prasugrel 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
platelet aggregation inhibitors 4113 150322-43-3

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • prasugrel
  • prasugrel hydrochloride
  • effient
  • efient
  • prasugrel HCl
  • CS-747
  • LY640315
A piperazine derivative and PLATELET AGGREGATION INHIBITOR that is used to prevent THROMBOSIS in patients with ACUTE CORONARY SYNDROME; UNSTABLE ANGINA and MYOCARDIAL INFARCTION, as well as in those undergoing PERCUTANEOUS CORONARY INTERVENTIONS.
  • Molecular weight: 373.44
  • Formula: C20H20FNO3S
  • CLOGP: 3.46
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 46.61
  • ALOGS: -5.20
  • ROTB: 6

  • Status: OFP

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

Drug dosage:

DoseUnitRoute
10 mg O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 2 Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 1 % Benet LZ, Broccatelli F, Oprea TI

Approvals:

DateAgencyCompanyOrphan
Feb. 24, 2009 EMA DAIICHI SANKYO EUROPE GMBH
July 10, 2009 FDA ELI LILLY AND CO
March 24, 2014 PMDA DAIICHI SANKYO COMPANY, LIMITED

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 163.20 20.90 94 4101 99799 63385028
Thrombosis in device 136.23 20.90 33 4162 2957 63481870
Acute myocardial infarction 113.55 20.90 51 4144 32073 63452754
Vascular pseudoaneurysm 107.38 20.90 24 4171 1510 63483317
Vascular stent stenosis 93.67 20.90 18 4177 535 63484292
Gastrointestinal haemorrhage 81.03 20.90 56 4139 81120 63403707
Coronary artery restenosis 68.15 20.90 13 4182 371 63484456
Haemorrhage 62.99 20.90 43 4152 60979 63423848
Coronary artery occlusion 60.11 20.90 22 4173 8169 63476658
Angina pectoris 59.02 20.90 32 4163 30046 63454781
Coronary artery disease 54.12 20.90 31 4164 32346 63452481
Angina unstable 51.85 20.90 19 4176 7076 63477751
Chest pain 42.15 20.90 61 4134 215898 63268929
Cerebrovascular arteriovenous malformation 41.70 20.90 7 4188 94 63484733
Haematoma 37.00 20.90 25 4170 34795 63450032
Coronary artery stenosis 35.76 20.90 13 4182 4731 63480096
Phaeochromocytoma crisis 35.28 20.90 7 4188 246 63484581
Platelet function test abnormal 35.25 20.90 6 4189 88 63484739
Retroperitoneal haemorrhage 34.15 20.90 11 4184 2786 63482041
Aneurysm 34.01 20.90 11 4184 2822 63482005
Stent placement 30.97 20.90 11 4184 3744 63481083
Somnambulism 30.26 20.90 12 4183 5531 63479296
Device occlusion 30.18 20.90 13 4182 7374 63477453
Cerebral haemorrhage 30.14 20.90 21 4174 30708 63454119
Peripheral arterial occlusive disease 29.77 20.90 11 4184 4190 63480637
Acute coronary syndrome 29.26 20.90 14 4181 10112 63474715
Puncture site haemorrhage 28.24 20.90 6 4189 297 63484530
Myopathy 27.93 20.90 14 4181 11177 63473650
Epistaxis 26.22 20.90 28 4167 72697 63412130
Factor V inhibition 25.33 20.90 5 4190 171 63484656
Coronary artery thrombosis 24.81 20.90 7 4188 1132 63483695
Cardiogenic shock 24.28 20.90 15 4180 17917 63466910
Labelled drug-drug interaction medication error 22.83 20.90 13 4182 13386 63471441
Tachycardia paroxysmal 22.54 20.90 5 4190 303 63484524
Coronary arterial stent insertion 22.25 20.90 8 4187 2821 63482006
Coagulation factor V level decreased 22.23 20.90 5 4190 323 63484504
Subarachnoid haemorrhage 22.06 20.90 13 4182 14270 63470557
Photopsia 21.98 20.90 9 4186 4500 63480327
Thrombosis 21.71 20.90 24 4171 64731 63420096
Vascular stent thrombosis 21.26 20.90 6 4189 971 63483856
Ocular retrobulbar haemorrhage 21.04 20.90 4 4191 112 63484715

