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

Stem definitionDrug idCAS RN
NO2 - derivatives 1505 87-33-2

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • r-isosorbide dinitrate
  • vascardin
  • astridine
  • isosorbide dinitrate
A vasodilator used in the treatment of ANGINA PECTORIS. Its actions are similar to NITROGLYCERIN but with a slower onset of action.
  • Molecular weight: 236.14
  • Formula: C6H8N2O8
  • CLOGP: -3.50
  • LIPINSKI: 0
  • HAC: 10
  • HDO: 0
  • TPSA: 128.56
  • ALOGS: -2.40
  • ROTB: 4

Drug dosage:

DoseUnitRoute
60 mg O
20 mg oral aerosol
20 mg SL
0.10 g TD

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 1.09 mg/mL Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 7.26 ┬ÁM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability) 22 % Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
Vd (Volume of distribution) 1.90 L/kg Lombardo F, Berellini G, Obach RS
CL (Clearance) 31 mL/min/kg Lombardo F, Berellini G, Obach RS
fu (Fraction unbound in plasma) 0.72 % Lombardo F, Berellini G, Obach RS
t_half (Half-life) 1.70 hours Lombardo F, Berellini G, Obach RS

Approvals:

DateAgencyCompanyOrphan
Jan. 16, 1968 FDA ASTRAZENECA

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
Cardiac failure congestive 178.30 12.88 181 14763 91569 46579549
Myocardial infarction 146.59 12.88 168 14776 97360 46573758
Coronary artery disease 69.86 12.88 69 14875 33683 46637435
Acute myocardial infarction 65.58 12.88 65 14879 31859 46639259
Angina pectoris 59.65 12.88 57 14887 26718 46644400
Chest pain 57.34 12.88 154 14790 176170 46494948
Angina unstable 45.51 12.88 29 14915 7519 46663599
Bradycardia 44.86 12.88 78 14866 66220 46604898
Cerebrovascular accident 35.60 12.88 91 14853 100948 46570170
Myocardial ischaemia 33.95 12.88 30 14914 12719 46658399
Cardiac failure 32.40 12.88 76 14868 79872 46591246
Drug ineffective 29.97 12.88 114 14830 677724 45993394
Rheumatoid arthritis 26.23 12.88 23 14921 240192 46430926
Arteriospasm coronary 24.57 12.88 15 14929 3606 46667512
Sinus bradycardia 22.79 12.88 25 14919 13757 46657361
Red cell distribution width abnormal 22.52 12.88 6 14938 157 46670961
Coronary arterial stent insertion 22.44 12.88 13 14931 2840 46668278
Infusion related reaction 22.29 12.88 3 14941 101205 46569913
Renal failure 21.94 12.88 83 14861 113511 46557607
Hyperkalaemia 20.31 12.88 48 14896 50661 46620457
Left ventricular hypertrophy 20.27 12.88 15 14929 4948 46666170
Lip erosion 19.80 12.88 8 14936 791 46670327
Acute kidney injury 19.67 12.88 136 14808 235719 46435399
Renal impairment 19.31 12.88 60 14884 74312 46596806
Gamma-glutamyltransferase abnormal 19.27 12.88 6 14938 276 46670842
Gynaecomastia 18.51 12.88 5 14939 138 46670980
Mucosal erosion 18.46 12.88 9 14935 1389 46669729
Genital erosion 18.08 12.88 5 14939 151 46670967
Joint swelling 17.99 12.88 16 14928 166057 46505061
N-terminal prohormone brain natriuretic peptide abnormal 17.87 12.88 4 14940 49 46671069
Coronary artery occlusion 17.56 12.88 17 14927 8085 46663033
Blood urea increased 17.36 12.88 30 14914 25322 46645796
Hypotension 17.02 12.88 130 14814 232459 46438659
Electrocardiogram ST segment elevation 16.99 12.88 12 14932 3683 46667435
Insulin C-peptide increased 16.82 12.88 4 14940 65 46671053
Blood creatinine increased 16.58 12.88 58 14886 76345 46594773
Subarachnoid haemorrhage 16.34 12.88 19 14925 11134 46659984
Haematocrit abnormal 16.27 12.88 7 14937 810 46670308
Transient ischaemic attack 16.16 12.88 35 14909 34868 46636250
Alopecia 16.03 12.88 17 14927 162397 46508721
Cardiac disorder 15.94 12.88 40 14904 43818 46627300
Ischaemic cardiomyopathy 15.66 12.88 10 14934 2600 46668518
Glomerular filtration rate abnormal 15.65 12.88 6 14938 516 46670602
Respiratory acidosis 15.44 12.88 14 14930 6134 46664984
Shock 15.15 12.88 26 14918 21819 46649299
Asthenia 15.11 12.88 159 14785 310916 46360202
Arrhythmia 15.07 12.88 34 14910 34807 46636311
Maternal exposure during pregnancy 15.03 12.88 7 14937 102542 46568576
Electrocardiogram QT prolonged 14.83 12.88 43 14901 51282 46619836
Off label use 14.76 12.88 67 14877 379774 46291344
Completed suicide 14.70 12.88 15 14929 145905 46525213
Haemorrhagic diathesis 14.68 12.88 11 14933 3697 46667421
Chronic kidney disease 14.57 12.88 37 14907 40834 46630284
Coronary artery stenosis 14.40 12.88 12 14932 4701 46666417
Acute coronary syndrome 14.32 12.88 17 14927 10187 46660931
Nephrogenic systemic fibrosis 14.27 12.88 12 14932 4760 46666358
Atrial fibrillation 14.04 12.88 68 14876 103522 46567596
Blood pressure decreased 13.82 12.88 45 14899 57114 46614004
Blood glucose decreased 13.78 12.88 23 14921 18869 46652249
Renal hypoplasia 13.70 12.88 3 14941 33 46671085
Pulseless electrical activity 13.62 12.88 14 14930 7153 46663965
Prinzmetal angina 13.51 12.88 6 14938 749 46670369
Hepatic function abnormal 13.15 12.88 32 14912 34389 46636729
Therapeutic product effect decreased 13.13 12.88 5 14939 82596 46588522
Silent myocardial infarction 13.01 12.88 5 14939 433 46670685

