itraconazole ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
systemic antifungal agents, miconazole derivatives 1513 84625-61-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • itraconazole
  • canditral
  • itrizole
  • oriconazole
  • traconal
  • triasporin
  • R-51211
A triazole antifungal agent that inhibits cytochrome P-450-dependent enzymes required for ERGOSTEROL synthesis.
  • Molecular weight: 705.64
  • Formula: C35H38Cl2N8O4
  • CLOGP: 6.84
  • LIPINSKI: 3
  • HAC: 12
  • HDO: 0
  • TPSA: 100.79
  • ALOGS: -4.86
  • ROTB: 11

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.20 g O
0.20 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.00 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 0.03 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 14.17 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 55 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 7.40 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 5.10 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.00 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 25 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Sept. 11, 1992 FDA JANSSEN PHARMS

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug interaction 370.87 15.77 323 11751 228808 63248140
Febrile neutropenia 129.78 15.77 135 11939 118314 63358634
Aspergillus infection 129.17 15.77 51 12023 8042 63468906
Bronchopulmonary aspergillosis 122.54 15.77 50 12024 8585 63468363
Pseudohyponatraemia 103.86 15.77 16 12058 31 63476917
Symmetrical drug-related intertriginous and flexural exanthema 92.29 15.77 21 12053 483 63476465
Drug resistance 81.34 15.77 52 12022 22881 63454067
Rhabdomyolysis 74.77 15.77 64 12010 43887 63433061
Neutrophil count decreased 68.44 15.77 68 12006 56338 63420610
Myopathy 65.18 15.77 35 12039 11156 63465792
Hepatic function abnormal 65.04 15.77 55 12019 37087 63439861
Pseudoaldosteronism 62.15 15.77 11 12063 64 63476884
Cytomegalovirus test positive 58.81 15.77 22 12052 2996 63473952
Cytomegalovirus infection 54 15.77 39 12035 20913 63456035
Pathogen resistance 51.81 15.77 25 12049 6373 63470575
Labelled drug-drug interaction medication error 51.56 15.77 32 12042 13367 63463581
Skin candida 51.14 15.77 17 12057 1638 63475310
Pain 50.92 15.77 40 12034 740588 62736360
Sepsis 50.24 15.77 98 11976 153025 63323923
Neutropenia 47.99 15.77 104 11970 174901 63302047
Adrenal suppression 47.47 15.77 14 12060 910 63476038
Acute graft versus host disease 47.40 15.77 21 12053 4407 63472541
Acute myeloid leukaemia 46.68 15.77 33 12041 17114 63459834
Platelet count decreased 46.50 15.77 81 11993 116041 63360907
Septic shock 46.07 15.77 60 12014 66569 63410379
Histoplasmosis disseminated 45.17 15.77 15 12059 1441 63475507
Fungal endocarditis 43.82 15.77 10 12064 233 63476715
Abdominal discomfort 43.65 15.77 5 12069 320880 63156068
Hypokalaemia 43.65 15.77 74 12000 103730 63373218
Trichosporon infection 41.99 15.77 10 12064 282 63476666
Adrenal insufficiency 40.89 15.77 31 12043 17884 63459064
Transplant rejection 39.60 15.77 25 12049 10755 63466193
Neutropenic sepsis 38.75 15.77 29 12045 16409 63460539
Contraindicated product prescribed 38.52 15.77 13 12061 1312 63475636
Cardiotoxicity 37.22 15.77 22 12052 8416 63468532
Liver disorder 36.57 15.77 48 12026 53639 63423309
Acute graft versus host disease in skin 35.76 15.77 16 12058 3436 63473512
Corneal perforation 35.75 15.77 10 12064 538 63476410
Scedosporium infection 35.48 15.77 10 12064 553 63476395
Lung transplant rejection 34.65 15.77 11 12063 916 63476032
Pneumonia fungal 34.42 15.77 18 12056 5437 63471511
Thrombocytopenia 33.88 15.77 83 11991 151074 63325874
Cytomegalovirus viraemia 33.82 15.77 18 12056 5631 63471317
Pneumonia 32.67 15.77 172 11902 456595 63020353
Fatigue 32.56 15.77 76 11998 887952 62588996
Drug level increased 32.46 15.77 30 12044 22706 63454242
Pleural effusion 32.19 15.77 61 12013 93149 63383799
Ileus paralytic 31.55 15.77 16 12058 4535 63472413
Swelling 31.37 15.77 7 12067 275371 63201577
Disseminated intravascular coagulation 30.88 15.77 27 12047 19024 63457924
Immune reconstitution inflammatory syndrome associated tuberculosis 29.94 15.77 8 12066 362 63476586
Electrocardiogram QT prolonged 29.86 15.77 46 12028 59484 63417464
Human herpesvirus 6 infection reactivation 29.86 15.77 8 12066 366 63476582
White blood cell count decreased 29.71 15.77 75 11999 139029 63337919
