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

Stem definitionDrug idCAS RN
2597 91161-71-6

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • terbinafine
  • terbinol
  • terbinafine hydrochloride
  • terbinafine HCl
A naphthalene derivative that inhibits fungal SQUALENE EPOXIDASE and is used to treat DERMATOMYCOSES of the skin and nails.
  • Molecular weight: 291.44
  • Formula: C21H25N
  • CLOGP: 5.96
  • LIPINSKI: 1
  • HAC: 1
  • HDO: 0
  • TPSA: 3.24
  • ALOGS: -5.60
  • ROTB: 6

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.25 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 92.64 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 40 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H

Approvals:

DateAgencyCompanyOrphan
Dec. 30, 1992 FDA

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
Ageusia 361.80 15.83 124 11314 12327 56268302
Acute generalised exanthematous pustulosis 224.58 15.83 82 11356 9787 56270842
Subacute cutaneous lupus erythematosus 183.17 15.83 50 11388 2299 56278330
Dysgeusia 152.44 15.83 98 11340 40817 56239812
Rash pustular 107.13 15.83 43 11395 6620 56274009
Gamma-glutamyltransferase increased 100.24 15.83 68 11370 30937 56249692
Pruritus 93.14 15.83 201 11237 316422 55964207
Aspartate aminotransferase increased 92.00 15.83 98 11340 82504 56198125
Cutaneous lupus erythematosus 87.90 15.83 29 11409 2555 56278074
Blood alkaline phosphatase increased 84.19 15.83 67 11371 38878 56241751
Toxic skin eruption 83.81 15.83 43 11395 11696 56268933
Erythema multiforme 83.03 15.83 40 11398 9514 56271115
Skin exfoliation 76.61 15.83 62 11376 36838 56243791
Alanine aminotransferase increased 75.42 15.83 94 11344 93568 56187061
Pathogen resistance 73.82 15.83 32 11406 5968 56274661
Chromaturia 73.07 15.83 43 11395 15282 56265347
Rash 65.48 15.83 234 11204 492813 55787816
Jaundice 63.39 15.83 49 11389 27245 56253384
Somatic delusion 62.92 15.83 16 11422 556 56280073
Erythema 62.66 15.83 113 11325 155826 56124803
Urticaria 52.04 15.83 100 11338 144576 56136053
Hepatic function abnormal 51.36 15.83 48 11390 34510 56246119
Rash erythematous 50.20 15.83 49 11389 37172 56243457
Rash maculo-papular 46.55 15.83 42 11396 28865 56251764
Lip swelling 43.95 15.83 39 11399 26233 56254396
Anosmia 42.98 15.83 20 11418 4399 56276230
Skin lesion 41.65 15.83 39 11399 28096 56252533
Blood lactate dehydrogenase increased 41.34 15.83 34 11404 20641 56259988
Blood bilirubin increased 39.63 15.83 41 11397 33313 56247316
Hepatitis 39.32 15.83 42 11396 35399 56245230
Onychomycosis 38.21 15.83 21 11417 6551 56274078
Scedosporium infection 36.12 15.83 10 11428 484 56280145
Photosensitivity reaction 35.08 15.83 26 11412 13567 56267062
Rheumatoid arthritis 35.06 15.83 17 11421 382587 55898042
Liver disorder 34.82 15.83 44 11394 44326 56236303
Drug intolerance 34.75 15.83 6 11432 264812 56015817
Pustular psoriasis 33.69 15.83 17 11421 4461 56276168
Oral discomfort 33.54 15.83 21 11417 8334 56272295
Drug resistance 33.37 15.83 30 11408 20512 56260117
Rash pruritic 31.89 15.83 46 11392 52548 56228081
