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

Stem definitionDrug idCAS RN
NO2 - derivatives 1949 67-20-9

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • nitrofurantoin sodium
  • nitrofurantoin
  • furadantin
  • furadantoin
  • nitrofurantoin, macrocrystalline
  • nitrofurantoin monohydrate
A urinary anti-infective agent effective against most gram-positive and gram-negative organisms. Although sulfonamides and antibiotics are usually the agents of choice for urinary tract infections, nitrofurantoin is widely used for prophylaxis and long-term suppression.
  • Molecular weight: 238.16
  • Formula: C8H6N4O5
  • CLOGP: -0.47
  • LIPINSKI: 0
  • HAC: 9
  • HDO: 1
  • TPSA: 120.73
  • ALOGS: -2.76
  • ROTB: 3

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
0.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 4 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 0.08 mg/mL Bocci G, Oprea TI, Benet LZ
EoM (Fraction excreted unchanged in urine) 47 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 24 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 87 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.57 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 9.70 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.17 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 0.97 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Feb. 6, 1953 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
Urinary tract infection 364.22 10.85 626 40008 264058 63184330
Autoimmune hepatitis 205.36 10.85 103 40531 8407 63439981
Jaundice 152.58 10.85 136 40498 29115 63419273
Drug ineffective 134.01 10.85 295 40339 1044470 62403918
Infusion related reaction 98.23 10.85 19 40615 245502 63202886
Contraindicated product administered 95.66 10.85 13 40621 217635 63230753
Pulmonary toxicity 95.41 10.85 65 40569 9390 63438998
Drug hypersensitivity 94.25 10.85 421 40213 310266 63138122
Cystitis 92.82 10.85 143 40491 54848 63393540
Synovitis 87.50 10.85 9 40625 186909 63261479
Therapeutic product effect decreased 81.51 10.85 13 40621 193174 63255214
Swollen tongue 80.17 10.85 105 40529 34695 63413693
Hand deformity 79.17 10.85 6 40628 159451 63288937
Glossodynia 77.85 10.85 11 40623 178865 63269523
Oesophageal spasm 75.93 10.85 38 40596 3085 63445303
Drug-induced liver injury 74.14 10.85 109 40525 40113 63408275
Oesophageal pain 69.84 10.85 38 40596 3663 63444725
Systemic inflammatory response syndrome 69.79 10.85 44 40590 5577 63442811
Lip swelling 65.85 10.85 90 40544 30973 63417415
Heart sounds 63.72 10.85 24 40610 972 63447416
Rheumatoid arthritis 62.47 10.85 43 40591 253776 63194612
Pulmonary fibrosis 62.28 10.85 100 40534 39709 63408679
Systemic lupus erythematosus 62.07 10.85 28 40606 208890 63239498
Prolonged expiration 61.49 10.85 24 40610 1072 63447316
Wound 58.56 10.85 16 40618 163247 63285141
Arthropathy 57.48 10.85 40 40594 234752 63213636
Change of bowel habit 57.22 10.85 28 40606 2165 63446223
Interstitial lung disease 57.18 10.85 124 40510 61784 63386604
Rectal polyp 55.25 10.85 23 40611 1216 63447172
Urine odour abnormal 53.06 10.85 39 40595 6350 63442038
Off label use 50.06 10.85 242 40392 674220 62774168
Bladder disorder 47.44 10.85 42 40592 8904 63439484
Drug intolerance 47.24 10.85 78 40556 308583 63139805
Treatment failure 46.00 10.85 36 40598 199007 63249381
Pericarditis 45.15 10.85 14 40620 131565 63316823
Lymphoedema 45.04 10.85 46 40588 11646 63436742
Joint swelling 42.91 10.85 91 40543 327575 63120813
Malaise 42.72 10.85 430 40204 415524 63032864
Intestinal haemorrhage 40.13 10.85 27 40607 3820 63444568
Appetite disorder 38.08 10.85 34 40600 7287 63441101
Multiple sclerosis 37.81 10.85 61 40573 24311 63424077
Discomfort 37.75 10.85 31 40603 167343 63281045
Cardiac murmur 36.80 10.85 46 40588 14506 63433882
Swelling 36.44 10.85 76 40558 275302 63173086
Rales 35.13 10.85 42 40592 12655 63435733
Tinnitus 34.78 10.85 73 40561 35555 63412833