Fungal infection 28.31 15.77 35 12039 36839 63440109
Rheumatoid arthritis 27.82 15.77 7 12067 253812 63223136
Joint swelling 27.51 15.77 14 12060 327652 63149296
Posterior reversible encephalopathy syndrome 26.95 15.77 24 12050 17321 63459627
Systemic lupus erythematosus 26.60 15.77 4 12070 208914 63268034
Infective pulmonary exacerbation of cystic fibrosis 26.41 15.77 18 12056 8799 63468149
Eye infection fungal 26.37 15.77 6 12068 138 63476810
Pyrexia 26.31 15.77 166 11908 470312 63006636
Multiple organ dysfunction syndrome 25.90 15.77 42 12032 56710 63420238
Graft versus host disease 25.63 15.77 16 12058 6747 63470201
Liver function test abnormal 25.25 15.77 38 12036 48143 63428805
Respiratory failure 25.04 15.77 58 12016 101800 63375148
Blood lactate dehydrogenase increased 24.63 15.77 26 12048 23090 63453858
Cardiac failure 24.42 15.77 53 12021 89089 63387859
Erythema multiforme 24.10 15.77 18 12056 10151 63466797
Cystic fibrosis 24.06 15.77 12 12062 3284 63473664
Moraxella infection 23.96 15.77 7 12067 440 63476508
Cholestatic liver injury 23.58 15.77 11 12063 2599 63474349
Candida infection 23.54 15.77 28 12046 28323 63448625
Oedema 23.35 15.77 55 12019 97567 63379381
Varicella zoster virus infection 23.27 15.77 11 12063 2678 63474270
Duplicate therapy error 22.98 15.77 5 12069 93 63476855
Arthropathy 22.95 15.77 8 12066 234784 63242164
Immunosuppressant drug level increased 22.94 15.77 12 12062 3626 63473322
Pancreatitis haemorrhagic 22.75 15.77 7 12067 526 63476422
Duodenal atresia 22.70 15.77 3 12071 0 63476948
Cross sensitivity reaction 22.33 15.77 10 12064 2152 63474796
Drug hypersensitivity 22.26 15.77 16 12058 310671 63166277
Klebsiella infection 22.19 15.77 16 12058 8550 63468398
Cardiac valve vegetation 22.13 15.77 6 12068 287 63476661
Therapeutic product effect decreased 21.81 15.77 5 12069 193182 63283766
Discomfort 21.78 15.77 3 12071 167371 63309577
Implant site hypersensitivity 21.60 15.77 4 12070 31 63476917
Thrombotic microangiopathy 21.33 15.77 17 12057 10544 63466404
Systemic mycosis 20.71 15.77 8 12066 1189 63475759
Arthralgia 20.61 15.77 49 12025 569661 62907287
Blood prolactin increased 20.52 15.77 11 12063 3492 63473456
Pseudomonas infection 20.43 15.77 17 12057 11196 63465752
Musculoskeletal stiffness 20.40 15.77 5 12069 184613 63292335
Product dispensing issue 20.04 15.77 5 12069 172 63476776
Blast cell count increased 19.64 15.77 6 12068 440 63476508
Mucormycosis 19.63 15.77 10 12064 2861 63474087
Disseminated varicella zoster vaccine virus infection 19.59 15.77 4 12070 54 63476894
Myositis 18.89 15.77 15 12059 9251 63467697
Cystitis haemorrhagic 18.84 15.77 11 12063 4112 63472836
Trichophytosis 18.78 15.77 4 12070 67 63476881
Galactorrhoea 18.76 15.77 11 12063 4144 63472804
Hypersensitivity 18.56 15.77 17 12057 292668 63184280
Ecchymosis 18.53 15.77 16 12058 11078 63465870
Fall 18.29 15.77 29 12045 392305 63084643
Exposure during pregnancy 18.24 15.77 68 12006 155479 63321469
Mucosal inflammation 17.81 15.77 32 12042 46896 63430052
Hypogammaglobulinaemia 17.71 15.77 13 12061 7142 63469806
Oedema peripheral 17.57 15.77 77 11997 189434 63287514
Conjunctival haemorrhage 17.54 15.77 10 12064 3577 63473371
Culture stool positive 17.39 15.77 5 12069 297 63476651
Alanine aminotransferase increased 17.20 15.77 51 12023 103719 63373229
Infusion related reaction 17.12 15.77 13 12061 245508 63231440
Cushing's syndrome 17.09 15.77 6 12068 681 63476267
Renal failure 16.89 15.77 55 12019 117597 63359351
Product dose omission issue 16.86 15.77 12 12062 234301 63242647
Engraft failure 16.44 15.77 5 12069 361 63476587
Staphylococcal sepsis 16.23 15.77 13 12061 8115 63468833
Maternal exposure during pregnancy 16.19 15.77 11 12063 220051 63256897
Drug-induced liver injury 16.00 15.77 28 12046 40194 63436754
Pneumonia cytomegaloviral 15.98 15.77 8 12066 2206 63474742

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug interaction 212.40 14.56 360 14593 225586 34716392
Aspergillus infection 132.64 14.56 76 14877 12178 34929800
Drug resistance 101.43 14.56 86 14867 25841 34916137
Bronchopulmonary aspergillosis 98.11 14.56 67 14886 14592 34927386
Febrile neutropenia 92.82 14.56 190 14763 136659 34805319
Pathogen resistance 92.54 14.56 55 14898 9427 34932551
Fungal infection 77.41 14.56 60 14893 15875 34926103
Cardiotoxicity 74.74 14.56 40 14913 5608 34936370
Neutrophil count decreased 72.60 14.56 99 14854 51005 34890973
