144034-80-0 Usage
Description
Rizatriptan, approved in 1998, is a fast-acting triptan used for the acute treatment of migraines. It is characterized by its moderate lipophilicity and a short elimination half-life, similar to sumatriptan. Rizatriptan is known for its high agonist activity at the serotonin 5-HT1B and 5-HT1D receptor subtypes, making it a very effective drug for migraine relief. It is primarily metabolized by MAO-A and has a slightly faster onset than sumatriptan. Rizatriptan is available under the brand name Maxalt by Merck and offers an orally disintegrating tablet formulation that can be taken without water.
Uses
Used in Pharmaceutical Industry:
Rizatriptan is used as an acute migraine drug for the rapid relief of migraine symptoms. It targets the serotonin 5-HT1B and 5-HT1D receptor subtypes, providing effective treatment for migraine sufferers.
Used in Neurology:
As a Ca channel blocker, Rizatriptan is used to alleviate the pain and discomfort associated with migraines by blocking the release of calcium ions, which play a role in the constriction of blood vessels and the transmission of pain signals.
Drug interactions
Potentially hazardous interactions with other drugs
Antidepressants: increased risk of CNS excitation
with citalopram - avoid; risk of CNS toxicity
with MAOIs, moclobemide and linezolid - avoid
for 2 weeks after discontinuation of MAOI and
moclobemide; possibly increased serotonergic
effects with duloxetine and venlafaxine; increased
serotonergic effects with St John’s wort - avoid.
Dapoxetine: possible increased risk of serotonergic
effects - avoid for 2 weeks after stopping 5HT1
agonists.
Ergot alkaloids: increased risk of vasospasm - avoid.
Propranolol: rizatriptan levels increased, reduce dose
of rizatriptan to 5 mg (max 10 mg in 24 hours).
Metabolism
The main route of rizatriptan metabolism is via oxidative
deamination by monoamine oxidase-A (MAO-A)
to the indole acetic acid metabolite, which is not
pharmacologically active. N-monodesmethyl-rizatriptan,
a metabolite with activity similar to that of parent
compound, is formed to a minor degree, but does not
contribute significantly to the pharmacodynamic activity
of rizatriptan.
Less than 1% is excreted in the urine as active
N-monodesmethyl metabolite.
Check Digit Verification of cas no
The CAS Registry Mumber 144034-80-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,0,3 and 4 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 144034-80:
(8*1)+(7*4)+(6*4)+(5*0)+(4*3)+(3*4)+(2*8)+(1*0)=100
100 % 10 = 0
So 144034-80-0 is a valid CAS Registry Number.
InChI:InChI=1/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)
144034-80-0Relevant articles and documents
A novel and convenient route for the construction of 5-((1H-1,2,4-triazol- 1-yl)methyl)-1H-indoles and its application in the synthesis of Rizatriptan
He, Yi,Li, Xiaolong,Li, Jue,Li, Xiaocen,Guo, Li,Hai, Li,Wu, Yong
, p. 3938 - 3941 (2014)
In this study, a novel and convenient route for the construction of 5-((1H-1,2,4-triazol-1-yl)methyl)-1H-indoles (8) is presented starting from (1H-1,2,4-triazol-1-yl)methanol (5) and indolines (6) under 98% H 2SO4 at room temperature for 4-24 h, followed by deacetylation and dehydrogenation. Based on this finding, a novel route to synthesize Rizatriptan starting from tryptamine was designed and accomplished with 48.5% overall yield in 6 steps. Compared with operational art, the new route afforded higher yield and more pure products requiring no chromatographic purification, which may further be applied in industrialization.
Rizatriptan preparation method
-
, (2018/09/08)
The invention discloses a rizatriptan preparation method, wherein 5-methyltryptamine is used as a raw material, and five steps of amino methylation, bromination, Boc amino protection, triazole substitution and Boc deprotection are performed to obtain rizatriptan. According to the present invention, the existing indole synthesis method is avoided by using 5-methyltryptamine as the starting raw material, the used reagent is environmentally friendly, and the preparation method has characteristics of simpleness, mild condition and simple post-treatment, is suitable for industrial promotion, and isthe completely-new rizatriptan preparation method.
the advantage grips Qu Tan a method of preparing benzoic acid
-
, (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.
