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Topilutamide
Topilutamide
Topilutamide
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Topilutamide
Clinical data
Trade namesEucapil
Other namesFluridil; BP-766
Routes of
administration		Topical[1][2][3][4][5]
Drug classNonsteroidal antiandrogen
ATC code
  • None
Identifiers
  • 2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-[(2,2,2-trifluoroacetyl)amino]propanamide
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.245.367 Edit this at Wikidata
Chemical and physical data
FormulaC13H11F6N3O5
Molar mass403.237 g·mol−1
3D model (JSmol)
  • C[C@@](CNC(=O)C(F)(F)F)(C(=O)NC1=CC(=C(C=C1)[N+](=O)[O-])C(F)(F)F)O
  • InChI=1S/C13H11F6N3O5/c1-11(25,5-20-10(24)13(17,18)19)9(23)21-6-2-3-8(22(26)27)7(4-6)12(14,15)16/h2-4,25H,5H2,1H3,(H,20,24)(H,21,23)/t11-/m1/s1
  • Key:YCNCRLKXSLARFT-LLVKDONJSA-N

Topilutamide, known more commonly as fluridil and sold under the brand name Eucapil, is an antiandrogen medication which is used in the treatment of pattern hair loss in men and women.[6][1][2][3][4][5] It is used as a topical medication and is applied to the scalp.[1][2][3][4][5] Topilutamide belongs to a class of molecules known as perfluoroacylamido-arylpropanamides.[6]

Topilutamide is a nonsteroidal antiandrogen (NSAA), or an antagonist of the androgen receptor (AR), the biological target of androgens like testosterone and dihydrotestosterone (DHT).[1][2][3][4][5]

Topilutamide was introduced for medical use in 2003.[7] It is marketed only in the Czech Republic and Slovakia.[8] The patent for Topilutamide expired in 2020.[6]

Medical uses

[edit]

Topilutamide is used as a topical medication in the treatment of pattern hair loss in men and women.[1][2][3][4][5] Topilutamide is approved for cosmetic use in Europe but has not received FDA approval nor approval by the EMA for the treatment of androgenetic alopecia.[8] Finasteride and Minoxidil are currently the only treatments approved for the treatment of this condition.[2]

Available forms

[edit]

Under the brand name Eucapil, topilutamide is available as a 2% topical formulation intended for application to the scalp.[4]

Pharmacology

[edit]

Pharmacodynamics

[edit]

Topilutamide is an antagonist of the AR, the biological target of androgens like testosterone and DHT.[1][2][3][4][5] Fluridil binds to the androgen receptor with approximately a 9-15-fold higher affinity than more primitive NSAAs such as bicalutamide and hydroxyflutamide, but more research is required to validate these findings.[6]

Percentage androgen receptor suppression in LNCaP Cells after 48-h Drug Incubation via Western Blot [6]
Compound 3 μM 10 μM
BP-766 (Topilutamide) 41 ± 5 95.9 ± 6
BP-521 62 ± 7 100
BP-34 3 ± 4 2 ± 2
Bicalutamide 3 ± 3 11 ± 3
Hydroxyflutamide 2 ± 6 6 ± 7

Pharmacokinetics

[edit]

Topilutamide is a topical medication and is applied to the scalp.[1][2][3][4][5] Topilutamide degrades in human serum at 37 °C with a half-life of approximately 6 hours and is undetectable after 48 hours.[6] Perfluoroacylamido-arylpropanamides decompose hydrolytically to BP-34 and their corresponding perfluorocarboxylic acid.[6] In the case of topilutamide, that perfluorocarboxylic acid is trifluoroacetic acid.[6] The two metabolites of topilutamide namely BP-34 and trifluoroacetic acid were undetectable in human serum (below the detection limit of 5 ng/mL) along with the parent compound topilutamide, in human studies.[6] BP-34 was shown to be devoid of anti-androgenic activity.[6]

