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

Stem definitionDrug idCAS RN
1073 74-55-5

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • ethambutol
  • etambutol
  • diambutol
  • (S,S)-Ethambutol
  • ethambutol hydrochloride
  • ethambutol dihydrochloride
  • ethambutol HCl
An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863)
  • Molecular weight: 204.31
  • Formula: C10H24N2O2
  • CLOGP: 0.12
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 4
  • TPSA: 64.52
  • ALOGS: -1.43
  • ROTB: 9

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
1.20 g O
1.20 g P

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 3 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 79 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 122.36 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 77 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.70 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 10 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.18 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 3.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Nov. 6, 1967 FDA STI PHARMA LLC

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 reaction with eosinophilia and systemic symptoms 648.16 18.96 237 10760 33599 63444426
Drug resistance 455.05 18.96 165 10832 22768 63455257
Paradoxical drug reaction 439.54 18.96 109 10888 4043 63473982
Drug-induced liver injury 333.82 18.96 155 10842 40067 63437958
Immune reconstitution inflammatory syndrome 293.95 18.96 86 10911 5998 63472027
Acute hepatic failure 234.85 18.96 96 10901 18231 63459794
Drug interaction 189.36 18.96 215 10782 228916 63249109
Tuberculoma of central nervous system 187.96 18.96 35 10962 312 63477713
Optic neuropathy 173.73 18.96 45 10952 1987 63476038
Hepatotoxicity 159.75 18.96 92 10905 36949 63441076
Mycobacterium avium complex infection 159.53 18.96 46 10951 3042 63474983
Immune reconstitution inflammatory syndrome associated tuberculosis 142.33 18.96 28 10969 342 63477683
Rash maculo-papular 121.16 18.96 73 10924 31823 63446202
Jaundice 108.66 18.96 66 10931 29185 63448840
Hepatic encephalopathy 104.52 18.96 47 10950 11235 63466790
Hepatitis 104.02 18.96 72 10925 39716 63438309
Optic neuritis 103.97 18.96 43 10954 8392 63469633
Pancreatitis haemorrhagic 87.68 18.96 20 10977 513 63477512
Pulmonary tuberculosis 87.58 18.96 32 10965 4485 63473540
Hepatocellular injury 87.11 18.96 56 10941 27325 63450700
Tuberculosis 86.06 18.96 41 10956 11170 63466855
Eosinophilia 78.53 18.96 49 10948 22707 63455318
Pyrexia 76.88 18.96 216 10781 470262 63007763
Pathogen resistance 73.42 18.96 31 10966 6367 63471658
Distributive shock 64.35 18.96 19 10978 1364 63476661
Neuropathy peripheral 62.17 18.96 87 10910 113580 63364445
Transaminases increased 62.09 18.96 48 10949 31319 63446706
Hepatic function abnormal 61.11 18.96 51 10946 37091 63440934
Hypertransaminasaemia 59.51 18.96 27 10970 6582 63471443
Hepatitis toxic 59.21 18.96 22 10975 3231 63474794
Disseminated tuberculosis 58.15 18.96 21 10976 2846 63475179
Hepatitis fulminant 57.86 18.96 22 10975 3442 63474583
Product use in unapproved indication 53.08 18.96 104 10893 178976 63299049
Hepatitis B 52.33 18.96 21 10976 3791 63474234
Alanine aminotransferase increased 50.26 18.96 75 10922 103695 63374330
Pain 48.22 18.96 35 10962 740593 62737432
Ocular toxicity 47.72 18.96 13 10984 697 63477328
Mycobacterial infection 47.48 18.96 16 10981 1767 63476258
Toxic optic neuropathy 46.94 18.96 10 10987 185 63477840
Oedematous kidney 45.66 18.96 9 10988 111 63477914
Oedematous pancreatitis 45.48 18.96 12 10985 569 63477456
Hepatic cytolysis 45.29 18.96 30 10967 15377 63462648
Aspartate aminotransferase increased 44.79 18.96 66 10931 90211 63387814
Uveitis 43.22 18.96 27 10970 12526 63465499
Drug ineffective for unapproved indication 42.51 18.96 40 10957 34023 63444002
Multiple organ dysfunction syndrome 41.23 18.96 50 10947 56702 63421323
Granuloma 40.97 18.96 20 10977 5741 63472284
