Antifongiques

<p>Efinaconazole is a triazole antifungal agent with action on fungal 14α-demethylase to inhibit ergosterol synthesis and is used for treating onychomycosis (fungal nail infections).</p>

<p>Isoconazole is an azole antifungal compound with a mode of action that inhibits ergosterol synthesis, disrupting fungal cell membranes. It is used for treating fungal infections of the skin and nails.</p>

<p>Fluconazole is an antifungal drug used to treat a wide range of fungal infections. Fluconazole is a cytochrome demethylase system inhibitor that acts by interfering with β-glucan biosynthesis. It has been shown to be effective in treating candidemia, a life-threatening form of candidiasis caused by the fungus Candida albicans. Fluconazole seems to be more effective than amphotericin B in treating some isolates of C. albicans, making it a valuable tool in the fight against this deadly fungal infection, although due to the increase of antimicrobial resistance, fluconazole has been studied in combination with other drugs (e.g. farnesol).</p>

<p>Itraconazole is an anti-fungal drug that inhibits the synthesis of ergosterol, a component of the fungal cell membrane. Itraconazole is in a class of antifungals called triazoles. The drug binds to ergosterol in the fungal cell membrane and prevents it from being inserted into the membrane. This decreases the permeability of the plasma membrane, causing leakage of cellular contents. Additionally, it has been shown to have a glucose-lowering effect in the treatment of acute leukaemia and may be used for research in aiding to diagnose hematopoietic stem cell or leukaemia.</p>

<p>Anthelmintic; inhibitor of tubulin polymerization</p>

<p>Tolnaftate is a thiocarbamate antifungal agent with action on fungal cell membrane disruption and is used for treating fungal infections like athlete's foot, jock itch, and ringworm.</p>

<p>Fungicide</p>

<p>Pan-histone demethylase inhibitor; anti-fungal; iron-chelator</p>

<p>Inhibitor of glucan synthase; antifungal compound</p>

<p>Fenticonazole nitrate is an imidazole antifungal agent with action on fungal cell membrane disruption and is used for treating fungal infections like vaginal thrush and athlete's foot.</p>

<p>Amorolfine is an antifungal drug that inhibits fungal enzymes (D14 reductase and D7-D8 isomerase). Its inhibition has an affect on fungal sterol synthesis pathways, and it depletes ergosterol. This drug can be used as a treatment for inflammatory lesions such as Tinea corporis, Tinea pedis, and Tinea cruris due to its ability to penetrate the skin barrier with ease.</p>

<p>Inhibitor of squalene epoxidase</p>

<p>Voriconazole is a synthetic, lipophilic molecule that is used in the treatment of fungal infections. Voriconazole binds to ergosterol which is the major sterol in the cell wall of fungi and inhibits its synthesis, leading to cell death. This drug binds to the enzyme 14α-demethylase allowing the conversion of lanosterol into ergosterol. As a result, this binding leads to the inhibition of ergosterol synthesis, as well as other sterols that are necessary for fungal growth (e.g., squalene).</p>

<p>Activator of the two-pore domain potassium channel TASK3</p>

<p>Griseofulvin is an antifungal drug used to treat several types of dermatophytosis (ringworm). This includes fungal infections of the nails, scalp and the skin when antifungal creams have not worked. It is suggested that it prevents nuclear acid production and fungal cell mitosis. Additionally, through binding to alpha and beta tubulin, it interferes with the function of the spindle and cytoplasmic microtubules.</p>

<p>Butoconazole nitrate is an antifungal agent and is used for the treatment of vaginal yeast infections. It inhibits the synthesis of ergosterol, disrupting the fungal cell membrane.</p>

<p>Exalamide is an arenecarboxamide antifungal agent with action on fungal growth inhibition and is used for research on fungal infections.</p>

<p>A fungicide</p>

<p>Amphotericin A is a polyene macrolide antibiotic, which is derived primarily from the soil bacterium *Streptomyces nodosus*. This compound functions by binding to ergosterol, an essential component of fungal cell membranes. This binding creates pores in the membrane, increasing its permeability and ultimately leading to cell death. Unlike its more widely used counterpart Amphotericin B, Amphotericin A is less frequently utilized but is critical in the study and understanding of antifungal activity.</p>

<p>Caspofungin is an echinocandin that belongs to the class of antifungal agents. It is used to treat Aspergillus and Candida infections. It works by inhibiting the synthesis of beta-(1,3)-D-glucan, an essential component of the cell wall of Aspergillus species and Candida species.</p>