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
Thrombosis in device 349.29 17.74 91 7592 3234 34946014
Vascular stent thrombosis 292.26 17.74 77 7606 2858 34946390
Vascular stent stenosis 202.97 17.74 48 7635 1133 34948115
Acute myocardial infarction 173.17 17.74 121 7562 53598 34895650
Myocardial infarction 154.79 17.74 160 7523 120925 34828323
Chest pain 116.34 17.74 141 7542 126621 34822627
Angina pectoris 108.83 17.74 74 7609 31289 34917959
Coronary artery restenosis 83.46 17.74 23 7660 1011 34948237
Haemorrhage 72.93 17.74 72 7611 51298 34897950
Angina unstable 72.59 17.74 40 7643 11613 34937635
Gastrointestinal haemorrhage 66.13 17.74 89 7594 88388 34860860
Haemorrhage intracranial 63.44 17.74 41 7642 15905 34933343
Cardiac tamponade 62.41 17.74 28 7655 5238 34944010
Coronary artery stenosis 59.87 17.74 33 7650 9583 34939665
Labelled drug-drug interaction medication error 58.41 17.74 38 7645 14901 34934347
Vascular pseudoaneurysm 44.27 17.74 17 7666 2150 34947098
Haematoma 42.20 17.74 39 7644 25566 34923682
Coronary artery thrombosis 40.78 17.74 16 7667 2143 34947105
Coronary artery occlusion 40.69 17.74 27 7656 10935 34938313
Pericardial haemorrhage 38.08 17.74 17 7666 3141 34946107
Device occlusion 34.10 17.74 20 7663 6525 34942723
Pulmonary alveolar haemorrhage 34.08 17.74 21 7662 7491 34941757
Cerebral haemorrhage 33.76 17.74 40 7643 34897 34914351
Myocardial ischaemia 33.61 17.74 29 7654 17379 34931869
Intraventricular haemorrhage 33.21 17.74 16 7667 3515 34945733
Upper gastrointestinal haemorrhage 32.93 17.74 34 7649 25484 34923764
Apnoeic attack 32.19 17.74 9 7674 417 34948831
Coronary artery disease 30.68 17.74 45 7638 48260 34900988
Abdominal symptom 30.06 17.74 9 7674 532 34948716
Epistaxis 29.65 17.74 49 7634 58202 34891046
Subdural haematoma 29.64 17.74 29 7654 20392 34928856
Acute coronary syndrome 29.10 17.74 24 7659 13521 34935727
Obstructive shock 26.25 17.74 5 7678 39 34949209
Cardiac failure 24.82 17.74 59 7624 91189 34858059
Arterial restenosis 23.53 17.74 5 7678 71 34949177
Arterial injury 23.19 17.74 7 7676 426 34948822
Melaena 22.52 17.74 33 7650 35347 34913901
Platelet function test abnormal 20.93 17.74 5 7678 123 34949125
Toxicity to various agents 20.83 17.74 9 7674 200353 34748895
Peripheral arterial occlusive disease 20.67 17.74 14 7669 5860 34943388
Coombs negative haemolytic anaemia 19.79 17.74 5 7678 156 34949092
Procedural haemorrhage 19.73 17.74 10 7673 2447 34946801
Thrombotic cerebral infarction 19.73 17.74 6 7677 374 34948874
Non-cardiac chest pain 19.46 17.74 12 7671 4285 34944963
Thrombotic thrombocytopenic purpura 19.43 17.74 11 7672 3359 34945889
Vessel puncture site haematoma 19.22 17.74 4 7679 51 34949197
Coronary artery perforation 18.81 17.74 4 7679 57 34949191
Melanaemia 18.38 17.74 4 7679 64 34949184
Febrile neutropenia 18.05 17.74 4 7679 136845 34812403

