hydroxychloroquine Indications/Contra | FAERs | Orange Book | BioActivity |

Stem definitionDrug idCAS RN
quinoline derivatives 1395 118-42-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hydroxychloroquine
  • hydroxychloroquine sulfate
  • oxichloroquine
  • oxychlorochin
  • oxychloroquine
A chemotherapeutic agent that acts against erythrocytic forms of malarial parasites. Hydroxychloroquine appears to concentrate in food vacuoles of affected protozoa. It inhibits plasmodial heme polymerase. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p970)
  • Molecular weight: 335.88
  • Formula: C18H26ClN3O
  • CLOGP: 4.12
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 2
  • TPSA: 48.39
  • ALOGS: -4.11
  • ROTB: 9

Drug dosage:

DoseUnitRoute
0.52 g O

Approvals:

DateAgencyCompanyOrphan
April 18, 1955 FDA SANOFI AVENTIS US

FDA Adverse Event Reporting System

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 ineffective 26335.09 44.62 7361 8661 178700 4444270
Rheumatoid arthritis 19334.50 44.62 4002 12020 20997 4601973
Drug intolerance 11533.92 44.62 2575 13447 19171 4603799
Joint swelling 7495.41 44.62 1860 14162 22218 4600752
Treatment failure 6526.13 44.62 1505 14517 12642 4610328
Synovitis 6187.47 44.62 1143 14879 2462 4620508
Contraindicated product administered 6104.54 44.62 1196 14826 3955 4619015
Pain 5028.69 44.62 1863 14159 91007 4531963
Drug hypersensitivity 4468.33 44.62 1580 14442 66820 4556150
Arthralgia 4225.35 44.62 1590 14432 80404 4542566
Therapeutic product effect decreased 3633.92 44.62 1000 15022 17753 4605217
Condition aggravated 3351.07 44.62 1228 14794 56943 4566027
Abdominal discomfort 3164.23 44.62 986 15036 27422 4595548
Therapeutic product effect incomplete 3135.00 44.62 875 15147 16333 4606637
Arthropathy 2986.96 44.62 763 15259 9935 4613035
Loss of personal independence in daily activities 2790.31 44.62 684 15338 7421 4615549
C-reactive protein abnormal 2694.23 44.62 473 15549 627 4622343
Nausea 2656.55 44.62 1454 14568 175879 4447091
Peripheral swelling 2647.94 44.62 849 15173 25843 4597127
Rash 2420.26 44.62 1166 14856 107222 4515748
Alopecia 2383.21 44.62 794 15228 27286 4595684
Fatigue 2376.34 44.62 1266 14756 144300 4478670
Red blood cell sedimentation rate abnormal 2136.68 44.62 359 15663 285 4622685
Systemic lupus erythematosus 2078.08 44.62 499 15523 4897 4618073
Pemphigus 2036.23 44.62 369 15653 653 4622317
Swelling 1833.43 44.62 631 15391 23851 4599119
Musculoskeletal stiffness 1799.93 44.62 584 15438 18318 4604652
C-reactive protein increased 1737.06 44.62 519 15503 12293 4610677
Rheumatoid factor positive 1668.92 44.62 287 15735 302 4622668
Infection 1650.15 44.62 647 15375 35495 4587475
Mobility decreased 1592.90 44.62 489 15533 12716 4610254
Hand deformity 1589.29 44.62 314 15708 1058 4621912
Hepatic enzyme increased 1353.91 44.62 466 15556 17525 4605445
Off label use 1321.53 44.62 833 15189 128280 4494690
Red blood cell sedimentation rate increased 1299.41 44.62 312 15710 3041 4619929
Pain in extremity 1288.50 44.62 644 15378 63095 4559875
Diarrhoea 1266.27 44.62 858 15164 149327 4473643
Arthritis 1164.92 44.62 396 15626 14304 4608666
Headache 1150.34 44.62 749 15273 121624 4501346
Gastrointestinal disorder 1145.98 44.62 400 15622 15661 4607309
Hypersensitivity 1131.94 44.62 504 15518 37917 4585053
Osteoarthritis 1124.63 44.62 348 15674 9256 4613714
Bone erosion 1092.47 44.62 211 15811 607 4622363
Glossodynia 1056.11 44.62 255 15767 2545 4620425
Knee arthroplasty 1019.42 44.62 266 15756 3723 4619247
Vomiting 1008.86 44.62 685 15337 119014 4503956
Anti-cyclic citrullinated peptide antibody positive 963.44 44.62 160 15862 106 4622864
Musculoskeletal pain 894.18 44.62 336 15686 16252 4606718
Impaired work ability 852.29 44.62 218 15804 2802 4620168
Herpes zoster 835.63 44.62 316 15706 15547 4607423
Therapeutic response decreased 816.25 44.62 303 15719 14148 4608822
Malaise 803.48 44.62 535 15487 89622 4533348
Gait disturbance 772.80 44.62 382 15640 36258 4586712
Retinal toxicity 760.72 44.62 139 15883 261 4622709
Eye disorder 718.63 44.62 214 15808 4960 4618010
Hip arthroplasty 712.65 44.62 186 15836 2599 4620371
Diverticulitis 710.24 44.62 228 15794 6829 4616141
Blood iron abnormal 704.33 44.62 120 15902 112 4622858
Liver function test increased 694.55 44.62 209 15813 5025 4617945
Disability 673.68 44.62 157 15865 1322 4621648
Inflammation 669.97 44.62 239 15783 9932 4613038