Tuberculosis gastrointestinal 40.49 18.96 10 10987 363 63477662
Drug level decreased 40.44 18.96 22 10975 7897 63470128
Visual acuity reduced 40.17 18.96 32 10965 21794 63456231
Cholestatic liver injury 37.99 18.96 15 10982 2595 63475430
Atypical mycobacterial infection 37.91 18.96 12 10985 1088 63476937
Meningitis tuberculous 35.89 18.96 10 10987 583 63477442
Thrombocytopenia 35.67 18.96 80 10917 151077 63326948
Aspergillus infection 34.58 18.96 20 10977 8073 63469952
Fatigue 34.07 18.96 64 10933 887964 62590061
Ototoxicity 31.51 18.96 11 10986 1351 63476674
Multiple-drug resistance 31.03 18.96 16 10981 5154 63472871
Choroiditis 30.27 18.96 7 10990 191 63477834
Tinnitus 30.23 18.96 34 10963 35594 63442431
Hepatic failure 30.21 18.96 34 10963 35622 63442403
Pain in extremity 30.04 18.96 10 10987 331476 63146549
Lymphadenopathy 29.76 18.96 35 10962 38423 63439602
Haemolysis 29.65 18.96 17 10980 6751 63471274
Lymph node tuberculosis 28.72 18.96 9 10988 790 63477235
Pigment nephropathy 27.56 18.96 5 10992 38 63477987
Arthropathy 27.45 18.96 4 10993 234788 63243237
Liver transplant rejection 27.20 18.96 10 10987 1425 63476600
Transplant rejection 26.96 18.96 19 10978 10761 63467264
Infusion related reaction 26.89 18.96 5 10992 245516 63232509
Gamma-glutamyltransferase increased 26.38 18.96 31 10966 34000 63444025
Joint swelling 26.20 18.96 12 10985 327654 63150371
Fall 26.16 18.96 18 10979 392316 63085709
Alopecia 26.01 18.96 13 10984 337523 63140502
Cryptococcosis 25.45 18.96 9 10988 1148 63476877
Mastitis bacterial 25.27 18.96 5 10992 63 63477962
Pancreatitis acute 24.90 18.96 27 10970 27139 63450886
Vomiting 24.41 18.96 173 10824 559444 62918581
Acid fast bacilli infection 24.27 18.96 5 10992 78 63477947
Hepatitis cholestatic 24.20 18.96 15 10982 6863 63471162
Rheumatoid arthritis 24.16 18.96 7 10990 253812 63224213
Visual impairment 23.72 18.96 48 10949 84398 63393627
Clostridium difficile colitis 23.47 18.96 23 10974 20546 63457479
Systemic lupus erythematosus 23.43 18.96 4 10993 208914 63269111
Disseminated intravascular coagulation 23.05 18.96 22 10975 19029 63458996
Pseudomembranous colitis 22.72 18.96 11 10986 3101 63474924
Visual field defect 22.30 18.96 14 10983 6547 63471478
Deafness 22.23 18.96 21 10976 17936 63460089
Sinusitis 22.04 18.96 6 10991 226647 63251378
Myopathy 21.86 18.96 17 10980 11174 63466851
Disseminated mycobacterium avium complex infection 21.85 18.96 5 10992 130 63477895
Jarisch-Herxheimer reaction 21.19 18.96 6 10991 371 63477654
Therapeutic product effect decreased 21.01 18.96 4 10993 193183 63284842
Peripheral swelling 20.85 18.96 10 10987 265932 63212093
Swelling 20.62 18.96 11 10986 275367 63202658
Infection 20.60 18.96 7 10990 229166 63248859
Type IV hypersensitivity reaction 20.42 18.96 10 10987 2888 63475137
Pneumothorax 20.10 18.96 19 10978 16242 63461783
Deafness bilateral 19.99 18.96 8 10989 1434 63476591
Intracranial pressure increased 19.92 18.96 12 10985 5215 63472810
Blood bilirubin increased 19.64 18.96 28 10969 37112 63440913
Immune system disorder 19.34 18.96 15 10982 9819 63468206
Pneumatosis intestinalis 19.05 18.96 9 10988 2404 63475621
Contraindicated product administered 18.96 18.96 7 10990 217641 63260384

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
Paradoxical drug reaction 810.87 19.34 201 13642 3150 34939938
Immune reconstitution inflammatory syndrome 669.10 19.34 213 13630 8546 34934542
Drug-induced liver injury 399.79 19.34 205 13638 28627 34914461
Drug resistance 370.02 19.34 188 13655 25739 34917349
Drug reaction with eosinophilia and systemic symptoms 324.70 19.34 187 13656 32825 34910263
Hepatotoxicity 281.07 19.34 147 13696 21338 34921750
Immune reconstitution inflammatory syndrome associated tuberculosis 231.23 19.34 50 13793 408 34942680
Optic neuropathy 210.35 19.34 62 13781 1903 34941185
Jaundice 193.32 19.34 133 13710 31749 34911339
Tuberculosis 166.91 19.34 77 13766 8500 34934588
Mycobacterial infection 165.78 19.34 54 13789 2320 34940768
