| Entry |
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| Name | Itraconazole (JP18/USP); Itrizole (TN); Sporanox (TN) | ||||||||||
| Abbr | ITC | ||||||||||
| Product | SPORANOX (Janssen Pharmaceuticals), SPORANOX (Janssen Pharmaceuticals), TOLSURA (Mayne Pharma), ITRACONAZOLE (Patriot Pharmaceuticals), ITRACONAZOLE (Patriot Pharmaceuticals) | ||||||||||
| Generic | ITRACONAZOLE (Accord Healthcare), ITRACONAZOLE (Alembic Pharmaceuticals), ITRACONAZOLE (Alembic Pharmaceuticals Limited), ITRACONAZOLE (American Health Packaging), ITRACONAZOLE (Amneal Pharmaceuticals LLC), ITRACONAZOLE (Amneal Pharmaceuticals LLC), ITRACONAZOLE (Ascend Laboratories), ITRACONAZOLE (AvPAK), ITRACONAZOLE (Bryant Ranch Prepack), ITRACONAZOLE (Cadila Healthcare Limited), ITRACONAZOLE (Camber Pharmaceuticals), ITRACONAZOLE ORAL (Dash Pharmaceuticals LLC), ITRACONAZOLE (Mylan Pharmaceuticals), ITRACONAZOLE (NorthStar RxLLC), ITRACONAZOLE (Par Pharmaceutical), ITRACONAZOLE (REMEDYREPACK), ITRACONAZOLE (REMEDYREPACK), ITRACONAZOLE (Torrent Pharmaceuticals Limited), ITRACONAZOLE (Zydus Pharmaceuticals (USA)) | ||||||||||
| Formula | C35H38Cl2N8O4 | ||||||||||
| Exact mass | 704.2393 | ||||||||||
| Mol weight | 705.6334 | ||||||||||
| Structure |  | ||||||||||
| Simcomp | |||||||||||
| Class | Antifungal DG01523 Triazole antifungal Metabolizing enzyme substrate DG01633 CYP3A/CYP3A4 substrate DG02913 CYP3A4 substrate Metabolizing enzyme inhibitor DG02852 CYP3A/CYP3A4 inhibitor DG01522 CYP3A4 inhibitor Transporter inhibitor DG01622 ABCB1 inhibitor | ||||||||||
| Remark |
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| Efficacy | Antifungal, Ergosterol biosynthesis inhibitor | ||||||||||
| Disease | Blastomycosis [DS:H01501] Histoplasmosis [DS:H01062] Aspergillosis [DS:H01328] Onychomycosis of the toenail, fingernail [DS:H01316] | ||||||||||
| Target | sterol 14alpha-demethylase [KO:K05917] | ||||||||||
| Pathway |
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| Metabolism | Enzyme: CYP3A4 [HSA:1576] | ||||||||||
| Interaction | CYP inhibition: CYP3A4 [HSA:1576] Transporter inhibition: ABCB1 [HSA:5243] | ||||||||||
| Structure map |
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| Brite | Anatomical Therapeutic Chemical (ATC) classification [BR:br08303] J ANTIINFECTIVES FOR SYSTEMIC USE J02 ANTIMYCOTICS FOR SYSTEMIC USE J02A ANTIMYCOTICS FOR SYSTEMIC USE J02AC Triazole and tetrazole derivatives J02AC02 Itraconazole D00350 Itraconazole (JP18/USP) <JP/US> USP drug classification [BR:br08302] Antifungals Itraconazole D00350 Itraconazole (JP18/USP) Therapeutic category of drugs in Japan [BR:br08301] 6 Agents against pathologic organisms and parasites 62 Chemotherapeutics 629 Miscellaneous 6290 Miscellaneous D00350 Itraconazole (JP18/USP) Drug groups [BR:br08330] Antifungal DG01523 Triazole antifungal D00350 Itraconazole Metabolizing enzyme substrate DG01633 CYP3A/CYP3A4 substrate DG02913 CYP3A4 substrate D00350 Itraconazole Metabolizing enzyme inhibitor DG02852 CYP3A/CYP3A4 inhibitor DG01522 CYP3A4 inhibitor D00350 Itraconazole Transporter inhibitor DG01622 ABCB1 inhibitor D00350 Itraconazole Drug classes [BR:br08332] Antifungal DG01523 Triazole antifungal D00350 Itraconazole Antimicrobials [BR:br08307] Antifungals Ergosterol biosynthesis inhibitor Triazole D00350 Itraconazole (JP18/USP) <JP/US> Antimicrobials abbreviations [BR:br08327] Antifungals Ergosterol biosynthesis inhibitor Triazole D00350 Itraconazole (JP17/USP) Drugs listed in the Japanese Pharmacopoeia [BR:br08311] Chemicals D00350 Itraconazole Drug metabolizing enzymes and transporters [br08309.html] Drug metabolizing enzymes D00350 Drug transporters D00350 | ||||||||||
| Other DBs |
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| KCF data | ATOM 49 1 C8x C 19.8100 -8.8900 2 C8x C 21.2100 -8.8900 3 C8y C 21.9100 -7.6776 4 C8x C 21.2100 -6.4651 5 C8x C 19.8100 -6.4651 6 C8y C 19.1100 -7.6776 7 N1y N 23.3098 -7.6776 8 C1x C 24.0197 -8.9068 9 C1x C 25.4197 -8.9066 10 N1y N 26.1196 -7.6941 11 C1x C 25.4097 -6.4649 12 C1x C 24.0097 -6.4651 13 C8y C 27.5100 -7.6940 14 C8x C 28.2127 -8.9109 15 C8x C 29.6127 -8.9108 16 C8y C 30.3126 -7.6983 17 C8x C 29.6099 -6.4814 18 C8x C 28.2099 -6.4815 19 N4y N 31.7100 -7.6981 20 C8y C 32.5339 -8.8319 21 N4y N 33.8668 -8.3987 22 N5x N 33.8666 -6.9972 23 C8x C 32.5337 -6.5642 24 O2a O 17.7102 -7.6776 25 C1b C 17.0004 -8.9068 26 C1y C 15.6101 -8.9066 27 O5x O 32.1066 -10.1479 28 C1c C 35.0792 -9.0986 29 C1b C 36.2916 -8.3985 30 C1a C 35.0794 -10.5000 31 C1a C 37.4808 -9.0853 32 O2x O 14.7793 -7.7630 33 C1z C 13.4350 -8.1998 34 O2x O 13.4349 -9.6132 35 C1x C 14.7792 -10.0501 36 C8y C 13.4350 -6.7998 37 C1b C 12.0350 -8.1998 38 C8x C 14.6554 -6.0952 39 C8x C 14.6555 -4.6952 40 C8y C 13.4430 -3.9952 41 C8x C 12.2226 -4.6997 42 C8y C 12.2226 -6.0997 43 X Cl 13.4431 -2.5900 44 N4y N 11.3405 -9.4027 45 X Cl 11.0350 -6.7855 46 C8x C 9.9405 -9.4027 47 N5x N 9.5079 -10.7342 48 C8x C 10.6405 -11.5571 49 N5x N 11.7731 -10.7342 BOND 55 1 1 2 2 2 2 3 1 3 3 4 2 4 4 5 1 5 5 6 2 6 1 6 1 7 3 7 1 8 7 8 1 9 8 9 1 10 9 10 1 11 10 11 1 12 11 12 1 13 7 12 1 14 10 13 1 15 13 14 2 16 14 15 1 17 15 16 2 18 16 17 1 19 17 18 2 20 13 18 1 21 16 19 1 22 19 20 1 23 20 21 1 24 21 22 1 25 22 23 2 26 19 23 1 27 6 24 1 28 24 25 1 29 26 25 1 #Up 30 20 27 2 31 21 28 1 32 28 29 1 33 28 30 1 34 29 31 1 35 26 32 1 36 32 33 1 37 33 34 1 38 34 35 1 39 26 35 1 40 33 36 1 #Down 41 33 37 1 #Up 42 36 38 2 43 38 39 1 44 39 40 2 45 40 41 1 46 41 42 2 47 36 42 1 48 40 43 1 49 37 44 1 50 42 45 1 51 44 46 1 52 46 47 2 53 47 48 1 54 48 49 2 55 44 49 1 |