Skin oedema 30.96 15.83 10 11428 823 56279806
Dermatitis bullous 30.31 15.83 19 11419 7554 56273075
Gastrointestinal motility disorder 30.04 15.83 16 11422 4690 56275939
Abnormal faeces 29.85 15.83 16 11422 4752 56275877
Drug eruption 29.40 15.83 31 11407 25732 56254897
Rash papular 28.85 15.83 23 11415 13360 56267269
Dermatitis exfoliative 28.27 15.83 16 11422 5283 56275346
Weight decreased 28.23 15.83 110 11328 240604 56040025
Drug interaction 27.20 15.83 99 11339 209656 56070973
Urine odour abnormal 26.73 15.83 16 11422 5858 56274771
Cholestasis 26.56 15.83 30 11408 26883 56253746
Bilirubin conjugated increased 26.13 15.83 12 11426 2561 56278068
Off label use 25.86 15.83 46 11392 556134 55724495
Tinea infection 25.50 15.83 9 11429 971 56279658
Hepatitis cholestatic 25.44 15.83 16 11422 6398 56274231
Red blood cell count decreased 25.13 15.83 34 11404 36583 56244046
Dermatophytosis 24.74 15.83 6 11432 171 56280458
Face oedema 24.32 15.83 24 11414 18428 56262201
Blood creatine phosphokinase increased 23.99 15.83 29 11409 27923 56252706
Drug-induced liver injury 23.65 15.83 32 11406 34430 56246199
Maternal exposure during pregnancy 23.36 15.83 5 11433 189548 56091081
Erythema nodosum 23.08 15.83 13 11425 4252 56276377
Tinea pedis 22.89 15.83 9 11429 1311 56279318
Rash papulosquamous 22.70 15.83 5 11433 92 56280537
Systemic lupus erythematosus rash 22.65 15.83 10 11428 1946 56278683
Drug ineffective 22.17 15.83 104 11334 918885 55361744
Antinuclear antibody positive 22.08 15.83 15 11423 6826 56273803
Therapeutic product effect decreased 21.86 15.83 4 11434 169448 56111181
Fusarium infection 21.26 15.83 7 11431 612 56280017
Musculoskeletal discomfort 21.09 15.83 21 11417 16297 56264332
Eosinophilia 20.87 15.83 23 11415 20054 56260575
Respiratory gas exchange disorder 20.75 15.83 6 11432 340 56280289
Pythium insidiosum infection 20.43 15.83 3 11435 3 56280626
Rash macular 20.39 15.83 23 11415 20581 56260048
Hypotension 20.22 15.83 13 11425 250495 56030134
Death 19.99 15.83 24 11414 341402 55939227
Linear IgA disease 19.59 15.83 8 11430 1285 56279344
Abortion induced 19.57 15.83 16 11422 9629 56271000
Liver function test abnormal 19.46 15.83 34 11404 45637 56234992
Decreased appetite 19.37 15.83 92 11346 219139 56061490
Pustule 19.15 15.83 8 11430 1361 56279268
Cheilitis 19.12 15.83 11 11427 3746 56276883
Drug reaction with eosinophilia and systemic symptoms 19.09 15.83 27 11411 30277 56250352
Swollen tongue 19.07 15.83 27 11411 30297 56250332
Hepatitis toxic 18.74 15.83 10 11428 2942 56277687
Fungal skin infection 18.33 15.83 11 11427 4047 56276582
Infusion related reaction 18.04 15.83 10 11428 208921 56071708
Pityriasis rosea 17.94 15.83 4 11434 78 56280551
Depression 17.70 15.83 78 11360 180039 56100590
Toxicity to various agents 17.65 15.83 12 11426 224552 56056077
Fundoscopy abnormal 17.49 15.83 3 11435 13 56280616
Glossodynia 16.89 15.83 5 11433 152453 56128176
Myalgia 16.82 15.83 62 11376 131963 56148666
Pneumonia respiratory syncytial viral 16.66 15.83 6 11432 686 56279943
Product use issue 15.92 15.83 9 11429 186032 56094597