Parathyroid gland enlargement 71.65 14.56 16 14937 141 34941837
Upper respiratory fungal infection 70.10 14.56 16 14937 157 34941821
Platelet count decreased 66.02 14.56 153 14800 119564 34822414
Bronchopulmonary aspergillosis allergic 58.78 14.56 20 14933 909 34941069
Forced expiratory volume 58.37 14.56 13 14940 113 34941865
Drug level increased 56.76 14.56 58 14895 22038 34919940
Drug ineffective 55.08 14.56 358 14595 456393 34485585
Hepatic function abnormal 54.21 14.56 80 14873 44283 34897695
Cytomegalovirus test positive 52.76 14.56 28 14925 3858 34938120
Phaeohyphomycosis 52.32 14.56 18 14935 846 34941132
Hypokalaemia 46.87 14.56 87 14866 58127 34883851
Mycobacterial infection 43.64 14.56 21 14932 2353 34939625
Cytomegalovirus infection 42.29 14.56 54 14899 26081 34915897
Bronchiectasis 41.39 14.56 34 14919 9767 34932211
Acute myeloid leukaemia recurrent 39.30 14.56 19 14934 2151 34939827
Disseminated intravascular coagulation 38.37 14.56 47 14906 21769 34920209
Histoplasmosis disseminated 37.59 14.56 16 14937 1347 34940631
Fluorosis 37.58 14.56 8 14945 55 34941923
Bronchial disorder 37.14 14.56 16 14937 1387 34940591
Granulomatous rosacea 35.21 14.56 9 14944 147 34941831
White blood cell count decreased 35.15 14.56 105 14848 95340 34846638
Renal impairment 34.83 14.56 104 14849 94409 34847569
Tendon disorder 34.26 14.56 19 14934 2856 34939122
Blood lactate dehydrogenase increased 33.31 14.56 45 14908 22945 34919033
Fatigue 33.26 14.56 68 14885 370585 34571393
Obliterative bronchiolitis 32.22 14.56 14 14939 1239 34940739
Pseudoaldosteronism 30.55 14.56 7 14946 70 34941908
Secretion discharge 30.35 14.56 23 14930 5882 34936096
Philadelphia positive acute lymphocytic leukaemia 30.15 14.56 6 14947 28 34941950
Pyrexia 30.12 14.56 244 14709 332769 34609209
Obstructive airways disorder 29.90 14.56 35 14918 15459 34926519
Adrenal insufficiency 29.24 14.56 33 14920 14014 34927964
Sinus congestion 29.18 14.56 22 14931 5583 34936395
Hyperventilation 29.17 14.56 17 14936 2807 34939171
Pseudomonas infection 29.09 14.56 31 14922 12351 34929627
Myopathy 29.06 14.56 30 14923 11524 34930454
Acute graft versus host disease 28.38 14.56 23 14930 6480 34935498
Apparent mineralocorticoid excess 28.34 14.56 6 14947 40 34941938
Haemoptysis 27.76 14.56 52 14901 34954 34907024
Lung transplant rejection 27.63 14.56 11 14942 781 34941197
Death 27.17 14.56 84 14869 397965 34544013
Lip squamous cell carcinoma 26.80 14.56 7 14946 125 34941853
Pneumonia fungal 26.62 14.56 23 14930 7077 34934901
Neutrophil Pelger-Huet anomaly present 26.47 14.56 8 14945 247 34941731
Acute graft versus host disease in skin 26.16 14.56 20 14933 5181 34936797
Ileus paralytic 25.73 14.56 21 14932 5976 34936002
Ocular surface squamous neoplasia 25.55 14.56 5 14948 21 34941957
Pneumonia 25.23 14.56 251 14702 362376 34579602
Graft versus host disease 24.02 14.56 26 14927 10543 34931435
Symmetrical drug-related intertriginous and flexural exanthema 23.82 14.56 8 14945 349 34941629
Sputum increased 23.78 14.56 14 14939 2356 34939622
Cerebrovascular accident 23.49 14.56 4 14949 84807 34857171
Blood immunoglobulin E increased 22.85 14.56 14 14939 2532 34939446
Drug abuse 22.82 14.56 7 14946 99089 34842889
Cystitis haemorrhagic 22.52 14.56 19 14934 5660 34936318
Asthma-chronic obstructive pulmonary disease overlap syndrome 22.50 14.56 11 14942 1276 34940702
Capillaritis 22.47 14.56 6 14947 117 34941861
Cardiovascular insufficiency 22.46 14.56 12 14941 1675 34940303
Polyomavirus-associated nephropathy 22.06 14.56 16 14937 3828 34938150
Neutropenia 21.93 14.56 128 14825 156650 34785328
Folliculitis 21.75 14.56 17 14936 4549 34937429
Trichosporon infection 21.52 14.56 9 14944 725 34941253
Ubiquinone decreased 21.49 14.56 4 14949 12 34941966
Liver disorder 21.32 14.56 45 14908 32952 34909026
Myositis 21.21 14.56 26 14927 12044 34929934
Transplant rejection 21.08 14.56 24 14929 10287 34931691
Fall 21.02 14.56 34 14919 202851 34739127
COVID-19 20.74 14.56 4 14949 77546 34864432
Product dose omission issue 20.43 14.56 13 14940 119698 34822280
Cytomegalovirus viraemia 19.98 14.56 20 14933 7410 34934568
CARD9 deficiency 19.87 14.56 4 14949 20 34941958
Lymphadenopathy 19.78 14.56 40 14913 28423 34913555
Respiratory disorder 19.67 14.56 32 14921 19232 34922746
Pain 19.65 14.56 36 14917 204639 34737339
Acute graft versus host disease in intestine 19.60 14.56 13 14940 2695 34939283