Tuberculoma of central nervous system 145.60 19.34 31 13812 233 34942855
Drug interaction 126.79 19.34 277 13566 225669 34717419
Hepatitis 113.45 19.34 86 13757 23818 34919270
Optic neuritis 112.15 19.34 45 13798 3529 34939559
Mycobacterium avium complex infection 97.85 19.34 37 13806 2474 34940614
Immune system disorder 96.63 19.34 45 13798 5070 34938018
Drug level decreased 78.46 19.34 45 13798 7801 34935287
Pulmonary tuberculosis 72.16 19.34 36 13807 4718 34938370
Toxic optic neuropathy 70.31 19.34 22 13821 828 34942260
Ocular toxicity 66.25 19.34 16 13827 222 34942866
Granuloma 65.77 19.34 30 13813 3221 34939867
Hepatic failure 64.76 19.34 74 13769 34457 34908631
Hydrocephalus 63.24 19.34 34 13809 5198 34937890
Disseminated tuberculosis 63.13 19.34 26 13817 2179 34940909
Death 60.57 19.34 42 13801 398007 34545081
Condition aggravated 60.40 19.34 190 13653 192006 34751082
Lymphadenopathy 60.26 19.34 65 13778 28398 34914690
Skin disorder 58.25 19.34 46 13797 13509 34929579
Pyrexia 58.25 19.34 273 13570 332740 34610348
Tuberculosis of central nervous system 58.06 19.34 14 13829 193 34942895
Liver function test abnormal 57.27 19.34 66 13777 31008 34912080
Acute hepatic failure 54.62 19.34 45 13798 14029 34929059
Atypical mycobacterial infection 53.10 19.34 18 13825 875 34942213
Thalamic infarction 51.43 19.34 17 13826 764 34942324
Meningitis tuberculous 49.52 19.34 16 13827 669 34942419
Phalangeal hypoplasia 47.58 19.34 10 13833 70 34943018
Multiple-drug resistance 46.97 19.34 28 13815 5211 34937877
Sideroblastic anaemia 45.25 19.34 12 13831 247 34942841
Rash maculo-papular 43.54 19.34 55 13788 28396 34914692
Hepatic function abnormal 43.06 19.34 69 13774 44294 34898794
Diaphragmatic injury 42.30 19.34 10 13833 126 34942962
Transaminases increased 41.28 19.34 52 13791 26771 34916317
Lymphopenia 41.22 19.34 41 13802 16294 34926794
Tuberculosis gastrointestinal 41.18 19.34 11 13832 233 34942855
Eosinophilia 40.61 19.34 51 13792 26171 34916917
Pancytopenia 40.45 19.34 105 13738 95052 34848036
Ototoxicity 39.76 19.34 18 13825 1899 34941189
Tuberculosis of eye 39.72 19.34 8 13835 44 34943044
Blindness 38.53 19.34 38 13805 14948 34928140
Splenic embolism 38.52 19.34 10 13833 189 34942899
Mixed liver injury 38.49 19.34 20 13823 2853 34940235
Pathogen resistance 38.22 19.34 31 13812 9451 34933637
Fall 37.09 19.34 17 13826 202868 34740220
Mycobacterium abscessus infection 36.46 19.34 12 13831 532 34942556
Tubulointerstitial nephritis 35.97 19.34 43 13800 20981 34922107
Chylothorax 35.92 19.34 13 13830 768 34942320
Granulomatous liver disease 34.98 19.34 12 13831 605 34942483
Hepatocellular injury 34.08 19.34 43 13800 22168 34920920
Unmasking of previously unidentified disease 33.92 19.34 13 13830 901 34942187
Vitamin B1 decreased 33.27 19.34 10 13833 328 34942760
Thrombocytopenia 33.18 19.34 136 13707 156111 34786977
Product use in unapproved indication 32.19 19.34 111 13732 117388 34825700
Hepatitis fulminant 31.46 19.34 20 13823 4170 34938918
Bone tuberculosis 31.44 19.34 10 13833 397 34942691
Colour blindness 31.38 19.34 9 13834 250 34942838
Congenital foot malformation 30.63 19.34 10 13833 432 34942656
Pain 29.20 19.34 23 13820 204652 34738436
Acid fast bacilli infection 28.67 19.34 7 13836 102 34942986
Drug ineffective 28.21 19.34 290 13553 456461 34486627
Cachexia 27.92 19.34 23 13820 7163 34935925
Pulmonary cavitation 26.74 19.34 11 13832 919 34942169
Cytomegalovirus chorioretinitis 26.62 19.34 17 13826 3572 34939516
Splenic infarction 26.52 19.34 14 13829 2061 34941027
Cholestasis 26.25 19.34 42 13801 26906 34916182
Electrocardiogram QT prolonged 26.03 19.34 53 13790 40899 34902189
Visual acuity reduced 25.95 19.34 32 13811 16117 34926971
Macular degeneration 25.84 19.34 14 13829 2172 34940916
Type III immune complex mediated reaction 25.52 19.34 8 13835 303 34942785
Autoimmune haemolytic anaemia 25.43 19.34 18 13825 4478 34938610
Atypical mycobacterium test positive 25.22 19.34 5 13838 25 34943063
Pulmonary granuloma 24.44 19.34 12 13831 1518 34941570