Fibromyalgia 668.92 44.62 189 15833 3612 4619358
Pneumonia 649.57 44.62 495 15527 102320 4520650
Rheumatoid nodule 649.00 44.62 137 15885 687 4622283
Adverse drug reaction 631.98 44.62 253 15769 14486 4608484
Interstitial lung disease 608.39 44.62 266 15756 19019 4603951
Weight decreased 584.67 44.62 364 15658 54100 4568870
Leukopenia 565.35 44.62 262 15760 21474 4601496
Musculoskeletal disorder 535.69 44.62 159 15863 3636 4619334
Joint stiffness 530.96 44.62 176 15846 5835 4617135
Osteoporosis 521.51 44.62 177 15845 6318 4616652
Grip strength decreased 502.11 44.62 124 15898 1364 4621606
Sinusitis 499.61 44.62 244 15778 22468 4600502
Joint range of motion decreased 499.36 44.62 140 15882 2594 4620376
Psoriatic arthropathy 484.77 44.62 168 15854 6390 4616580
Maternal exposure during pregnancy 478.73 44.62 217 15805 16876 4606094
Pharyngitis 476.97 44.62 144 15878 3495 4619475
Sleep disorder 474.51 44.62 191 15831 11072 4611898
Nodule 472.94 44.62 140 15882 3169 4619801
Deafness transitory 471.71 44.62 87 15935 176 4622794
Shoulder arthroplasty 471.64 44.62 97 15925 417 4622553
Neck pain 469.83 44.62 191 15831 11361 4611609
Ear infection 469.51 44.62 153 15869 4800 4618170
Toxicity to various agents 447.60 44.62 344 15678 71696 4551274
Spinal stenosis 446.04 44.62 122 15900 2054 4620916
Dizziness 443.08 44.62 392 15630 99479 4523491
Visual impairment 436.71 44.62 212 15810 19248 4603722
Pulmonary fibrosis 434.61 44.62 149 15873 5481 4617489
Dyspnoea 421.01 44.62 442 15580 138543 4484427
Retinopathy 414.80 44.62 103 15919 1160 4621810
Sciatica 410.39 44.62 123 15899 2908 4620062
Abdominal pain upper 407.62 44.62 247 15775 34868 4588102
Drug eruption 403.91 44.62 147 15875 6456 4616514
Adverse reaction 403.23 44.62 117 15905 2462 4620508
Mouth ulceration 402.75 44.62 144 15878 6006 4616964
Ill-defined disorder 399.76 44.62 141 15881 5649 4617321
Gastrointestinal pain 398.65 44.62 107 15915 1671 4621299
Glaucoma 395.60 44.62 124 15898 3420 4619550
Asthenia 383.44 44.62 339 15683 85824 4537146
Exposure during pregnancy 377.69 44.62 230 15792 32741 4590229
Granuloma skin 376.55 44.62 68 15954 115 4622855
Foetal exposure during pregnancy 376.32 44.62 203 15819 22966 4600004
Human antichimeric antibody positive 369.35 44.62 59 15963 18 4622952
Bronchitis 369.14 44.62 191 15831 19849 4603121
Adverse event 365.22 44.62 177 15845 15995 4606975
Product use issue 364.30 44.62 204 15818 24832 4598138
Apparent death 359.82 44.62 82 15940 617 4622353
Gait inability 355.95 44.62 149 15873 9536 4613434
Deformity 354.56 44.62 81 15941 617 4622353
Liver function test abnormal 353.61 44.62 168 15854 14524 4608446
Basal cell carcinoma 353.50 44.62 128 15894 5536 4617434
Polyarthritis 350.72 44.62 94 15928 1459 4621511
Hypertension 349.34 44.62 258 15764 50540 4572430
Urticaria 348.83 44.62 234 15788 39339 4583631
Therapy non-responder 346.18 44.62 170 15852 15807 4607163
Body height below normal 342.42 44.62 66 15956 186 4622784
Hepatotoxicity 336.57 44.62 137 15885 8162 4614808
Anaphylactic reaction 336.45 44.62 173 15849 17737 4605233
Infusion related reaction 329.16 44.62 172 15850 18230 4604740
Blood parathyroid hormone decreased 328.06 44.62 69 15953 338 4622632
Pneumonia viral 326.62 44.62 80 15942 847 4622123
Fall 321.21 44.62 294 15728 77752 4545218
Colitis microscopic 319.24 44.62 86 15936 1362 4621608
Injection site reaction 318.88 44.62 173 15849 19777 4603193
Cardiomyopathy 309.98 44.62 119 15903 6065 4616905
Pruritus 305.66 44.62 277 15745 72295 4550675
Panniculitis 304.09 44.62 73 15949 705 4622265
Femur fracture 302.50 44.62 128 15894 8411 4614559
Skin ulcer 301.47 44.62 122 15900 7156 4615814
Sleep disorder due to general medical condition, insomnia type 298.96 44.62 67 15955 463 4622507
Non-Hodgkin's lymphoma 296.31 44.62 88 15934 2012 4620958
Lung disorder 296.23 44.62 141 15881 12230 4610740
Stomatitis 296.06 44.62 155 15867 16484 4606486
Coeliac disease 294.49 44.62 79 15943 1230 4621740
Wound 290.67 44.62 105 15917 4507 4618463
Product use in unapproved indication 288.49 44.62 176 15846 25097 4597873
Bone density decreased 284.92 44.62 83 15939 1770 4621200
Joint effusion 284.56 44.62 84 15938 1879 4621091
Finger deformity 284.01 44.62 74 15948 1023 4621947
Loss of consciousness 281.23 44.62 197 15825 35485 4587485
Back pain 277.92 44.62 225 15797 50374 4572596
Drug tolerance decreased 277.58 44.62 62 15960 421 4622549