Squamous cell carcinoma of the oral cavity 19.03 14.56 6 14947 214 34941764
Candida infection 18.87 14.56 30 14923 17685 34924293
Contraindicated product prescribed 18.87 14.56 7 14946 410 34941568
Post transplant lymphoproliferative disorder 18.34 14.56 18 14935 6510 34935468
Acute myeloid leukaemia 18.19 14.56 30 14923 18240 34923738
Acute graft versus host disease in liver 17.71 14.56 10 14943 1556 34940422
Feeling abnormal 17.47 14.56 3 14950 63232 34878746
Oedema 17.46 14.56 51 14902 45690 34896288
Dizziness 17.17 14.56 43 14910 218478 34723500
Neuropathy peripheral 16.52 14.56 75 14878 83188 34858790
Aspergilloma 16.52 14.56 6 14947 331 34941647
Aspartate aminotransferase increased 16.51 14.56 65 14888 67718 34874260
Pulmonary haemorrhage 16.20 14.56 21 14932 10283 34931695
Drug level changed 16.07 14.56 6 14947 358 34941620
Sepsis 16.05 14.56 124 14829 166437 34775541
Epstein-Barr virus infection 16.01 14.56 18 14935 7610 34934368
Pneumonia cytomegaloviral 15.92 14.56 12 14941 3042 34938936
Adrenal suppression 15.89 14.56 7 14946 640 34941338
Differentiation syndrome 15.77 14.56 9 14944 1429 34940549
Multiple-drug resistance 15.76 14.56 15 14938 5224 34936754
Lung disorder 15.53 14.56 41 14912 34655 34907323
Alanine aminotransferase increased 15.44 14.56 72 14881 80743 34861235
Overdose 15.38 14.56 10 14943 91049 34850929
Condition aggravated 15.28 14.56 137 14816 192059 34749919
Pleural effusion 15.11 14.56 72 14881 81474 34860504
Back pain 15.01 14.56 18 14935 121771 34820207
Cushingoid 14.90 14.56 11 14942 2703 34939275
Hyperhidrosis 14.68 14.56 7 14946 75685 34866293
Pseudomembranous colitis 14.63 14.56 11 14942 2780 34939198

FDA Adverse Event Reporting System (Geriatric)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Drug interaction 511.10 13.86 623 23235 414560 79305970
Aspergillus infection 232.84 13.86 114 23744 19047 79701483
Bronchopulmonary aspergillosis 199.61 13.86 108 23750 22186 79698344
Drug resistance 174.43 13.86 125 23733 42088 79678442
Febrile neutropenia 162.44 13.86 266 23592 230733 79489797
Pathogen resistance 161.39 13.86 81 23777 14261 79706269
Neutrophil count decreased 113.14 13.86 140 23718 93819 79626711
Cardiotoxicity 111.51 13.86 60 23798 12179 79708351
Symmetrical drug-related intertriginous and flexural exanthema 107.44 13.86 29 23829 857 79719673
Ileus paralytic 101.42 13.86 52 23806 9568 79710962
Myopathy 92.12 13.86 64 23794 20499 79700031
Platelet count decreased 90.91 13.86 188 23670 194476 79526054
Drug level increased 88.50 13.86 82 23776 39569 79680961
Pseudoaldosteronism 87.08 13.86 18 23840 158 79720372
Hepatic function abnormal 83.31 13.86 106 23752 73001 79647529
Fungal infection 81.15 13.86 80 23778 41668 79678862
Pseudohyponatraemia 79.52 13.86 16 23842 121 79720409
Hypokalaemia 74.25 13.86 145 23713 143895 79576635
Cytomegalovirus test positive 71.07 13.86 35 23823 5912 79714618
Phaeohyphomycosis 68.96 13.86 22 23836 1175 79719355
Pain 66.13 13.86 68 23790 703734 79016796
Fatigue 65.78 13.86 111 23747 929616 78790914
Cytomegalovirus infection 65.43 13.86 72 23786 42572 79677958
Parathyroid gland enlargement 64.46 13.86 14 23844 159 79720371
Histoplasmosis disseminated 61.41 13.86 24 23834 2329 79718201
Completed suicide 61.04 13.86 3 23855 245764 79474766
Drug ineffective 60.73 13.86 539 23319 1080374 78640156
Lung transplant rejection 59.80 13.86 21 23837 1510 79719020
Forced expiratory volume 58.93 13.86 12 23846 97 79720433
Adrenal suppression 57.76 13.86 20 23838 1379 79719151
Pneumonia fungal 57.62 13.86 38 23820 11172 79709358
Transplant rejection 57.07 13.86 47 23811 19390 79701140
Granulomatous rosacea 56.02 13.86 13 23845 203 79720327
Trichosporon infection 55.91 13.86 18 23840 990 79719540
Rhabdomyolysis 54.56 13.86 105 23753 103026 79617504
Upper respiratory fungal infection 54.45 13.86 14 23844 341 79720189
Contraindicated product prescribed 53.71 13.86 20 23838 1701 79718829
Pneumonia 52.96 13.86 358 23500 659888 79060642
Adrenal insufficiency 52.42 13.86 53 23805 28434 79692096
White blood cell count decreased 51.47 13.86 148 23710 188140 79532390
Skin candida 49.97 13.86 20 23838 2067 79718463
Bronchopulmonary aspergillosis allergic 48.86 13.86 22 23836 3039 79717491
Blood lactate dehydrogenase increased 48.13 13.86 59 23799 39111 79681419
Pleural effusion 47.52 13.86 122 23736 145140 79575390
Acute graft versus host disease in skin 46.92 13.86 29 23829 7629 79712901