<p>Oxiconazole is an anti-fungal agent that is used for the treatment of various dermatophyte infections. It can be used to treat athlete’s foot, ringworm and jock itch. This drug inhibits ergosterol biosynthesis and acts to destabilize the fungal cytochrome enzyme P450 51. Additionally, this drug has shown to inhibit DNA synthesis and suppress concentrations of ATP.</p>

<p>Fengycin A analogue is an antifungal lipopeptide, which is a cyclic compound derived from microbial sources, specifically produced by Bacillus subtilis strains. It functions primarily by disrupting the cell membranes of pathogenic fungi, leading to altered membrane permeability and subsequent cell death. The unique structure of fengycin allows it to interact with membrane lipids, compromising membrane integrity and inhibiting fungal growth.</p>

<p>Terconazole is an azole antifungal agent with action on fungal cell membranes by inhibiting ergosterol biosynthesis and is used for treating vaginal yeast infections.</p>

<p>Ketoconazole is an azole antifungal compound with a mode of action that inhibits ergosterol synthesis, disrupting fungal cell membranes. It is used for treating fungal infections of the skin and scalp.</p>

<p>Delafloxacin is a fluoroquinolone antibiotic with action on bacterial DNA gyrase and topoisomerase IV and is used for treating acute bacterial skin and skin structure infections.</p>

<p>Posaconazole is an antifungal agent that inhibits the 14-alpha demethylase enzyme which is responsible for the synthesis of the fungal cell wall component, ergosterol. This demethylase enzyme synthesizes ergosterol through converting lanosterol to ergosterol. Therefore Posaconazole prevents the formation of fungal cell walls with the appropriate membrane permeability thus leading to fungal cell lysis. Posaconazole can be used as an antifungal drug to treat opportunistic fungal infections in immunocompromised individuals such as HIV patients. Moreover it is shown to inflict its inhibitory activity against common pathogenic fungus such as Candida and Aspergillus species but also Mucorales and some Fusarium species, which are less common.</p>

<p>Bifonazole is an antifungal drug that is used for the treatment of fungal infections. This drug inhibits the production of ergosterol and destabilizes the fungal cytochrome p450 51 enzyme.</p>

<p>Pafuramidine is an antiprotozoal prodrug with action on protozoal DNA synthesis inhibition and is used for treating African sleeping sickness and Pneumocystis pneumonia.</p>

<p>Anti-fungal; glucan synthase inhibitor</p>

<p>Atovaquone is an antimicrobial drug that is used for the treatment of Pneumocystis jirovecii pneumonia. This drug is an analog of ubiquinone and has good in vitro activity against Toxoplasma gondii.</p>

<p>Clotrimazole is an azole antifungal medication with action on fungal cell membrane disruption and is used for treating fungal infections like athlete's foot, ringworm, and vaginal yeast infections.</p>

<p>Micafungin, as one of three echinocandina, has been proven to be a successful antifungal therapeutic in treating general Candida fungus infections. The treatment of immunocompromised patients is particularly important as Candida infections cause high mortality rates in patients in intensive care units, receiving chemotherapy, or stem cell transplants. This product acts as an anti-fungal by inhibiting the 1,3-beta-D-glucan synthase enzyme. As a result the production of 1,3-beta-D-glucan, which is crucial to the fungal cell wall, is hindered. Thus, the fungal cell wall loses integrity allowing for osmotic instability and cell lysis to occur.</p>

<p>Ipconazole is a fungicide with a mode of action that inhibits ergosterol biosynthesis, disrupting fungal cell membranes. It is used for seed treatment to protect crops like cereals and vegetables from fungal diseases. It's sold as a mixture of two isomers.</p>

<p>Posaconazole is an antifungal agent that inhibits the 14-alpha demethylase enzyme which is responsible for the synthesis of the fungal cell wall component, ergosterol. This demethylase enzyme synthesizes ergosterol through converting lanosterol to ergosterol. Therefore Posaconazole prevents the formation of fungal cell walls with the appropriate membrane permeability thus leading to fungal cell lysis. Posaconazole can be used as an antifungal drug to treat opportunistic fungal infections in immunocompromised individuals such as HIV patients. Moreover it is shown to inflict its inhibitory activity against common pathogenic fungus such as Candida and Aspergillus species but also Mucorales and some Fusarium species, which are less common.</p>

<p>Impurity of Micafungin; anti-fungal</p>

<p>Anti-fungal; lanosterol 14α-demethylase inhibitor</p>

<p>2-Methyl-4-isothiazolin-3-one or MIT is a powerful antimicrobial and antifungal agent which is widely used in personal care products. It is also used in industrial applications as a preservative and antifouling agent.</p>