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
Pathogen resistance 186.85 13.95 82 11663 8619 31676980
Aspartate aminotransferase increased 119.28 13.95 131 11614 62588 31623011
Gamma-glutamyltransferase increased 106.98 13.95 86 11659 27739 31657860
Ageusia 97.98 13.95 54 11691 9277 31676322
Drug resistance 95.53 13.95 75 11670 23378 31662221
Alanine aminotransferase increased 94.65 13.95 127 11618 74529 31611070
Chromaturia 80.32 13.95 54 11691 13244 31672355
Jaundice 76.97 13.95 74 11671 30213 31655386
Onychomycosis 75.35 13.95 29 11716 2177 31683422
Blood alkaline phosphatase increased 74.91 13.95 72 11673 29381 31656218
Acute generalised exanthematous pustulosis 71.91 13.95 38 11707 6002 31679597
Blood creatine phosphokinase increased 71.74 13.95 83 11662 41891 31643708
Scedosporium infection 62.90 13.95 20 11725 850 31684749
Symmetrical drug-related intertriginous and flexural exanthema 54.49 13.95 14 11731 272 31685327
Rash 54.43 13.95 181 11564 201305 31484294
Pruritus 50.67 13.95 130 11615 125037 31560562
Diaphragmatic spasm 50.33 13.95 11 11734 102 31685497
Faecal volume decreased 48.88 13.95 11 11734 118 31685481
Death 48.22 13.95 38 11707 360531 31325068
Liver disorder 47.83 13.95 57 11688 29650 31655949
Rash pustular 44.80 13.95 26 11719 4923 31680676
Blood lactate dehydrogenase increased 43.01 13.95 45 11700 20294 31665305
Liver function test abnormal 42.99 13.95 54 11691 29638 31655961
Rash erythematous 39.06 13.95 45 11700 22582 31663017
Blood bilirubin increased 38.80 13.95 56 11689 35080 31650519
Skin exfoliation 37.10 13.95 45 11700 23829 31661770
Treatment failure 36.55 13.95 59 11686 40733 31644866
Epstein-Barr virus antibody positive 35.28 13.95 10 11735 285 31685314
Hypotension 35.08 13.95 16 11729 204602 31480997
Hepatic lesion 34.34 13.95 19 11726 3284 31682315
Impetigo 33.87 13.95 13 11732 968 31684631
Hepatic function abnormal 33.41 13.95 57 11688 41165 31644434
Erythema nodosum 31.94 13.95 13 11732 1130 31684469
Swelling of eyelid 31.40 13.95 12 11733 883 31684716
Toxicity to various agents 31.40 13.95 14 11731 181473 31504126
Trichophytosis 30.87 13.95 9 11736 284 31685315
Eczema 28.88 13.95 32 11713 15385 31670214
Erythema 27.94 13.95 79 11666 80326 31605273
Abscess sweat gland 27.60 13.95 4 11741 0 31685599
Erythema multiforme 26.93 13.95 23 11722 8048 31677551
Off label use 26.32 13.95 56 11689 347218 31338381
Cutaneous lupus erythematosus 26.06 13.95 10 11735 744 31684855
Rosacea 25.98 13.95 11 11734 1056 31684543
Urticaria 25.59 13.95 62 11683 57455 31628144
Tongue discomfort 25.00 13.95 9 11736 560 31685039
Tinea pedis 24.81 13.95 11 11734 1181 31684418
Drug-induced liver injury 24.26 13.95 37 11708 24326 31661273
Antinuclear antibody positive 23.48 13.95 11 11734 1342 31684257
Dysgeusia 22.47 13.95 35 11710 23431 31662168
Choluria 21.76 13.95 6 11739 154 31685445
Erythrodermic psoriasis 21.52 13.95 9 11736 838 31684761
Myalgia 21.29 13.95 70 11675 77188 31608411
Deficiency of bile secretion 21.17 13.95 4 11741 16 31685583
Hepatitis cholestatic 21.10 13.95 19 11726 7127 31678472
Myoglobin urine present 21.10 13.95 6 11739 173 31685426
Cholestasis 20.74 13.95 35 11710 25040 31660559
CARD9 deficiency 20.45 13.95 4 11741 20 31685579
Drug eruption 20.08 13.95 29 11716 18158 31667441
Hairy cell leukaemia 19.98 13.95 5 11740 87 31685512
Blister 19.73 13.95 31 11714 20905 31664694
Biliary obstruction 19.70 13.95 12 11733 2481 31683118
Lymphocyte stimulation test positive 19.67 13.95 8 11737 694 31684905
Skin warm 19.29 13.95 11 11734 2015 31683584
Rhabdomyolysis 18.78 13.95 59 11686 63522 31622077
Dermatitis exfoliative 18.66 13.95 17 11728 6475 31679124
Pythium insidiosum infection 18.63 13.95 3 11742 3 31685596
Hodgkin's disease 18.04 13.95 8 11737 860 31684739
Discomfort 17.94 13.95 26 11719 16330 31669269
Completed suicide 17.55 13.95 6 11739 91508 31594091
Dermatitis contact 17.27 13.95 12 11733 3098 31682501
Benign breast neoplasm 17.09 13.95 3 11742 7 31685592
Neutrophil percentage decreased 17.02 13.95 6 11739 351 31685248
Product substitution issue 16.68 13.95 19 11726 9413 31676186
Pneumonia 16.64 13.95 66 11679 335246 31350353
Pityriasis rosea 16.60 13.95 4 11741 59 31685540
Vitamin E deficiency 16.55 13.95 3 11742 9 31685590
Chromoblastomycosis 16.48 13.95 4 11741 61 31685538
Dermatitis 16.44 13.95 18 11727 8538 31677061
Product dispensing error 16.29 13.95 15 11730 5789 31679810
Periorbital oedema 16.09 13.95 12 11733 3459 31682140
Malaise 15.99 13.95 112 11633 168399 31517200
Eyelid pain 15.85 13.95 4 11741 72 31685527
Intertrigo 15.85 13.95 5 11740 207 31685392
Skin lesion 15.81 13.95 27 11718 19500 31666099
Prostatic haemorrhage 15.18 13.95 5 11740 238 31685361
Nail discolouration 14.88 13.95 7 11738 862 31684737
Neuropsychiatric symptoms 14.78 13.95 6 11739 518 31685081
Skin plaque 14.55 13.95 12 11733 4003 31681596
Hepatocellular carcinoma 14.41 13.95 17 11728 8739 31676860
Hepatic enzyme increased 14.17 13.95 37 11708 35871 31649728
Seborrhoeic dermatitis 14.04 13.95 8 11737 1462 31684137