Labelled drug-drug interaction medication error 46.47 13.86 49 23809 27601 79692929
Acute myeloid leukaemia 45.40 13.86 51 23807 30834 79689696
Rheumatoid arthritis 44.82 13.86 5 23853 208465 79512065
Fluorosis 44.59 13.86 10 23848 133 79720397
Pseudomonas infection 44.27 13.86 42 23816 20861 79699669
Acute myeloid leukaemia recurrent 43.70 13.86 21 23837 3362 79717168
Graft versus host disease 43.41 13.86 36 23822 14990 79705540
Cytomegalovirus viraemia 41.87 13.86 33 23825 12788 79707742
Bronchiectasis 41.83 13.86 42 23816 22344 79698186
Acute graft versus host disease 41.72 13.86 30 23828 10137 79710393
Myositis 41.52 13.86 39 23819 19129 79701401
Drug hypersensitivity 41.10 13.86 19 23839 298897 79421633
Disseminated intravascular coagulation 40.86 13.86 52 23806 35790 79684740
Abdominal discomfort 39.31 13.86 13 23845 250714 79469816
Mycobacterial infection 39.16 13.86 20 23838 3648 79716882
Sepsis 39.14 13.86 172 23686 269256 79451274
Pyrexia 38.71 13.86 340 23518 678369 79042161
Joint swelling 38.69 13.86 19 23839 288627 79431903
Liver disorder 38.62 13.86 74 23784 72343 79648187
Renal impairment 38.34 13.86 119 23739 157664 79562866
Fungal endocarditis 38.34 13.86 12 23846 602 79719928
Neutropenia 37.58 13.86 178 23680 287532 79432998
Cystitis haemorrhagic 37.49 13.86 27 23831 9145 79711385
Candida pneumonia 37.12 13.86 12 23846 669 79719861
Fall 36.44 13.86 56 23802 487573 79232957
Septic shock 35.96 13.86 99 23759 122702 79597828
Musculoskeletal stiffness 35.66 13.86 5 23853 175003 79545527
Respiratory failure 35.55 13.86 127 23731 180784 79539746
Product dose omission issue 35.18 13.86 15 23843 247522 79473008
Cardiac failure 35.08 13.86 114 23744 154728 79565802
Sputum increased 34.86 13.86 20 23838 4593 79715937
Neuropathy peripheral 34.73 13.86 107 23751 141198 79579332
Swelling 34.38 13.86 11 23847 216700 79503830
Candida infection 33.77 13.86 49 23809 38165 79682365
Obliterative bronchiolitis 33.76 13.86 17 23841 3011 79717519
Dizziness 33.41 13.86 67 23791 526374 79194156
Oedema 32.65 13.86 94 23764 119486 79601044
Blast cell count increased 31.99 13.86 13 23845 1397 79719133
Arthropathy 31.86 13.86 7 23851 177104 79543426
Scedosporium infection 31.40 13.86 13 23845 1465 79719065
Bronchial disorder 30.79 13.86 15 23843 2474 79718056
Arthralgia 30.44 13.86 80 23778 571723 79148807
Aspergilloma 29.94 13.86 10 23848 618 79719912
Apparent mineralocorticoid excess 29.86 13.86 6 23852 45 79720485
Headache 29.38 13.86 99 23759 653673 79066857
Acute graft versus host disease in intestine 29.15 13.86 17 23841 4024 79716506
Corneal perforation 28.03 13.86 10 23848 753 79719777
Philadelphia positive acute lymphocytic leukaemia 27.88 13.86 6 23852 65 79720465
Infective pulmonary exacerbation of cystic fibrosis 27.55 13.86 26 23832 12825 79707705
Haemoptysis 27.16 13.86 55 23803 55944 79664586
Ocular surface squamous neoplasia 26.97 13.86 5 23853 23 79720507
Infusion related reaction 26.78 13.86 18 23840 230219 79490311
Therapeutic product effect decreased 26.56 13.86 8 23850 163855 79556675
Neutrophil Pelger-Huet anomaly present 26.42 13.86 8 23850 359 79720171
Post transplant lymphoproliferative disorder 26.13 13.86 24 23834 11440 79709090
Mucormycosis 25.95 13.86 21 23837 8448 79712082
Pneumonia cytomegaloviral 25.92 13.86 17 23841 4952 79715578
Systemic lupus erythematosus 25.79 13.86 3 23855 121146 79599384
Injection site pain 25.78 13.86 4 23854 129834 79590696
Cushingoid 25.77 13.86 22 23836 9530 79711000
Blood immunoglobulin E increased 25.62 13.86 18 23840 5864 79714666
Peripheral swelling 25.29 13.86 26 23832 269591 79450939
Pneumonia bacterial 25.18 13.86 30 23828 19301 79701229
Liver function test abnormal 25.17 13.86 58 23800 64417 79656113
Drug level decreased 25.05 13.86 26 23832 14376 79706154
Alanine aminotransferase increased 24.51 13.86 105 23753 162465 79558065
Polyomavirus-associated nephropathy 24.00 13.86 17 23841 5610 79714920
Toxicity to various agents 23.95 13.86 57 23801 421483 79299047
Product use in unapproved indication 23.83 13.86 142 23716 250217 79470313
Electrocardiogram QT prolonged 23.66 13.86 70 23788 90316 79630214
Eye infection fungal 23.54 13.86 8 23850 521 79720009
Lip squamous cell carcinoma 23.32 13.86 7 23851 305 79720225
Multiple organ dysfunction syndrome 23.25 13.86 84 23774 120162 79600368
Lower respiratory tract infection fungal 22.97 13.86 9 23849 879 79719651