<p>Posaconazole is an antifungal agent that inhibits the 14-alpha demethylase enzyme which is responsible for the synthesis of the fungal cell wall component, ergosterol. This demethylase enzyme synthesizes ergosterol through converting lanosterol to ergosterol. Therefore Posaconazole prevents the formation of fungal cell walls with the appropriate membrane permeability thus leading to fungal cell lysis. Posaconazole can be used as an antifungal drug to treat opportunistic fungal infections in immunocompromised individuals such as HIV patients. Moreover it is shown to inflict its inhibitory activity against common pathogenic fungus such as Candida and Aspergillus species but also Mucorales and some Fusarium species, which are less common.</p>

<p>Butenafine hydrochloride is an antifungal agent and is used for the treatment of fungal infections. It inhibits the synthesis of ergosterol, a key component of fungal cell membranes.</p>

<p>Miconazole is an antifungal drug that is used for the treatment of fungal infections. This drug has broad-spectrum activity and works by inhibiting fungal CYP450 14α-lanosterol demethylase activity. This leads to altered ergosterol production and an impaired cell membrane.</p>

<p>Terbinafine is an antifungal drug that is used in the treatment of dermatophyte infections of the toenails and fingernails. Terbinafine also treats other skin infections. This drug works by inhibiting ergosterol synthesis which in return inhibits fungal squalene monooxygenase. This results in a disruption of fungal cell wall synthesis.</p>

<p>Folpet-d4 is a deuterated compound of Folpet. Folpet has a CAS number of 133-07-3. Folpet,a widely used dicarboximide fungicide,induces tumors in the mouse gastrointestinal tract,primarily in the duodenum,and is also cytotoxic effect on human bronchial epithelial cells.</p>

<p>Applications 5-​(2-​Chlorophenyl)​-​3-​cyclopropyl-​4,​5-​dihydro-1H-​pyrazole is an intermediate in synthesizing Sedaxane (S242000), a broad-spectrum seed treatment fungicide used for control of seed- and soil-borne diseases in a broad range of crops. It inhibits fungal respiration by binding to the succinate dehydrogenase complex in the fungal mitochondrium.<br>References Zeun, R., et al.: Pest Manag. Sci., 69, 527 (2013); Oostendorp, M., et al.: Phytopathology, 101, S133 (2011); Olaya, G., et al.: Phytopathology, 101, S132 (2011)<br></p>

<p>Applications Rhein Methylate 3-(2,3,4,6-Tetraacetate β-D-Glucopyranose) is an intermediate in synthesizing Rhein 8-Glucoside (R318520), which has been seen to exhibit cytotoxic and DNA-damaging properties towards tumor and normal human cells. In addition it has been shown to be an inhibitor of PTP1B (Human Protein Tyrosine Kinase 1B) in vitro. It is an analog of Rhein (318500) which is found in the free state and as glucoside in Rheum spp, Polygonaceae (rhubarb) and in Senna leaves. It is a potential antioxidant resource: endophytic fungi from medicinal plants.<br>References Wanitschke, Pharmacology, 20, Suppl. 1, 21 (1980); Raimondi, L., et al.: Pharmacol. Res. Commun., 14, 103 (1982); Franchi-Micheli, S., et al.: J. Pharm. Pharmacol., 35, 262 (1983); Li, S. et al.: J. Asian Nat. Prod. Res., 8, 281 (2006); Shi, Y.Q. et al.: Anticancer. Res., 21, 2847 (2001)<br></p>

<p>Applications 4-(4-Chlorophenyl)-1-(4H-1,2,4-triazol-4-yl)butan-2-one is an impurity in the synthesis of 5-(4-Chlorophenyl)-2,2-dimethyl-3-(1H-1,2,4-triazol-1-ylmethyl)-1,3-pentanediol (C377885), which is a hydroxy tebuconazole conjugate. Tebuconazole (T013000) is an ergosterol biosynthesis inhibitor. Fungicide.<br>References Gent, D., et al.: Plant Dis., 87, 591 (2003), Wang, C., et al.: Pestic. Biochem. Physiol., 87, 1 (2007),<br></p>

<p>Applications 3-Methyl-3-phenylamino-1-butyne is an intermediate in the synthesis of Endophenazine A which is a new phenazine antibiotic isolated from the arthropod associated endosymbiont Streptomyces anulatus and shows antimicrobial activities against Gram-positive bacteria and some filamentous fungi, and herbicidal activity against Lemna minor (duckweed).<br>References Gebhardt, K., et al.: J. Antibiot., 55, 794 (2002)<br></p>