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 202.07 12.71 244 16772 84163 29851299
Myocardial infarction 134.46 12.71 249 16767 125376 29810086
Acute myocardial infarction 83.42 12.71 125 16891 52814 29882648
Chest pain 76.87 12.71 191 16825 117436 29818026
Angina pectoris 76.47 12.71 89 16927 29429 29906033
Coronary artery disease 74.94 12.71 115 16901 49597 29885865
Angina unstable 71.77 12.71 58 16958 12252 29923210
Silent myocardial infarction 48.16 12.71 15 17001 383 29935079
Cardiac failure 46.77 12.71 128 16888 83290 29852172
Myocardial ischaemia 46.15 12.71 53 16963 17264 29918198
Hypotension 44.48 12.71 228 16788 200337 29735125
Bradycardia 42.29 12.71 106 16910 65420 29870042
Off label use 36.76 12.71 53 16963 249237 29686225
Syncope 35.94 12.71 118 16898 84785 29850677
Hypoglycaemia 33.44 12.71 83 16933 50898 29884564
Drug abuse 32.86 12.71 4 17012 82068 29853394
Cutaneous lupus erythematosus 31.08 12.71 12 17004 588 29934874
Arteriospasm coronary 30.90 12.71 19 16997 2599 29932863
Drug ineffective 30.43 12.71 96 16920 340291 29595171
Dizziness 29.81 12.71 201 16815 194708 29740754
Drug interaction 28.86 12.71 203 16813 199365 29736097
Normochromic normocytic anaemia 28.12 12.71 21 16995 3949 29931513
Pulmonary oedema 25.13 12.71 68 16948 43907 29891555
Coronary artery occlusion 24.57 12.71 31 16985 11126 29924336
Cerebrovascular accident 24.40 12.71 103 16913 83374 29852088
Chronic kidney disease 24.17 12.71 61 16955 37777 29897685
Toxic epidermal necrolysis 23.55 12.71 39 16977 17901 29917561
Prinzmetal angina 22.94 12.71 11 17005 918 29934544
Dyspnoea 22.42 12.71 288 16728 333007 29602455
Bleeding time prolonged 20.18 12.71 9 17007 636 29934826
Renal failure 19.08 12.71 132 16884 128834 29806628
Occult blood positive 18.36 12.71 16 17000 3744 29931718
Oesophageal ulcer haemorrhage 18.25 12.71 6 17010 183 29935279
Completed suicide 17.97 12.71 18 16998 99474 29835988
Toxicity to various agents 17.95 12.71 47 16969 177136 29758326
Cardiac failure acute 17.80 12.71 24 16992 9185 29926277
Supraventricular tachycardia 17.22 12.71 25 16991 10247 29925215
Myocardial depression 15.82 12.71 4 17012 46 29935416
Cardiac disorder 15.58 12.71 54 16962 39839 29895623
Coronary artery stenosis 15.10 12.71 22 16994 9048 29926414
Injury 14.89 12.71 36 16980 21695 29913767
Acute coronary syndrome 14.56 12.71 27 16989 13546 29921916
Gastrointestinal haemorrhage 14.52 12.71 89 16927 83357 29852105
Kounis syndrome 14.49 12.71 10 17006 1663 29933799
Ephelides 14.06 12.71 4 17012 74 29935388
Ischaemia 14.05 12.71 15 17001 4506 29930956
Product use in unapproved indication 13.69 12.71 13 17003 73680 29861782
Febrile neutropenia 13.51 12.71 25 16991 106668 29828794
Fear 13.50 12.71 23 16993 10802 29924660
Methaemoglobinaemia 12.90 12.71 11 17005 2499 29932963
Loss of consciousness 12.78 12.71 83 16933 79292 29856170

