Rizatriptan benzoate Chemical Properties

Melting point:

178-180°C

storage temp. 

2-8°C

solubility 

H2O: ≥5mg/mL

form 

powder

color 

white to beige

Merck 

14,8241

InChIKey

JPRXYLQNJJVCMZ-UHFFFAOYSA-N

CAS DataBase Reference

145202-66-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

T

Risk Statements 

61

WGK Germany 

3

HS Code 

2933995500

Rizatriptan benzoate Usage And Synthesis

Description

Known as a 5-hydroxytryptamine agonist, Rizatriptan Benzoate is the benzoate salt form of rizatriptan with anti-migraine activity, which can be used to treat the migraine headaches. It is FDA-approved to use in the treatment of acute migraine attacks with or without aura, especially taken at the first sign of a migraine headache. However, it cannot prevent future migraine attacks and it is ineffective to prevent other types of headache.
The pain of migraine headaches is believed to be induced by dilated blood vessels inside the head. Rizatriptan Benzoate relieves the pain by inducing vasoconstriction, which functions as an agonist at serotonin 5-HT1B and 5-HT1D receptors. The selective receptor binding is effective to constrict cranial vessels and inhibit the transmission of nociception, thus providing relief of migraine headaches.

References

https://en.wikipedia.org/wiki/Rizatriptan
https://pubchem.ncbi.nlm.nih.gov/compound/77997#section=Top
http://bodyandhealth.canada.com/drug/getdrug/co-rizatriptan-odt

Description

Rizatriptan was launched for the first time as Maxalt in Mexico for the acute treatment of migraine headaches with or without aura in adults. It is the third in a new generation of triptan migraine drugs to challenge the firstgeneration product Sumatriptan from Glaxo Wellcome, after Zolmitriptan (Zeneca) and Naratriptan (Glaxo Wellcome).
It can be synthetically obtained by two related routes having respectively 3 and 4 steps, both starting from 1 -(4-aminobenzyl)-l,2,4-triazole. Rizatriptan is a full 5-HT1D/1B receptor agonist retaining a significant affinity at 5-HT1A sites (pIC50 = 6.4), with a low affinity for nond-HT sites. It shows craniovascufar selectivity for human isolated middle meningeal over coronary arteries ; its effect on coronary artery constriction is significantly less than that for Sumatriptan. Rizatriptan inhibits the release of neuropeptides that cause swelling of cranial blood vessels. Rizatriptan has a good oral bioavailability (64% and 47% in rats and dogs respectively). and a rapid onset of action : the headache relief in human occurs within 30 to 45 minutes of taking 20 mg. It also relieved nausea and hypersensitivity to noise (phonophobia) and light (photophobia) that are often symptoms accompanying a migraine attack. Among at least 6 metabolites identified in humans after a single oral dose (60 mg), the major urinary metabolite was the corresponding indole-3-acetic acid. Maxalt is available as a novel oral formulation of rapidly dissolving tablets or wafers that does not require liquid for ingestion.

Chemical Properties

Off-White Solid

Originator

Merck & Co (US)

Uses

Rizatriptan Benzoate is a selective serotonin 5-HTID receptor agonist and used to treat migraine (1,2,3). It is structurally derived from tryptamine.

Uses

Rizatriptan Benzoate(Maxalt) is a 5-HT1 agonist triptan drug for the treatment of migraine headaches. It is believed to work by narrowing the blood vessels around the brain. Rizatriptan also reduces the substances in the body, which can also reduce headac

Uses

A selective serotonin 5-HTID receptor agonist. Structurally derived from tryptamine

Definition

ChEBI: Rizatriptan benzoate is a member of tryptamines.

brand name

Maxalt (Merck).

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Biochem/physiol Actions

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

Rizatriptan benzoate (145202-66-0)Related Product Information

• 5-Methyl-1H-benzotriazole
• Dacthal
• Dimethyl sulfoxide
• Ribavirin
• Benzyl benzoate
• 3,5-Dimethylbenzoic acid
• Dimethyl sulfate
• Zolmitriptan
• Dimethyl phthalate
• 1H-Benzotriazole
• ETHANE
• Dimethyl ether
• Dimethyl carbonate
• Denatonium Benzoate Anhydrous
• Rizatriptan
• Almotriptan
• 1,2,4-Triazole
• Sumatriptan