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

Stem definitionDrug idCAS RN
serotonin (5-HT1) receptor agonists, sumatriptan derivatives 2393 144034-80-0

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • MK-0462
  • rizatriptan
  • risatriptan
  • rizatriptan benzoate
Rizatriptan binds with high affinity to human cloned 5-HT1B/1D receptors. Rizatriptan presumably exerts its therapeutic effects in the treatment of migraine headache by binding to 5-HT1B/1D receptors located on intracranial blood vessels and sensory nerves of the trigeminal system.
  • Molecular weight: 269.35
  • Formula: C15H19N5
  • CLOGP: 1.18
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 1
  • TPSA: 49.74
  • ALOGS: -2.90
  • ROTB: 5

Drug dosage:

DoseUnitRoute
10 mg O

Approvals:

DateAgencyCompanyOrphan
June 29, 1998 FDA MERCK

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 167.95 38.71 74 535 116016 3269234
Migraine 131.84 38.71 34 575 9982 3375268
Headache 101.79 38.71 49 560 91931 3293319
Drug interaction 90.54 38.71 37 572 46775 3338475
Purpura senile 74.40 38.71 9 600 23 3385227
Serotonin syndrome 74.03 38.71 19 590 5404 3379846
Exposure during pregnancy 71.48 38.71 27 582 27536 3357714
Product substitution issue 63.14 38.71 18 591 7582 3377668
Vomiting 62.10 38.71 35 574 89496 3295754
Tarsal tunnel syndrome 61.14 38.71 8 601 45 3385205
Nausea 59.85 38.71 39 570 129606 3255644
Drug hypersensitivity 51.51 38.71 23 586 35657 3349593
Resorption bone increased 47.95 38.71 8 601 268 3384982
Vestibular disorder 46.59 38.71 8 601 319 3384931
Chest pain 45.77 38.71 22 587 40253 3344997
Myocardial infarction 43.86 38.71 22 587 44111 3341139
Renal infarct 43.50 38.71 8 601 474 3384776

Pharmacologic Action:

SourceCodeDescription
ATC N02CC04 NERVOUS SYSTEM
ANALGESICS
ANTIMIGRAINE PREPARATIONS
Selective serotonin (5HT1) agonists
FDA MoA N0000175763 Serotonin 1b Receptor Agonists
FDA MoA N0000175764 Serotonin 1d Receptor Agonists
FDA EPC N0000175765 Serotonin-1b and Serotonin-1d Receptor Agonist
CHEBI has role CHEBI:50514 vasoconstrictor agent
CHEBI has role CHEBI:35472 anti-inflammatory drug
CHEBI has role CHEBI:35941 serotonergic agonist
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018490 Serotonin Agents
MeSH PA D017366 Serotonin Receptor Agonists

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Migraine indication 37796009 DOID:6364
Myocardial infarction contraindication 22298006 DOID:5844
Hypertensive disorder contraindication 38341003 DOID:10763
Hemiplegic migraine contraindication 59292006
Prinzmetal angina contraindication 87343002
Chronic renal failure syndrome contraindication 90688005 DOID:784
Angina pectoris contraindication 194828000
Cerebrovascular accident contraindication 230690007 DOID:6713
Disease of liver contraindication 235856003 DOID:409
Cardiovascular event risk contraindication 395112001
Peripheral vascular disease contraindication 400047006
Myocardial ischemia contraindication 414795007 DOID:3393
Hypertensive urgency contraindication 443482000

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 13.75 acidic
pKa2 8.28 Basic
pKa3 3.56 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
5-hydroxytryptamine receptor 1D GPCR AGONIST Ki 7.90 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 1B GPCR AGONIST Ki 6.90 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 1F GPCR AGONIST Ki 6.80 IUPHAR
5-hydroxytryptamine receptor 1E GPCR AGONIST Ki 6.80 IUPHAR
5-hydroxytryptamine receptor 2C GPCR IC50 5.10 CHEMBL
5-hydroxytryptamine receptor 2A GPCR IC50 5.10 CHEMBL
5-hydroxytryptamine receptor 1A GPCR Ki 6.85 CHEMBL
Cytochrome P450 2D6 Enzyme Ki 4.85 WOMBAT-PK
Serotonin 3 (5-HT3) receptor Ion channel IC50 5.40 CHEMBL
5-hydroxytryptamine receptor 2A GPCR IC50 5.20 CHEMBL
5-hydroxytryptamine receptor 1D GPCR IC50 7.30 CHEMBL