Hallucination 34.76 10.85 95 40539 54722 63393666
Depressive symptom 33.97 10.85 25 40609 4077 63444311
Musculoskeletal stiffness 33.84 10.85 41 40593 184577 63263811
Respiration abnormal 33.77 10.85 30 40604 6387 63442001
Sensitisation 33.50 10.85 23 40611 3363 63445025
Alopecia 33.30 10.85 108 40526 337428 63110960
Hepatic enzyme increased 32.96 10.85 49 40585 202279 63246109
Dysuria 32.78 10.85 69 40565 33669 63414719
Hydronephrosis 32.38 10.85 37 40597 10625 63437763
Liver function test abnormal 32.06 10.85 85 40549 48096 63400292
Hepatic fibrosis 31.93 10.85 23 40611 3629 63444759
Swelling face 31.65 10.85 101 40533 63374 63385014
Irritable bowel syndrome 31.63 10.85 7 40627 82405 63365983
Frustration tolerance decreased 31.58 10.85 30 40604 6958 63441430
Urine abnormality 31.47 10.85 30 40604 6989 63441399
Folliculitis 31.34 10.85 4 40630 70313 63378075
Urosepsis 31.00 10.85 48 40586 18476 63429912
Muscle injury 30.94 10.85 3 40631 65342 63383046
Tubulointerstitial nephritis 29.77 10.85 49 40585 19854 63428534
Catarrh 29.49 10.85 16 40618 1533 63446855
Hypersensitivity pneumonitis 28.61 10.85 19 40615 2631 63445757
Drug abuse 28.16 10.85 6 40628 72512 63375876
Gallbladder disorder 27.66 10.85 46 40588 18796 63429592
Injection site discomfort 27.10 10.85 23 40611 4607 63443781
Hiccups 26.54 10.85 17 40617 2214 63446174
Abdominal discomfort 26.18 10.85 111 40523 320774 63127614
Urinary incontinence 26.06 10.85 61 40573 31953 63416435
Psoriatic arthropathy 26.03 10.85 13 40621 91507 63356881
Costovertebral angle tenderness 26.00 10.85 7 40627 92 63448296
Burns second degree 25.86 10.85 16 40618 1962 63446426
Product use issue 25.81 10.85 65 40569 220455 63227933
Polyp 25.74 10.85 26 40608 6495 63441893
Furuncle 25.59 10.85 26 40608 6540 63441848
Febrile neutropenia 25.41 10.85 23 40611 118426 63329962
Peripheral coldness 25.40 10.85 35 40599 12130 63436258
Flank pain 25.35 10.85 41 40593 16369 63432019
Eosinophilia 25.03 10.85 49 40585 22707 63425681
Injury 25.00 10.85 103 40531 73144 63375244
Steroid dependence 24.93 10.85 15 40619 1749 63446639
Chromaturia 24.79 10.85 41 40593 16676 63431712
Acute hepatic failure 24.60 10.85 43 40591 18284 63430104
Pyelonephritis 24.24 10.85 42 40592 17736 63430652
Multiple sclerosis relapse 24.04 10.85 77 40557 48401 63399987
Cystitis bacterial 23.91 10.85 8 40626 228 63448160
Therapeutic product effect incomplete 23.73 10.85 27 40607 125029 63323359
Pollakiuria 23.58 10.85 54 40580 27883 63420505
Proctalgia 23.46 10.85 24 40610 6086 63442302
Mass 23.04 10.85 36 40598 13964 63434424
Amblyopia 22.83 10.85 8 40626 263 63448125
Drug reaction with eosinophilia and systemic symptoms 22.82 10.85 60 40574 33776 63414612
Arthralgia 22.79 10.85 244 40390 569466 62878922
Sinusitis 22.69 10.85 72 40562 226581 63221807
Hyperhidrosis 22.66 10.85 132 40502 107704 63340684
Emotional distress 22.24 10.85 58 40576 32491 63415897
Cholecystitis chronic 21.92 10.85 30 40604 10331 63438057
Atrioventricular block first degree 21.68 10.85 25 40609 7248 63441140
Vascular device infection 21.58 10.85 25 40609 7287 63441101
Liver transplant 21.35 10.85 15 40619 2276 63446112
Stress 21.02 10.85 92 40542 67075 63381313
Cystitis interstitial 21.00 10.85 13 40621 1595 63446793
Postoperative wound infection 20.69 10.85 30 40604 10895 63437493
Neurogenic bladder 20.64 10.85 17 40617 3268 63445120
Nail infection 20.05 10.85 15 40619 2508 63445880
Knee arthroplasty 20.02 10.85 5 40629 54201 63394187
Sleep apnoea syndrome 19.99 10.85 52 40582 29081 63419307
Therapy non-responder 19.82 10.85 12 40622 75889 63372499
Impaired healing 19.61 10.85 22 40612 102520 63345868
Duodenal ulcer 18.79 10.85 24 40610 7732 63440656
Adverse event 18.61 10.85 10 40624 67549 63380839
Fracture displacement 18.54 10.85 11 40623 1250 63447138
Hypopnoea 18.47 10.85 17 40617 3789 63444599
Infection 18.23 10.85 80 40554 229093 63219295
Acute febrile neutrophilic dermatosis 17.87 10.85 15 40619 2959 63445429
