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Rizatriptan benzoate

CAS No.
145202-66-0
Chemical Name:
Rizatriptan benzoate
Synonyms
MAXALT;MK-462;MK-0462;Rizatrimptan;MK-462 Benzoate;Rizatriptan API;Rizatriptan Benzoat;Exatecan (Standard);RIZATRIPTAN BENZOATE;Rizatriptani benzoas
CBNumber:
CB4100441
Molecular Formula:
C22H25N5O2
Molecular Weight:
391.48
MDL Number:
MFCD00866224
MOL File:
145202-66-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41

Rizatriptan benzoate Properties

Melting point 178-180°C
storage temp. 2-8°C
solubility H2O: ≥5mg/mL
form powder
color white to beige
Water Solubility H2O: ≥5mg/mL
Merck 14,8241
InChI 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)
InChIKey JPRXYLQNJJVCMZ-UHFFFAOYSA-N
SMILES C(C1C=CC=CC=1)(=O)O.C(C1=CNC2C=CC(CN3N=CN=C3)=CC1=2)CN(C)C
CAS DataBase Reference 145202-66-0(CAS DataBase Reference)
FDA UNII WR978S7QHH
NCI Drug Dictionary Maxalt
UNSPSC Code 41116107
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Danger
Hazard statements  H360
Precautionary statements  P201-P308+P313
Hazard Codes  T
Risk Statements  61
WGK Germany  3
HS Code  2933995500
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Repr. 1B
NFPA 704
0
2 0

Rizatriptan benzoate price More Price(94)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0001303 Rizatriptan for system suitability European Pharmacopoeia (EP) Reference Standard 145202-66-0 15 mg $127 2026-04-30 Buy
Sigma-Aldrich Y0001302 Rizatriptan benzoate European Pharmacopoeia (EP) Reference Standard 145202-66-0 200 mg $254 2026-04-30 Buy
Sigma-Aldrich SML0247 Rizatriptan benzoate salt ≥98% (HPLC) 145202-66-0 10mg $84.8 2026-04-30 Buy
Sigma-Aldrich 1604880 Rizatriptan benzoate United States Pharmacopeia (USP) Reference Standard 145202-66-0 200mg $975 2026-04-30 Buy
TCI Chemical R0181 Rizatriptan Benzoate >98.0%(HPLC)(T) 145202-66-0 50mg $118 2026-04-30 Buy
Product number Packaging Price Buy
Y0001303 15 mg $127 Buy
Y0001302 200 mg $254 Buy
SML0247 10mg $84.8 Buy
1604880 200mg $975 Buy
R0181 50mg $118 Buy

Rizatriptan benzoate Chemical Properties, Uses, Production

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(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

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.

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.

Synthesis

A method for the preparation of rizatriptan benzoate, characterized in that it is carried out in the following steps: using 4-chlorobutanal as a raw material, and reacting with sodium metabisulfite in an addition reaction to obtain sodium 4-chlorobutane-1,1-disulfonate; reacting sodium 4-chlorobutane-1,1-disulfonate with 1-(4-hydrazinylphenyl)methyl-1,2,4-triazole hydrochloride in a mixed solution of alcohol-water in the presence of a catalyst After that, 3-(2-chloroethyl)-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole was obtained by alkali neutralization and concentration by solvent extraction; (iii) 3-(2-chloroethyl)-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole was reacted with dimethylamine, and rizatriptan was obtained by the action of a phase-transferring catalyst; (iv) Rizatriptan and benzoic acid were salted in a solvent to form a salt of rizatriptan benzoate, and then refined with ethanol to obtain rizatriptan benzoate boutique.

Rizatriptan benzoate Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 505)
Supplier Tel Email Country ProdList Advantage
Kunming New Biopharmaceutical Co., Ltd. -- 1134540013@qq.com China 4 58
Beihua Chemical (Shandong) Co., LTD 0531-68653689 13127106931 1720760574@qq.com China 120 58
Shanghai Boyle Chemical Co., Ltd. sales@boylechem.com China 2915 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Wuhan Chemwish Technology Co., Ltd 86-027-67849912 sales@chemwish.com China 35884 56
Adamas Reagent, Ltd. 4006009262 13023226327 hmj@titansci.com China 14098 59
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Wuhan Fortuna Chemical Co., Ltd 027-59207852 13308628970 buy@fortunachem.com China 2672 58

View Latest Price from Rizatriptan benzoate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Rizatriptan benzoate pictures 2026-10-07 Rizatriptan benzoate
145202-66-0
0.99 RongNa Biotechnology Co.,Ltd
Rizatriptan benzoate pictures 2026-09-30 Rizatriptan benzoate
145202-66-0
50g 99.7%min 50KG WUHAN FORTUNA CHEMICAL CO., LTD
Rizatriptan benzoate pictures 2026-08-21 Rizatriptan benzoate
145202-66-0
$20.00-22.00 10grams 99% 100tons Hebei Dangtong Import and export Co LTD

Rizatriptan benzoate Spectrum

RIZATRIPTAN BENZOATE N,N-DIMETHYL-5-(1H-1,2,4-TRIAZOL-1-YLMETHYL)-1H-INDOLE-3-ETHANAMINE, BENZOATE n,n-dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1h-indol-3-yl]ethylamine benzoate Rizatrimptan Benzoate Rizatrimptan Rizatriptan monobenzoate N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H- Acid Bixente triptans MK-0462 MK-462 Rizatriptan benzoate,MaxaLt Rizatriptan Benzoate (200 mg) Rizatriptan benzoate API MK-462 Benzoate N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine,benzoate (1:1) Rizatriptan benzoate N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine benzoate N,N-Dimethyl-2-[5-(1,2,4-triazol-1-ylmethyl)-1H-indol-3-yl]ethylamine benzoate salt Rizatriptan benzoate salt Rizatriptan for system suitability 2-(5-((1H-1,2,4-triazol-1-yl)Methyl)-1H-indol-3-yl)-N,N-diMethylethanaMine benzoate Rizatriptan Benzoat Rizatriptan (as benzoate) RIZATRIPTANE BENZOATE Rizatriptan for system suitability CRS Rizatriptan Benzoate > Rizatriptan benzoate CRS Rizatriptan benzoate USP/EP/BP Rizatriptani benzoas Rizatriptan Benzoate (MK-462 Benzoate) Rizatriptan benzoateQ: What is Rizatriptan benzoate Q: What is the CAS Number of Rizatriptan benzoate Q: What is the storage condition of Rizatriptan benzoate Q: What are the applications of Rizatriptan benzoate Rizatriptan Benzoate (1604880) MAXALT 1H-Indole-3-ethanamine, N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-, benzoate (1:1) N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indol-3-ethanamine benzoate (1:1) 2-(5-((1H-1,2,4-Triazol-1-yl)methyl)-1H-indol-3-yl)-N,N-dimethylethan-1-amine benzoate Rizatriptan API 3-[2-(Dimethylamino) ethyl]- 5- (1,2,4- triazol-1- ylmethyl) -indole benzoate, USP, IP Rizatriptan benzoate, 10 mM in DMSO RIZATRIPTAN BENZOATE USP RIZATRIPTAN BENZOATE USP (NON-STERILE DRUG SUBSTANCE) Rizatriptan EP Impurity6 Exatecan (Standard) N,N-Dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine monobenzoate 145202-66-0 C15H19N5C7H6O2 MK-462, Maxalt Heterocycles API Intermediates & Fine Chemicals Neurochemicals Pharmaceuticals Antimigraine Heterocyclic Compounds Rizatriptan Amines