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
Vascular stent thrombosis 328.52 16.09 79 9782 3631 79730896
Thrombosis in device 270.06 16.09 73 9788 5369 79729158
Acute myocardial infarction 238.59 16.09 137 9724 76899 79657628
Myocardial infarction 233.04 16.09 188 9673 183941 79550586
Gastrointestinal haemorrhage 124.68 16.09 120 9741 147599 79586928
Vascular stent stenosis 122.28 16.09 30 9831 1497 79733030
Vascular pseudoaneurysm 114.77 16.09 34 9827 3476 79731051
Haemorrhage 106.51 16.09 89 9772 91029 79643498
Coronary artery stenosis 95.08 16.09 41 9820 12443 79722084
Chest pain 94.15 16.09 143 9718 282161 79452366
Angina pectoris 92.28 16.09 65 9796 51667 79682860
Labelled drug-drug interaction medication error 77.08 16.09 46 9815 27604 79706923
Coronary artery occlusion 71.97 16.09 36 9825 15279 79719248
Coronary artery restenosis 71.44 16.09 19 9842 1310 79733217
Coronary artery disease 68.41 16.09 60 9801 65414 79669113
Haematoma 67.28 16.09 54 9807 52141 79682386
Haemorrhage intracranial 66.38 16.09 41 9820 26152 79708375
Angina unstable 60.89 16.09 33 9828 16494 79718033
Intraventricular haemorrhage 57.71 16.09 22 9839 4865 79729662
Cerebral haemorrhage 54.60 16.09 50 9811 57623 79676904
Coronary artery thrombosis 51.65 16.09 18 9843 3088 79731439
Acute coronary syndrome 50.82 16.09 32 9829 21101 79713426
Device occlusion 50.24 16.09 26 9835 11840 79722687
Epistaxis 46.62 16.09 63 9798 111452 79623075
Upper gastrointestinal haemorrhage 45.38 16.09 39 9822 41341 79693186
Pulmonary alveolar haemorrhage 45.36 16.09 24 9837 11433 79723094
Peripheral arterial occlusive disease 43.54 16.09 21 9840 8237 79726290
Cardiac tamponade 41.22 16.09 21 9840 9255 79725272
Subdural haematoma 39.39 16.09 32 9829 31402 79703125
Platelet function test abnormal 38.30 16.09 8 9853 191 79734336
Stent placement 35.65 16.09 17 9844 6503 79728024
Cerebrovascular arteriovenous malformation 35.61 16.09 7 9854 122 79734405
Cardiac failure 33.70 16.09 65 9796 154777 79579750
Pericardial haemorrhage 31.73 16.09 14 9847 4481 79730046
Thrombotic cerebral infarction 29.90 16.09 8 9853 564 79733963
Cardiogenic shock 29.66 16.09 31 9830 41883 79692644
Melaena 29.48 16.09 37 9824 60853 79673674
Phaeochromocytoma crisis 28.91 16.09 7 9854 330 79734197
Apnoeic attack 28.60 16.09 8 9853 666 79733861
Arterial injury 27.90 16.09 8 9853 728 79733799
Myocardial ischaemia 27.87 16.09 24 9837 25495 79709032
Abdominal symptom 27.52 16.09 8 9853 765 79733762
Cerebral infarction 27.46 16.09 31 9830 45645 79688882
Thrombosis 27.08 16.09 42 9819 84058 79650469
Subarachnoid haemorrhage 26.70 16.09 23 9838 24442 79710085
Electrocardiogram ST segment elevation 26.10 16.09 15 9846 8382 79726145
Somnambulism 25.56 16.09 13 9848 5708 79728819
Obstructive shock 25.18 16.09 5 9856 92 79734435
Aneurysm 24.88 16.09 11 9850 3537 79730990
Post procedural haemorrhage 23.86 16.09 17 9844 13727 79720800
Factor V inhibition 23.13 16.09 6 9855 375 79734152
Haematuria 21.63 16.09 34 9827 68802 79665725
Melanaemia 20.61 16.09 4 9857 65 79734462
Vascular stent occlusion 20.58 16.09 5 9856 239 79734288
Hypocalcaemia 20.53 16.09 28 9833 49896 79684631
Bladder tamponade 20.51 16.09 6 9855 586 79733941
Retroperitoneal haemorrhage 20.36 16.09 11 9850 5459 79729068
Hypomagnesaemia 20.35 16.09 27 9834 46884 79687643
Shock haemorrhagic 20.17 16.09 18 9843 20042 79714485
Ventricle rupture 19.05 16.09 4 9857 98 79734429
Alopecia 18.88 16.09 3 9858 231352 79503175
Infusion related reaction 18.75 16.09 3 9858 230234 79504293
Coombs negative haemolytic anaemia 18.31 16.09 5 9856 381 79734146
Tachycardia paroxysmal 18.12 16.09 5 9856 396 79734131
Product administration error 18.10 16.09 21 9840 31825 79702702
Retroperitoneal haematoma 17.92 16.09 10 9851 5287 79729240
Myopathy 17.85 16.09 17 9844 20546 79713981
Blood loss anaemia 17.79 16.09 15 9846 15483 79719044
Hepatitis acute 17.75 16.09 15 9846 15527 79719000
Pain 17.66 16.09 38 9823 703764 79030763
Ocular retrobulbar haemorrhage 17.21 16.09 4 9857 158 79734369
Trunk injury 17.09 16.09 3 9858 27 79734500
Coronary artery reocclusion 17.04 16.09 4 9857 165 79734362
Febrile neutropenia 16.73 16.09 4 9857 230995 79503532
Coronary arterial stent insertion 16.69 16.09 10 9851 6034 79728493
Ventricular fibrillation 16.41 16.09 20 9841 31906 79702621

