isosorbide mononitrate Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
NO2 - derivatives 1506 16051-77-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • isosorbide mononitrate
  • isosorbide 5-mononitrate
  • isosorbide 5-nitrate
  • monosorbitrate
  • isosorbide-5-mononitrate
for prevention of angina pectoris; structure given in first source; a Russian drug
  • Molecular weight: 191.14
  • Formula: C6H9NO6
  • CLOGP: -2.51
  • LIPINSKI: 0
  • HAC: 7
  • HDO: 1
  • TPSA: 93.74
  • ALOGS: -0.53
  • ROTB: 2

Drug dosage:

DoseUnitRoute
40 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1.10 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 2.50 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 8.97 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 93 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 0.70 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 2 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 1 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 4.10 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Dec. 30, 1991 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
Myocardial infarction 280.56 12.63 267 18936 97261 46569598
Cardiac failure congestive 275.02 12.63 257 18946 91493 46575366
Acute myocardial infarction 170.13 12.63 125 19078 31799 46635060
Coronary artery disease 135.97 12.63 112 19091 33640 46633219
Angina pectoris 125.24 12.63 97 19106 26678 46640181
Chest pain 99.47 12.63 222 18981 176102 46490757
Acute kidney injury 87.16 12.63 253 18950 235602 46431257
Angina unstable 70.54 12.63 42 19161 7506 46659353
Rheumatoid arthritis 66.11 12.63 10 19193 240205 46426654
Bradycardia 63.99 12.63 105 19098 66193 46600666
Drug ineffective 59.17 12.63 119 19084 677719 45989140
Coronary arterial stent insertion 58.86 12.63 27 19176 2826 46664033
Atrial fibrillation 57.82 12.63 130 19073 103460 46563399
Cardiac failure 55.86 12.63 110 19093 79838 46587021
Fear of eating 50.23 12.63 14 19189 336 46666523
Drug interaction 45.10 12.63 184 19019 202910 46463949
Myocardial ischaemia 38.62 12.63 36 19167 12713 46654146
Mucosal erosion 37.80 12.63 16 19187 1382 46665477
Hyponatraemia 37.58 12.63 109 19094 101223 46565636
Toxic epidermal necrolysis 35.81 12.63 45 19158 22233 46644626
Hypoglycaemia 35.81 12.63 73 19130 54276 46612583
Renal impairment 35.66 12.63 88 19115 74284 46592575
Cerebrovascular accident 33.98 12.63 105 19098 100934 46565925
Intentional overdose 33.44 12.63 79 19124 64865 46601994
Hyperkalaemia 32.10 12.63 67 19136 50642 46616217
Rhabdomyolysis 30.88 12.63 59 19144 41850 46625009
Gastrointestinal haemorrhage 29.42 12.63 84 19119 77289 46589570
Hypotension 25.91 12.63 174 19029 232415 46434444
Hyperthyroidism 24.37 12.63 27 19176 11684 46655175
Vasodilatation 24.20 12.63 14 19189 2371 46664488
International normalised ratio increased 24.10 12.63 57 19146 46826 46620033
Dialysis 24.00 12.63 25 19178 10091 46656768
Arthralgia 23.85 12.63 74 19129 364529 46302330
Intestinal ischaemia 23.81 12.63 21 19182 6904 46659955
Dermatitis exfoliative 23.06 12.63 19 19184 5697 46661162
Hypomagnesaemia 22.52 12.63 36 19167 22174 46644685
Electrocardiogram QRS complex prolonged 21.75 12.63 18 19185 5431 46661428
Chronic kidney disease 21.34 12.63 50 19153 40821 46626038
