General Information of Drug (ID: DMDJMA3)

Drug Name
Rizatriptan
Synonyms
Risatriptan; Rizatriptanum; Rizatriptan benzoat; MK 462 free base; Maxalt (TN); Rizaliv (TN); Rizalt (TN); Rizatriptan (INN); Rizatriptan [INN:BAN]; N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine; N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine; N,N-Dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine; N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]-ethanamine; N,N-dimethyl-2-[5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine
Indication
Disease Entry ICD 11 Status REF
Migraine 8A80 Approved [1]
Therapeutic Class
Antiinflammatory Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 269.34
Topological Polar Surface Area (xlogp) 1.7
Rotatable Bond Count (rotbonds) 5
Hydrogen Bond Donor Count (hbonddonor) 1
Hydrogen Bond Acceptor Count (hbondacc) 3
ADMET Property
Half-life
The concentration or amount of drug in body reduced by one-half in 2 - 3 hours [2]
Metabolism
The drug is metabolized via the monoamine oxidase A isoenzyme (MAO-A) to an inactive indole acetic acid metabolite [3]
Vd
The volume of distribution (Vd) of drug is 140 L in male and 110 L in female [4]
Chemical Identifiers
Formula
C15H19N5
IUPAC Name
N,N-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethanamine
Canonical SMILES
CN(C)CCC1=CNC2=C1C=C(C=C2)CN3C=NC=N3
InChI
InChI=1S/C15H19N5/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3
InChIKey
ULFRLSNUDGIQQP-UHFFFAOYSA-N
Cross-matching ID
PubChem CID
5078
ChEBI ID
CHEBI:48273
CAS Number
144034-80-0
DrugBank ID
DB00953
TTD ID
D0S9MU
VARIDT ID
DR01281
ACDINA ID
D00603

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
5-HT 1D receptor (HTR1D) TT6MSOK 5HT1D_HUMAN Agonist [5]