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC B01AC22 BLOOD AND BLOOD FORMING ORGANS
ANTITHROMBOTIC AGENTS
ANTITHROMBOTIC AGENTS
Platelet aggregation inhibitors excl. heparin
FDA PE N0000008832 Decreased Platelet Aggregation
MeSH PA D006401 Hematologic Agents
MeSH PA D010975 Platelet Aggregation Inhibitors
FDA EPC N0000182142 P2Y12 Platelet Inhibitor
FDA MoA N0000182143 P2Y12 Receptor Antagonists
CHEBI has role CHEBI:35554 cardiovascular agent
CHEBI has role CHEBI:50433 platelet glycoprotein-IIb/IIIa receptor antagonists
CHEBI has role CHEBI:68563 ADP receptor subtype P2Y12 antagonists
CHEBI has role CHEBI:50266 Prodrugs

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

DiseaseRelationSNOMED_IDDOID
Prevention of recurrence of ischemic cerebrovascular disease indication 62914000 DOID:6713
Acute coronary syndrome indication 394659003
Percutaneous coronary intervention indication 415070008
Myocardial Reinfarction Prevention indication
Intracranial hemorrhage contraindication 1386000
Acute hemorrhage contraindication 8573003
Acute peptic ulcer with hemorrhage contraindication 12274003
Low blood pressure contraindication 45007003
Hepatic failure contraindication 59927004
Blood coagulation disorder contraindication 64779008 DOID:1247
Aortocoronary artery bypass graft contraindication 67166004
Thrombotic thrombocytopenic purpura contraindication 78129009 DOID:10772
Cerebrovascular accident contraindication 230690007
Transient ischemic attack contraindication 266257000 DOID:224
Surgical procedure contraindication 387713003
Traumatic injury contraindication 417746004
Significant Bleeding contraindication




🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.53 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
P2Y purinoceptor 12 GPCR ANTAGONIST UNKNOWN CHEMBL

External reference:

IDSource
4029056 VUID
N0000179815 NUI
D05597 KEGG_DRUG
389574-19-0 SECONDARY_CAS_RN
4029056 VANDF
4029068 VANDF
C2683417 UMLSCUI
CHEBI:87715 CHEBI
CHEMBL1201772 ChEMBL_ID
DB06209 DRUGBANK_ID
CHEMBL1201773 ChEMBL_ID
D000068799 MESH_DESCRIPTOR_UI
6918456 PUBCHEM_CID
7562 IUPHAR_LIGAND_ID
8503 INN_ID
34K66TBT99 UNII
613391 RXNORM
166281 MMSL
261080 MMSL
26287 MMSL
39620 MMSL
d07409 MMSL
012994 NDDF
012995 NDDF
443129001 SNOMEDCT_US
443312008 SNOMEDCT_US
735166002 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Effient HUMAN PRESCRIPTION DRUG LABEL 1 0002-5121 TABLET, FILM COATED 5 mg ORAL NDA 32 sections
Effient HUMAN PRESCRIPTION DRUG LABEL 1 0002-5123 TABLET, FILM COATED 10 mg ORAL NDA 32 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 0378-5185 TABLET, FILM COATED 5 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 0378-5185 TABLET, FILM COATED 5 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 0378-5186 TABLET, FILM COATED 10 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 0378-5186 TABLET, FILM COATED 10 mg ORAL ANDA 29 sections
PRASUGREL HUMAN PRESCRIPTION DRUG LABEL 1 0440-0604 TABLET, FILM COATED 5 mg ORAL ANDA 29 sections
PRASUGREL HUMAN PRESCRIPTION DRUG LABEL 1 0440-0605 TABLET, FILM COATED 10 mg ORAL ANDA 29 sections
Effient HUMAN PRESCRIPTION DRUG LABEL 1 0713-0881 TABLET, COATED 5 mg ORAL NDA 33 sections
Effient HUMAN PRESCRIPTION DRUG LABEL 1 0713-0882 TABLET, COATED 10 mg ORAL NDA 33 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-272 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-272 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-272 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-273 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-273 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 16729-273 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 43817-239 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 43817-240 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 50090-4118 TABLET, FILM COATED 10 mg ORAL ANDA 26 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 50090-5169 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 50090-5169 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-247 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-247 TABLET, FILM COATED 5 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-248 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-248 TABLET, FILM COATED 10 mg ORAL ANDA 27 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-444 TABLET, FILM COATED 5 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-444 TABLET, FILM COATED 5 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-445 TABLET, FILM COATED 10 mg ORAL ANDA 29 sections
Prasugrel HUMAN PRESCRIPTION DRUG LABEL 1 51407-445 TABLET, FILM COATED 10 mg ORAL ANDA 29 sections
Effient HUMAN PRESCRIPTION DRUG LABEL 1 54868-6238 TABLET, FILM COATED 10 mg ORAL NDA 28 sections