91	1
Moniliasis, Oral [description not available]	2	1
AIDS-Related Opportunistic Infections Opportunistic infections found in patients who test positive for human immunodeficiency virus (HIV). The most common include PNEUMOCYSTIS PNEUMONIA, Kaposi's sarcoma, cryptosporidiosis, herpes simplex, toxoplasmosis, cryptococcosis, and infections with Mycobacterium avium complex, Microsporidium, and Cytomegalovirus.	3.32	2
Candidiasis, Oral Infection of the mucous membranes of the mouth by a fungus of the genus CANDIDA. (Dorland, 27th ed)	2	1
Eczema, Atopic [description not available]	2.92	1
Dermatomycoses Superficial infections of the skin or its appendages by any of various fungi.	2.92	1
Sycosis [description not available]	2.92	1
Dermatitis Seborrheica [description not available]	2.92	1
Malassezia furfur Infection [description not available]	2.92	1
Scalp Dermatoses Skin diseases involving the SCALP.	2.92	1
Dermatitis, Atopic A chronic inflammatory genetically determined disease of the skin marked by increased ability to form reagin (IgE), with increased susceptibility to allergic rhinitis and asthma, and hereditary disposition to a lowered threshold for pruritus. It is manifested by lichenification, excoriation, and crusting, mainly on the flexural surfaces of the elbow and knee. In infants it is known as infantile eczema.	2.92	1
Folliculitis Inflammation of follicles, primarily hair follicles.	2.92	1
Dermatitis, Seborrheic A chronic inflammatory disease of the skin with unknown etiology. It is characterized by moderate ERYTHEMA, dry, moist, or greasy (SEBACEOUS GLAND) scaling and yellow crusted patches on various areas, especially the scalp, that exfoliate as dandruff. Seborrheic dermatitis is common in children and adolescents with HIV INFECTIONS.	2.92	1
Tinea Versicolor A common chronic, noninflammatory and usually symptomless disorder, characterized by the occurrence of multiple macular patches of all sizes and shapes, and varying in pigmentation from fawn-colored to brown. It is seen most frequently in hot, humid, tropical regions and is mostly caused by MALASSEZIA FURFUR (formerly Pityrosporum orbiculare).	2.92	1

rilopirox

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Synonyms (18)

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Studies (12)

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Research Demand Index: 53.56

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