Human herpesvirus 6 infection reactivation 22.89 13.86 8 23850 567 79719963
Back pain 22.63 13.86 35 23823 304145 79416385
Cross sensitivity reaction 22.59 13.86 14 23844 3698 79716832
Fusarium infection 22.54 13.86 11 23847 1821 79718709
Discomfort 22.52 13.86 5 23853 125612 79594918
Tendon disorder 22.40 13.86 18 23840 7168 79713362
Pulmonary alveolar haemorrhage 22.34 13.86 22 23836 11435 79709095
Immune reconstitution inflammatory syndrome 22.32 13.86 24 23834 13817 79706713
Tumour lysis syndrome 21.60 13.86 31 23827 23908 79696622
Systemic mycosis 21.33 13.86 12 23846 2654 79717876
CARD9 deficiency 21.30 13.86 4 23854 20 79720510
Myelosuppression 21.26 13.86 41 23817 40255 79680275
Acute lymphocytic leukaemia 21.16 13.86 15 23843 4954 79715576
Lung infiltration 21.15 13.86 30 23828 22882 79697648
Immunosuppressant drug level increased 20.77 13.86 19 23839 9008 79711522
Obstructive airways disorder 20.39 13.86 35 23823 31424 79689106
Varicella zoster virus infection 20.30 13.86 14 23844 4427 79716103
Hyperhidrosis 20.24 13.86 10 23848 151482 79569048
Cardiovascular insufficiency 20.09 13.86 12 23846 2969 79717561
Blood creatine phosphokinase increased 20.05 13.86 54 23804 66036 79654494
Implant site hypersensitivity 20.03 13.86 4 23854 29 79720501
Ubiquinone decreased 20.03 13.86 4 23854 29 79720501
Immune reconstitution inflammatory syndrome associated tuberculosis 19.97 13.86 8 23850 828 79719702
Histoplasmosis 19.89 13.86 11 23847 2354 79718176
Hypersensitivity 19.67 13.86 30 23828 262209 79458321
Capillaritis 19.57 13.86 6 23852 281 79720249
Disseminated varicella zoster vaccine virus infection 19.56 13.86 5 23853 119 79720411
Cytomegalovirus infection reactivation 19.39 13.86 18 23840 8698 79711832
Differentiation syndrome 19.22 13.86 11 23847 2513 79718017
Acute graft versus host disease in liver 19.07 13.86 10 23848 1925 79718605
Secretion discharge 19.05 13.86 23 23835 14999 79705531
Aspartate aminotransferase increased 18.97 13.86 87 23771 138554 79581976
Burkholderia cepacia complex infection 18.96 13.86 6 23852 312 79720218
Jaundice 18.67 13.86 46 23812 53303 79667227
Cushing's syndrome 18.63 13.86 8 23850 987 79719543
Oedema peripheral 18.47 13.86 134 23724 252154 79468376
Chronic granulomatous disease 18.45 13.86 4 23854 45 79720485
Moraxella infection 18.42 13.86 7 23851 630 79719900
Thrombocytopenia 18.34 13.86 139 23719 265120 79455410
Pseudomonal sepsis 18.27 13.86 15 23843 6159 79714371
Cerebrovascular accident 18.24 13.86 12 23846 155280 79565250
Periostitis 18.18 13.86 7 23851 653 79719877
Cortisol decreased 17.99 13.86 10 23848 2162 79718368
Arthritis 17.91 13.86 6 23852 114874 79605656
Bone marrow failure 17.81 13.86 44 23814 51063 79669467
Staphylococcal sepsis 17.79 13.86 22 23836 14704 79705826
Trichophytosis 17.76 13.86 6 23852 384 79720146
Corneal epithelium defect 17.59 13.86 7 23851 712 79719818
COVID-19 17.44 13.86 13 23845 157661 79562869
Multiple-drug resistance 17.33 13.86 17 23841 8791 79711739
Cystic fibrosis 17.19 13.86 12 23846 3868 79716662
Neurotoxicity 17.05 13.86 33 23825 32485 79688045
Chronic graft versus host disease 17.04 13.86 15 23843 6766 79713764
Product dispensing issue 16.92 13.86 5 23853 206 79720324
Asthma-chronic obstructive pulmonary disease overlap syndrome 16.75 13.86 11 23847 3210 79717320
Klebsiella infection 16.65 13.86 22 23836 15698 79704832
Pancreatitis haemorrhagic 16.62 13.86 7 23851 823 79719707
Squamous cell carcinoma of the oral cavity 15.98 13.86 6 23852 522 79720008
Septic embolus 15.79 13.86 9 23849 2042 79718488
Contusion 15.53 13.86 13 23845 148763 79571767
BK virus infection 15.50 13.86 16 23842 8788 79711742
Drug level changed 15.48 13.86 6 23852 569 79719961
Maternal exposure during pregnancy 15.44 13.86 11 23847 136527 79584003
Pericarditis 15.31 13.86 6 23852 104230 79616300
Psoriasis 15.21 13.86 4 23854 89583 79630947
Haemophagocytic lymphohistiocytosis 15.09 13.86 25 23833 21812 79698718
Hypogammaglobulinaemia 15.09 13.86 19 23839 12932 79707598
Hyperventilation 15.09 13.86 15 23843 7884 79712646
Duplicate therapy error 15.08 13.86 5 23853 302 79720228
Migraine 14.67 13.86 4 23854 87489 79633041
Stress 14.61 13.86 3 23855 79609 79640921
Alternaria infection 14.49 13.86 6 23852 676 79719854
Graft versus host disease in skin 14.40 13.86 13 23845 6060 79714470
Atypical mycobacterial infection 14.37 13.86 8 23850 1735 79718795
