An anticonvulsant
Related Products
Labeled Version(s)
26443Topiramate-d12
Metabolite(s)
350714,5-Desisopropylidene Topiramate
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Topiramate

Item No. 13623

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3:4,5-bis-O-(1-methylethylidene)-β-D-fructopyranose, 1-sulfamate
CAS Number
97240-79-4
Synonyms
  • McN 4853
  • RWJ 17021
  • TPM
Molecular Formula
C12H21NO8S
Formula Weight
339.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 15 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.15 mg/ml
SMILES
CC1(C)O[C@H]2[C@H]3[C@H](OC(C)(C)O3)CO[C@@]2(COS(N)(=O)=O)O1
InChi Code
InChI=1S/C12H21NO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3,(H2,13,14,15)/t7-,8-,9+,12+/m1/s1
InChi Key
KJADKKWYZYXHBB-XBWDGYHZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    50 mg

    $70

    Add

    100 mg

    $129

    Add

    500 mg

    $535

    Add

    1 g

    $934

    Add
    Product Description

    Topiramate is a sugar sulfamate with anticonvulsant activity.1 It inhibits carbonic anhydrase in intact human erythrocytes (Ki = ~200 μM), as well as blocks sodium and calcium channels and kainate-induced currents in vitro.1,2,3 It also increases GABAA receptor-mediated chloride ion flux.3 Topiramate inhibits hind-limb tonic-extensor seizures in the maximal electroshock seizure test in mice (ED50 = 39 mg/kg, p.o.).1 Formulations containing topiramate have been used in the treatment of epilepsy and prophylaxis of migraine headaches.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Maryanoff, B.E., Nortey, S.O., Gardocki, J.F., et al. Anticonvulsant O-alkyl sulfamates. 2,3:4,5-Bis-O-(1-methylethylidene)-β-D-fructopyranose sulfamate and related compounds. J. Med. Chem. 30(5), 880-887 (1987).

    2. Greenfield, L.J., Jr. Molecular mechanisms of antiseizure drug activity at GABAA receptors. Seizure 22(8), 589-600 (2013).

    3. Rosenfeld, W.E. Topiramate: A review of preclinical, pharmacokinetic, and clinical data. Clin. Ther. 19(6), 1294-1308 (1997).