Presbyacusis 276.16 44.62 48 15974 56 4622914
Foot operation 275.74 44.62 70 15952 867 4622103
Osteopenia 275.35 44.62 88 15934 2586 4620384
Deafness 274.39 44.62 104 15918 5115 4617855
Pyrexia 273.61 44.62 312 15710 106832 4516138
Joint injury 271.47 44.62 94 15928 3558 4619412
Nail disorder 269.55 44.62 78 15944 1623 4621347
Juvenile idiopathic arthritis 268.98 44.62 66 15956 704 4622266
Nasopharyngitis 264.00 44.62 185 15837 33332 4589638
Rash pruritic 261.93 44.62 130 15892 12353 4610617
Skin lesion 260.43 44.62 111 15911 7422 4615548
Pulmonary mass 260.25 44.62 90 15932 3393 4619577
Blood cholesterol increased 257.74 44.62 115 15907 8591 4614379
Onychomycosis 255.42 44.62 66 15956 881 4622089
Maculopathy 252.81 44.62 64 15958 783 4622187
Adrenal insufficiency 252.35 44.62 85 15937 2955 4620015
Premature baby 248.08 44.62 117 15905 9934 4613036
International normalised ratio fluctuation 246.10 44.62 59 15963 566 4622404
Obesity 242.94 44.62 81 15941 2727 4620243
Depression 238.56 44.62 201 15821 47532 4575438
Arthrodesis 237.68 44.62 50 15972 245 4622725
Fine motor skill dysfunction 236.83 44.62 54 15968 407 4622563
Rheumatoid factor negative 236.80 44.62 38 15984 13 4622957
Dyspepsia 236.58 44.62 132 15890 15922 4607048
Feeding disorder 235.62 44.62 77 15945 2432 4620538
Dry eye 233.95 44.62 94 15928 5407 4617563
Decreased appetite 232.79 44.62 213 15809 56184 4566786
Cough 231.51 44.62 211 15811 55376 4567594
Alanine aminotransferase increased 231.32 44.62 160 15862 28213 4594757
Ulcer 229.96 44.62 81 15941 3226 4619744
White blood cell count decreased 224.91 44.62 167 15855 32898 4590072
Oral mucosal exfoliation 224.58 44.62 49 15973 294 4622676
X-ray abnormal 223.64 44.62 47 15975 229 4622741
Skin necrosis 222.52 44.62 71 15951 2074 4620896
Visual field defect 222.21 44.62 76 15946 2769 4620201
Physical disability 221.55 44.62 49 15973 316 4622654
Elbow deformity 221.48 44.62 39 15983 52 4622918
Hepatitis 220.77 44.62 115 15907 12090 4610880
Erythema 220.72 44.62 182 15840 41758 4581212
Septic shock 220.55 44.62 128 15894 16638 4606332
Diabetes mellitus 219.03 44.62 124 15898 15377 4607593
Cataract 218.91 44.62 106 15916 9540 4613430
Limb discomfort 217.40 44.62 87 15935 4951 4618019
Tenosynovitis 216.95 44.62 57 15965 815 4622155
Drug dependence 215.76 44.62 95 15927 6872 4616098
Antibody test positive 215.22 44.62 52 15970 517 4622453
Joint destruction 212.62 44.62 50 15972 438 4622532
Bone cyst 211.52 44.62 45 15977 235 4622735
Pleural thickening 210.12 44.62 40 15982 103 4622867
Intentional product use issue 207.19 44.62 93 15929 7042 4615928
Soft tissue disorder 206.50 44.62 47 15975 351 4622619
Insomnia 206.32 44.62 181 15841 45164 4577806
Abdominal pain 204.60 44.62 204 15818 59820 4563150
Lupus nephritis 204.37 44.62 48 15974 418 4622552
Pleural fibrosis 203.15 44.62 48 15974 430 4622540
Epicondylitis 202.88 44.62 47 15975 383 4622587
Foot deformity 201.21 44.62 69 15953 2534 4620436
Neck mass 201.04 44.62 50 15972 566 4622404
Deafness neurosensory 199.54 44.62 58 15964 1226 4621744
Hypercalcaemia 198.36 44.62 81 15941 4857 4618113
Cutaneous vasculitis 198.30 44.62 50 15972 601 4622369
Hypophagia 193.66 44.62 91 15931 7657 4615313
Tuberculin test positive 190.51 44.62 54 15968 1040 4621930
Carpal tunnel syndrome 190.04 44.62 68 15954 2836 4620134
Truncus arteriosus persistent 189.95 44.62 34 15988 53 4622917
Urinary tract infection 184.43 44.62 165 15857 42225 4580745
Secretion discharge 184.12 44.62 60 15962 1877 4621093
Tenderness 182.78 44.62 67 15955 2996 4619974
Mass 181.68 44.62 67 15955 3048 4619922
Joint arthroplasty 178.98 44.62 44 15978 473 4622497
Neutropenia 178.34 44.62 171 15851 47779 4575191
Breast cancer stage III 178.28 44.62 36 15986 138 4622832
Lower respiratory tract infection 177.31 44.62 93 15929 9910 4613060
Renal failure 174.00 44.62 158 15864 41211 4581759
Disease recurrence 172.54 44.62 83 15939 7358 4615612
Hypokalaemia 172.42 44.62 114 15908 18646 4604324
Gastric disorder 171.83 44.62 77 15945 5805 4617165
Neoplasm malignant 171.60 44.62 94 15928 10927 4612043
Psoriasis 168.87 44.62 136 15886 30148 4592822
Aspartate aminotransferase increased 167.36 44.62 125 15897 24813 4598157
SLE arthritis 165.26 44.62 32 15990 93 4622877
Pulmonary toxicity 164.63 44.62 56 15966 2005 4620965
Pustular psoriasis 164.01 44.62 51 15971 1366 4621604