Chemistry

[edit]

Topilutamide is a nonsteroidal compound and is closely related to other NSAAs such as flutamide and bicalutamide.[7]

History

[edit]

Topilutamide was introduced for medical use in 2003.[7]

Society and culture

[edit]

Generic names

[edit]

Topilutamide is the generic name of the drug and its INNTooltip International Nonproprietary Name.[9][10][11] It is also known more commonly as fluridil.[6] Topilutamide is also known by its former developmental code name BP-766.[6]

Brand names

[edit]

Topilutamide is marketed by Interpharma Praha under the brand name Eucapil.[7][3]

Availability

[edit]

Topilutamide is available only in Europe in the Czech Republic and Slovakia.[8]

See also

[edit]

References

[edit]
Revisions and contributorsEdit on WikipediaRead on Wikipedia

Topilutamide

View on Grokipedia
from Grokipedia
Topilutamide, also known as fluridil, is a topical (NSAA) medication that functions as an antagonist of the (AR), the of male hormones such as testosterone and (DHT). Specifically designed for local activity on the , it is chemically unstable in aqueous environments, hydrolyzing rapidly upon contact with blood or serum to prevent systemic absorption and associated side effects common to other antiandrogens. It is primarily used to treat androgenetic alopecia (AGA), a common form of in men and women caused by sensitivity in hair follicles, by inhibiting AR signaling to promote hair growth without altering circulating hormone levels. Developed in the late by Biophysica, Inc., topilutamide was rationally engineered as a hydrophobic compound to ensure dermal penetration while remaining nonresorbable, addressing limitations of earlier antiandrogens like flutamide that require . In a double-blind, -controlled involving 43 men with Norwood grade II-Va AGA, daily topical application of 2% topilutamide for three months increased the anagen (growth phase) hair percentage from 76% to 85%, with further improvement to 87% after nine months, compared to no change in the group; former participants switching to topilutamide showed similar gains after six months. The treatment demonstrated high local tolerance, with no , , or detectable drug levels in serum, and preserved normal sexual function, , , and blood chemistry. Introduced for medical use in , topilutamide is available as a 2% topical solution under the brand name Eucapil in select European countries, including the and , where it is marketed for AGA management. Limited evidence also supports its efficacy in , with a clinical study showing a 2% fluridil safely reducing growth in affected women over three months, though the formulation is not widely available for this indication. The patent expired in 2020, but no generic versions have entered major markets, and it remains an off-label or regionally restricted option amid ongoing research into topical antiandrogens for hair disorders.

Medical uses

Androgenetic alopecia

Topilutamide, also known as fluridil and marketed as Eucapil, is a topical approved for the treatment of androgenetic alopecia in men and women. It functions by competitively binding to androgen receptors in the scalp, thereby inhibiting the effects of (DHT), which is responsible for the progressive miniaturization of hair follicles in susceptible individuals. The recommended dosage involves the application of a 2% topical solution to the affected areas, typically once daily on dry , with optimal results observed after consistent use over several months. Topilutamide demonstrates efficacy in patients with mild to moderate androgenetic alopecia, specifically men classified under Norwood scales II to IV and women under Ludwig scales I to II. Clinical evidence from early 2000s studies supports its superiority over in promoting growth. In a double-blind, -controlled involving 43 men with Norwood grade II-Va androgenetic alopecia, daily application of 2% topilutamide for 9 months significantly increased the percentage of anagen (growth-phase) hairs from a baseline of 76% to 85% at 3 months and 87% at 9 months, while the group showed no change; this shift indicates reduced follicle and enhanced retention. In a separate 9-month open-label study of 11 women aged 22-45 with Ludwig I-II alopecia, once-daily 2% application led to a statistically significant increase in (from 55.05 µm to 61.46 µm, p<0.001), with no progression of and subjective improvements in thickness reported by over half the participants, though anagen/telogen ratios remained stable. These findings from phase II-like evaluations highlight topilutamide's role in stabilizing and modestly improving density without systemic antiandrogenic effects.