Pharmacologic Action:

SourceCodeDescription
ATC C01DA08 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
VASODILATORS USED IN CARDIAC DISEASES
Organic nitrates
ATC C01DA58 CARDIOVASCULAR SYSTEM
CARDIAC THERAPY
VASODILATORS USED IN CARDIAC DISEASES
Organic nitrates
ATC C05AE02 CARDIOVASCULAR SYSTEM
VASOPROTECTIVES
AGENTS FOR TREATMENT OF HEMORRHOIDS AND ANAL FISSURES FOR TOPICAL USE
Muscle relaxants
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
Chronic heart failure indication 48447003
Angina pectoris indication 194828000
Angina Pectoris Prevention indication
Prevention of Bleeding Esophageal Varices off-label use
Myocardial infarction contraindication 22298006 DOID:5844
Hypovolemia contraindication 28560003
Hyperthyroidism contraindication 34486009 DOID:7998
Low blood pressure contraindication 45007003
Benign intracranial hypertension contraindication 68267002 DOID:11459
Injury of head contraindication 82271004
Increased intestinal motility contraindication 102624003
Cerebrovascular accident contraindication 230690007
Hypertrophic cardiomyopathy contraindication 233873004 DOID:11984
Lupus erythematosus and erythema multiforme-like syndrome contraindication 238926009
Anemia contraindication 271737000 DOID:2355
Cerebral hemorrhage contraindication 274100004
Disorder of coronary artery contraindication 414024009
Myocardial infarction in recovery phase contraindication 418044006
Slow acetylator due to N-acetyltransferase enzyme variant contraindication 425079005
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
4017825 VUID
N0000146183 NUI
D00516 KEGG_DRUG
4017825 VANDF
C0022252 UMLSCUI
CHEBI:6061 CHEBI
CHEMBL6622 ChEMBL_ID
DB00883 DRUGBANK_ID
3780 PUBCHEM_CID
D007548 MESH_DESCRIPTOR_UI
7051 IUPHAR_LIGAND_ID
996 INN_ID
IA7306519N UNII
379630 RXNORM
2988 MMSL
2996 MMSL
4934 MMSL
d00268 MMSL
000688 NDDF
387332007 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0143-1765 TABLET 2.50 mg SUBLINGUAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0143-1767 TABLET 5 mg SUBLINGUAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0143-1769 TABLET 5 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0143-1771 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0143-1772 TABLET 20 mg ORAL ANDA 21 sections
IsordilTitradose HUMAN PRESCRIPTION DRUG LABEL 1 0187-0152 TABLET 5 mg ORAL NDA 20 sections
IsordilTitradose HUMAN PRESCRIPTION DRUG LABEL 1 0187-0192 TABLET 40 mg ORAL NDA 20 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-1560 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-1575 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-7902 TABLET 10 mg ORAL ANDA 23 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-7903 TABLET 20 mg ORAL ANDA 23 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-8157 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-8193 TABLET 30 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0615-8294 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0781-1556 TABLET 10 mg ORAL ANDA 23 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0781-1635 TABLET 5 mg ORAL ANDA 23 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0781-1695 TABLET 20 mg ORAL ANDA 23 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0904-6619 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 0904-6620 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 16714-007 TABLET 5 mg ORAL ANDA 17 sections
Isosorbide dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 16714-008 TABLET 10 mg ORAL ANDA 17 sections
Isosorbide dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 16714-009 TABLET 20 mg ORAL ANDA 17 sections
Isosorbide dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 16714-010 TABLET 30 mg ORAL ANDA 17 sections
BiDil HUMAN PRESCRIPTION DRUG LABEL 2 24338-010 TABLET, FILM COATED 20 mg ORAL NDA 30 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 42291-350 TABLET 30 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 43353-139 TABLET 10 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 43353-141 TABLET 20 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 49884-009 TABLET 30 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 49884-020 TABLET 5 mg ORAL ANDA 21 sections
Isosorbide Dinitrate HUMAN PRESCRIPTION DRUG LABEL 1 49884-021 TABLET 10 mg ORAL ANDA 21 sections