Blood pressure increased 163.63 44.62 132 15890 29328 4593642
Pain in jaw 162.83 44.62 84 15938 8648 4614322
Low birth weight baby 160.67 44.62 59 15963 2651 4620319
Contusion 160.17 44.62 110 15912 19148 4603822
Hypoaesthesia 159.40 44.62 134 15888 31531 4591439
Wheelchair user 159.38 44.62 43 15979 684 4622286
Fear of injection 158.58 44.62 48 15974 1172 4621798
Hepatic steatosis 158.26 44.62 74 15948 6154 4616816
Bone disorder 155.44 44.62 68 15954 4839 4618131
Joint laxity 155.15 44.62 28 15994 47 4622923
Localised infection 153.34 44.62 67 15955 4754 4618216
Blood magnesium increased 152.90 44.62 36 15986 317 4622653
Torsade de pointes 152.37 44.62 63 15959 3898 4619072
Impaired healing 150.74 44.62 79 15943 8400 4614570
Deep vein thrombosis 149.62 44.62 118 15904 25376 4597594
Back injury 148.90 44.62 49 15973 1581 4621389
Crohn's disease 146.86 44.62 87 15935 11732 4611238
Unevaluable event 146.27 44.62 98 15924 16378 4606592
Neck deformity 144.48 44.62 29 15993 107 4622863
Bronchitis chronic 142.46 44.62 39 15983 657 4622313
Myopathy 142.25 44.62 59 15963 3679 4619291
Onychomadesis 141.80 44.62 39 15983 669 4622301
Stress 141.61 44.62 80 15942 9868 4613102
Muscular weakness 141.18 44.62 116 15906 26434 4596536
Lymphadenopathy 141.02 44.62 81 15941 10311 4612659
Epigastric discomfort 140.27 44.62 42 15980 987 4621983
Acute generalised exanthematous pustulosis 140.05 44.62 55 15967 2975 4619995
Surgical failure 139.39 44.62 30 15992 167 4622803
Discomfort 138.55 44.62 74 15948 8176 4614794
Drug use disorder 138.18 44.62 41 15981 933 4622037
Chest pain 138.13 44.62 153 15869 50547 4572423
Immobile 135.68 44.62 41 15981 995 4621975
Hepatic enzyme abnormal 134.18 44.62 43 15979 1273 4621697
Electrocardiogram QT prolonged 133.43 44.62 90 15932 15205 4607765
Sjogren's syndrome 131.33 44.62 42 15980 1235 4621735
Liver disorder 131.12 44.62 84 15938 13014 4609956
Loose body in joint 130.26 44.62 24 15998 48 4622922
Bone density abnormal 129.98 44.62 34 15988 477 4622493
Pneumonitis 128.22 44.62 73 15949 9137 4613833
Thyroid disorder 126.41 44.62 47 15975 2187 4620783
Premature delivery 126.12 44.62 56 15966 4128 4618842
Ocular toxicity 126.09 44.62 29 15993 228 4622742
Lymphoma 125.20 44.62 58 15964 4720 4618250
Renal impairment 124.96 44.62 106 15916 25232 4597738
Helicobacter infection 122.63 44.62 39 15983 1126 4621844
Rash maculo-papular 122.50 44.62 69 15953 8460 4614510
Cyst 122.41 44.62 47 15975 2391 4620579
Blood creatinine increased 121.46 44.62 107 15915 26793 4596177
Pancytopenia 120.58 44.62 103 15919 24750 4598220
Breast cancer 119.92 44.62 73 15949 10338 4612632
Sepsis 119.64 44.62 131 15891 42708 4580262
Oral pain 118.87 44.62 57 15965 5013 4617957
Nephrolithiasis 118.77 44.62 69 15953 8970 4614000
Anaemia 118.06 44.62 168 15854 71392 4551578
Drug-induced liver injury 116.66 44.62 67 15955 8524 4614446
Phospholipidosis 116.61 44.62 19 16003 9 4622961
Drug specific antibody present 115.78 44.62 39 15983 1354 4621616
Back disorder 114.96 44.62 46 15976 2614 4620356
Joint lock 113.68 44.62 32 15990 600 4622370
Iron deficiency anaemia 113.39 44.62 49 15973 3383 4619587
Osteoporotic fracture 112.37 44.62 31 15991 538 4622432
Drug specific antibody 111.49 44.62 25 15997 173 4622797
Restrictive cardiomyopathy 111.15 44.62 24 15998 136 4622834
Retinal degeneration 111.07 44.62 28 15994 336 4622634
Myocardial infarction 111.00 44.62 135 15887 49241 4573729
Extremity contracture 110.99 44.62 25 15997 177 4622793
Ovarian neoplasm 110.50 44.62 25 15997 181 4622789
Myopathy toxic 110.42 44.62 26 15996 229 4622741
Arthritis bacterial 110.11 44.62 39 15983 1577 4621393
Vitamin D deficiency 110.02 44.62 42 15980 2103 4620867
Red blood cell sedimentation rate 109.37 44.62 19 16003 22 4622948
Transaminases abnormal 108.64 44.62 25 15997 197 4622773
Pulmonary embolism 108.00 44.62 112 15910 34314 4588656
Cushingoid 107.62 44.62 35 15987 1087 4621883
Upper limb fracture 107.03 44.62 48 15974 3622 4619348
Congenital cardiovascular anomaly 105.62 44.62 26 15996 281 4622689
Multiple allergies 104.68 44.62 35 15987 1187 4621783
Palpitations 104.57 44.62 95 15927 24751 4598219
Influenza like illness 104.56 44.62 85 15937 19068 4603902
Neuropathy peripheral 104.55 44.62 93 15929 23576 4599394
Proteinuria 104.37 44.62 57 15965 6579 4616391
Spinal column injury 104.28 44.62 27 15995 363 4622607
Musculoskeletal deformity 104.15 44.62 19 16003 35 4622935