Acne and hirsutism

Topilutamide, also known as fluridil, is applied topically to treat acne vulgaris by blocking androgen receptors in sebaceous glands, thereby reducing sebum production and alleviating androgen-dependent skin inflammation. This targeted approach addresses hyperandrogenic skin syndromes, where excess androgens contribute to excess oiliness and lesion formation. Limited evidence from small studies suggests potential efficacy, though larger trials are needed to confirm. For , topilutamide is applied directly to affected areas such as the face and body to inhibit androgen-stimulated growth. A three-month pilot study involving 10 women with (aged 25-68 years) using 2% fluridil gel demonstrated improvement in nine patients, with seven reporting a reduced rate of growth and nine noting thinning of individual hairs. No systemic absorption or significant adverse effects were observed, aside from mild odor from the in two cases, highlighting its favorable local tolerance. Topilutamide is marketed in the and under the brand name Eucapil as a cosmetic for androgenetic alopecia management. It has been investigated in small studies for hyperandrogenic conditions like and but is not approved for these indications. In hyperandrogenic states, topilutamide is often combined with oral contraceptives to enhance efficacy by suppressing systemic androgen levels while providing localized receptor blockade, leading to improved outcomes in and severity.

Administration and available forms

Topilutamide is available primarily as a 2% topical solution under the brand name Eucapil, supplied in boxes of 30 individual 2 mL ampoules containing the active ingredient dissolved in isopropyl alcohol with 2.5% grape seed oil for enhanced skin penetration. This single-use ampoule format ensures freshness and minimizes exposure to air or moisture, which could compromise stability. Administration involves topical application directly to the affected areas, such as the for androgenetic alopecia, or the face and body for and . The recommended dosage is one 2 mL applied once daily, preferably at bedtime, to dry ; the ampoule top is snapped off, and the solution is dispensed using the integrated applicator, massaged into the area in a , and left to dry without rinsing or water contact for at least several hours. Contact with the eyes, , or other mucous membranes should be avoided, and hands should be washed after application. Concentrations ranging from 1% to 2% may be used depending on the specific indication and patient response, with the 2% strength being standard for most formulations. No oral or injectable forms of topilutamide exist, as the compound undergoes rapid in aqueous environments, rendering it inactive and unsuitable for systemic delivery. The topical solution is formulated in a non-aqueous alcohol base to maintain stability during application. For storage and handling, the ampoules should be kept at below 25°C, away from direct light and moisture, to prevent degradation.

Adverse effects

Local adverse effects

Topilutamide, a topical primarily used for androgenetic alopecia, exhibits a favorable local profile due to its rapid degradation upon contact with aqueous environments, minimizing absorption and potential. In preclinical assessments, including cumulative irritancy assays on and patch tests in animal models, concentrations of 2% to 6% topilutamide in isopropanol demonstrated negligible (irritation index 0.11–0.14) and no . Clinical trials have confirmed low rates of local adverse effects. A 3-month open-label study of 43 men with androgenetic alopecia using daily 2% topilutamide reported no drug-related local side effects, with only three isolated events: scalp yellowing after sun exposure (resolved by washing), temporary interruption due to preexisting exacerbated by sun, and a nuchal allergic reaction attributed to concurrent use that resolved without discontinuing treatment. Similarly, a 12-month and assessment found no adverse side effects, including local reactions. Post-marketing surveillance in , based on reports from 97 users, indicated mild local adverse effects in approximately 15% of cases, all self-limiting and resolving upon discontinuation or adjustment. These included skin dryness (8 cases), (5 cases), skin reddening (1 case), and (1 case), with no overlap reported among incidents. No or temporary hair shedding was noted in these data. The overall low incidence of these effects aligns with topilutamide's minimal systemic exposure, as detailed in its pharmacokinetic profile.