Disease recurrence 14.35 13.86 37 23821 44072 79676458
Blood bilirubin increased 14.30 13.86 48 23810 66184 79654346
Injection site erythema 14.24 13.86 3 23855 78194 79642336
Engraft failure 14.23 13.86 6 23852 707 79719823
Ecchymosis 14.17 13.86 20 23838 15186 79705344
Sinus congestion 14.05 13.86 23 23835 19873 79700657
Respiratory disorder 13.96 13.86 37 23821 44819 79675711
Enterobacter pneumonia 13.93 13.86 4 23854 149 79720381
Overdose 13.87 13.86 21 23837 184185 79536345
Pain in extremity 13.87 13.86 59 23799 364479 79356051
Iron overload 13.87 13.86 8 23850 1856 79718674

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J02AC02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOTICS FOR SYSTEMIC USE
ANTIMYCOTICS FOR SYSTEMIC USE
Triazole and tetrazole derivatives
FDA CS M0002083 Azoles
FDA EPC N0000175487 Azole Antifungal
CHEBI has role CHEBI:50183 P450 inhibitors
CHEBI has role CHEBI:77748 steroid-transporting ATPase inhibitor
CHEBI has role CHEBI:140921 Hedgehog pathway inhibitors
FDA MoA N0000182141 Cytochrome P450 3A4 Inhibitors
FDA MoA N0000185503 P-Glycoprotein Inhibitors
FDA MoA N0000190113 Breast Cancer Resistance Protein Inhibitors
MeSH PA D058888 14-alpha Demethylase Inhibitors
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
MeSH PA D065692 Cytochrome P-450 CYP3A Inhibitors
MeSH PA D065607 Cytochrome P-450 Enzyme Inhibitors
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D006727 Hormone Antagonists
MeSH PA D065606 Metabolic Side Effects of Drugs and Substances
MeSH PA D065088 Steroid Synthesis Inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Invasive pulmonary aspergillosis indication 3214003
Histoplasmosis indication 12962009 DOID:1731
Candidiasis of the esophagus indication 20639004 DOID:13146
Fusarium infection indication 64250002
Aspergillosis indication 65553006 DOID:13564
Blastomycosis indication 69996000 DOID:12663
Disseminated candidiasis indication 70572005
Onychomycosis of fingernails indication 403058003
Onychomycosis of toenails indication 403059006
Candidemia indication 432261003
Fungal Infection due to Scedosporium Apiospermum indication
Fungal Infection due to Fusarium Solani indication
Oropharyngeal Candidiasis indication
Coccidioidomycosis off-label use 60826002 DOID:13450
Chromoblastomycosis off-label use 187079000
Infection due to Penicillium marneffei off-label use 372936000
Onychomycosis due to dermatophyte off-label use 402134005
Heart valve disorder contraindication 368009 DOID:4079
Hypocalcemia contraindication 5291005
Chronic obstructive lung disease contraindication 13645005 DOID:3083
Hearing loss contraindication 15188001
Torsades de pointes contraindication 31722008
Hypokalemia contraindication 43339004
Ventricular arrhythmia contraindication 44103008
Achlorhydria contraindication 47481007
Chronic heart failure contraindication 48447003
Hypochlorhydria contraindication 55961006
Heart failure contraindication 84114007 DOID:6000
Cardiomyopathy contraindication 85898001 DOID:0050700
Kidney disease contraindication 90708001 DOID:557
Prolonged QT interval contraindication 111975006
Liver function tests abnormal contraindication 166603001
Hypomagnesemia contraindication 190855004
Impaired renal function disorder contraindication 197663003
Disease of liver contraindication 235856003 DOID:409
Drug-induced hepatitis contraindication 235876009
Edema contraindication 267038008
Pregnancy, function contraindication 289908002
Peripheral nerve disease contraindication 302226006
Visual impairment contraindication 397540003
Breastfeeding (mother) contraindication 413712001
Myocardial ischemia contraindication 414795007 DOID:3393
Poor metabolizer due to cytochrome p450 CYP2C19 variant contraindication 424500005
Congenital long QT syndrome contraindication 442917000




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Cats Dermatophytosis caused by Microsporum canis Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Itrafungol Virbac AH Inc. 1

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.12 Basic
pKa2 5.0 Basic
pKa3 3.04 Basic

Orange Book patent data (new drug applications)

Formulation strengthTrade nameApplicantApplication numberApproval dateTypeDose formRoutePatent numberPatent expiration datePatent use
200MG ONMEL SEBELA IRELAND LTD N022484 April 29, 2010 DISCN TABLET ORAL 8486456 Oct. 3, 2028 ONYCHOMYCOSIS OF THE TOENAIL CAUSED BY TRICOPHYTON RUBRUM OR TRICHOPHYTON MENTAGROPHYTES, ONCE DAILY USE FOR 12 CONSECUTIVE WEEKS