Cardiotoxicity 100.07 44.62 43 15979 2927 4620043
Photosensitivity reaction 99.40 44.62 49 15973 4577 4618393
Thrombosis 99.04 44.62 81 15941 18323 4604647
Hypogammaglobulinaemia 99.00 44.62 36 15986 1572 4621398
Osteosclerosis 97.26 44.62 27 15995 480 4622490
Immunodeficiency 96.33 44.62 36 15986 1699 4621271
Feeling abnormal 95.89 44.62 108 15914 36297 4586673
Progressive multifocal leukoencephalopathy 95.22 44.62 46 15976 4111 4618859
Dermatitis allergic 94.25 44.62 43 15979 3377 4619593
Investigation abnormal 94.20 44.62 21 16001 141 4622829
Bursitis 93.72 44.62 40 15982 2678 4620292
Viral upper respiratory tract infection 93.69 44.62 35 15987 1650 4621320
Limb deformity 93.35 44.62 25 15997 386 4622584
Cardiac failure 93.26 44.62 93 15929 27195 4595775
Abortion induced 92.83 44.62 45 15977 4052 4618918
Migraine 92.54 44.62 69 15953 13640 4609330
Mycobacterial infection 91.59 44.62 27 15995 600 4622370
Functional gastrointestinal disorder 91.48 44.62 29 15993 828 4622142
Retinal disorder 90.93 44.62 28 15994 725 4622245
Pulmonary thrombosis 90.85 44.62 36 15986 1993 4620977
Hypotension 90.81 44.62 144 15878 67256 4555714
Thrombocytopenia 90.74 44.62 120 15902 47553 4575417
Drug interaction 89.92 44.62 140 15882 64368 4558602
Lyme disease 89.39 44.62 27 15995 654 4622316
Seronegative arthritis 89.11 44.62 20 16002 139 4622831
Ventricular septal defect 88.72 44.62 37 15985 2338 4620632
Ejection fraction decreased 87.82 44.62 48 15974 5548 4617422
Platelet count decreased 87.37 44.62 101 15921 34901 4588069
Hepatitis B 86.29 44.62 38 15984 2745 4620225
Blood pressure fluctuation 85.96 44.62 42 15980 3848 4619122
Ankle arthroplasty 85.95 44.62 17 16005 57 4622913
Osteomyelitis 85.84 44.62 49 15973 6159 4616811
Pericarditis 85.64 44.62 40 15982 3315 4619655
Tuberculosis 85.56 44.62 44 15978 4495 4618475
Crying 85.44 44.62 49 15973 6214 4616756
Burning sensation 85.19 44.62 62 15960 11810 4611160
Skin reaction 84.79 44.62 41 15981 3672 4619298
Somnolence 84.78 44.62 111 15911 43549 4579421
Syncope 84.43 44.62 97 15925 33298 4589672
Acne cystic 84.35 44.62 20 16002 182 4622788
Respiratory tract infection 84.10 44.62 51 15971 7169 4615801
Oral disorder 83.95 44.62 35 15987 2210 4620760
Bronchiectasis 83.86 44.62 32 15990 1600 4621370
Drug reaction with eosinophilia and systemic symptoms 83.66 44.62 61 15961 11652 4611318
C-reactive protein 82.75 44.62 16 16006 46 4622924
Disease susceptibility 82.50 44.62 16 16006 47 4622923
Limb operation 82.20 44.62 26 15996 737 4622233
General physical health deterioration 82.03 44.62 89 15933 28689 4594281
Rebound effect 82.01 44.62 28 15994 1013 4621957
Joint dislocation 81.95 44.62 34 15988 2120 4620850
Vision blurred 81.94 44.62 83 15939 24720 4598250
Night sweats 80.92 44.62 47 15975 6104 4616866
Incorrect dosage administered 80.69 44.62 25 15997 661 4622309
Weight increased 80.51 44.62 99 15923 36482 4586488
Wrist surgery 79.83 44.62 19 16003 176 4622794
Type 2 diabetes mellitus 79.38 44.62 41 15981 4226 4618744
Exostosis 78.48 44.62 32 15990 1909 4621061
Photophobia 78.27 44.62 39 15983 3727 4619243
Lymphopenia 78.03 44.62 44 15978 5403 4617567
Colitis 78.00 44.62 56 15966 10443 4612527
Dislocation of vertebra 77.98 44.62 18 16004 144 4622826
Completed suicide 77.93 44.62 105 15917 42340 4580630
Rash pustular 77.88 44.62 36 15986 2913 4620057
Cardiac septal defect 77.72 44.62 19 16003 199 4622771
Hepatic cirrhosis 77.61 44.62 44 15978 5458 4617512
Candida infection 76.57 44.62 43 15979 5238 4617732
Visual acuity reduced 75.67 44.62 54 15968 9976 4612994
Treatment noncompliance 75.56 44.62 58 15964 11969 4611001
Laboratory test abnormal 75.17 44.62 54 15968 10079 4612891
Upper respiratory tract infection 74.84 44.62 61 15961 13726 4609244
Muscle spasms 74.82 44.62 94 15928 35396 4587574
C-reactive protein decreased 74.75 44.62 18 16004 176 4622794
Dyspnoea exertional 74.51 44.62 54 15968 10218 4612752
Angioedema 74.33 44.62 71 15951 19694 4603276
Erythema multiforme 74.05 44.62 39 15983 4184 4618786
Anxiety 73.67 44.62 109 15913 47902 4575068
Mesenteritis 73.27 44.62 14 16008 37 4622933
Foetal growth restriction 73.04 44.62 33 15989 2533 4620437
Tooth loss 72.97 44.62 31 15991 2051 4620919
Oedema peripheral 72.78 44.62 101 15921 41871 4581099
Cytology abnormal 72.47 44.62 14 16008 40 4622930
Arthritis infective 72.12 44.62 26 15996 1107 4621863