Fatigue 24.43 19.34 71 13772 370582 34572506
Purpura 24.40 19.34 25 13818 10286 34932802
Leukopenia 24.30 19.34 67 13776 62789 34880299
Febrile neutropenia 24.17 19.34 12 13831 136837 34806251
Lymphadenitis 24.00 19.34 13 13830 2015 34941073
Neuropathy peripheral 23.96 19.34 80 13763 83183 34859905
Splenic abscess 23.90 19.34 8 13835 374 34942714
Hyperuricaemia 23.72 19.34 22 13821 8021 34935067
Drug eruption 23.62 19.34 34 13809 19864 34923224
Product dose omission issue 23.51 19.34 9 13834 119702 34823386
Liver transplant rejection 23.47 19.34 13 13830 2106 34940982
Pulmonary sequestration 23.20 19.34 5 13838 40 34943048
Cardiac failure congestive 22.82 19.34 3 13840 83267 34859821
Atrial fibrillation 22.74 19.34 10 13833 122383 34820705
Diarrhoea 22.67 19.34 79 13764 389833 34553255
Blood pressure increased 22.26 19.34 4 13839 88098 34854990
Implant site infection 21.86 19.34 10 13833 1080 34942008
Dilatation intrahepatic duct acquired 21.37 19.34 5 13838 60 34943028
Constipation 21.34 19.34 14 13829 136968 34806120
Marrow hyperplasia 21.24 19.34 10 13833 1153 34941935
Herpes zoster meningoencephalitis 21.15 19.34 7 13836 316 34942772
Renal atrophy 21.06 19.34 10 13833 1175 34941913
Urinary tract inflammation 20.80 19.34 6 13837 170 34942918
Hereditary optic atrophy 20.71 19.34 4 13839 17 34943071
Trisomy 21 20.54 19.34 8 13835 579 34942509
Nephropathy toxic 20.31 19.34 25 13818 12563 34930525
Pericarditis tuberculous 20.22 19.34 5 13838 77 34943011
Liver disorder 20.14 19.34 42 13801 32955 34910133
Alanine aminotransferase increased 20.10 19.34 74 13769 80741 34862347
Protrusion tongue 20.08 19.34 6 13837 193 34942895
Encephalitis 19.73 19.34 19 13824 7258 34935830
Cell death 19.58 19.34 12 13831 2345 34940743
Intra-abdominal haemorrhage 19.37 19.34 12 13831 2392 34940696

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
Paradoxical drug reaction 1169.69 17.13 295 22858 6890 79714345
Drug reaction with eosinophilia and systemic symptoms 903.89 17.13 418 22735 63826 79657409
Immune reconstitution inflammatory syndrome 888.48 17.13 274 22879 13567 79707668
Drug resistance 702.41 17.13 309 22844 41904 79679331
Drug-induced liver injury 676.05 17.13 346 22807 65771 79655464
Hepatotoxicity 428.99 17.13 235 22918 51117 79670118
Immune reconstitution inflammatory syndrome associated tuberculosis 372.63 17.13 78 23075 758 79720477
Optic neuropathy 369.81 17.13 102 23051 3382 79717853
Drug interaction 320.69 17.13 490 22663 414693 79306542
Jaundice 310.02 17.13 193 22960 53156 79668079
Tuberculoma of central nervous system 309.75 17.13 63 23090 524 79720711
Acute hepatic failure 285.53 17.13 150 23003 29963 79691272
Tuberculosis 226.10 17.13 103 23050 15095 79706140
Mycobacterium avium complex infection 216.53 17.13 72 23081 4528 79716707
Toxic optic neuropathy 195.71 17.13 49 23104 1104 79720131
Optic neuritis 195.50 17.13 81 23072 9439 79711796
Mycobacterial infection 174.99 17.13 58 23095 3610 79717625
Hepatitis 172.16 17.13 137 23016 55590 79665645
Pulmonary tuberculosis 155.03 17.13 65 23088 7800 79713435
Rash maculo-papular 146.32 17.13 125 23028 55953 79665282
Pyrexia 125.96 17.13 457 22696 678252 79042983
Immune system disorder 116.18 17.13 59 23094 10970 79710265
Disseminated tuberculosis 115.21 17.13 44 23109 4139 79717096
Drug level decreased 112.14 17.13 63 23090 14339 79706896
Eosinophilia 110.04 17.13 97 23056 45248 79675987
Hepatic failure 104.83 17.13 108 23045 61104 79660131
Hepatocellular injury 100.18 17.13 94 23059 47499 79673736
Hepatic function abnormal 94.03 17.13 111 23042 72996 79648239
Granuloma 92.13 17.13 46 23107 8251 79712984
Transaminases increased 89.87 17.13 92 23061 51651 79669584
Ocular toxicity 89.83 17.13 25 23128 856 79720379
Lymphadenopathy 89.47 17.13 93 23060 53154 79668081
Neuropathy peripheral 88.36 17.13 152 23001 141153 79580082
Meningitis tuberculous 86.38 17.13 26 23127 1179 79720056
Pain 84.47 17.13 50 23103 703752 79017483