Hepatic cirrhosis 17.85 10.85 45 40589 24689 63423699
Pseudophaeochromocytoma 17.84 10.85 5 40629 77 63448311
Hepatitis 17.77 10.85 61 40573 39727 63408661
Musculoskeletal discomfort 17.75 10.85 37 40597 17930 63430458
Hepatic necrosis 17.72 10.85 20 40614 5667 63442721
Colour blindness acquired 17.72 10.85 5 40629 79 63448309
Urinary tract infection bacterial 17.67 10.85 19 40615 5103 63443285
Death 17.62 10.85 154 40480 374227 63074161
Kidney infection 17.61 10.85 43 40591 23133 63425255
Nephrolithiasis 17.57 10.85 63 40571 41921 63406467
Abdominal pain 17.39 10.85 274 40360 293182 63155206
Rash macular 17.38 10.85 43 40591 23321 63425067
Neutropenia 17.23 10.85 56 40578 174949 63273439
Hepatitis acute 17.21 10.85 25 40609 9095 63439293
Weight decreased 16.61 10.85 259 40375 276539 63171849
Anhedonia 16.39 10.85 27 40607 10947 63437441
Chronic hepatitis 16.35 10.85 9 40625 887 63447501
Ill-defined disorder 16.23 10.85 17 40617 81738 63366650
Blister 16.18 10.85 37 40597 129777 63318611
Needle issue 16.13 10.85 26 40608 10350 63438038
Abdominal rigidity 16.01 10.85 12 40622 2012 63446376
Pyrexia 15.99 10.85 404 40230 470074 62978314
Vision blurred 15.86 10.85 107 40527 91817 63356571
Weight increased 15.74 10.85 100 40534 260692 63187696
Pulmonary embolism 15.68 10.85 128 40506 116556 63331832
Bone disorder 15.60 10.85 39 40595 21287 63427101
Peripheral swelling 15.53 10.85 103 40531 265839 63182549
Lower urinary tract symptoms 15.43 10.85 4 40630 45 63448343
Tendinous contracture 15.34 10.85 5 40629 131 63448257
Oesophageal cancer metastatic 15.31 10.85 5 40629 132 63448256
Subacute cutaneous lupus erythematosus 15.20 10.85 13 40621 2630 63445758
Jaundice cholestatic 15.18 10.85 21 40613 7303 63441085
Agitation 15.15 10.85 77 40557 59680 63388708
Eosinophilic pleural effusion 15.11 10.85 4 40630 49 63448339
Haematuria 15.09 10.85 47 40587 29110 63419278
Blood cholesterol increased 15.08 10.85 23 40611 94009 63354379
Productive cough 15.02 10.85 80 40554 63128 63385260
Overdose 15.00 10.85 32 40602 115046 63333342
Depressed mood 14.89 10.85 58 40576 40133 63408255
Escherichia urinary tract infection 14.69 10.85 27 40607 11935 63436453
Retroperitoneal fibrosis 14.67 10.85 6 40628 303 63448085
Ureteric obstruction 14.60 10.85 11 40623 1859 63446529
Injection site mass 14.59 10.85 35 40599 18621 63429767
Helicobacter infection 14.58 10.85 23 40611 92762 63355626
Angioedema 14.47 10.85 65 40569 47900 63400488
Therapeutic response decreased 14.36 10.85 11 40623 61514 63386874
Anaemia 14.11 10.85 120 40514 293310 63155078
Intentional overdose 14.07 10.85 16 40618 74136 63374252
Cough 13.96 10.85 264 40370 292479 63155909
Nightmare 13.94 10.85 35 40599 19159 63429229
Traumatic lung injury 13.88 10.85 10 40624 1579 63446809
Cholelithiasis 13.61 10.85 60 40574 43865 63404523
Thyroid disorder 13.57 10.85 30 40604 15132 63433256
Maternal exposure during pregnancy 13.47 10.85 84 40550 219978 63228410
Bronchiectasis 13.40 10.85 31 40603 16111 63432277
Rash 13.17 10.85 460 40174 560411 62887977
Sleep disorder due to a general medical condition 13.11 10.85 26 40608 12162 63436226
Poor peripheral circulation 13.10 10.85 14 40620 3735 63444653
Hyponatraemia 13.07 10.85 119 40515 111781 63336607
Product contamination microbial 13.01 10.85 5 40629 214 63448174
Depression 13.00 10.85 187 40447 196305 63252083
Chest discomfort 12.87 10.85 117 40517 109852 63338536
Feeling abnormal 12.66 10.85 148 40486 148244 63300144
Reperfusion arrhythmia 12.49 10.85 5 40629 239 63448149
Myalgia 12.44 10.85 146 40488 146383 63302005
Bladder irritation 12.43 10.85 5 40629 242 63448146
Toxicity to various agents 12.39 10.85 100 40534 247150 63201238
Pneumonitis 12.38 10.85 50 40584 35172 63413216
Catheter site mass 12.38 10.85 3 40631 25 63448363
Acarodermatitis 12.26 10.85 8 40626 1075 63447313
Autoinflammatory disease 12.24 10.85 5 40629 252 63448136
Lichen sclerosus 12.09 10.85 8 40626 1101 63447287
Gingival pain 12.08 10.85 20 40614 8142 63440246