Onychoclasis 72.05 44.62 26 15996 1110 4621860
Intestinal polyp 71.91 44.62 20 16002 358 4622612
Wrist deformity 71.37 44.62 17 16005 158 4622812
Blister 71.21 44.62 55 15967 11454 4611516
Musculoskeletal discomfort 71.17 44.62 35 15987 3251 4619719
Skin mass 71.12 44.62 29 15993 1730 4621240
Abdominal distension 70.27 44.62 66 15956 17923 4605047
Accident 69.93 44.62 29 15993 1806 4621164
Blood potassium increased 69.87 44.62 40 15982 5055 4617915
Anterior chamber cleavage syndrome 69.50 44.62 12 16010 13 4622957
Encephalitis 69.42 44.62 32 15990 2573 4620397
Bloody discharge 69.11 44.62 18 16004 248 4622722
Scar 69.01 44.62 33 15989 2883 4620087
Therapeutic product effect variable 68.85 44.62 19 16003 330 4622640
Laryngeal disorder 68.70 44.62 17 16005 188 4622782
Retinitis 67.90 44.62 17 16005 198 4622772
Thyroid neoplasm 67.45 44.62 23 15999 829 4622141
Eye haemorrhage 67.18 44.62 31 15991 2498 4620472
Inflammatory marker increased 67.02 44.62 24 15998 1002 4621968
Pulmonary haemosiderosis 66.92 44.62 12 16010 19 4622951
Pyelonephritis 66.86 44.62 33 15989 3089 4619881
Cutaneous lupus erythematosus 66.67 44.62 23 15999 859 4622111
Skin papilloma 66.56 44.62 24 15998 1022 4621948
Synovial cyst 66.32 44.62 25 15997 1208 4621762
Haemoglobin decreased 65.85 44.62 91 15931 37566 4585404
Macular degeneration 65.83 44.62 28 15994 1858 4621112
Pleural effusion 65.27 44.62 73 15949 24325 4598645
Toxic epidermal necrolysis 65.15 44.62 41 15981 6151 4616819
Intervertebral disc space narrowing 64.74 44.62 16 16006 176 4622794
Asthma 64.54 44.62 62 15960 17312 4605658
Rash erythematous 64.53 44.62 50 15972 10459 4612511
Prerenal failure 64.47 44.62 20 16002 531 4622439
Toxic skin eruption 64.41 44.62 36 15986 4344 4618626
Nasal congestion 64.04 44.62 50 15972 10576 4612394
Gastrointestinal toxicity 63.76 44.62 26 15996 1551 4621419
Hypoglycaemia 63.35 44.62 63 15959 18346 4604624
Tooth infection 63.07 44.62 31 15991 2876 4620094
Chest discomfort 63.04 44.62 70 15952 23140 4599830
Spinal disorder 62.95 44.62 27 15995 1829 4621141
Overdose 62.70 44.62 96 15926 43463 4579507
Red cell distribution width decreased 62.67 44.62 14 16008 95 4622875
Quality of life decreased 62.45 44.62 25 15997 1421 4621549
Gingival bleeding 62.24 44.62 33 15989 3588 4619382
Intervertebral disc protrusion 61.89 44.62 36 15986 4686 4618284
Chills 61.75 44.62 77 15945 28762 4594208
Wound infection 61.60 44.62 29 15993 2446 4620524
Groin pain 61.53 44.62 28 15994 2185 4620785
Live birth 61.52 44.62 25 15997 1478 4621492
Intervertebral disc compression 61.26 44.62 16 16006 223 4622747
Hypertelorism of orbit 61.06 44.62 16 16006 226 4622744
Cardiac arrest 60.69 44.62 83 15939 33924 4589046
Haemophagocytic lymphohistiocytosis 60.63 44.62 31 15991 3128 4619842
Lupus myocarditis 59.94 44.62 10 16012 7 4622963
Teratogenicity 59.89 44.62 14 16008 119 4622851
Skin hyperpigmentation 59.87 44.62 25 15997 1584 4621386
Irritable bowel syndrome 59.65 44.62 29 15993 2627 4620343
Heart disease congenital 59.54 44.62 23 15999 1189 4621781
Tinnitus 59.47 44.62 45 15977 9088 4613882
Mean platelet volume decreased 59.42 44.62 15 16007 181 4622789
Electrocardiogram U-wave abnormality 59.42 44.62 12 16010 46 4622924
Multiple fractures 59.35 44.62 22 16000 1014 4621956
Poor venous access 58.90 44.62 23 15999 1224 4621746
Dry mouth 58.86 44.62 52 15970 13049 4609921
Disease progression 58.48 44.62 90 15932 40921 4582049
Rheumatoid lung 58.41 44.62 16 16006 270 4622700
Hepatitis B reactivation 57.83 44.62 21 16001 913 4622057
Lip ulceration 57.23 44.62 17 16005 388 4622582
Intervertebral disc degeneration 56.78 44.62 27 15995 2329 4620641
Immune system disorder 56.46 44.62 27 15995 2358 4620612
Memory impairment 56.21 44.62 62 15960 20341 4602629
Surgery 55.95 44.62 44 15978 9403 4613567
Skin laceration 55.76 44.62 34 15988 4824 4618146
Myalgia 55.42 44.62 89 15933 41959 4581011
Staphylococcal infection 55.30 44.62 46 15976 10642 4612328
Pneumocystis jirovecii pneumonia 55.06 44.62 35 15987 5343 4617627
Intentional overdose 54.61 44.62 63 15959 21703 4601267
Histoplasmosis 54.53 44.62 19 16003 731 4622239
Pharyngeal oedema 54.40 44.62 35 15987 5454 4617516
Mean cell volume decreased 54.31 44.62 17 16005 465 4622505
Paraesthesia 54.21 44.62 80 15942 35053 4587917
Infiltration anaesthesia 54.13 44.62 9 16013 6 4622964
Immunosuppression 54.12 44.62 25 15997 2019 4620951