Systemic adverse effects

Due to its topical formulation and pharmacokinetic profile, topilutamide demonstrates minimal systemic absorption, with no detectable plasma concentrations after application owing to rapid into inactive forms. This degradation kinetics limits whole-body exposure, resulting in a low risk of systemic adverse effects during standard use. Clinical trials have reported no instances of , alterations, or liver toxicity associated with topilutamide. Overall adverse event rates are low and similar to , with no serious events or drug-related observed in clinical studies. In scenarios of potential overuse or application to compromised , theoretical risks include transient hormonal fluctuations from mild systemic antagonism, though no such cases have been documented. No routine blood monitoring is necessary, as studies extending up to 52 weeks indicate no cumulative systemic effects. Due to its antiandrogenic mechanism, topilutamide should not be used during or as a precaution.

Pharmacology

Pharmacodynamics

Topilutamide (also known as fluridil) is a that acts as a competitive of the (AR), the primary biological target of androgens such as (DHT) and testosterone. By binding to the AR, topilutamide inhibits androgen-induced activation and downstream signaling, thereby suppressing AR-mediated effects in target tissues. In vitro studies demonstrate high potency of topilutamide in prostate-derived cells, where it reduces AR protein levels in a concentration-dependent manner, achieving approximately 40% reduction at 3 μM and 95% reduction at 10 μM after 48 hours of exposure, as measured by analysis. This suppression extends to downstream AR-regulated gene transcription, including significant inhibition of (PSA) and human kallikrein 2 (hK2) secretion in androgen-stimulated cells. Unlike traditional AR antagonists such as and hydroxyflutamide, which primarily stabilize the receptor without reducing its expression (showing only 2-3% suppression at similar concentrations), topilutamide uniquely downregulates AR protein levels, potentially through mechanisms involving decreased nuclear AR accumulation. Topilutamide exhibits tissue selectivity, with pronounced activity in and cells due to its design for topical application, while lacking detectable systemic absorption or off-target effects in preclinical models. It shows no progestogenic, , or estrogenic activity, as evidenced by the absence of systemic hormonal disruptions in and its rapid to inactive metabolites upon potential absorption. Structurally related to flutamide—a first-generation —topilutamide incorporates perfluoroalkyl groups that enhance its hydrolytic instability in aqueous environments, conferring superior topical stability and minimizing systemic exposure compared to orally administered .

Pharmacokinetics

Topilutamide is designed for topical administration, resulting in minimal absorption and systemic of less than 1%, as no parent compound or metabolites were detected in or serum following repeated topical applications (: 5 ng/mL). This low absorption is attributed to its high hydrophobicity and rapid degradation upon exposure to serum, preventing significant penetration beyond the application site. In the event of minimal systemic exposure, topilutamide is rapidly metabolized through hydrolysis in human serum at 37°C, yielding the inactive metabolites BP-34 and trifluoroacetic acid, with no active metabolites formed. The hydrolysis follows first-order kinetics, with approximately 54% of the compound remaining after 6 hours and complete degradation by 48 hours, corresponding to a serum half-life of about 6 hours. Distribution of topilutamide is largely restricted to the local application area, with undetectable levels in plasma after 48 hours post-dose in clinical studies. The resulting polar metabolites, being ionic, are primarily excreted via the urine, and chronic topical use does not lead to accumulation in the body.