Rhinitis 11.93 10.85 24 40610 11342 63437046
Hip arthroplasty 11.80 10.85 8 40626 47638 63400750
C-reactive protein increased 11.79 10.85 27 40607 94680 63353708
Acute lung injury 11.73 10.85 9 40625 1562 63446826
Fluid intake reduced 11.68 10.85 13 40621 3628 63444760
Angina pectoris 11.63 10.85 44 40590 30034 63418354
Disease progression 11.58 10.85 40 40594 122718 63325670
Gastrointestinal disorder 11.57 10.85 44 40590 131195 63317193
Urinary retention 11.45 10.85 44 40590 30257 63418131
Traumatic liver injury 11.44 10.85 5 40629 298 63448090
Lung neoplasm malignant 11.43 10.85 33 40601 19600 63428788
Clostridium difficile colitis 11.43 10.85 34 40600 20535 63427853
Upper respiratory tract congestion 11.41 10.85 10 40624 2092 63446296
Wheezing 11.34 10.85 102 40532 95493 63352895
Hepatic failure 11.27 10.85 49 40585 35607 63412781
Chronic kidney disease 11.16 10.85 58 40576 45340 63403048
Organising pneumonia 11.14 10.85 16 40618 5760 63442628
Prescribed overdose 11.07 10.85 4 40630 34149 63414239
Left ventricular dysfunction 11.05 10.85 24 40610 11964 63436424
Urticaria 11.04 10.85 158 40476 165644 63282744
Chills 11.01 10.85 116 40518 113262 63335126
Tracheo-oesophageal fistula 10.95 10.85 6 40628 586 63447802
Renal pain 10.90 10.85 17 40617 6582 63441806
Hepatic encephalopathy 10.87 10.85 23 40611 11259 63437129

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
Urinary tract infection 99.12 16.92 98 6318 83983 34866532
Exposure during pregnancy 73.86 16.92 35 6381 8899 34941616
Cardiac murmur 47.87 16.92 25 6391 7812 34942703
Prostatitis 32.01 16.92 17 6399 5490 34945025
Urosepsis 31.86 16.92 23 6393 12776 34937739
Protein total abnormal 30.60 16.92 8 6408 345 34950170
Pulmonary fibrosis 30.49 16.92 26 6390 18370 34932145
Pulmonary toxicity 30.26 16.92 17 6399 6130 34944385
Pulmonary valve stenosis 30.25 16.92 8 6408 361 34950154
Skin depigmentation 28.92 16.92 8 6408 428 34950087
Open reduction of fracture 28.30 16.92 6 6410 102 34950413
Burns second degree 25.15 16.92 9 6407 1120 34949395
Culture urine positive 24.55 16.92 9 6407 1201 34949314
Tendonitis 24.07 16.92 17 6399 9123 34941392
Hair colour changes 24.03 16.92 10 6406 1867 34948648
Porphyria non-acute 23.59 16.92 7 6409 482 34950033
Eye swelling 22.70 16.92 17 6399 9978 34940537
Atrial septal defect 22.42 16.92 15 6401 7377 34943138
Haematuria 22.40 16.92 36 6380 50030 34900485
Catarrh 22.37 16.92 8 6408 994 34949521
Foetal exposure during pregnancy 22.20 16.92 31 6385 38070 34912445
Breast inflammation 21.98 16.92 4 6412 29 34950486
Melanocytic naevus 21.90 16.92 10 6406 2334 34948181
Patent ductus arteriosus 21.34 16.92 11 6405 3343 34947172
Tooth injury 20.93 16.92 8 6408 1197 34949318
Steroid dependence 19.15 16.92 8 6408 1509 34949006
Hypopnoea 19.01 16.92 9 6407 2280 34948235
Cystitis 18.67 16.92 15 6401 9750 34940765
Multiple congenital abnormalities 18.47 16.92 6 6410 558 34949957
Carcinoid crisis 18.41 16.92 5 6411 250 34950265
Gastric ulcer 17.92 16.92 18 6398 15632 34934883
Blood chromogranin A increased 17.92 16.92 5 6411 276 34950239
Bone neoplasm 17.89 16.92 5 6411 278 34950237

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
Urinary tract infection 391.93 11.40 579 39494 273933 79430382
Autoimmune hepatitis 185.87 11.40 99 39974 11684 79692631
Pulmonary toxicity 135.10 11.40 83 39990 12831 79691484
Jaundice 108.57 11.40 134 39939 53215 79651100
Pulmonary fibrosis 99.92 11.40 117 39956 43995 79660320
Cystitis 95.52 11.40 125 39948 52607 79651708
Drug hypersensitivity 95.08 11.40 348 39725 298568 79405747
Oesophageal spasm 93.56 11.40 42 40031 3414 79700901
Drug-induced liver injury 86.22 11.40 134 39939 65983 79638332
Swollen tongue 85.13 11.40 106 39967 42464 79661851
Oesophageal pain 82.04 11.40 41 40032 4238 79700077
Lip swelling 78.83 11.40 100 39973 40811 79663504
Drug ineffective 73.91 11.40 287 39786 1080626 78623689
Malaise 68.15 11.40 450 39623 489419 79214896