Drug Transporter (DTP)
DTP Name DTP ID UniProt ID MOA REF
Organic cation transporter 1 (SLC22A1) DTT79CX S22A1_HUMAN Substrate [6]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Rizatriptan (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Methylene blue DMJAPE7 Major Decreased metabolism of Rizatriptan caused by Methylene blue mediated inhibition of non-CYP450 enzyme. Acquired methaemoglobinaemia [3A93] [25]
Oliceridine DM6MDCF Moderate Additive serotonergic effects by the combination of Rizatriptan and Oliceridine. Acute pain [MG31] [26]
Desipramine DMT2FDC Major Additive serotonergic effects by the combination of Rizatriptan and Desipramine. Attention deficit hyperactivity disorder [6A05] [27]
Droxidopa DM5YF4M Moderate Additive hypertensive effects by the combination of Rizatriptan and Droxidopa. Autonomic nervous system disorder [8D87] [28]
Dihydrocodeine DMB0FWL Moderate Additive serotonergic effects by the combination of Rizatriptan and Dihydrocodeine. Chronic pain [MG30] [26]
Levomilnacipran DMV26S8 Major Additive serotonergic effects by the combination of Rizatriptan and Levomilnacipran. Chronic pain [MG30] [27]
Sertraline DM0FB1J Major Additive serotonergic effects by the combination of Rizatriptan and Sertraline. Depression [6A70-6A7Z] [27]
Vilazodone DM4LECQ Major Additive serotonergic effects by the combination of Rizatriptan and Vilazodone. Depression [6A70-6A7Z] [27]
Nefazodone DM4ZS8M Major Additive serotonergic effects by the combination of Rizatriptan and Nefazodone. Depression [6A70-6A7Z] [27]
Vortioxetine DM6F1PU Major Additive serotonergic effects by the combination of Rizatriptan and Vortioxetine. Depression [6A70-6A7Z] [27]
Isocarboxazid DMAF1NB Major Decreased metabolism of Rizatriptan caused by Isocarboxazid mediated inhibition of non-CYP450 enzyme. Depression [6A70-6A7Z] [25]
Milnacipran DMBFE74 Major Additive serotonergic effects by the combination of Rizatriptan and Milnacipran. Depression [6A70-6A7Z] [27]
Escitalopram DMFK9HG Major Additive serotonergic effects by the combination of Rizatriptan and Escitalopram. Depression [6A70-6A7Z] [27]
Desvenlafaxine DMHD4PE Major Additive serotonergic effects by the combination of Rizatriptan and Desvenlafaxine. Depression [6A70-6A7Z] [27]
5-hydroxy-L-tryptophan DMDWZGJ Major Additive serotonergic effects by the combination of Rizatriptan and 5-hydroxy-L-tryptophan. Discovery agent [N.A.] [29]
Procarbazine DMIK367 Major Decreased metabolism of Rizatriptan caused by Procarbazine mediated inhibition of non-CYP450 enzyme. Hodgkin lymphoma [2B30] [25]
Ozanimod DMT6AM2 Moderate Additive serotonergic effects by the combination of Rizatriptan and Ozanimod. Multiple sclerosis [8A40] [30]
Sibutramine DMFJTDI Major Additive serotonergic effects by the combination of Rizatriptan and Sibutramine. Obesity [5B80-5B81] [25]
Lorcaserin DMG6OYJ Major Additive serotonergic effects by the combination of Rizatriptan and Lorcaserin. Obesity [5B80-5B81] [31]
Dexfenfluramine DMJ7YDS Major Additive serotonergic effects by the combination of Rizatriptan and Dexfenfluramine. Obesity [5B80-5B81] [27]
Levomethadyl Acetate DM06HG5 Moderate Additive serotonergic effects by the combination of Rizatriptan and Levomethadyl Acetate. Opioid use disorder [6C43] [26]
Oxymorphone DM65AGJ Moderate Additive serotonergic effects by the combination of Rizatriptan and Oxymorphone. Pain [MG30-MG3Z] [26]
Dezocine DMJDB0Y Moderate Additive serotonergic effects by the combination of Rizatriptan and Dezocine. Pain [MG30-MG3Z] [26]
Hydrocodone DMQ2JO5 Moderate Additive serotonergic effects by the combination of Rizatriptan and Hydrocodone. Pain [MG30-MG3Z] [26]
Pitolisant DM8RFNJ Moderate Decreased metabolism of Rizatriptan caused by Pitolisant mediated inhibition of CYP450 enzyme. Somnolence [MG42] [32]
⏷ Show the Full List of 25 DDI Information of This Drug

Drug Inactive Ingredient(s) (DIG) and Formulation(s) of This Drug

DIG
DIG Name DIG ID PubChem CID Functional Classification
Acesulfame E00341 36573 Flavoring agent
Aminoethanoic acid E00025 750 Buffering agent; Disintegrant; Lyophilization aid
Aspartame E00402 134601 Flavoring agent
Isopropyl alcohol E00070 3776 Antimicrobial preservative; Solvent
Mannitol E00103 6251 Diluent; Flavoring agent; Lyophilization aid; Plasticizing agent; Tonicity agent
Menthol E00050 1254 Flavoring agent
Sodium stearyl fumarate E00545 23665634 lubricant
Sucralose E00370 71485 Flavoring agent
Calcium hydrogenphosphate E00294 24441 Diluent
Calcium silicate E00533 21910000 Adsorbent; Anticaking agent; Diluent; Opacifying agent
Carmellose sodium E00625 Not Available Disintegrant
Crospovidone E00626 Not Available Disintegrant
Eisenoxyd E00585 56841934 Colorant
Hexahydric alcohol E00083 5780 Diluent; Flavoring agent; Humectant; Plasticizing agent
Lactose monohydrate E00393 104938 Binding agent; Diluent; Dry powder inhaler carrier; Lyophilization aid
Magnesium stearate E00208 11177 lubricant
Monosodium citrate E00550 23666341 Acidulant; Antimicrobial preservative; Buffering agent
Silicon dioxide E00670 Not Available Anticaking agent; Opacifying agent; Viscosity-controlling agent
Sodium chloride E00077 5234 Diluent; Tonicity agent
Xylitol E00136 6912 Coating agent; Diluent; Emollient; Flavoring agent; Humectant
⏷ Show the Full List of 20 Pharmaceutical Excipients of This Drug
Pharmaceutical Formulation
Formulation Name Drug Dosage Dosage Form Route
Rizatriptan 10 mg tablet 10 mg Disintegrating Oral Tablet Oral
Rizatriptan 5 mg tablet 5 mg Disintegrating Oral Tablet Oral
Rizatriptan 10 mg tablet 10 mg Oral Tablet Oral
Rizatriptan 5 mg tablet 5 mg Oral Tablet Oral
Jump to Detail Pharmaceutical Formulation Page of This Drug