Blood creatinine increased 20.85 12.63 74 19129 76329 46590530
Colitis microscopic 20.80 12.63 19 19184 6537 46660322
Nodal rhythm 19.86 12.63 11 19192 1714 46665145
Sinus arrest 19.83 12.63 11 19192 1720 46665139
Cholecystitis 19.80 12.63 27 19176 14439 46652420
Shock 18.93 12.63 33 19170 21812 46645047
Electrocardiogram QT prolonged 18.81 12.63 55 19148 51270 46615589
Dyspnoea 18.51 12.63 306 18897 515242 46151617
Off label use 18.43 12.63 87 19116 379754 46287105
Acid base balance abnormal 18.05 12.63 6 19197 264 46666595
Rectal haemorrhage 18.04 12.63 45 19158 38210 46628649
Product residue present 18.00 12.63 14 19189 3868 46662991
Syncope 17.96 12.63 88 19115 104715 46562144
Fall 17.73 12.63 210 18993 328887 46337972
Infusion related reaction 17.39 12.63 10 19193 101198 46565661
Neutropenia 17.34 12.63 20 19183 143184 46523675
Drug intolerance 17.31 12.63 21 19182 147028 46519831
Acute coronary syndrome 17.02 12.63 21 19182 10183 46656676
Gastrointestinal tract mucosal pigmentation 16.89 12.63 7 19196 573 46666286
Upper gastrointestinal haemorrhage 16.79 12.63 27 19176 16711 46650148
Procedural haemorrhage 16.57 12.63 11 19192 2375 46664484
Pain 16.37 12.63 122 19081 476826 46190033
Coronary artery bypass 16.32 12.63 11 19192 2434 46664425
Presyncope 16.28 12.63 33 19170 24421 46642438
Cerebral infarction 16.12 12.63 32 19171 23334 46643525
Tuberculosis of central nervous system 16.09 12.63 6 19197 371 46666488
Cardiac disorder 16.07 12.63 47 19156 43811 46623048
Lupus myocarditis 16.06 12.63 4 19199 61 46666798
Myopathy 15.99 12.63 19 19184 8862 46657997
Cutaneous lupus erythematosus 15.99 12.63 11 19192 2518 46664341
Completed suicide 15.98 12.63 22 19181 145898 46520961
Chronic obstructive pulmonary disease 15.87 12.63 56 19147 57577 46609282
Melaena 15.63 12.63 35 19168 27737 46639122
Post procedural haemorrhage 15.24 12.63 17 19186 7409 46659450
Gastrointestinal tract mucosal discolouration 14.86 12.63 3 19200 16 46666843
Sinusitis 14.78 12.63 19 19184 129749 46537110
Lip erosion 14.74 12.63 7 19196 792 46666067
Drug abuse 14.59 12.63 4 19199 63404 46603455
Oliguria 14.56 12.63 18 19185 8741 46658118
Exposure during pregnancy 14.34 12.63 14 19189 108198 46558661
Haemorrhagic diathesis 14.28 12.63 12 19191 3696 46663163
Peripheral arterial occlusive disease 14.16 12.63 12 19191 3740 46663119
Eosinophilic granulomatosis with polyangiitis 14.06 12.63 9 19194 1827 46665032
Ophthalmoplegia 14.05 12.63 7 19196 879 46665980
Maternal exposure during pregnancy 13.90 12.63 13 19190 102536 46564323
Respiratory disorder 13.82 12.63 33 19170 27267 46639592
Subacute cutaneous lupus erythematosus 13.71 12.63 9 19194 1906 46664953
Anti-neutrophil cytoplasmic antibody positive vasculitis 13.63 12.63 9 19194 1926 46664933
Systemic lupus erythematosus 13.43 12.63 5 19198 65175 46601684
Compartment syndrome 13.36 12.63 9 19194 1990 46664869
Blood loss anaemia 13.30 12.63 17 19186 8540 46658319
Therapeutic product effect incomplete 13.03 12.63 8 19195 78145 46588714
Corneal dystrophy 12.94 12.63 5 19198 341 46666518
Dizziness 12.90 12.63 204 18999 340210 46326649
Ischaemic stroke 12.88 12.63 24 19179 16698 46650161
Stag horn calculus 12.78 12.63 4 19199 145 46666714
Orthostatic hypotension 12.69 12.63 30 19173 24628 46642231
Lethargy 12.64 12.63 48 19155 51123 46615736