Urine odour abnormal 67.35 11.40 41 40032 6232 79698083
Heart sounds 66.23 11.40 23 40050 943 79703372
Systemic inflammatory response syndrome 63.83 11.40 50 40023 11415 79692900
Drug abuse 62.86 11.40 5 40068 162686 79541629
Infusion related reaction 60.71 11.40 20 40053 230217 79474098
Lymphoedema 60.33 11.40 50 40023 12363 79691952
Prolonged expiration 60.07 11.40 23 40050 1248 79703067
Change of bowel habit 57.57 11.40 28 40045 2729 79701586
Off label use 56.84 11.40 249 39824 906966 78797349
Bladder disorder 55.46 11.40 42 40031 9123 79695192
Synovitis 54.59 11.40 6 40067 150728 79553587
Rectal polyp 53.90 11.40 23 40050 1654 79702661
Rash 53.44 11.40 483 39590 577875 79126440
Urosepsis 49.83 11.40 64 40009 26431 79677884
Interstitial lung disease 46.26 11.40 143 39930 112457 79591858
Febrile neutropenia 44.24 11.40 31 40042 230968 79473347
Therapeutic product effect decreased 43.60 11.40 14 40059 163849 79540466
Swelling face 42.80 11.40 104 39969 71108 79633207
Tinnitus 42.06 11.40 78 39995 44255 79660060
Hypersensitivity pneumonitis 41.59 11.40 25 40048 3714 79700601
Multiple sclerosis 40.62 11.40 53 40020 22229 79682086
Contraindicated product administered 39.27 11.40 15 40058 157523 79546792
Catarrh 39.21 11.40 20 40053 2158 79702157
Hallucination 39.10 11.40 113 39960 85632 79618683
Sensitisation 39.08 11.40 23 40050 3288 79701027
Frustration tolerance decreased 38.09 11.40 31 40042 7471 79696844
Death 36.90 11.40 153 39920 566361 79137954
Liver function test abnormal 36.46 11.40 92 39981 64383 79639932
Burns second degree 35.68 11.40 20 40053 2608 79701707
Appetite disorder 35.19 11.40 30 40043 7709 79696606
Respiration abnormal 35.02 11.40 30 40043 7758 79696557
Hand deformity 33.27 11.40 6 40067 103913 79600402
Steroid dependence 32.97 11.40 19 40054 2611 79701704
Rheumatoid arthritis 32.56 11.40 34 40039 208436 79495879
Mass 32.53 11.40 42 40031 17430 79686885
Dysuria 32.32 11.40 76 39997 50875 79653440
Intestinal haemorrhage 31.47 11.40 26 40047 6400 79697915
Gallbladder disorder 30.68 11.40 43 40030 19297 79685018
Neutropenia 30.17 11.40 62 40011 287648 79416667
Toxicity to various agents 29.88 11.40 110 39963 421430 79282885
Injection site discomfort 29.78 11.40 23 40050 5143 79699172
Urine abnormality 29.73 11.40 28 40045 8191 79696124
Rales 29.57 11.40 43 40030 19958 79684357
Injury 28.70 11.40 95 39978 77401 79626914
Cardiac murmur 27.85 11.40 37 40036 15787 79688528
Furuncle 27.83 11.40 26 40047 7528 79696787
Depressive symptom 27.38 11.40 24 40049 6399 79697916
Anaemia 27.23 11.40 123 39950 444892 79259423
Hydronephrosis 26.50 11.40 38 40035 17416 79686899
Polyp 26.27 11.40 26 40047 8081 79696234
Pyelonephritis 26.11 11.40 41 40032 20347 79683968
Flank pain 25.55 11.40 40 40033 19804 79684511
Glossodynia 25.48 11.40 10 40063 103327 79600988
Amblyopia 25.42 11.40 8 40065 240 79704075
Chromaturia 25.30 11.40 46 40027 25700 79678615
Urinary tract infection bacterial 25.30 11.40 23 40050 6433 79697882
Hypopnoea 24.93 11.40 21 40052 5308 79699007
Drug reaction with eosinophilia and systemic symptoms 24.91 11.40 80 39993 64164 79640151
Treatment failure 24.23 11.40 30 40043 170456 79533859
Nail infection 24.03 11.40 15 40058 2384 79701931
Stress 23.82 11.40 91 39982 79521 79624794
Fracture displacement 23.34 11.40 12 40061 1316 79702999
Wound 23.02 11.40 15 40058 116164 79588151
Hepatic fibrosis 22.95 11.40 23 40050 7257 79697058
Multiple sclerosis relapse 22.84 11.40 63 40010 46470 79657845
Vascular device infection 22.83 11.40 27 40046 10249 79694066
Neurogenic bladder 22.65 11.40 18 40055 4194 79700121
Overdose 22.61 11.40 36 40037 184170 79520145
Feeling abnormal 22.49 11.40 147 39926 159052 79545263
Cholecystitis chronic 21.96 11.40 26 40047 9880 79694435
Culture urine positive 21.83 11.40 18 40055 4417 79699898
Vision blurred 21.69 11.40 108 39965 105790 79598525
Sleep apnoea syndrome 21.62 11.40 53 40020 36425 79667890
Arthropathy 21.37 11.40 35 40038 177076 79527239