Chemistry

Chemical structure and properties

Topilutamide, also known as fluridil, is a (NSAA) characterized by the molecular formula C13_{13}H11_{11}F6_6N3_3O5_5 and a molecular weight of 403.23 g/mol. Its is derived from the flutamide scaffold, featuring a central 2-hydroxy-2-methylpropanamide core linked to a 4-nitro-3-(trifluoromethyl)phenyl group and a 2,2,2-trifluoroacetylamino side chain with additional fluorinated moieties, which contribute to its selectivity as a topical antagonist. This design incorporates multiple atoms to enhance while enabling rapid upon contact with aqueous environments, minimizing systemic absorption. Physically, topilutamide appears as a white crystalline solid with a of 144–145°C. It exhibits low aqueous of approximately 0.13 g/L at 20°C, reflecting its hydrophobic nature, but is highly soluble in organic solvents such as (DMSO, up to 81 mg/mL) and , facilitating in alcohol-based topical solutions like isopropanol for stability and penetration. The calculated (logP) is 2.6, indicating moderate suitable for dermal delivery without deep tissue permeation. Topilutamide demonstrates chemical instability in water, undergoing to inactive metabolites (such as 3-amino-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]propanamide and ) with a serum of about 6 hours at physiological , a property intentionally engineered to limit beyond the application site. In contrast, it remains stable in anhydrous alcohol formulations, retaining efficacy for 5–7 years when stored at 20–25°C. As a first-generation NSAA, its structure parallels earlier compounds like flutamide but is optimized for topical use through the hydrolyzable linkage.

Synthesis

Topilutamide is prepared through a multi-step synthetic process culminating in the selective of its amino precursor. The key intermediate, 3-amino-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl] (known as BP-34), undergoes reaction with trifluoroacetic anhydride to introduce the perfluoroacyl group essential for its antiandrogenic activity. This route ensures the compound's hydrolytic instability, which is critical for its topical application as it degrades rapidly upon contact with aqueous environments like . The final acylation step involves dissolving BP-34 (500 g, 1.63 mol) in ethyl acetate (2.0 L) along with triethylamine (295 mL, 2.12 mol) as a base to facilitate the reaction. The mixture is cooled to 5°C, followed by the slow addition of trifluoroacetic anhydride (299 mL, 2.12 mol) to control the exothermic process. Stirring continues at room temperature for 30 minutes, after which the reaction is quenched and purified. The product is filtered, washed sequentially with 1 N HCl (1.0 L), saturated sodium bicarbonate (2 × 2.0 L), and brine (1.0 L), then dried over magnesium sulfate and evaporated. Crystallization from butyl acetate (450 mL) and hexanes (1.2 L) yields topilutamide as a white solid with ≥99.6% purity by HPLC. The overall yield for this step is approximately 86% (562 g). This synthesis highlights nucleophilic acylation as the primary reaction, where the primary amine of BP-34 attacks the carbonyl of the anhydride, forming the amide bond while releasing . The process is conducted under conditions to prevent unintended of the reactive anhydride or the final product, which could compromise yield and purity. Such precautions are vital given topilutamide's design for rapid hydrolytic degradation . The original laboratory synthesis of topilutamide and related perfluoroacylaminopropanamides was patented in 2001 (US 6,184,249), describing variations using perfluoroacyl chlorides like heptafluorobutyryl chloride under similar conditions, achieving yields around 82% for analogous compounds. Subsequent modifications have focused on optimizing for topical formulations, including adjustments to solvent systems and purification to enhance stability during storage while preserving hydrolytic lability upon application. These adaptations maintain the core chemistry but incorporate scale-up considerations for pharmaceutical production.

