A 5-HT1B and 5-HT1D receptor agonist
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Rizatriptan (benzoate salt)

Item No. 16475

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N,N-dimethyl-5-(1H-1,2,4-triazol-1-ylmethyl)-1H-indole-3-ethanamine, monobenzoate
CAS Number
145202-66-0
Synonyms
  • MK-462
Molecular Formula
C15H19N5 • C7H6O2
Formula Weight
391.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 5 mg/ml
λmax
226, 228, 282 nm
SMILES
CN(C)CCC1=CNC2=CC=C(CN3N=CN=C3)C=C21.O=C(O)C4=CC=CC=C4
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $36

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    10 mg

    $68

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    25 mg

    $135

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    50 mg

    $236

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    Product Description

    Rizatriptan is an agonist of the serotonin (5-HT) receptor subtypes 5-HT1B and 5-HT1D (Kis = 4.3 and 10.1 nM, respectively).1 It is selective for 5-HT1B and 5-HT1D receptors over 5-HT1A receptors (Ki = 140 nM). Rizatriptan induces vasoconstriction in isolated human middle meningeal arteries (EC50 = 90 nM).2 In vivo, rizatriptan (50 and 75 mg/kg) reduces head grooming, the number of oculotemporal strokes, eye blinking, and one-eye closures in a Cacna1a mutant transgenic mouse model of migraine.3 Formulations containing rizatriptan have been used in the treatment of migraine.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xu, Y.-C., Schaus, J.M., Walker, C., et al. N-Methyl-5-tert-butyltryptamine: A novel, highly potent 5-HT1D receptor agonist. J. Med. Chem. 42(3), 526-531 (1999).

    2. Longmore, J., Razzaque, Z., Shaw, D., et al. Comparison of the vasoconstrictor effects of rizatriptan and sumatriptan in human isolated cranial arteries: Immunohistological demonstration of the involvement of 5-HT1B-receptors. Br. J. Clin. Pharmacol. 46(6), 577-582 (1998).

    3. Chanda, M.L., Tuttle, A.H., Baran, I., et al. Behavioral evidence for photophobia and stress-related ipsilateral head pain in transgenic Cacna1a mutant mice. Pain 154(8), 1254-1262 (2013).