Costovertebral angle tenderness 21.30 11.40 7 40066 242 79704073
Pericarditis 21.28 11.40 13 40060 104223 79600092
Migraine 20.67 11.40 93 39980 87400 79616915
Intentional overdose 20.56 11.40 14 40059 105946 79598369
Peripheral coldness 20.29 11.40 32 40041 15938 79688377
Proctalgia 20.14 11.40 25 40048 9976 79694339
Urinary incontinence 19.70 11.40 55 40018 40854 79663461
Postoperative wound infection 19.35 11.40 28 40045 12933 79691382
Acute hepatic failure 19.19 11.40 45 40028 30068 79674247
Hypotension 19.17 11.40 136 39937 440181 79264134
Irritable bowel syndrome 19.06 11.40 4 40069 62237 79642078
Therapeutic product effect incomplete 19.02 11.40 26 40047 141619 79562696
Tubulointerstitial nephritis 19.00 11.40 52 40021 38183 79666132
Emotional distress 18.53 11.40 53 40020 39916 79664399
Hyperhidrosis 18.51 11.40 135 39938 151357 79552958
Palpitations 17.93 11.40 117 39956 126493 79577822
Pollakiuria 17.80 11.40 50 40023 37267 79667048
Pseudophaeochromocytoma 17.76 11.40 5 40068 101 79704214
Urticaria 17.70 11.40 156 39917 185045 79519270
Femur fracture 17.67 11.40 51 40022 38601 79665714
Cystitis interstitial 17.36 11.40 10 40063 1373 79702942
Bone disorder 17.34 11.40 33 40040 19080 79685235
Gingival pain 17.33 11.40 22 40051 8976 79695339
Cystitis bacterial 17.24 11.40 8 40065 702 79703613
Eosinophilia 17.15 11.40 56 40017 45289 79659026
Abdominal pain 16.79 11.40 282 39791 389287 79315028
Colour blindness acquired 16.72 11.40 5 40068 126 79704189
Cardio-respiratory arrest 16.60 11.40 18 40055 108492 79595823
Parosmia 16.54 11.40 19 40054 6995 79697320
Prostatitis 16.52 11.40 15 40058 4187 79700128
Musculoskeletal discomfort 16.48 11.40 33 40040 19802 79684513
Needle issue 16.35 11.40 26 40047 13042 79691273
Thyroid disorder 16.24 11.40 27 40046 14052 79690263
Tendinous contracture 16.18 11.40 5 40068 141 79704174
Poor peripheral circulation 16.18 11.40 14 40059 3669 79700646
Weight increased 16.15 11.40 78 39995 277308 79427007
Haematuria 16.13 11.40 73 40000 68763 79635552
Folliculitis 16.08 11.40 4 40069 55376 79648939
Hepatic cirrhosis 15.90 11.40 46 40027 34860 79669455
Liver transplant 15.87 11.40 15 40058 4408 79699907
Atrioventricular block first degree 15.83 11.40 25 40048 12466 79691849
Nightmare 15.78 11.40 38 40035 25823 79678492
Acute febrile neutrophilic dermatosis 15.58 11.40 14 40059 3858 79700457
Hepatitis acute 15.57 11.40 28 40045 15514 79688801
Psoriatic arthropathy 15.55 11.40 10 40063 77989 79626326
Escherichia urinary tract infection 15.27 11.40 26 40047 13799 79690516
Weight decreased 15.25 11.40 257 39816 354941 79349374
Depression 15.09 11.40 171 39902 216619 79487696
Depressed mood 14.99 11.40 56 40017 48424 79655891
Drug intolerance 14.96 11.40 75 39998 264044 79440271
Injection site mass 14.92 11.40 32 40041 20152 79684163
Bronchiectasis 14.86 11.40 34 40039 22352 79681963
Lichen sclerosus 14.69 11.40 8 40065 986 79703329
Cough 14.53 11.40 262 39811 366527 79337788
Tendonitis 14.52 11.40 35 40038 23795 79680520
Hepatitis 14.51 11.40 61 40012 55666 79648649
Sinusitis 14.50 11.40 50 40023 195451 79508864
Therapy non-responder 14.46 11.40 15 40058 92290 79612025
Lower urinary tract symptoms 14.37 11.40 5 40068 206 79704109
Chronic hepatitis 14.37 11.40 9 40064 1438 79702877
Wheezing 14.27 11.40 104 39969 116560 79587755
C-reactive protein increased 14.20 11.40 27 40046 129000 79575315
Abdominal rigidity 14.10 11.40 12 40061 3076 79701239
Nail disorder 14.04 11.40 23 40050 11829 79692486
Exostosis 13.95 11.40 28 40045 16830 79687485
Porphyria non-acute 13.84 11.40 7 40066 742 79703573
Pruritus 13.62 11.40 276 39797 394372 79309943
Pulmonary embolism 13.61 11.40 139 39934 171515 79532800
White blood cells urine positive 13.56 11.40 16 40057 6059 79698256
Suicide attempt 13.54 11.40 13 40060 82919 79621396
Jaundice cholestatic 13.50 11.40 22 40051 11262 79693053
Musculoskeletal stiffness 13.50 11.40 44 40029 174964 79529351
Sleep disorder due to a general medical condition 13.39 11.40 25 40048 14252 79690063