Pathogen resistance 83.50 17.13 52 23101 14290 79706945
Hepatic encephalopathy 82.36 17.13 63 23090 24103 79697132
Hepatitis fulminant 76.93 17.13 39 23114 7223 79714012
Pancreatitis haemorrhagic 73.07 17.13 21 23132 809 79720426
Atypical mycobacterial infection 73.02 17.13 25 23128 1718 79719517
Hydrocephalus 72.20 17.13 40 23113 8860 79712375
Thrombocytopenia 70.14 17.13 202 22951 265057 79456178
Fall 70.12 17.13 27 23126 487602 79233633
Ototoxicity 67.69 17.13 28 23125 3246 79717989
Visual acuity reduced 67.43 17.13 61 23092 29408 79691827
Tuberculosis gastrointestinal 66.45 17.13 18 23135 556 79720679
Hepatitis toxic 64.51 17.13 31 23122 5116 79716119
Multiple-drug resistance 64.45 17.13 37 23116 8771 79712464
Fatigue 59.96 17.13 112 23041 929615 78791620
Tuberculosis of central nervous system 59.61 17.13 16 23137 477 79720758
Alanine aminotransferase increased 58.51 17.13 139 23014 162431 79558804
Sideroblastic anaemia 58.12 17.13 14 23139 267 79720968
Death 55.23 17.13 50 23103 566464 79154771
Liver function test abnormal 55.00 17.13 80 23073 64395 79656840
Mixed liver injury 53.23 17.13 31 23122 7547 79713688
Joint swelling 52.66 17.13 10 23143 288636 79432599
Infusion related reaction 51.67 17.13 4 23149 230233 79491002
Liver transplant rejection 51.42 17.13 23 23130 3225 79718010
Skin disorder 51.19 17.13 56 23097 33887 79687348
Mycobacterium abscessus infection 49.14 17.13 17 23136 1205 79720030
Lymph node tuberculosis 48.23 17.13 16 23137 998 79720237
Nasopharyngitis 48.04 17.13 8 23145 253873 79467362
Thalamic infarction 48.02 17.13 17 23136 1290 79719945
Granulomatous liver disease 47.70 17.13 17 23136 1316 79719919
Distributive shock 45.67 17.13 20 23133 2667 79718568
Diaphragmatic injury 45.39 17.13 10 23143 126 79721109
Cholestatic liver injury 45.06 17.13 24 23129 4917 79716318
Hepatic cytolysis 44.83 17.13 47 23106 27104 79694131
Pancytopenia 44.50 17.13 127 23026 165618 79555617
Product use in unapproved indication 43.13 17.13 165 22988 250194 79471041
Acid fast bacilli infection 42.82 17.13 10 23143 166 79721069
Hypertransaminasaemia 42.64 17.13 32 23121 11892 79709343
Tubulointerstitial nephritis 40.99 17.13 53 23100 38182 79683053
Splenic embolism 40.97 17.13 10 23143 202 79721033
Uveitis 40.80 17.13 36 23117 16794 79704441
Lymphadenitis 40.74 17.13 22 23131 4633 79716602
Blindness 39.66 17.13 45 23108 28338 79692897
Cholestasis 39.22 17.13 61 23092 52048 79669187
Aspartate aminotransferase increased 37.96 17.13 107 23046 138534 79582701
Disseminated intravascular coagulation 37.36 17.13 49 23104 35793 79685442
Rheumatoid arthritis 36.40 17.13 8 23145 208462 79512773
Transplant rejection 36.37 17.13 36 23117 19401 79701834
Condition aggravated 36.14 17.13 259 22894 500865 79220370
Disseminated mycobacterium avium complex infection 35.72 17.13 9 23144 208 79721027
Oedematous kidney 35.72 17.13 9 23144 208 79721027
Electrocardiogram QT prolonged 35.48 17.13 80 23073 90306 79630929
Product dose omission issue 35.04 17.13 14 23139 247523 79473712
Aspergillus infection 34.95 17.13 35 23118 19126 79702109
Arthropathy 34.82 17.13 5 23148 177106 79544129
Hyperbilirubinaemia 34.47 17.13 39 23114 24479 79696756
Immunosuppressant drug level decreased 34.33 17.13 15 23138 1989 79719246
Hyperuricaemia 34.26 17.13 28 23125 11771 79709464
Dyspnoea 34.09 17.13 131 23022 856894 78864341
Colour blindness 33.96 17.13 10 23143 420 79720815
Unmasking of previously unidentified disease 33.95 17.13 15 23138 2042 79719193
Cachexia 33.66 17.13 27 23126 11056 79710179
Hepatitis B 33.50 17.13 24 23129 8308 79712927
Pain in extremity 33.34 17.13 34 23119 364504 79356731
Dizziness 33.30 17.13 64 23089 526377 79194858
Macular degeneration 33.21 17.13 27 23126 11269 79709966
Alopecia 32.89 17.13 13 23140 231342 79489893
Constipation 32.61 17.13 21 23132 283029 79438206
Peripheral swelling 32.46 17.13 19 23134 269598 79451637
Deafness 32.23 17.13 35 23118 21002 79700233
Vitamin B1 decreased 31.30 17.13 10 23143 553 79720682
Oedematous pancreatitis 31.14 17.13 12 23141 1156 79720079