65MG TOLSURA MAYNE PHARMA N208901 Dec. 11, 2018 RX CAPSULE ORAL 10463740 June 21, 2033 TREATMENT OF FUNGAL INFECTIONS, INCLUDING BLASTOMYCOSIS, HISTOPLASMOSIS, AND ASPERGILLOSIS
65MG TOLSURA MAYNE PHARMA N208901 Dec. 11, 2018 RX CAPSULE ORAL 9713642 June 21, 2033 TREATMENT OF FUNGAL INFECTIONS, INCLUDING BLASTOMYCOSIS, HISTOPLASMOSIS, AND ASPERGILLOSIS

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 3A4 Enzyme IC50 6.05 DRUG MATRIX
ATP-binding cassette sub-family G member 2 Transporter IC50 5.70 CHEMBL
Vasopressin V2 receptor GPCR IC50 6.10 CHEMBL
Tyrosine-protein kinase Fyn Kinase IC50 5.41 DRUG MATRIX
Lanosterol 14-alpha demethylase Enzyme IC50 5.44 CHEMBL
C-C chemokine receptor type 4 GPCR IC50 6.70 CHEMBL
C-X-C chemokine receptor type 1 GPCR IC50 7 CHEMBL
Beta-2 adrenergic receptor GPCR Ki 6.30 CHEMBL
7-alpha-hydroxycholest-4-en-3-one 12-alpha-hydroxylase Enzyme IC50 5.33 CHEMBL
Lanosterol 14-alpha demethylase Enzyme INHIBITOR MIC 9.25 WOMBAT-PK CHEMBL
Cruzipain Enzyme IC50 5.52 CHEMBL
14-alpha sterol demethylase Cyp51A Enzyme Kd 6 CHEMBL
14-alpha sterol demethylase Enzyme Kd 7.51 CHEMBL

External reference:

IDSource
4020560 VUID
N0000148264 NUI
D00350 KEGG_DRUG
4020560 VANDF
C0064113 UMLSCUI
CHEBI:6076 CHEBI
1YN PDB_CHEM_ID
CHEMBL64391 ChEMBL_ID
CHEMBL1711 ChEMBL_ID
D017964 MESH_DESCRIPTOR_UI
DB01167 DRUGBANK_ID
11426 IUPHAR_LIGAND_ID
5387 INN_ID
304NUG5GF4 UNII
55283 PUBCHEM_CID
28031 RXNORM
4940 MMSL
64593 MMSL
d00102 MMSL
003915 NDDF
387532006 SNOMEDCT_US
96038009 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 0378-5100 CAPSULE 100 mg ORAL ANDA 24 sections
itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 10147-0150 SOLUTION 10 mg ORAL NDA 28 sections
itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 10147-0150 SOLUTION 10 mg ORAL NDA 28 sections
itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 10147-1700 CAPSULE 100 mg ORAL NDA 30 sections
itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 10147-1700 CAPSULE 100 mg ORAL NDA 30 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 13668-463 CAPSULE 100 mg ORAL ANDA 14 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 13668-463 CAPSULE 100 mg ORAL ANDA 14 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 13668-463 CAPSULE 100 mg ORAL ANDA 14 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 13668-463 CAPSULE 100 mg ORAL ANDA 14 sections
Itraconazole Human Prescription Drug Label 1 16714-743 CAPSULE, COATED PELLETS 100 mg ORAL ANDA 21 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 16729-271 CAPSULE 100 mg ORAL ANDA 25 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 16729-271 CAPSULE 100 mg ORAL ANDA 25 sections
Itraconazole Human Prescription Drug Label 1 31722-006 SOLUTION 10 mg ORAL ANDA 15 sections
Itraconazole Human Prescription Drug Label 1 31722-006 SOLUTION 10 mg ORAL ANDA 15 sections
ITRACONAZOLE Human Prescription Drug Label 1 46708-204 CAPSULE 100 mg ORAL ANDA 22 sections
ITRACONAZOLE Human Prescription Drug Label 1 46708-204 CAPSULE 100 mg ORAL ANDA 22 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 49884-239 CAPSULE 100 mg ORAL ANDA 22 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 50268-450 CAPSULE 100 mg ORAL ANDA 13 sections
SPORANOX HUMAN PRESCRIPTION DRUG LABEL 1 50458-290 CAPSULE 100 mg ORAL NDA 29 sections
SPORANOX HUMAN PRESCRIPTION DRUG LABEL 1 50458-290 CAPSULE 100 mg ORAL NDA 29 sections
SPORANOX HUMAN PRESCRIPTION DRUG LABEL 1 50458-290 CAPSULE 100 mg ORAL NDA 29 sections
SPORANOX HUMAN PRESCRIPTION DRUG LABEL 1 50458-295 SOLUTION 10 mg ORAL NDA 28 sections
SPORANOX HUMAN PRESCRIPTION DRUG LABEL 1 50458-295 SOLUTION 10 mg ORAL NDA 28 sections
Tolsura HUMAN PRESCRIPTION DRUG LABEL 1 51862-462 CAPSULE, GELATIN COATED 65 mg ORAL NDA 31 sections
Tolsura HUMAN PRESCRIPTION DRUG LABEL 1 51862-462 CAPSULE, GELATIN COATED 65 mg ORAL NDA 31 sections
Tolsura HUMAN PRESCRIPTION DRUG LABEL 1 51862-462 CAPSULE, GELATIN COATED 65 mg ORAL NDA 31 sections
itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 59746-282 CAPSULE 100 mg ORAL ANDA 17 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 60687-299 CAPSULE 100 mg ORAL ANDA 14 sections
Itraconazole HUMAN PRESCRIPTION DRUG LABEL 1 60687-299 CAPSULE 100 mg ORAL ANDA 14 sections
ITRACONAZOLE Human Prescription Drug Label 1 62332-204 CAPSULE 100 mg ORAL ANDA 22 sections