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
Ageusia 316.21 12.83 129 20103 14733 70893479
Pathogen resistance 261.26 12.83 109 20123 13170 70895042
Acute generalised exanthematous pustulosis 242.51 12.83 108 20124 15289 70892923
Aspartate aminotransferase increased 165.06 12.83 192 20040 126786 70781426
Subacute cutaneous lupus erythematosus 163.03 12.83 53 20179 3160 70905052
Gamma-glutamyltransferase increased 155.09 12.83 123 20109 50562 70857650
Chromaturia 145.35 12.83 88 20144 23440 70884772
Alanine aminotransferase increased 139.08 12.83 190 20042 147290 70760922
Rash pustular 133.10 12.83 63 20169 10245 70897967
Drug resistance 130.57 12.83 99 20133 38091 70870121
Blood alkaline phosphatase increased 123.88 12.83 115 20117 58406 70849806
Jaundice 118.89 12.83 105 20127 50003 70858209
Pruritus 112.77 12.83 281 19951 345279 70562933
Rash 100.04 12.83 346 19886 510216 70397996
Dysgeusia 98.47 12.83 94 20138 49408 70858804
Skin exfoliation 96.09 12.83 92 20140 48534 70859678
Scedosporium infection 95.61 12.83 29 20203 1375 70906837
Cutaneous lupus erythematosus 93.80 12.83 34 20198 2814 70905398
Blood creatine phosphokinase increased 88.61 12.83 98 20134 61165 70847047
Rash erythematous 84.05 12.83 88 20144 51630 70856582
Onychomycosis 82.47 12.83 40 20192 6861 70901351
Erythema multiforme 79.91 12.83 53 20179 16511 70891701
Toxic skin eruption 79.56 12.83 57 20175 20105 70888107
Erythema 69.96 12.83 167 20065 199396 70708816
Blood lactate dehydrogenase increased 64.77 12.83 64 20168 35063 70873149
Somatic delusion 63.23 12.83 18 20214 682 70907530
Hepatic function abnormal 60.10 12.83 85 20147 67911 70840301
Urticaria 59.90 12.83 139 20093 162910 70745302
Blood bilirubin increased 59.14 12.83 79 20153 59822 70848390
Liver function test abnormal 56.37 12.83 78 20154 61068 70847144
Hypotension 53.88 12.83 24 20208 404357 70503855
Liver disorder 52.99 12.83 76 20156 61492 70846720
Diaphragmatic spasm 52.81 12.83 11 20221 106 70908106
Toxicity to various agents 50.41 12.83 23 20209 382149 70526063
Symmetrical drug-related intertriginous and flexural exanthema 49.82 12.83 15 20217 693 70907519
Faecal volume decreased 48.22 12.83 11 20221 167 70908045
Skin lesion 46.31 12.83 56 20176 38404 70869808
Completed suicide 44.60 12.83 6 20226 227129 70681083
Cholestasis 44.01 12.83 61 20171 47811 70860401
Off label use 43.53 12.83 92 20140 742968 70165244
Tinea pedis 43.08 12.83 18 20214 2178 70906034
Death 42.31 12.83 50 20182 510011 70398201
Pustular psoriasis 41.13 12.83 22 20210 4628 70903584
Lip swelling 40.05 12.83 49 20183 34005 70874207
Rheumatoid arthritis 39.34 12.83 17 20215 291788 70616424
Photosensitivity reaction 38.96 12.83 37 20195 19303 70888909
Drug eruption 38.84 12.83 52 20180 39444 70868768
Dermatitis exfoliative 37.48 12.83 28 20204 10523 70897689
