145202-66-0 Usage
Description
Rizatriptan benzoate, also known as a 5-hydroxytryptamine agonist, is the benzoate salt form of rizatriptan with anti-migraine activity. It is a selective serotonin 5-HT1D receptor agonist and is structurally derived from tryptamine. Rizatriptan benzoate is FDA-approved for the treatment of acute migraine attacks with or without aura, especially when taken at the first sign of a migraine headache. However, it cannot prevent future migraine attacks and is ineffective in preventing other types of headaches.
Uses
Used in Pharmaceutical Industry:
Rizatriptan benzoate is used as a pharmaceutical secondary standard for application in quality control, providing a convenient and cost-effective alternative to the preparation of in-house working standards.
Used in Migraine Treatment:
Rizatriptan benzoate is used as an anti-migraine agent for the treatment of migraine headaches. It works by narrowing the blood vessels around the brain and reducing the substances in the body that can cause headache pain. The selective receptor binding is effective in constricting cranial vessels and inhibiting the transmission of nociception, thus providing relief from migraine headaches.
Used in Drug Development:
Rizatriptan benzoate is used in the development of novel drug delivery systems to enhance its applications and efficacy against migraine headaches. Various organic and metallic nanoparticles have been employed as carriers for rizatriptan benzoate delivery, aiming to improve its delivery, bioavailability, and therapeutic outcomes.
Used in Maxalt:
Rizatriptan benzoate was launched 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 first-generation product Sumatriptan from Glaxo Wellcome, after Zolmitriptan (Zeneca) and Naratriptan (Glaxo Wellcome).
Chemical Properties:
Rizatriptan benzoate is an off-white solid with good oral bioavailability and a rapid onset of action. The headache relief in humans occurs within 30 to 45 minutes of taking 20 mg. It also relieves nausea and hypersensitivity to noise (phonophobia) and light (photophobia) that are often symptoms accompanying a migraine attack. Maxalt is available as a novel oral formulation of rapidly dissolving tablets or wafers that do not require liquid for ingestion.
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
Originator
Merck & Co (US)
Biochem/physiol Actions
Rizatriptan is a serotonin 5HT-1B/1D-receptor agonist used to treat migraine.
Check Digit Verification of cas no
The CAS Registry Mumber 145202-66-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,5,2,0 and 2 respectively; the second part has 2 digits, 6 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 145202-66:
(8*1)+(7*4)+(6*5)+(5*2)+(4*0)+(3*2)+(2*6)+(1*6)=100
100 % 10 = 0
So 145202-66-0 is a valid CAS Registry Number.
InChI:InChI=1/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
145202-66-0Relevant articles and documents
Isotope-Edited Infrared Spectroscopy for Efficient Discrimination between Pharmaceutical Salts and Cocrystals
Iwata, Kentaro,Karashima, Masatoshi,Ikeda, Yukihiro
, p. 2350 - 2358 (2017/07/12)
Isotope-edited infrared spectroscopy using carboxylic acids selectively labeled with 13C is proposed herein for the efficient discrimination of pharmaceutical salts and cocrystals, whereby proton-transfer probe vibrations are highlighted by isotope shifts. This new technique can accurately discriminate even a confusing salt from a cocrystal for the traditional method, highlighting the diagnostic peaks. In addition, the established technique also provided the OH in-plane bending vibrations corresponding to intermolecular hydrogen bonding at the carbonyl oxygens of the cocrystals. The technique will accelerate the discrimination, which is a critical process in cocrystal development.
the advantage grips Qu Tan a method of preparing benzoic acid
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, (2016/10/07)
The invention discloses a novel method for preparing rizatriptan benzoate. According to the method, high-purity rizatriptan benzoate is prepared by performing seven steps of reaction of N,N-methylation, reduction, protection, triazole methylation, deprotection, dehydrogenation and salifying on tryptamine as an initial raw material. The method is characterized in that indole rings are established by using a novel method, and the defects that the product impurity content is high and purification is difficult because of a fisher indole synthesis method used in the conventional process are avoided. The method has the advantages that the operation is simple and convenient, the reaction condition is gentle, no expensive reagents is used, column chromatography purification is not needed, and the product purity is high.
NOVEL PROCESS
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, (2009/01/24)
The present invention relates to a novel process for the preparation of rizatriptan and its pharmaceutically acceptable salts. It provides a novel process for the preparation of highly pure rizatriptan, which can be easily adopted for commercial production with a high degree of consistency in purity and yield. Subsequently the rizatriptan base preparedcan be converted into any suitable pharmaceutically acceptable salt, such as the oxalate, succinate or benzoate salt,for dosage form preparation. The present invention also provides a composition comprising rizatriptan useful for the manufacture of a medicament for the treatment or prevention of migraine.