Productive cough 13.35 11.40 83 39990 88248 79616067
Open reduction of fracture 13.34 11.40 5 40068 256 79704059
Ureteric obstruction 13.32 11.40 11 40062 2705 79701610
Kidney infection 13.21 11.40 32 40041 21819 79682496
Bladder irritation 13.14 11.40 5 40068 267 79704048
Joint swelling 13.11 11.40 88 39985 288558 79415757
Disease progression 13.11 11.40 48 40025 184314 79520001
Rash macular 13.08 11.40 38 40035 28861 79675454
Headache 13.07 11.40 425 39648 653347 79050968
Chest discomfort 13.04 11.40 116 39957 137928 79566387
Urine leukocyte esterase positive 13.03 11.40 13 40060 4078 79700237
Adverse event 13.02 11.40 7 40066 60207 79644108
Illness 12.97 11.40 52 40021 46459 79657856
Nephrolithiasis 12.85 11.40 57 40016 53234 79651081
Rhinitis 12.74 11.40 25 40048 14782 79689533
Oesophageal cancer metastatic 12.74 11.40 5 40068 290 79704025
Reperfusion arrhythmia 12.66 11.40 5 40068 295 79704020
Organising pneumonia 12.65 11.40 21 40052 10918 79693397
Subacute cutaneous lupus erythematosus 12.63 11.40 12 40061 3549 79700766
Urinary retention 12.49 11.40 59 40014 56571 79647744
Cholelithiasis 12.45 11.40 56 40017 52608 79651707
Vaginal discharge 12.45 11.40 17 40056 7446 79696869
Traumatic lung injury 12.39 11.40 10 40063 2381 79701934
Abdominal pain upper 12.33 11.40 169 39904 223650 79480665
Calculus bladder 12.30 11.40 8 40065 1364 79702951
Protein total abnormal 12.29 11.40 6 40067 589 79703726
Autoinflammatory disease 12.29 11.40 5 40068 319 79703996
Genital burning sensation 12.23 11.40 5 40068 323 79703992
Tracheo-oesophageal fistula 12.19 11.40 6 40067 600 79703715
Acarodermatitis 12.16 11.40 8 40065 1390 79702925
Duodenal ulcer 12.15 11.40 26 40047 16343 79687972
Completed suicide 12.15 11.40 73 40000 245694 79458621
Gait disturbance 11.97 11.40 158 39915 207348 79496967
Hepatitis cholestatic 11.45 11.40 23 40050 13829 79690486
Retroperitoneal fibrosis 11.43 11.40 6 40067 687 79703628
Hepatic enzyme increased 11.43 11.40 50 40023 182560 79521755

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J01XE01 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER ANTIBACTERIALS
Nitrofuran derivatives
ATC J01XE51 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIBACTERIALS FOR SYSTEMIC USE
OTHER ANTIBACTERIALS
Nitrofuran derivatives
FDA CS M0014892 Nitrofurans
FDA EPC N0000175494 Nitrofuran Antibacterial
MeSH PA D000900 Anti-Bacterial Agents
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000892 Anti-Infective Agents, Urinary
CHEBI has role CHEBI:35441 antiinfective agents
CHEBI has role CHEBI:36047 antibacterial drugs
CHEBI has role CHEBI:50908 agente hepatotoxico

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

DiseaseRelationSNOMED_IDDOID
Klebsiella cystitis indication 60867007
Escherichia coli urinary tract infection indication 301011002
Staphylococcus Saprophyticus Urinary Tract Infection indication
Enterobacter Cystitis indication
Enterococcus Urinary Tract Infection indication
Staphylococcus Aureus Urinary Tract Infection indication
Prevention of Bacterial Urinary Tract Infection off-label use
Anuria contraindication 2472002 DOID:2983
Acute hepatitis contraindication 37871000
Vitamin B deficiency contraindication 47903000
Fibrosis of lung contraindication 51615001 DOID:3770
Obstructive hyperbilirubinemia contraindication 59848001
Interstitial pneumonia contraindication 64667001
Optic neuritis contraindication 66760008 DOID:1210
Diabetes mellitus contraindication 73211009 DOID:9351
Chronic hepatitis contraindication 76783007 DOID:2237
Oliguria contraindication 83128009
Cholestatic hepatitis contraindication 95556007
Anemia due to enzyme deficiency contraindication 111577008
Deficiency of glucose-6-phosphate dehydrogenase contraindication 124134002 DOID:2862
Cobalamin deficiency contraindication 190634004
Impaired renal function disorder contraindication 197663003
Drug-induced hepatitis contraindication 235876009