Anosmia 37.38 12.83 21 20211 4862 70903350
Pythium insidiosum infection 37.09 12.83 6 20226 10 70908202
Trichophytosis 35.73 12.83 10 20222 356 70907856
Oral discomfort 34.91 12.83 25 20207 8806 70899406
Drug-induced liver injury 34.02 12.83 59 20173 56054 70852158
Antinuclear antibody positive 33.28 12.83 22 20210 6811 70901401
Rash maculo-papular 33.10 12.83 55 20177 50490 70857722
Hepatic lesion 33.00 12.83 21 20211 6096 70902116
Myalgia 32.87 12.83 114 20118 167778 70740434
Pityriasis rosea 32.31 12.83 8 20224 175 70908037
Drug intolerance 32.29 12.83 12 20220 225675 70682537
Urine odour abnormal 32.01 12.83 20 20212 5623 70902589
Skin oedema 31.27 12.83 13 20219 1553 70906659
Drug abuse 31.12 12.83 3 20229 147253 70760959
Eczema 30.98 12.83 43 20189 33738 70874474
Hepatitis cholestatic 30.96 12.83 27 20205 12623 70895589
Erythema nodosum 30.89 12.83 18 20214 4463 70903749
Epstein-Barr virus antibody positive 30.45 12.83 10 20222 615 70907597
Dermatophytosis 28.96 12.83 9 20223 463 70907749
Impetigo 28.59 12.83 13 20219 1927 70906285
Periorbital oedema 28.44 12.83 21 20211 7754 70900458
Tinea infection 28.36 12.83 11 20221 1098 70907114
Hepatitis 27.03 12.83 50 20182 49930 70858282
Dermatitis bullous 26.83 12.83 25 20207 12732 70895480
Red blood cell count decreased 26.74 12.83 51 20181 52110 70856102
Skin plaque 26.23 12.83 22 20210 9761 70898451
Swelling of eyelid 25.85 12.83 14 20218 3018 70905194
Rash macular 25.68 12.83 34 20198 25510 70882702
Contraindicated product administered 25.38 12.83 4 20228 134608 70773604
Hepatitis toxic 25.34 12.83 16 20216 4583 70903629
Decreased appetite 25.29 12.83 161 20071 304619 70603593
Rhabdomyolysis 25.15 12.83 72 20160 95688 70812524
Abnormal faeces 24.59 12.83 18 20214 6555 70901657
Dermatitis 24.56 12.83 29 20203 19388 70888824
Systemic lupus erythematosus rash 24.29 12.83 11 20221 1616 70906596
Face oedema 24.05 12.83 33 20199 25606 70882606
Rash pruritic 23.42 12.83 54 20178 62937 70845275
Blister 23.01 12.83 72 20160 100454 70807758
Maternal exposure during pregnancy 22.74 12.83 3 20229 115342 70792870
Gastrointestinal motility disorder 22.56 12.83 16 20216 5550 70902662
Abscess sweat gland 22.22 12.83 4 20228 16 70908196
Hairy cell leukaemia 21.85 12.83 5 20227 77 70908135
Antiphospholipid antibodies positive 21.71 12.83 8 20224 693 70907519
CARD9 deficiency 21.49 12.83 4 20228 20 70908192
Lymphocyte stimulation test positive 21.47 12.83 9 20223 1098 70907114
Pustule 21.33 12.83 10 20222 1589 70906623
Neutrophil percentage decreased 21.10 12.83 8 20224 751 70907461
Drug reaction with eosinophilia and systemic symptoms 20.77 12.83 49 20183 57964 70850248
Fungal skin infection 20.51 12.83 15 20217 5457 70902755
Infusion related reaction 20.24 12.83 16 20216 197518 70710694
Hodgkin's disease 20.01 12.83 8 20224 865 70907347
Pneumonia 19.89 12.83 95 20137 596137 70312075