Bone tuberculosis 31.01 17.13 10 23143 570 79720665
Pericarditis tuberculous 30.70 17.13 7 23146 104 79721131
Drug ineffective 29.80 17.13 459 22694 1080454 78640781
Headache 29.26 17.13 95 23058 653677 79067558
Drug ineffective for unapproved indication 29.25 17.13 53 23100 51185 79670050
Herpes zoster meningoencephalitis 28.35 17.13 10 23143 751 79720484
Deafness neurosensory 28.03 17.13 20 23133 6878 79714357
Peritoneal tuberculosis 28.00 17.13 9 23144 508 79720727
Nephropathy toxic 27.89 17.13 32 23121 20387 79700848
Bovine tuberculosis 27.82 17.13 7 23146 161 79721074
Lymphopenia 27.64 17.13 39 23114 30518 79690717
Pulmonary cavitation 27.09 17.13 12 23141 1644 79719591
Visual impairment 27.08 17.13 73 23080 92058 79629177
Lower respiratory tract infection 26.97 17.13 3 23150 129217 79592018
Hypertension 26.86 17.13 34 23119 330958 79390277
Type IV hypersensitivity reaction 26.84 17.13 16 23137 4065 79717170
Tuberculosis of eye 26.78 17.13 6 23147 82 79721153
Blood pressure increased 26.73 17.13 14 23139 211346 79509889
Cryptococcosis 26.43 17.13 15 23138 3478 79717757
Pulmonary sequestration 26.30 17.13 5 23148 28 79721207
Sinusitis 26.16 17.13 12 23141 195489 79525746
Hepatosplenomegaly 25.60 17.13 18 23135 6051 79715184
Leukopenia 25.38 17.13 83 23070 116430 79604805
Visual field defect 25.29 17.13 21 23132 9024 79712211
Mobility decreased 25.09 17.13 3 23150 122172 79599063
Hereditary optic atrophy 24.98 17.13 5 23148 38 79721197
Injection site pain 24.75 17.13 4 23149 129834 79591401
Muscle spasms 24.53 17.13 10 23143 174720 79546515
HIV infection 24.53 17.13 10 23143 1117 79720118
Drug eruption 24.51 17.13 45 23108 43890 79677345
Haemolytic anaemia 24.47 17.13 28 23125 17792 79703443
Pulmonary granuloma 24.26 17.13 12 23141 2109 79719126
Feeling abnormal 24.22 17.13 8 23145 159191 79562044
Pigment nephropathy 23.93 17.13 5 23148 48 79721187
Multiple organ dysfunction syndrome 23.84 17.13 83 23070 120163 79601072
Diarrhoea 23.82 17.13 154 22999 880335 78840900
Discomfort 23.65 17.13 4 23149 125613 79595622
Dyschromatopsia 23.55 17.13 9 23144 848 79720387
Lymph node abscess 23.15 17.13 5 23148 57 79721178
Weight increased 23.01 17.13 28 23125 277358 79443877
Bronchitis 22.82 17.13 5 23148 130639 79590596
Toxic epidermal necrolysis 22.80 17.13 44 23109 44537 79676698
Hilar lymphadenopathy 22.70 17.13 11 23142 1848 79719387
Mastitis bacterial 22.69 17.13 5 23148 63 79721172
Implant site infection 22.67 17.13 11 23142 1854 79719381
Jarisch-Herxheimer reaction 22.58 17.13 9 23144 948 79720287
Purpura 22.40 17.13 28 23125 19499 79701736
Atypical mycobacterial lower respiratory tract infection 22.35 17.13 6 23147 179 79721056
Malignant neoplasm progression 22.20 17.13 6 23147 135984 79585251
Contraindicated product administered 22.14 17.13 9 23144 157529 79563706
Bradycardia 22.10 17.13 6 23147 135551 79585684
Testicular mass 22.07 17.13 5 23148 72 79721163
Therapeutic product effect decreased 22.01 17.13 10 23143 163853 79557382
Asthma 21.98 17.13 6 23147 135089 79586146
Clostridium difficile colitis 21.83 17.13 36 23117 32247 79688988
Febrile neutropenia 21.73 17.13 21 23132 230978 79490257
Axonal neuropathy 21.66 17.13 11 23142 2043 79719192
Encephalitis 21.64 17.13 24 23129 14736 79706499
Infection 21.57 17.13 23 23130 241689 79479546
Visual pathway disorder 21.52 17.13 5 23148 81 79721154
Urinary tract infection 21.44 17.13 29 23124 274483 79446752
Stomatitis 21.25 17.13 8 23145 146749 79574486
Depression 21.23 17.13 19 23134 216771 79504464
Hypersensitivity 21.20 17.13 27 23126 262212 79459023
Insomnia 21.14 17.13 24 23129 245146 79476089
Splenomegaly 21.05 17.13 28 23125 20726 79700509
Atrial fibrillation 21.04 17.13 16 23137 197870 79523365
Deafness bilateral 21.02 17.13 11 23142 2174 79719061
Blood bilirubin increased 21.01 17.13 54 23099 66178 79655057
Marrow hyperplasia 20.88 17.13 10 23143 1638 79719597
Hemianopia heteronymous 20.87 17.13 5 23148 93 79721142