External reference:

IDSource
51 IUPHAR_LIGAND_ID
4021122 VUID
N0000148576 NUI
C0297635 UMLSCUI
D00675 KEGG_DRUG
51086HBW8G UNII
7474 INN_ID
DB00953 DRUGBANK_ID
CHEMBL905 ChEMBL_ID
5078 PUBCHEM_CID
4021122 VANDF
N0000006855 NDFRT
N0000148576 NDFRT
007571 NDDF
d04328 MMSL
88014 RXNORM
108411001 SNOMEDCT_US
363573000 SNOMEDCT_US
CHEBI:48273 CHEBI
CHEMBL1201032 ChEMBL_ID
C093622 MESH_SUPPLEMENTAL_RECORD_UI
145202-66-0 SECONDARY_CAS_RN

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
MAXALT HUMAN PRESCRIPTION DRUG LABEL 1 0006-0266 TABLET 5 mg ORAL NDA 18 sections
MAXALT HUMAN PRESCRIPTION DRUG LABEL 1 0006-0267 TABLET 10 mg ORAL NDA 18 sections
MAXALT-MLT HUMAN PRESCRIPTION DRUG LABEL 1 0006-3800 TABLET, ORALLY DISINTEGRATING 5 mg ORAL NDA 18 sections
MAXALT-MLT HUMAN PRESCRIPTION DRUG LABEL 1 0006-3801 TABLET, ORALLY DISINTEGRATING 10 mg ORAL NDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0093-7471 TABLET 5 mg ORAL ANDA 17 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0093-7472 TABLET 10 mg ORAL ANDA 17 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0378-1403 TABLET 5 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0378-1404 TABLET 10 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0378-3701 TABLET, ORALLY DISINTEGRATING 5 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0378-3702 TABLET, ORALLY DISINTEGRATING 10 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5425 TABLET, ORALLY DISINTEGRATING 5 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5426 TABLET, ORALLY DISINTEGRATING 10 mg ORAL ANDA 18 sections
Rizatriptan benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5485 TABLET 5 mg ORAL ANDA 18 sections
Rizatriptan benzoate HUMAN PRESCRIPTION DRUG LABEL 1 0781-5486 TABLET 10 mg ORAL ANDA 18 sections
MAXALT-MLT HUMAN PRESCRIPTION DRUG LABEL 1 16590-144 TABLET, ORALLY DISINTEGRATING 5 mg ORAL NDA 13 sections
MAXALT HUMAN PRESCRIPTION DRUG LABEL 1 16590-461 TABLET 10 mg ORAL NDA 13 sections
MAXALT HUMAN PRESCRIPTION DRUG LABEL 1 21695-956 TABLET 10 mg ORAL NDA 13 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 23155-245 TABLET 10 mg ORAL ANDA 16 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 29300-269 TABLET, ORALLY DISINTEGRATING 10 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 29300-317 TABLET 10 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 31722-462 TABLET 5 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 31722-463 TABLET 10 mg ORAL ANDA 18 sections
Rizatriptan HUMAN PRESCRIPTION DRUG LABEL 1 33342-087 TABLET, FILM COATED 5 mg ORAL ANDA 19 sections
Rizatriptan HUMAN PRESCRIPTION DRUG LABEL 1 33342-088 TABLET, FILM COATED 10 mg ORAL ANDA 19 sections
rizatriptan benzoate HUMAN PRESCRIPTION DRUG LABEL 1 33342-093 TABLET, ORALLY DISINTEGRATING 5 mg ORAL ANDA 18 sections
rizatriptan benzoate HUMAN PRESCRIPTION DRUG LABEL 1 33342-094 TABLET, ORALLY DISINTEGRATING 10 mg ORAL ANDA 18 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 43817-133 TABLET, ORALLY DISINTEGRATING 5 mg ORAL ANDA 17 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 43817-135 TABLET, ORALLY DISINTEGRATING 10 mg ORAL ANDA 17 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 45865-825 TABLET 10 mg ORAL ANDA 17 sections
Rizatriptan Benzoate HUMAN PRESCRIPTION DRUG LABEL 1 49884-578 TABLET 5 mg ORAL NDA authorized generic 18 sections