Therapeutic product effect decreased 19.79 12.83 8 20224 143010 70765202
Eosinophil count increased 19.70 12.83 23 20209 15199 70893013
Rash papular 19.49 12.83 25 20207 18185 70890027
Rash papulosquamous 19.26 12.83 5 20227 133 70908079
Faeces pale 19.10 12.83 11 20221 2669 70905543
Prostatic haemorrhage 18.69 12.83 5 20227 150 70908062
Choluria 18.58 12.83 6 20226 350 70907862
Neuropsychiatric symptoms 18.54 12.83 8 20224 1048 70907164
Stevens-Johnson syndrome 18.27 12.83 35 20197 35872 70872340
Erythrodermic psoriasis 17.86 12.83 9 20223 1675 70906537
Anal haemorrhage 17.84 12.83 12 20220 3824 70904388
Intentional product use issue 17.84 12.83 6 20226 120136 70788076
Biliary obstruction 17.31 12.83 12 20220 4015 70904197
Weight decreased 17.17 12.83 149 20083 310339 70597873
Skin warm 17.06 12.83 14 20218 6027 70902185
Septal panniculitis 17.05 12.83 4 20228 69 70908143
Neutrophilia 16.85 12.83 15 20217 7206 70901006
Musculoskeletal discomfort 16.80 12.83 23 20209 17809 70890403
Seborrhoeic dermatitis 16.79 12.83 9 20223 1901 70906311
Macule 16.75 12.83 10 20222 2593 70905619
Treatment failure 16.46 12.83 83 20149 144059 70764153
Chromoblastomycosis 16.18 12.83 4 20228 87 70908125
Malaise 15.90 12.83 191 20041 432741 70475471
Rosacea 15.84 12.83 11 20221 3690 70904522
Vitamin E deficiency 15.66 12.83 3 20229 18 70908194
Tongue discomfort 15.47 12.83 9 20223 2226 70905986
Mean cell volume abnormal 15.18 12.83 6 20226 630 70907582
Erectile dysfunction 15.11 12.83 19 20213 13543 70894669
Cardio-respiratory arrest 14.99 12.83 5 20227 100672 70807540
Intertrigo 14.90 12.83 6 20226 661 70907551
Tinea versicolour 14.90 12.83 5 20227 329 70907883
Dermatitis contact 14.78 12.83 16 20216 9733 70898479
Fusarium infection 14.77 12.83 8 20224 1724 70906488
Eye swelling 14.53 12.83 25 20207 23589 70884623
Intentional overdose 14.46 12.83 5 20227 98430 70809782
Myoglobin urine present 14.35 12.83 6 20226 727 70907485
Hypokalaemia 14.24 12.83 10 20222 131178 70777034
Respiratory gas exchange disorder 14.08 12.83 6 20226 762 70907450
Erythema annulare 14.07 12.83 4 20228 151 70908061
Dehydration 14.03 12.83 27 20205 226115 70682097
Laryngeal pain 13.56 12.83 12 20220 5716 70902496
Sinusitis 13.55 12.83 17 20215 169178 70739034
Urinary tract infection 13.51 12.83 32 20200 248737 70659475
Product use issue 13.47 12.83 19 20213 179918 70728294
Depression 13.44 12.83 100 20132 198874 70709338
Drug interaction 13.44 12.83 167 20065 381274 70526938
Deficiency of bile secretion 13.38 12.83 3 20229 42 70908170
Prothrombin time shortened 13.19 12.83 9 20223 2933 70905279
Pulmonary embolism 13.18 12.83 15 20217 155852 70752360
Arthropathy 13.18 12.83 14 20218 150043 70758169
Febrile neutropenia 13.02 12.83 24 20208 204294 70703918
Lower respiratory tract infection 12.87 12.83 8 20224 111905 70796307