Peripheral nerve disease contraindication 302226006
Pseudomembranous enterocolitis contraindication 397683000




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 7.28 acidic
pKa2 0.0 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
Glucose-6-phosphate 1-dehydrogenase Enzyme WOMBAT-PK
CDGSH iron-sulfur domain-containing protein 1 Unclassified Ki 6.09 CHEMBL
Mitochondrial pyruvate carrier 2 Transporter INHIBITOR IC50 5.48 IUPHAR

External reference:

IDSource
4018849 VUID
N0000147151 NUI
D00439 KEGG_DRUG
54-87-5 SECONDARY_CAS_RN
17140-81-7 SECONDARY_CAS_RN
4018848 VANDF
4018849 VANDF
C0028156 UMLSCUI
CHEBI:71415 CHEBI
U6Z PDB_CHEM_ID
CHEMBL572 ChEMBL_ID
DB00698 DRUGBANK_ID
CHEMBL1201000 ChEMBL_ID
D009582 MESH_DESCRIPTOR_UI
6604200 PUBCHEM_CID
10917 IUPHAR_LIGAND_ID
488 INN_ID
927AH8112L UNII
221129 RXNORM
181427 MMSL
2320 MMSL
404 MMSL
5179 MMSL
5180 MMSL
5181 MMSL
d00112 MMSL
002852 NDDF
002853 NDDF
002854 NDDF
373543005 SNOMEDCT_US
37978007 SNOMEDCT_US
426476003 SNOMEDCT_US
427332002 SNOMEDCT_US
85343003 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Nitrofurantoin Macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0115-1643 CAPSULE 50 mg ORAL ANDA 25 sections
Nitrofurantoin Macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0115-1643 CAPSULE 50 mg ORAL ANDA 25 sections
Nitrofurantoin Macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0115-1645 CAPSULE 100 mg ORAL ANDA 25 sections
Nitrofurantoin Macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0115-1645 CAPSULE 100 mg ORAL ANDA 25 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0115-2023 CAPSULE 50 mg ORAL ANDA 25 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0115-2024 CAPSULE 100 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 25 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 25 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 75 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 75 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 75 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0185-0122 CAPSULE 25 mg ORAL ANDA 25 sections
Nitrofurantoin Macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0440-1866 CAPSULE 100 mg ORAL ANDA 26 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0472-1992 SUSPENSION 25 mg ORAL ANDA 19 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0480-3470 CAPSULE 75 mg ORAL ANDA 25 sections
Nitrofurantoin (monohydrate/macrocrystals) HUMAN PRESCRIPTION DRUG LABEL 2 0480-3470 CAPSULE 25 mg ORAL ANDA 25 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3684 CAPSULE 25 mg ORAL ANDA 21 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3684 CAPSULE 25 mg ORAL ANDA 21 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3685 CAPSULE 50 mg ORAL ANDA 21 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3685 CAPSULE 50 mg ORAL ANDA 21 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3686 CAPSULE 100 mg ORAL ANDA 21 sections
Nitrofurantoin HUMAN PRESCRIPTION DRUG LABEL 1 0591-3686 CAPSULE 100 mg ORAL ANDA 21 sections
nitrofurantoin macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0904-7025 CAPSULE 100 mg ORAL ANDA 13 sections
nitrofurantoin macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0904-7026 CAPSULE 50 mg ORAL ANDA 13 sections
nitrofurantoin macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0904-7026 CAPSULE 50 mg ORAL ANDA 13 sections
nitrofurantoin macrocrystals HUMAN PRESCRIPTION DRUG LABEL 1 0904-7136 CAPSULE 100 mg ORAL NDA 25 sections
Nitrofurantoin Monohydrate/ Macrocrystalline HUMAN PRESCRIPTION DRUG LABEL 2 0904-7137 CAPSULE 75 mg ORAL NDA 27 sections
Nitrofurantoin Monohydrate/ Macrocrystalline HUMAN PRESCRIPTION DRUG LABEL 2 0904-7137 CAPSULE 25 mg ORAL NDA 27 sections
Nitrofurantoin Monohydrate/ Macrocrystalline HUMAN PRESCRIPTION DRUG LABEL 2 10544-086 CAPSULE 25 mg ORAL NDA 28 sections
Nitrofurantoin Monohydrate/ Macrocrystalline HUMAN PRESCRIPTION DRUG LABEL 2 10544-086 CAPSULE 75 mg ORAL NDA 28 sections