<p>Applications 2-[[[1-(4-Chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]benzenamine is an intermediate used in the synthesis of (P840402), which is an isotope labelled Pyraclostrobin, a fungicide for use in seed grass and food crops.<br>References Gyldenkaerne, S., et al.: Pestic Sci., 55, 1210 (1999), Pennington, D., et al.: Environ. Sci. Technol., 39, 1119 (2005), Wang, S., et al.: Food Control., 18, 731 (2007),<br></p>

<p>Applications o-Tolylglyoxylic Acid Methyl Ester is an intermediate in the synthesis of Trifloxystrobin (T778900), a broad-spectrum foliar fungicide used in plant protection.<br></p>

<p>Applications (5E)-5-(3-Bromopropylidene)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol is an intermediate in the synthesis of 10-Hydroxy (E)-Amitriptyline (D462790). (5E)-5-[3-(dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol is a metabolite of amitriptyline (A633350) which is a dibenzocycloheptadiene derivative and an antidepressant (1). Amitriptyline is also a TrkA and TrkB receptor agonist and exhibits neurotrophic and anti-inflammatory activities (2,3). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA).<br></p>

<p>Applications R406 is a potent Syk inhibitor which affects Dectin-1-mediated signalling in mammilian cells. R406 thus acts an anti-fungal agent. Also a potential anti-leukemia agent, through modulation of sphingosine-1 phosphate receptor 1 (S1PR1).<br>References Borge, M. et al.: J. Immunol., 193, 3165 (2014); Kimura, Y. et al.: J. Biol. Chem., 289, 31565 (2014);<br></p>

<p>Applications 2-[(6-Chloro-4-pyrimidinyl)oxy]-α-(dimethoxymethyl)benzeneacetic Acid Methyl Ester is an impurity of Azoxystrobin (A965150), an strobilurin fungicide.<br>References Liu H.J., et al.: J. Chin. Chem. Soc., 60, 27 (2013);<br></p>

<p>Applications 2-Demethyl Mandestrobin is an intermediate used in the synthesis of Mandestrobin (M162555), which is a novel fungicide having a methoxyacetamid structure. Mandestrobin also shows safer profiles for human health and the environment.<br>References Hirotomi, D., &amp; Kiguchi, S.: PCT Int. Appl., WO 2017026526 A1 20170216 (2017)<br></p>

<p>Applications Methyl 2-[2-[(2,5-Dimethylphenoxy)methyl]phenyl]-2-(hydroxy)acetic Acid Ester is an intermediate used in the synthesis of Mandestrobin (M162555), which is a novel fungicide having a methoxyacetamid structure. Mandestrobin also shows safer profiles for human health and the environment.<br>References Hirotomi, D., &amp; Kiguchi, S.: PCT Int. Appl., WO 2017026526 A1 20170216 (2017)<br></p>

<p>Applications A bactericidal and fungicidal.<br>References Schoppelrei, J., et al.: J. Phys. Chem., 100, 14343 (1996), Kolb, H., et al.: Drug Discovery Today, 8, 1128 (2003),<br></p>

<p>Applications (5E)-5-(3-Bromopropylidene)-5,11-dihydro-10H-dibenzo[a,d]cyclohepten-10-one is an intermediate in the synthesis of 10-Hydroxy (E)-Amitriptyline (D462790). (5E)-5-[3-(dimethylamino)propylidene]-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol is a metabolite of amitriptyline (A633350) which is a dibenzocycloheptadiene derivative and an antidepressant (1). Amitriptyline is also a TrkA and TrkB receptor agonist and exhibits neurotrophic and anti-inflammatory activities (2,3). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA).<br></p>

<p>Antifungal agent 76 has broad-spectrum antifungal activity with a MIC value of 0.25-16 μg/mL.Antifungal agent 76 may act by disrupting fungal cell membranes and can be used to study fungal infections.</p>

<p>Benzyl 2-hydroxy-6-methoxybenzoate exhibits potent antifungal activity, demonstrating an IC 50 of 25–26 μg/mL against fungal strains.</p>

<p>Amphotericin X1, Amphotericin B derivative, has potent antifungal effects against various fungi (MICs: 1-8 μg/mL).</p>

<p>Dicloran is an aromatic fungicide that delays spore germination and inhibits hyphal growth, effective against Botrytis, Monilinia, Rhizopus, Sclerotinia.</p>

<p>Butenafine hydrochloride, a squalene epoxidase inhibitor, disrupts ergosterol synthesis, increasing cell membrane permeability.</p>