Cystitis 53.98 44.62 39 15983 7341 4615629
Vasculitic rash 53.87 44.62 16 16006 365 4622605
Terminal state 53.61 44.62 23 15999 1559 4621411
Endodontic procedure 53.53 44.62 18 16004 621 4622349
Enthesopathy 53.39 44.62 15 16007 279 4622691
Cleft lip and palate 53.34 44.62 17 16005 494 4622476
Sensitivity to weather change 53.15 44.62 18 16004 635 4622335
Systemic lupus erythematosus rash 52.99 44.62 15 16007 287 4622683
Middle insomnia 52.65 44.62 26 15996 2436 4620534
Vascular access complication 52.58 44.62 14 16008 211 4622759
Therapy partial responder 52.56 44.62 19 16003 815 4622155
Bladder transitional cell carcinoma 52.48 44.62 17 16005 521 4622449
No adverse event 52.03 44.62 62 15960 22101 4600869
Oedema 51.69 44.62 57 15965 18694 4604276
Abscess 51.66 44.62 32 15990 4668 4618302
Mood swings 51.45 44.62 34 15988 5543 4617427
Skin exfoliation 50.49 44.62 44 15978 10843 4612127
Abnormal loss of weight 50.48 44.62 21 16001 1318 4621652
Deafness unilateral 50.19 44.62 20 16002 1123 4621847
Injury 50.08 44.62 41 15981 9277 4613693
Ankle operation 50.00 44.62 14 16008 257 4622713
Shoulder operation 49.84 44.62 17 16005 613 4622357
Deafness bilateral 49.71 44.62 16 16006 480 4622490
Respiratory failure 49.61 44.62 71 15951 30255 4592715
Ventricular tachycardia 49.54 44.62 37 15985 7327 4615643
Night blindness 49.50 44.62 14 16008 267 4622703
Microtia 49.01 44.62 13 16009 193 4622777
Histoplasmosis disseminated 49.00 44.62 16 16006 503 4622467
Varicella zoster virus infection 48.87 44.62 17 16005 651 4622319
Hair follicle tumour benign 48.59 44.62 10 16012 43 4622927
Retinal depigmentation 48.39 44.62 12 16010 134 4622836
Bone swelling 48.19 44.62 14 16008 295 4622675
External auditory canal atresia 48.10 44.62 11 16011 84 4622886
Cystoid macular oedema 47.90 44.62 17 16005 691 4622279
Optical coherence tomography abnormal 47.90 44.62 9 16013 21 4622949
Poor quality sleep 47.77 44.62 27 15995 3328 4619642
Renal disorder 47.70 44.62 40 15982 9356 4613614
Gastrooesophageal reflux disease 47.64 44.62 49 15973 14844 4608126
HLA marker study positive 47.52 44.62 10 16012 49 4622921
Anaphylactic shock 47.41 44.62 37 15985 7820 4615150
Hypertrophic cardiomyopathy 47.23 44.62 16 16006 565 4622405
Intraocular pressure increased 47.19 44.62 26 15996 3051 4619919
Rhinorrhoea 46.67 44.62 44 15978 11998 4610972
Vasculitis 46.62 44.62 29 15993 4262 4618708
Lymphadenectomy 46.62 44.62 13 16009 235 4622735
Monocyte count increased 46.50 44.62 19 16003 1139 4621831
Rotator cuff syndrome 46.23 44.62 25 15997 2827 4620143
Abortion spontaneous 45.95 44.62 47 15975 14145 4608825
Rotator cuff repair 45.74 44.62 14 16008 355 4622615
Drug ineffective for unapproved indication 45.47 44.62 32 15990 5779 4617191
Mean cell haemoglobin decreased 45.39 44.62 15 16007 490 4622480
Acquired pigmented retinopathy 45.28 44.62 8 16014 11 4622959
Eating disorder 45.18 44.62 27 15995 3693 4619277
Respiratory disorder 45.13 44.62 36 15986 7852 4615118
Electrocardiogram QRS complex prolonged 45.03 44.62 22 16000 2014 4620956
Menopausal symptoms 44.69 44.62 14 16008 384 4622586

Pharmacologic Action:

SourceCodeDescription
ATC P01BA02 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ANTIPROTOZOALS
ANTIMALARIALS
Aminoquinolines
FDA EPC N0000175713 Antirheumatic Agent
CHEBI has role CHEBI:35842 antirheumatic drug
CHEBI has role CHEBI:50177 dermatologic drug
CHEBI has role CHEBI:38068 antimalarial
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000962 Antimalarials
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000981 Antiprotozoal Agents
MeSH PA D018501 Antirheumatic Agents
MeSH PA D004791 Enzyme Inhibitors

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Ovale malaria indication 19341001 DOID:12919
Vivax malaria indication 27052006 DOID:12978
Quartan malaria indication 27618009 DOID:14324
Systemic lupus erythematosus indication 55464009 DOID:9074
Falciparum malaria indication 62676009 DOID:14067
Rheumatoid arthritis indication 69896004 DOID:7148
Discoid lupus erythematosus indication 200938002
Plasmodium Malariae Malaria Prevention indication
Plasmodium Ovale Malaria Prevention indication
Malaria Prevention indication
Plasmodium Falciparum Malaria Prevention indication
Vasculitis of the skin off-label use 53312001
Porphyria cutanea tarda off-label use 61860000 DOID:3132
Q fever endocarditis off-label use 95890006
Coronavirus infection off-label use 186747009
