An agonist of 5-HT1B and 5-HT1D receptors
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Labeled Version(s)
28202Sumatriptan-d6 (succinate)
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Sumatriptan (succinate)

Item No. 14600

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
butanedioic acid, compd. with 3-[2-(dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide
CAS Number
103628-48-4
Synonyms
  • GR 43175C
Molecular Formula
C14H21N3O2S • C4H6O4
Formula Weight
413.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
230, 285 nm
SMILES
CN(C)CCC1=CNC2=CC=C(CS(NC)(=O)=O)C=C21.O=C(CCC(O)=O)O
InChi Code
InChI=1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
InChi Key
PORMUFZNYQJOEI-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    25 mg

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    50 mg

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    Product Description

    Sumatriptan is an agonist of the serotonin (5-HT) receptor subtypes 5-HT1B and 5-HT1D (IC50s = 9.3 and 7.3 nM, respectively).1 It also binds to the 5-HT1F receptor (IC50 = 17.8 nM). It induces vasoconstriction in isolated human middle meningeal arteries (EC50 = 89.9 nM), an effect that can be reduced by the 5-HT1B/1D receptor antagonists GR125,743 and GR127,935. Sumatriptan reduces acute, but not chronic, mechanical hyperalgesia in a mouse model of pain induced by nitroglycerin, which is a known migraine trigger in humans.2 Formulations containing sumatriptan have been used in the treatment of migraine headache.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Razzaque, Z., Heald, M.A., Pickard, J.D., et al. Vasoconstriction in human isolated middle meningeal arteries: Determining the contribution of 5-HT1B- and 5-HT1F-receptor activation. Br. J. Pharmacol. 47(1), 75-82 (1999).

    2. Pradhan, A., Smith, M.L., McGuire, B., et al. Characterization of a novel model of chronic migraine. Pain 155(2), 269-274 (2014).