<p>Antifungal agent 20 effectively combats various fungi, like Colletotrichum spp., Rhizoctonia, Phytophthora, Diplodia, and Fusarium.</p>

<p>Tecnazene is a giant myofibrillar protein. It also presents in invertebrate striated muscle.</p>

<p>Abafungin is an antifungal agent and is used for treating fungal infections.</p>

<p>Anti-fungal; sterol demethylase inhibitor</p>

<p>Broad spectrum imidazole antifungal</p>

<p>Bitertanol (KWG 0599) is a triazole fungicide. Bitertanol inhibits demethylation, disrupts membrane function, and prevents sterol synthesis.</p>

<p>(+)-Xylariamide A is a probe used for mycobacterial and fungal carbonic anhydrase.</p>

<p>Pyrifenox is a pesticide and azole inhibitor.</p>

<p>Enoxastrobin is a reagent biochemical.</p>

<p>Prothioconazole (Proline 480 SC Fungicide) is a chiral triazole fungicide in plant pathogen control.</p>

<p>Flusilazole (DPX6573) is an organosilicon fungicide with broad spectrum antifungal effects.</p>

<p>Demethoxyencecalin is extracted from Helianthus annuus with antifungal activities.</p>

<p>Triforine is an agent of biochemical.</p>

<p>Butoconazole (1-[4-(4-chlorophenyl)-2-[(2,6-dichlorophenyl)thio]butyl]-1H-imidazole) is an imidazole antifungal agent</p>

<p>Applications [5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid (cas# 345637-71-0) is a useful research chemical.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br></p>

<p>Applications 1,4-Bis([1,1'-biphenyl]-4-ylphenylmethyl)-1H-imidazole is derived from 5-([1,1’-Biphenyl]-4-ylphenylmethyl)-1H-imidazole (B397925), which is a structural isomer of Bifonazole (B383400) that is an anti-fungal agent used in the treatment of skin diseases. Bifonazole causes an increase in Ca2+ concentration and triggers cell death in PC3 human prostate cancer cells.<br>References Cheng, J. et al.: J. Recep. Sign. Transduct., 34, 493 (2014); Chen, Z. et al.: Mol. Pharm., 12, 590 (2015);<br></p>

<p>Applications 5,6-Dehydromethysticin is a proposed intermediate in the synthesis of 3-Hydroxyhispidin (H943133), a derivative of Hispidin. Hispidin (H436450) is a naturally occuring precursor to fungal luciferin responsible for luminosity in mushrooms.<br>References Lee, Y. et al.: Biol. Pharm. Bull., 31, 10 (1968); Purtov, K. et al.: Angew. Chem. Int. Ed., 54, 8124 (2014);<br></p>

<p>Applications Ethyl 1-methyl-4-nitroimidazole-2-carboxylate<br></p>

<p>Applications Dictamnine is an herbal extract from the root of Dictamnus dasycarpus, and exhibits anti-microbial activity against bacteria and fungi. Phytotoxic agent.<br>References Guo, N. et al.: Yeast., 25, 631 (2008); Schempp, C. et al.: Planta. Med., 72, 941 (2006);<br></p>

<p>Applications 2-(2-((6-(2-Cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-2-oxoacetic Acid Methyl Ester is an intermediate in the synthesis of (Z)-Azoxystrobin (A965155), a fungicide that inhibits mitochondrial respiration by blocking electron transfer between cytochromes b and c1<br>References Smalling, K., et al.: Environ. Toxicol. Chem., 29, 2593 (2010), Lu, X., et al.: Phytopathol., 100, 1162 (2010), Schafer, R., et al.: Environ. Sci. Technol., 45, 1665 (2011),<br></p>

<p>Applications Methyl DL-Mandelate is a substrate for lipase B from Candida antarctica.<br>References Santos, J.C.S., et. al.: Enzyme Microb. Tech., 77, 1 (2015)<br></p>

<p>Applications 1-Methoxy-1-oxopropan-2-yl N-(2,6-Dimethylphenyl)-N-(2-methoxyacetyl)alaninate is a useful intermediate for organic synthesis processes. Potentially useful as a phytofungicide.<br>References Fr. Demande (1980), FR 2455574 A1<br></p>

<p>Applications Curvulin is a phototoxin that inhibits microtuble assembly.<br></p>

<p>Applications p-(Allyloxy)benzyl Alcohol is an intermediate in the synthesis of 2-amino-nicotinic acid benzyl ester derivatives as agrochemical fungicides.<br>References Jpn. Kokai Tokkyo Koho (2015), JP 2015089883 A 20150511.<br></p>