Polymorphic light eruption off-label use 238525001
Juvenile rheumatoid arthritis off-label use 410795001
Hypercalcemia associated with Sarcoidosis off-label use
Alcoholism contraindication 7200002
Psoriasis contraindication 9014002 DOID:8893
Visual field defect contraindication 12184005
Retinal disorder contraindication 29555009 DOID:5679
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Disease of liver contraindication 235856003 DOID:409
Anemia contraindication 271737000 DOID:2355
Neutropenic disorder contraindication 303011007 DOID:1227
Disorder of macula of retina contraindication 312999006
Disorder of eye contraindication 371405004 DOID:5614
Visual impairment contraindication 397540003
Porphyria contraindication 418470004

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 9.51 Basic
pKa2 7.83 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
Toll-like receptor 7 Membrane receptor ANTAGONIST IC50 5.56 IUPHAR CHEMBL
Toll-like receptor 9 Membrane receptor ANTAGONIST IC50 7.10 IUPHAR CHEMBL
Alpha-1D adrenergic receptor GPCR Ki 5.63 DRUG MATRIX
Potassium voltage-gated channel subfamily H member 2 Ion channel WOMBAT-PK
Hemoglobin subunit alpha Secreted WOMBAT-PK
Muscarinic acetylcholine receptor M2 GPCR Ki 5.98 DRUG MATRIX
SARS-CoV-2 Virus INHIBITOR EC50 5.35 SCIENTIFIC LITERATURE

External reference:

IDSource
D006886 MESH_DESCRIPTOR_UI
4019780 VUID
N0000147871 NUI
C0020336 UMLSCUI
D02114 KEGG_DRUG
4QWG6N8QKH UNII
796 INN_ID
83490000 SNOMEDCT_US
5521 RXNORM
373540008 SNOMEDCT_US
4852 MMSL
d00817 MMSL
4019780 VANDF
004906 NDDF
747-36-4 SECONDARY_CAS_RN
CHEMBL1535 ChEMBL_ID
CHEMBL1690 ChEMBL_ID
DB01611 DRUGBANK_ID
CHEBI:5801 CHEBI
3652 PUBCHEM_CID
7198 IUPHAR_LIGAND_ID

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0378-0373 TABLET, FILM COATED 200 mg ENTERAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0591-3041 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0615-8325 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0781-1407 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5994 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 0904-6884 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 16571-687 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine sulfate HUMAN PRESCRIPTION DRUG LABEL 1 16714-110 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 16714-753 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 42292-011 TABLET, FILM COATED 200 mg ENTERAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 42385-927 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 43353-051 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 12 sections
HYDROXYCHLOROQUINE SULFATE HUMAN PRESCRIPTION DRUG LABEL 1 43598-721 TABLET 200 mg ORAL ANDA 10 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 50090-2508 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 50090-3432 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 50090-4659 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 53002-4850 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 53808-1112 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine sulfate HUMAN PRESCRIPTION DRUG LABEL 1 55154-2074 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
HYDROXYCHLOROQUINE SULFATE HUMAN PRESCRIPTION DRUG LABEL 1 57664-761 TABLET 200 mg ORAL ANDA 9 sections
Plaquenil HUMAN PRESCRIPTION DRUG LABEL 1 59212-562 TABLET 200 mg ORAL NDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 60219-1544 TABLET, FILM COATED 200 mg ORAL ANDA 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 63304-296 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 63629-3343 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 11 sections
Hydroxychloroquine sulfate HUMAN PRESCRIPTION DRUG LABEL 1 63739-777 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Hydroxychloroquine sulfate HUMAN PRESCRIPTION DRUG LABEL 1 65841-633 TABLET, FILM COATED 200 mg ORAL ANDA 1 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 66993-057 TABLET 200 mg ORAL NDA AUTHORIZED GENERIC 11 sections
Hydroxychloroquine Sulfate HUMAN PRESCRIPTION DRUG LABEL 1 67296-1780 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections
Plaquenil HUMAN PRESCRIPTION DRUG LABEL 1 67296-1781 TABLET 200 mg ORAL NDA 12 sections
Hydroxychloroquine sulfate HUMAN PRESCRIPTION DRUG LABEL 1 68071-4648 TABLET, FILM COATED 200 mg ORAL ANDA 12 sections