naratriptan indications/contra

Stem definitionDrug idCAS RN
serotonin (5-HT1) receptor agonists, sumatriptan derivatives 1884 121679-13-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • naratriptan
  • naratriptan hydrochloride
  • naratriptan HCl
  • Molecular weight: 335.47
  • Formula: C17H25N3O2S
  • CLOGP: 1.70
  • LIPINSKI: 0
  • HAC: 5
  • HDO: 2
  • TPSA: 65.20
  • ALOGS: -3.47
  • ROTB: 4

Drug dosage:

DoseUnitRoute
2.50 mg O

Approvals:

DateAgencyCompanyOrphan
Feb. 10, 1998 FDA GLAXOSMITHKLINE LLC

FDA Adverse Event Reporting System

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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
Cerebral vasoconstriction 59.20 39.05 8 105 367 3385379

Pharmacologic Action:

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SourceCodeDescription
ATC N02CC02 NERVOUS SYSTEM
ANALGESICS
ANTIMIGRAINE PREPARATIONS
Selective serotonin (5HT1) agonists
CHEBI has role CHEBI:35941 serotonergic agonist
CHEBI has role CHEBI:50514 vasoconstrictor agent
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D058825 Serotonin 5-HT1 Receptor Agonists
MeSH PA D018490 Serotonin Agents
MeSH PA D017366 Serotonin Receptor Agonists
MeSH PA D014662 Vasoconstrictor Agents
FDA MoA N0000175763 Serotonin 1b Receptor Agonists
FDA MoA N0000175764 Serotonin 1d Receptor Agonists
FDA EPC N0000175765 Serotonin-1b and Serotonin-1d Receptor Agonist

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Migraine indication 37796009 DOID:6364
Hypercholesterolemia contraindication 13644009
Myocardial infarction contraindication 22298006 DOID:5844
Hypertensive disorder contraindication 38341003 DOID:10763
Acute nephropathy contraindication 58574008
Hemiplegic migraine contraindication 59292006
Hepatic failure contraindication 59927004
Cerebrovascular disease contraindication 62914000 DOID:6713
Diabetes mellitus contraindication 73211009 DOID:9351
Prinzmetal angina contraindication 87343002
Angina pectoris contraindication 194828000
Cerebrovascular accident contraindication 230690007 DOID:6713
Transient ischemic attack contraindication 266257000 DOID:224
Cardiovascular event risk contraindication 395112001
Peripheral vascular disease contraindication 400047006
Disorder of coronary artery contraindication 414024009
Myocardial ischemia contraindication 414795007 DOID:3393
Obesity contraindication 414916001 DOID:9970
Hypertensive urgency contraindication 443482000

Acid dissociation constants calculated using MoKa v3.0.0

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Dissociation levelDissociation constantType (acidic/basic)
pKa1 11.21 acidic
pKa2 13.86 acidic
pKa3 9.38 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
5-hydroxytryptamine receptor 1D GPCR AGONIST EC50 8.80 WOMBAT-PK CHEMBL
5-hydroxytryptamine receptor 1B GPCR AGONIST Ki 8.48 CHEMBL CHEMBL
5-hydroxytryptamine receptor 1F GPCR AGONIST Ki 8.20 IUPHAR
5-hydroxytryptamine receptor 1E GPCR AGONIST Ki 7.70 IUPHAR
5-hydroxytryptamine receptor 1A GPCR Ki 7.35 CHEMBL

External reference:

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IDSource
45 IUPHAR_LIGAND_ID
4024101 VUID
N0000022106 NUI
C0540623 UMLSCUI
D00674 KEGG_DRUG
10X8X4P12Z UNII
143388-64-1 SECONDARY_CAS_RN
DB00952 DRUGBANK_ID
4024101 VANDF
N0000006462 NDFRT
N0000022106 NDFRT
174286 MMSL
006605 NDDF
108408002 SNOMEDCT_US
d04285 MMSL
141366 RXNORM
363571003 SNOMEDCT_US
CHEMBL1278 ChEMBL_ID
4440 PUBCHEM_CID
CHEMBL1200601 ChEMBL_ID
7097 INN_ID
C106783 MESH_SUPPLEMENTAL_RECORD_UI
CHEBI:7478 CHEBI

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 0054-0278 TABLET 1 mg ORAL ANDA 17 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 0054-0279 TABLET 2.50 mg ORAL ANDA 17 sections
AMERGE HUMAN PRESCRIPTION DRUG LABEL 1 0173-0561 TABLET, FILM COATED 1 mg ORAL NDA 17 sections
AMERGE HUMAN PRESCRIPTION DRUG LABEL 1 0173-0562 TABLET, FILM COATED 2.50 mg ORAL NDA 17 sections
Naratriptan Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0574-0214 TABLET, FILM COATED 1 mg ORAL ANDA 18 sections
Naratriptan Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0574-0215 TABLET, FILM COATED 2.50 mg ORAL ANDA 18 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 0781-5526 TABLET, COATED 1 mg ORAL ANDA 17 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 0781-5527 TABLET, COATED 2.50 mg ORAL ANDA 17 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 23155-054 TABLET 1 mg ORAL ANDA 16 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 23155-055 TABLET 2.50 mg ORAL ANDA 16 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 42043-130 TABLET, FILM COATED 1 mg ORAL ANDA 17 sections
Naratriptan HUMAN PRESCRIPTION DRUG LABEL 1 42043-131 TABLET, FILM COATED 2.50 mg ORAL ANDA 17 sections