History

Development

Topilutamide, also known as fluridil, was developed in the late 1990s by Biophysica, Inc. in , , in collaboration with researchers from Palacky University in the and the , as a of the flutamide aimed at providing localized blockade of the (AR) for topical application. The compound, chemically synthesized from the flutamide analog BP-34 by incorporating perfluoroalkyl moieties, was initially screened in vitro using human cells, where it demonstrated potent AR suppression, reducing AR expression by 95% at a concentration of 10 μM. The rationale for topilutamide's design centered on overcoming the limitations of systemic nonsteroidal antiandrogens, such as flutamide, which are associated with due to their stability and absorption into the bloodstream. Engineers focused on creating a with high hydrophobicity for skin penetration and rapid hydrolytic degradation in serum to ensure minimal systemic exposure, achieving a serum half-life of approximately 6 hours while remaining stable on the surface. This instability leads to decomposition into inactive metabolites like BP-34 and , preventing accumulation and toxicity observed with oral antiandrogens. Preclinical studies confirmed topilutamide's scalp-specific antiandrogenic effects and lack of systemic toxicity across multiple animal models, including mice, rats, rabbits, and guinea pigs. In toxicity assessments, the maximum tolerated dose in mice was 270–300 mg/kg/day acutely and 450 mg/kg/day subacutely, with oral LD50 values exceeding 2,000 mg/kg in rats and mice, indicating low . No cutaneous absorption was observed in rabbits, and the compound showed no , , or irritation in these models, supporting its suitability for topical use without broader physiological disruption. Ames testing further verified no significant mutagenicity. Key milestones included the initiation of phase I clinical trials in 2002, which evaluated safety through occlusive patch tests on forearms at concentrations of 2%, 4%, and 6%, revealing no or over 21 days. These early studies, combined with the compound's pharmacokinetic profile of non-resorbability and absence of systemic activity, shifted development focus toward cosmetic applications for androgenetic alopecia rather than oncological uses, where sustained systemic AR inhibition is required.

Regulatory approval and patents

Topilutamide, also known as fluridil, received cosmetic approval for topical use in treating androgenetic alopecia in the and in 2003, where it is marketed under the brand name Eucapil. This approval classifies it as a cosmetic product rather than a pharmaceutical, limiting its regulatory pathway and precluding broader (EMA) endorsement as a medicinal treatment. It has not obtained approval from the U.S. Food and Drug Administration (FDA) or EMA for pharmaceutical use, owing to its topical formulation and cosmetic designation, which avoids systemic exposure concerns associated with oral antiandrogens. In April 2008, North Park Aesthetics acquired exclusive worldwide rights to develop and commercialize fluridil from Biophysica, Inc. and Interpharma Praha, a.s. However, further clinical and commercial expansion has been limited. Clinical development for topilutamide included limited trials focused primarily on alopecia. A double-blind, placebo-controlled phase II study involving 43 men with Norwood grade II-Va androgenetic alopecia, completed by 2002, demonstrated increased anagen hair percentages (from 76% to 85% after three months and 87% after nine months) with 2% topical fluridil, alongside improvements in hair count and patient self-assessment, without systemic side effects. An open-label study in 11 women with Ludwig stage I-II alopecia, conducted around the same period, reported similar efficacy in promoting hair growth over nine months. Data on its use for and remain sparse, with preliminary observations suggesting potential but no large-scale confirmatory trials by 2005. Intellectual property for topilutamide centered on its and , with the primary expiring in 2020, opening possibilities for generic entry. However, post-2020 commercialization has seen limited expansion, with no approved generics entering the market to date due to niche regional availability and regulatory hurdles. As of 2025, preliminary metabolic studies have explored topilutamide's SARM-like profiles in anabolic contexts, identifying defluorination and as key pathways, though these investigations are non-regulatory and focused on misuse potential rather than approval pathways.

Society and culture

Nomenclature

Topilutamide is the (INN) for this , as recommended by the . In scientific and medical literature, it is commonly referred to by its developmental code names Fluridil and BP-766. The systematic IUPAC name is (2R/S)-2-hydroxy-2-methyl-N-[4-nitro-3-(trifluoromethyl)phenyl]-3-[(2,2,2-trifluoroacetyl)amino]propanamide, which reflects its chemical structure as a derivative of flutamide designed for topical deactivation. Under the brand name Eucapil, it is the sole commercial formulation available in approved markets.

