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Key Documents

SML0247

Sigma-Aldrich

Rizatriptan benzoate salt

≥98% (HPLC)

Synonym(s):

MK-462, N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine benzoate salt

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About This Item

Empirical Formula (Hill Notation):
C15H19N5 · C7H6O2
CAS Number:
Molecular Weight:
391.47
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: ≥5 mg/mL

storage temp.

room temp

SMILES string

OC(=O)c1ccccc1.CN(C)CCc2c[nH]c3ccc(Cn4cncn4)cc23

InChI

1S/C15H19N5.C7H6O2/c1-19(2)6-5-13-8-17-15-4-3-12(7-14(13)15)9-20-11-16-10-18-20;8-7(9)6-4-2-1-3-5-6/h3-4,7-8,10-11,17H,5-6,9H2,1-2H3;1-5H,(H,8,9)

InChI key

JPRXYLQNJJVCMZ-UHFFFAOYSA-N

Gene Information

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Biochem/physiol Actions

Rizatriptan is a serotonin 5HT-1B/1D-receptor agonist used to treat migraine.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Precautionary Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Iain P Fraser et al.
Headache, 52(4), 625-635 (2012-02-01)
To evaluate the pharmacokinetic profile and tolerability of single doses of rizatriptan oral disintegrating tablets (ODTs) in pediatric migraineurs. Acute migraine treatment options for children are limited despite a rising migraine prevalence. No triptans are approved in those under 12
Rizatriptan is effective for headache in a patient with meningeal carcinomatosis.
Takeshi Satow et al.
Journal of pain and symptom management, 41(5), e2-e4 (2011-04-05)
Joseph M Furman et al.
The journal of headache and pain, 12(1), 81-88 (2010-09-24)
A previous pilot study suggested that rizatriptan reduces motion sickness induced by complex vestibular stimulation. In this double-blind, randomized, placebo-controlled study we measured motion sickness in response to a complex vestibular stimulus following pretreatment with either rizatriptan or a placebo.
Tony W Ho et al.
Cephalalgia : an international journal of headache, 32(10), 750-765 (2012-06-20)
Treatment options for children and adolescents with migraine are limited. This study evaluated rizatriptan for the acute treatment of migraine in children and adolescents. Randomized, double-blind, placebo-controlled, parallel-group trial in migraineurs 6-17 years old with unsatisfactory response to nonsteroidal anti-inflammatory
Eric A Kaiser et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 32(44), 15439-15449 (2012-11-02)
The neuropeptide calcitonin gene-related peptide (CGRP) plays a critical role in the pathophysiology of migraine. We have focused on the role of CGRP in photophobia, which is a common migraine symptom. We previously used an operant-based assay to show that

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