Hyperaldosteronism 20.85 17.13 7 23146 453 79720782
Phalangeal hypoplasia 20.80 17.13 4 23149 24 79721211
Intentional overdose 20.80 17.13 3 23150 105957 79615278
Conductive deafness 20.68 17.13 6 23147 239 79720996
Influenza 20.64 17.13 6 23147 129600 79591635
Splenic infarction 20.61 17.13 13 23140 3651 79717584
COVID-19 20.59 17.13 10 23143 157664 79563571
Intracranial pressure increased 20.57 17.13 18 23135 8304 79712931
Iridocyclitis 20.48 17.13 13 23140 3691 79717544
Autoimmune haemolytic anaemia 20.46 17.13 18 23135 8362 79712873
Systemic lupus erythematosus 20.44 17.13 5 23148 121144 79600091
Corneal deposits 20.30 17.13 7 23146 491 79720744
Cerebrovascular accident 20.05 17.13 10 23143 155282 79565953
Cell death 19.97 17.13 14 23139 4685 79716550
Renal atrophy 19.91 17.13 10 23143 1815 79719420
Congenital foot malformation 19.69 17.13 4 23149 33 79721202
Normochromic normocytic anaemia 19.68 17.13 17 23136 7710 79713525
Granulomatous lymphadenitis 19.62 17.13 6 23147 287 79720948
Brain oedema 19.60 17.13 30 23123 25233 79696002
Immune thrombocytopenia 19.58 17.13 25 23128 17780 79703455
Oropharyngeal pain 19.48 17.13 4 23149 109349 79611886
Choroiditis 19.40 17.13 9 23144 1372 79719863
Lichenoid keratosis 19.40 17.13 13 23140 4044 79717191
Optic atrophy 19.37 17.13 10 23143 1923 79719312
Stevens-Johnson syndrome 19.23 17.13 38 23115 39128 79682107
Splenic abscess 19.08 17.13 7 23146 589 79720646
Haemolysis 19.07 17.13 21 23132 12791 79708444
Psoas abscess 18.69 17.13 8 23145 1009 79720226
Anxiety 18.66 17.13 27 23126 248485 79472750
Papilloedema 18.54 17.13 15 23138 6218 79715017
Pancreatitis acute 18.45 17.13 43 23110 49561 79671674
Pseudomembranous colitis 18.28 17.13 14 23139 5360 79715875
Type III immune complex mediated reaction 18.20 17.13 7 23146 671 79720564
Hypermetabolism 18.12 17.13 6 23147 372 79720863
Haemoptysis 18.12 17.13 46 23107 55953 79665282
Cytomegalovirus chorioretinitis 18.02 17.13 14 23139 5476 79715759
Coma hepatic 18.00 17.13 8 23145 1105 79720130
Gamma-glutamyltransferase increased 17.78 17.13 45 23108 54635 79666600
Hepatitis cholestatic 17.74 17.13 21 23132 13831 79707404
AIDS related complication 17.63 17.13 4 23149 58 79721177
Musculoskeletal stiffness 17.54 17.13 15 23138 174993 79546242
Drug hypersensitivity 17.46 17.13 38 23115 298878 79422357
Chylothorax 17.29 17.13 7 23146 768 79720467
Cardiac failure congestive 17.17 17.13 10 23143 142392 79578843

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J04AK02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOBACTERIALS
DRUGS FOR TREATMENT OF TUBERCULOSIS
Other drugs for treatment of tuberculosis
ATC J04AM03 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOBACTERIALS
DRUGS FOR TREATMENT OF TUBERCULOSIS
Combinations of drugs for treatment of tuberculosis
ATC J04AM06 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOBACTERIALS
DRUGS FOR TREATMENT OF TUBERCULOSIS
Combinations of drugs for treatment of tuberculosis
ATC J04AM07 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIMYCOBACTERIALS
DRUGS FOR TREATMENT OF TUBERCULOSIS
Combinations of drugs for treatment of tuberculosis
FDA EPC N0000175483 Antimycobacterial
CHEBI has role CHEBI:33231 antitubercular agents
CHEBI has role CHEBI:35703 Xenobiotic
CHEBI has role CHEBI:78298 environmental contaminants
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000995 Antitubercular Agents

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

DiseaseRelationSNOMED_IDDOID
Acute tuberculosis indication 25629007
Pulmonary tuberculosis indication 154283005 DOID:2957
Tuberculosis of meninges off-label use 58437007
Atypical mycobacterial infection off-label use 111812000
Pulmonary Mycobacterium avium complex infection off-label use 186342000
Diabetic retinopathy contraindication 4855003 DOID:8947
Optic neuritis contraindication 66760008 DOID:1210
Gout contraindication 90560007 DOID:13189
Kidney disease contraindication 90708001 DOID:557
Bilateral cataracts contraindication 95722004