Commercial availability

Topilutamide is marketed under the brand name Eucapil as a topical cosmetic hair care agent, available over-the-counter in the European Union, with official authorization in the Czech Republic and Slovakia, where it has been sold since 2003. It is produced by Interpharma Praha, a subsidiary of Otsuka Pharmaceutical Co., in ampoule form containing 2% fluridil solution, with each box of 30 ampoules (60 mL total) priced at approximately €58 excluding VAT and shipping. No prescription is required for purchase in these regions, though dermatologist recommendation is advised for optimal use in treating androgenetic alopecia. The product is not approved for over-the-counter sale in the United States or the , though online purchase and shipping are possible to select locations such as , , and parts of via specialized retailers including Amazon. Pricing remains consistent at around €58 per 60 mL supply in accessible markets, reflecting its niche positioning without significant price variation. Following the expiration of its around 2020, no generic versions of topilutamide have entered the market due to its limited commercial scope and focus on cosmetic rather than pharmaceutical applications. Outside approved regions, topilutamide is accessible globally for research purposes through chemical suppliers such as MedChemExpress and AdooQ, typically in powder or solution form for laboratory use only. As of 2025, there has been no expansion into broader markets despite ongoing interest in topical antiandrogens for alopecia treatments.

References

  1. https://pubmed.ncbi.nlm.nih.gov/12174057/
  2. https://www.ncbi.nlm.nih.gov/books/NBK278957/
  3. https://precision.fda.gov/ginas/app/ui/substances/93fe5236-2708-41be-bc06-af6ce3ba6ef8
  4. https://pmc.ncbi.nlm.nih.gov/articles/PMC2856356/
  5. https://perfecthairhealth.com/fluridil/
  6. https://pmc.ncbi.nlm.nih.gov/articles/PMC10750333/
  7. http://www2.med.muni.cz/biomedjournal/pdf/2006/01/35_48.pdf
  8. https://eucapil-shop.de/how-eucapil-works.html
  9. https://pmc.ncbi.nlm.nih.gov/articles/PMC6434760/
  10. https://www2.med.muni.cz/biomedjournal/pdf/2006/01/49_58.pdf
  11. https://eucapil-shop.de/faq.html
  12. https://pmc.ncbi.nlm.nih.gov/articles/PMC10424142/
  13. https://eucapil-shop.eu/shop_content.php?coID=18&language=en
  14. https://www.researchgate.net/publication/227651615_Development_of_fluridil_a_topical_suppressor_of_the_androgen_receptor_in_androgenetic_alopecia
  15. https://www.eucapil-shop.de/files/eucapil_theme/pdf/fluridil_dermSurg_article.pdf
  16. https://doi.org/10.1002/ddr.10166
  17. https://pubchem.ncbi.nlm.nih.gov/compound/9930988
  18. https://www.selleckchem.com/products/topilutamide.html
  19. https://onlinelibrary.wiley.com/doi/10.1002/ddr.10166
  20. https://patents.google.com/patent/US6184249B1/en
  21. https://onlinelibrary.wiley.com/doi/abs/10.1002/ddr.10166
  22. https://taylorandfrancis.com/knowledge/Medicine_and_healthcare/Pharmaceutical_medicine/Topilutamide/
  23. https://www.globenewswire.com/news-release/2008/04/28/376973/140872/en/North-Park-Aesthetics-Acquires-Exclusive-Worldwide-Rights-to-Develop-and-Commercialize-Fluridil-a-Novel-Antiandrogen-for-Androgenetic-Alopecia.html
  24. https://eucapil-shop.de/files/eucapil_theme/pdf/Eucapil_AGAwomen.pdf
  25. https://www.sciencedirect.com/science/article/abs/pii/S0026265X25027985
  26. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/A8EU2FXY13
  27. https://pubchem.ncbi.nlm.nih.gov/compound/Fluridil
  28. https://eucapil-shop.eu/product_info.php?products_id=1&language=en
  29. https://www.interpharma-praha.com/eng/products
  30. https://eucapil-shop.eu/shop_content.php?coID=17&language=en
  31. https://eucapil-shop.eu/shop_content.php?coID=1
  32. https://www.medchemexpress.com/Topilutamide.html
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