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
Cardiac failure congestive 298.45 12.29 345 22649 84062 29845422
Myocardial infarction 247.63 12.29 386 22608 125239 29804245
Angina pectoris 199.77 12.29 172 22822 29346 29900138
Acute myocardial infarction 155.13 12.29 197 22797 52742 29876742
Coronary artery disease 133.15 12.29 177 22817 49535 29879949
Chest pain 101.66 12.29 256 22738 117371 29812113
Angina unstable 91.98 12.29 76 22918 12234 29917250
Hypotension 88.93 12.29 346 22648 200219 29729265
Syncope 61.31 12.29 173 22821 84730 29844754
Cardiac failure 59.28 12.29 169 22825 83249 29846235
Drug abuse 50.95 12.29 3 22991 82069 29847415
Coronary arterial stent insertion 49.38 12.29 34 22960 4160 29925324
Drug ineffective 49.15 12.29 119 22875 340268 29589216
Acute kidney injury 48.82 12.29 368 22626 273474 29656010
Bradycardia 45.79 12.29 132 22862 65394 29864090
Off label use 43.65 12.29 78 22916 249212 29680272
Dizziness 40.52 12.29 272 22722 194637 29734847
Gastrointestinal haemorrhage 40.15 12.29 148 22846 83298 29846186
Atrial fibrillation 39.47 12.29 176 22818 107948 29821536
International normalised ratio increased 39.15 12.29 102 22892 47637 29881847
Upper gastrointestinal haemorrhage 38.14 12.29 64 22930 21964 29907520
Presyncope 38.14 12.29 54 22940 16002 29913482
Anti-neutrophil cytoplasmic antibody positive vasculitis 37.17 12.29 15 22979 608 29928876
Myocardial ischaemia 35.02 12.29 54 22940 17263 29912221
Drug interaction 34.24 12.29 266 22728 199302 29730182
Rhabdomyolysis 34.20 12.29 117 22877 63463 29866021
Dyspnoea 34.15 12.29 398 22596 332897 29596587
Wrong patient received product 32.02 12.29 19 22975 1798 29927686
Left atrial dilatation 29.49 12.29 18 22976 1793 29927691
Chest discomfort 28.33 12.29 88 22906 45392 29884092
Haematocrit increased 28.17 12.29 17 22977 1659 29927825
Pyrexia 27.23 12.29 125 22869 294364 29635120
Completed suicide 25.84 12.29 23 22971 99469 29830015
Mucosal dryness 23.95 12.29 13 22981 1038 29928446
Lupus pneumonitis 23.36 12.29 6 22988 53 29929431
Cardiac failure chronic 22.38 12.29 25 22969 5838 29923646
Excessive cerumen production 21.38 12.29 8 22986 264 29929220
Hirsutism 20.77 12.29 7 22987 169 29929315
Cardiogenic shock 20.40 12.29 42 22952 16819 29912665
Ventricular fibrillation 19.86 12.29 39 22955 15099 29914385
Haemoglobin increased 19.78 12.29 17 22977 2885 29926599
Coronary artery bypass 19.68 12.29 22 22972 5140 29924344
Orthostatic hypotension 19.40 12.29 51 22943 23928 29905556
Hypovolaemia 19.06 12.29 28 22966 8577 29920907
Chronic obstructive pulmonary disease 19.05 12.29 78 22916 46048 29883436
Kounis syndrome 18.38 12.29 13 22981 1660 29927824
Product use in unapproved indication 17.99 12.29 18 22976 73675 29855809
Nodal arrhythmia 17.87 12.29 10 22984 847 29928637
Acute coronary syndrome 17.84 12.29 35 22959 13538 29915946
Nasal crusting 17.57 12.29 8 22986 437 29929047
Rheumatoid arthritis 17.42 12.29 5 22989 41192 29888292
Septic arthritis staphylococcal 17.37 12.29 8 22986 449 29929035
Faeces discoloured 17.18 12.29 35 22959 13911 29915573
Rectal haemorrhage 16.80 12.29 62 22932 34877 29894607
Venous pressure jugular increased 16.77 12.29 9 22985 702 29928782
Linear IgA disease 16.57 12.29 12 22982 1590 29927894
Nitritoid reaction 16.40 12.29 4 22990 28 29929456
Febrile neutropenia 16.36 12.29 36 22958 106657 29822827
Ischaemic cardiomyopathy 16.18 12.29 22 22972 6275 29923209
Blood potassium increased 15.77 12.29 37 22957 16176 29913308
Pterygium 15.32 12.29 5 22989 109 29929375
Gravitational oedema 15.17 12.29 8 22986 602 29928882
Cardiac failure acute 14.94 12.29 26 22968 9183 29920301
Pulmonary oedema 14.84 12.29 70 22924 43905 29885579
Cardiac disorder 14.57 12.29 65 22929 39828 29889656
Eczema nummular 14.45 12.29 5 22989 131 29929353
Mucosal inflammation 14.26 12.29 3 22991 30491 29898993
Oesophageal dilatation 14.20 12.29 5 22989 138 29929346
Hyperkalaemia 14.18 12.29 93 22901 65917 29863567
Toxicity to various agents 14.17 12.29 79 22915 177104 29752380
Malignant neoplasm progression 14.11 12.29 21 22973 72266 29857218
Oedema peripheral 13.86 12.29 133 22861 105699 29823785
Ventricular tachycardia 13.78 12.29 45 22949 23817 29905667
Stent placement 13.26 12.29 17 22977 4579 29924905
Essential tremor 13.09 12.29 8 22986 799 29928685
Myalgia 12.98 12.29 102 22892 76565 29852919
Incarcerated hernia 12.98 12.29 5 22989 179 29929305
Blood creatine phosphokinase increased 12.80 12.29 67 22927 43781 29885703
Melaena 12.72 12.29 54 22940 32383 29897101