References

1 Clinical pipeline report, company report or official report of Intelgenx.
2 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
3 FDA approval: ado-trastuzumab emtansine for the treatment of patients with HER2-positive metastatic breast cancer. Clin Cancer Res. 2014 Sep 1;20(17):4436-41.
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5 An introduction to migraine: from ancient treatment to functional pharmacology and antimigraine therapy. Proc West Pharmacol Soc. 2002;45:199-210.
6 OCT1 mediates hepatic uptake of sumatriptan and loss-of-function OCT1 polymorphisms affect sumatriptan pharmacokinetics. Clin Pharmacol Ther. 2016 Jun;99(6):633-41.
7 Are organic cation transporters capable of transporting prostaglandins? Naunyn Schmiedebergs Arch Pharmacol. 2005 Aug;372(2):125-30.
8 Cisplatin and oxaliplatin, but not carboplatin and nedaplatin, are substrates for human organic cation transporters (SLC22A1-3 and multidrug and toxin extrusion family). J Pharmacol Exp Ther. 2006 Nov;319(2):879-86.
9 Pharmacologic markers and predictors of responses to imatinib therapy in patients with chronic myeloid leukemia. Leuk Lymphoma. 2008 Apr;49(4):639-42.
10 Organic cation transporters are determinants of oxaliplatin cytotoxicity. Cancer Res. 2006 Sep 1;66(17):8847-57.
11 Human intestinal transporter database: QSAR modeling and virtual profiling of drug uptake, efflux and interactions. Pharm Res. 2013 Apr;30(4):996-1007.
12 Implications of genetic polymorphisms in drug transporters for pharmacotherapy. Cancer Lett. 2006 Mar 8;234(1):4-33.
13 Upregulation of histone acetylation reverses organic anion transporter 2 repression and enhances 5-fluorouracil sensitivity in hepatocellular carcinoma
14 Comparison of type I and type II organic cation transport by organic cation transporters and organic anion-transporting polypeptides. J Pharmacol Exp Ther. 2001 Jul;298(1):110-5.
15 Organic cation transporters and their pharmacokinetic and pharmacodynamic consequences. Drug Metab Pharmacokinet. 2008;23(4):243-53.
16 Influx Transport of Cationic Drug at the Blood-Retinal Barrier: Impact on the Retinal Delivery of Neuroprotectants. Biol Pharm Bull. 2017;40(8):1139-1145.
17 Primary structure and functional characterization of a human 5-HT1D-type serotonin receptor. Mol Pharmacol. 1991 Aug;40(2):143-8.
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19 Irritable bowel syndrome: new agents targeting serotonin receptor subtypes. Drugs. 2001;61(3):317-32.
20 Efficacy and tolerability of subcutaneous almotriptan for the treatment of acute migraine: a randomized, double-blind, parallel-group, dose-finding study. Clin Ther. 2001 Nov;23(11):1867-75.
21 Clinical pipeline report, company report or official report of Neurim Pharmaceuticals.
22 Clinical pipeline report, company report or official report of the Pharmaceutical Research and Manufacturers of America (PhRMA)
23 Company report (NeurAxon)
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31 Product Information. Belviq (lorcaserin). Eisai Inc, Teaneck, NJ.
32 Cerner Multum, Inc. "UK Summary of Product Characteristics.".