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC D01AE15 DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR TOPICAL USE
Other antifungals for topical use
ATC D01BA02 DERMATOLOGICALS
ANTIFUNGALS FOR DERMATOLOGICAL USE
ANTIFUNGALS FOR SYSTEMIC USE
Antifungals for systemic use
FDA CS M0000751 Allylamine
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000935 Antifungal Agents
MeSH PA D004791 Enzyme Inhibitors
CHEBI has role CHEBI:50183 P450 inhibitors
CHEBI has role CHEBI:59285 squalene monooxygenase inhibitors
CHEBI has role CHEBI:83317 sterol biosynthesis inhibitors
FDA EPC N0000175874 Allylamine Antifungal

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

DiseaseRelationSNOMED_IDDOID
Tinea capitis indication 5441008
Tinea pedis indication 6020002 DOID:12403
Pityriasis versicolor indication 56454009 DOID:9060
Tinea corporis indication 84849002
Tinea cruris indication 399029005
Onychomycosis due to dermatophyte indication 402134005
Onychomycosis of fingernails indication 403058003
Onychomycosis of toenails indication 403059006
Candidiasis of skin off-label use 49883006
Chromoblastomycosis off-label use 187079000
Alcoholism contraindication 7200002
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Kidney disease contraindication 90708001 DOID:557
Disease of liver contraindication 235856003 DOID:409
Breastfeeding (mother) contraindication 413712001




๐Ÿถ Veterinary Drug Use

SpeciesUseRelation
Dogs Otitis externa caused by yeast, Malassezia pachydermatis Indication

๐Ÿถ Veterinary products

ProductApplicantIngredients
Osurnia Dechra, Ltd. 3
CLARO Elanco US Inc. 3

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 7.02 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Sigma non-opioid intracellular receptor 1 Membrane receptor Ki 6.63 DRUG MATRIX
Sodium-dependent noradrenaline transporter Transporter Ki 5.39 DRUG MATRIX
Cytochrome P450 2D6 Enzyme IC50 6.70 DRUG MATRIX
Squalene monooxygenase Enzyme Ki 7.52 CHEMBL
Alpha-2A adrenergic receptor GPCR Ki 5.67 DRUG MATRIX
Squalene epoxidase Enzyme INHIBITOR CHEMBL CHEMBL
Membrane-associated progesterone receptor component 1 Membrane receptor Ki 7.66 DRUG MATRIX
Squalene monooxygenase Enzyme IC50 4.03 CHEMBL

External reference:

IDSource
4023600 VUID
N0000021605 NUI
D02219 KEGG_DRUG
78628-80-5 SECONDARY_CAS_RN
4020792 VANDF
4023600 VANDF
C0076110 UMLSCUI
CHEBI:9448 CHEBI
CHEMBL822 ChEMBL_ID
DB00857 DRUGBANK_ID
CHEMBL1200832 ChEMBL_ID
D000077291 MESH_DESCRIPTOR_UI
1549008 PUBCHEM_CID
5657 INN_ID
G7RIW8S0XP UNII
235838 RXNORM
116863 MMSL
24434 MMSL
5547 MMSL
d04012 MMSL
004051 NDDF
004052 NDDF
108925005 SNOMEDCT_US
108927002 SNOMEDCT_US
373450007 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
LamisilAT HUMAN OTC DRUG LABEL 1 0067-3998 CREAM 10 mg TOPICAL NDA 13 sections
LamisilAT Jock Itch HUMAN OTC DRUG LABEL 1 0067-3999 CREAM 10 mg TOPICAL NDA 13 sections
LAMISILAT HUMAN OTC DRUG LABEL 1 0067-6296 AEROSOL, SPRAY 0.84 g TOPICAL NDA 13 sections
LAMISILAT HUMAN OTC DRUG LABEL 1 0067-6297 AEROSOL, SPRAY 0.84 g TOPICAL NDA 13 sections
Lamisil AT HUMAN OTC DRUG LABEL 1 0067-8100 CREAM 1 g TOPICAL ANDA 14 sections
Lamisil ATfor Jock Itch HUMAN OTC DRUG LABEL 1 0067-8114 CREAM 1 g TOPICAL ANDA 14 sections
Walgreens Athletes Foot HUMAN OTC DRUG LABEL 1 0363-2080 CREAM 1 g TOPICAL ANDA 14 sections
Terbinafine Hydrochloride HUMAN OTC DRUG LABEL 1 0363-2083 CREAM 1 g TOPICAL ANDA 14 sections
Athletes Foot HUMAN OTC DRUG LABEL 1 11673-080 CREAM 1 g TOPICAL ANDA 14 sections
athletes foot HUMAN OTC DRUG LABEL 1 11673-401 CREAM 10 mg TOPICAL NDA 7 sections
Athletes Foot HUMAN OTC DRUG LABEL 1 11822-0080 CREAM 1 g TOPICAL ANDA 14 sections
Terbinafine Human Prescription Drug Label 1 16714-795 TABLET 250 mg ORAL ANDA 27 sections
Athletes Foot HUMAN OTC DRUG LABEL 1 21130-080 CREAM 1 g TOPICAL ANDA 13 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 21695-630 TABLET 250 mg ORAL ANDA 19 sections
Good Neighbor Pharmacy HUMAN OTC DRUG LABEL 1 24385-524 CREAM 1 g TOPICAL ANDA 14 sections
Kroger Antifungal HUMAN OTC DRUG LABEL 1 30142-080 CREAM 1 g TOPICAL ANDA 14 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 31722-209 TABLET 250 1 ORAL ANDA 26 sections
Athletes Foot HUMAN OTC DRUG LABEL 1 36800-080 CREAM 1 g TOPICAL ANDA 14 sections
Shopko Athletes Foot HUMAN OTC DRUG LABEL 1 37012-080 CREAM 1 g TOPICAL ANDA 14 sections
Athletes Foot HUMAN OTC DRUG LABEL 1 37808-080 CREAM 1 g TOPICAL ANDA 14 sections
athletes foot HUMAN OTC DRUG LABEL 1 41163-080 CREAM 1 g TOPICAL ANDA 14 sections
ShopRite HUMAN OTC DRUG LABEL 1 41190-083 CREAM 1 g TOPICAL ANDA 14 sections
Antifungal HUMAN OTC DRUG LABEL 1 41250-080 CREAM 1 g TOPICAL ANDA 14 sections
Antifungal Foot HUMAN OTC DRUG LABEL 1 41520-080 CREAM 1 g TOPICAL ANDA 14 sections
terbinafine hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 42043-410 TABLET 250 mg ORAL ANDA 20 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 43063-598 TABLET 250 mg ORAL ANDA 31 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 43063-906 TABLET 250 mg ORAL ANDA 33 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 43063-906 TABLET 250 mg ORAL ANDA 33 sections
Terbinafine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 43353-893 TABLET 250 mg ORAL ANDA 31 sections
equate Athletes Foot HUMAN OTC DRUG LABEL 1 49035-080 CREAM 1 g TOPICAL ANDA 14 sections