Pharmacologic Action:

SourceCodeDescription
ATC C01DA14 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
VASODILATORS USED IN CARDIAC DISEASES
Organic nitrates
FDA CS M0014874 Nitrates
FDA PE N0000009909 Vasodilation
FDA EPC N0000175415 Nitrate Vasodilator
CHEBI has role CHEBI:35620 vasodilator
CHEBI has role CHEBI:50566 nitric oxide releasing agent
MeSH PA D002317 Cardiovascular Agents
MeSH PA D020030 Nitric Oxide Donors
MeSH PA D014665 Vasodilator Agents

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Angina pectoris indication 194828000
Angina Pectoris Prevention indication
Chronic heart failure off-label use 48447003
Prevention of Bleeding Esophageal Varices off-label use
Myocardial infarction contraindication 22298006 DOID:5844
Hyperthyroidism contraindication 34486009 DOID:7998
Low blood pressure contraindication 45007003
Injury of head contraindication 82271004
Increased intestinal motility contraindication 102624003
Hypertrophic cardiomyopathy contraindication 233873004 DOID:11984
Anemia contraindication 271737000 DOID:2355
Cerebral hemorrhage contraindication 274100004
Malabsorption States contraindication

Acid dissociation constants calculated using MoKa v3.0.0

None

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
Soluble guanylate cyclase Enzyme ACTIVATOR CHEMBL CHEMBL
Atrial natriuretic peptide receptor 1 Enzyme WOMBAT-PK

External reference:

IDSource
4020224 VUID
N0000179163 NUI
D00630 KEGG_DRUG
4020224 VANDF
C0064079 UMLSCUI
CHEBI:6062 CHEBI
CHEMBL1311 ChEMBL_ID
DB01020 DRUGBANK_ID
C030397 MESH_SUPPLEMENTAL_RECORD_UI
7052 IUPHAR_LIGAND_ID
5177 INN_ID
LX1OH63030 UNII
27661 PUBCHEM_CID
28004 RXNORM
4935 MMSL
6257 MMSL
d00269 MMSL
003639 NDDF
386854005 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0228-2620 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0228-2631 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-4544 TABLET, FILM COATED, EXTENDED RELEASE 60 mg ORAL ANDA 26 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-4546 TABLET, FILM COATED, EXTENDED RELEASE 30 mg ORAL ANDA 26 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-5549 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-5550 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-7756 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 26 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-7757 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 26 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0615-7767 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 20 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0615-7768 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 20 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0615-8043 TABLET 30 mg ORAL ANDA 23 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0615-8044 TABLET 60 mg ORAL ANDA 23 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0904-6449 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0904-6450 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 0904-6451 TABLET, EXTENDED RELEASE 120 mg ORAL ANDA 12 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 10544-243 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 21 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 13668-104 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 13668-105 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
ISOSORBIDE MONONITRATE HUMAN PRESCRIPTION DRUG LABEL 1 13668-106 TABLET, EXTENDED RELEASE 120 mg ORAL ANDA 12 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 21695-575 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 23 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 21695-777 TABLET, EXTENDED RELEASE 120 mg ORAL ANDA 23 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 21695-837 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 23 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 23155-178 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 12 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 23155-519 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 12 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 23155-628 TABLET, EXTENDED RELEASE 120 mg ORAL ANDA 12 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 43063-313 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 23 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 43353-917 TABLET, EXTENDED RELEASE 120 mg ORAL ANDA 23 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 50090-0787 TABLET, EXTENDED RELEASE 30 mg ORAL ANDA 23 sections
Isosorbide Mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 50090-1963 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 25 sections
isosorbide mononitrate HUMAN PRESCRIPTION DRUG LABEL 1 50090-2077 TABLET, EXTENDED RELEASE 60 mg ORAL ANDA 23 sections