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.58 Basic
pKa2 5.58 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
5-hydroxytryptamine receptor 2A GPCR IC50 5.48 WOMBAT-PK
5-hydroxytryptamine receptor 2B GPCR IC50 5.15 WOMBAT-PK
5-hydroxytryptamine receptor 2C GPCR IC50 5.16 WOMBAT-PK
Cytochrome P450 3A4 Enzyme IC50 6.25 WOMBAT-PK
Cytochrome P450 3A5 Enzyme IC50 4.72 WOMBAT-PK
Probable arabinosyltransferase A Enzyme INHIBITOR CHEMBL CHEMBL
Probable arabinosyltransferase B Enzyme WOMBAT-PK
Probable arabinosyltransferase C Enzyme WOMBAT-PK
Probable arabinosyltransferase A Enzyme WOMBAT-PK

External reference:

IDSource
4019747 VUID
N0000147838 NUI
D00878 KEGG_DRUG
1070-11-7 SECONDARY_CAS_RN
4017912 VANDF
4019747 VANDF
C0014964 UMLSCUI
CHEBI:4877 CHEBI
95E PDB_CHEM_ID
CHEMBL44884 ChEMBL_ID
CHEMBL1788373 ChEMBL_ID
DB00330 DRUGBANK_ID
CHEMBL3140361 ChEMBL_ID
CHEMBL1628240 ChEMBL_ID
D004977 MESH_DESCRIPTOR_UI
14052 PUBCHEM_CID
1074 INN_ID
8G167061QZ UNII
142435 RXNORM
32076 MMSL
4692 MMSL
d00068 MMSL
002850 NDDF
004868 NDDF
24450004 SNOMEDCT_US
26346008 SNOMEDCT_US
387129004 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
ETHAMBUTOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 42806-101 TABLET, FILM COATED 100 mg ORAL ANDA 17 sections
ETHAMBUTOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 42806-101 TABLET, FILM COATED 100 mg ORAL ANDA 17 sections
ETHAMBUTOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 42806-102 TABLET, FILM COATED 400 mg ORAL ANDA 17 sections
ETHAMBUTOL HYDROCHLORIDE HUMAN PRESCRIPTION DRUG LABEL 1 42806-102 TABLET, FILM COATED 400 mg ORAL ANDA 17 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-2337 TABLET, FILM COATED 100 mg ORAL NDA authorized generic 16 sections
Myambutol HUMAN PRESCRIPTION DRUG LABEL 1 50090-2607 TABLET, FILM COATED 400 mg ORAL NDA 17 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-3948 TABLET, FILM COATED 400 mg ORAL ANDA 18 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-5140 TABLET 100 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-5140 TABLET 100 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 50090-5142 TABLET 400 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 53808-0977 TABLET 400 mg ORAL NDA 10 sections
Myambutol HUMAN PRESCRIPTION DRUG LABEL 1 54868-2876 TABLET 400 mg ORAL NDA 17 sections
Ethambutol HUMAN PRESCRIPTION DRUG LABEL 1 54868-6219 TABLET, FILM COATED 400 mg ORAL ANDA 17 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54879-001 TABLET, FILM COATED 100 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54879-001 TABLET, FILM COATED 100 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54879-002 TABLET, FILM COATED 400 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 54879-002 TABLET, FILM COATED 400 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 55695-023 TABLET, FILM COATED 100 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 55695-035 TABLET, FILM COATED 400 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61748-011 TABLET, FILM COATED 100 mg ORAL ANDA 17 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 61748-014 TABLET, FILM COATED 400 mg ORAL ANDA 17 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68084-280 TABLET 400 mg ORAL ANDA 18 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68084-280 TABLET 400 mg ORAL ANDA 18 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-0149 TABLET 100 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68180-280 TABLET 100 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68180-280 TABLET 100 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68180-281 TABLET 400 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68180-281 TABLET 400 mg ORAL ANDA 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68850-004 TABLET, FILM COATED 100 mg ORAL NDA authorized generic 16 sections
Ethambutol Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68850-005 TABLET, FILM COATED 400 mg ORAL NDA authorized generic 16 sections