Topiramate

• CAT Number: A000784
• CAS Number: 97240-79-4
• Molecular Formula: C12H21NO8S
• Molecular Weight: 339.4
• Purity: ≥95%
• Synonyms: Topamax; 97240-79-4; Epitomax; Topamax Sprinkle; McN-4853
• Storage: -20°C
• 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
• InChIKey: KJADKKWYZYXHBB-XBWDGYHZSA-N
• SMILES: CC1(OC2COC3(C(C2O1)OC(O3)(C)C)COS(=O)(=O)N)C

Topiramate (brand name Topamax) is an anticonvulsant (antiepilepsy) drug. In late 2012, topiramate was approved by the United States Food and Drug Administration (FDA) in combination with phentermine for weight loss. The drug had previously been used off-label for this purpose. Topiramate is used to treat epilepsy in children and adults, and it was originally used as an anticonvulsant. In children, it is indicated for the treatment of Lennox-Gastaut syndrome, a disorder that causes seizures and developmental delay.

Reference

1: Mutch AM. Recurrent Admissions for Hypothermia From Concomitant Topiramate and
Phenobarbital: A Case Report. J Pharm Pract. 2017 Jan 1:897190017740465. doi:
10.1177/0897190017740465. [Epub ahead of print] PubMed PMID: 29117788.

2: Kanda J, Izumo N, Kobayashi Y, Onodera K, Shimakura T, Yamamoto N, E Takahashi
H, Wakabayashi H. Effects of the antiepileptic drugs topiramate and lamotrigine
on bone metabolism in rats. Biomed Res. 2017;38(5):297-305. doi:
10.2220/biomedres.38.297. PubMed PMID: 29070779.

3: Lan YW, Hsieh JW. Bilateral acute angle closure glaucoma and myopic shift by
topiramate-induced ciliochoroidal effusion: case report and literature review.
Int Ophthalmol. 2017 Oct 24. doi: 10.1007/s10792-017-0740-y. [Epub ahead of
print] PubMed PMID: 29063980.

4: Dalai SS, Adler S, Najarian T, Safer DL. Study protocol and rationale for a
randomized double-blinded crossover trial of phentermine-topiramate ER versus
placebo to treat binge eating disorder and bulimia nervosa. Contemp Clin Trials.
2017 Oct 14. pii: S1551-7144(17)30345-2. doi: 10.1016/j.cct.2017.10.007. [Epub
ahead of print] PubMed PMID: 29038069.

5: Küçükali Cİ, Tüzün E, Nurten A. Impact of Topiramate on Rat Phrenic
Nerve-Hemidiaphragm Preparations. Noro Psikiyatr Ars. 2017 Sep;54(3):202-204.
doi: 10.5152/npa.2017.19422. Epub 2016 Sep 1. PubMed PMID: 29033630; PubMed
Central PMCID: PMC5630096.

6: Khivsara A, Raj JP, Hegde D, Rao M. Topiramate-induced acute liver injury: A
rare adverse effect. Indian J Pharmacol. 2017 May-Jun;49(3):254-256. doi:
10.4103/ijp.IJP_414_16. PubMed PMID: 29033486; PubMed Central PMCID: PMC5637137.

7: Hebestreit JM, May A. Topiramate modulates trigeminal pain processing in
thalamo-cortical networks in humans after single dose administration. PLoS One.
2017 Oct 9;12(10):e0184406. doi: 10.1371/journal.pone.0184406. eCollection 2017.
PubMed PMID: 28991914; PubMed Central PMCID: PMC5633146.

8: Hau Man TH, Shek-Kwan CR, On-Kei CA, Lam CPW. Effect of plasmapheresis on
serum levels of clobazam, levetiracetam and topiramate. Epilepsy Behav Case Rep.
2017 Jul 19;8:66-68. doi: 10.1016/j.ebcr.2017.07.002. eCollection 2017. PubMed
PMID: 28951835; PubMed Central PMCID: PMC5607118.

9: Palpacuer C, Duprez R, Huneau A, Locher C, Boussageon R, Laviolle B, Naudet F.
Pharmacologically controlled drinking in the treatment of alcohol dependence or
alcohol use disorders: a systematic review with direct and network meta-analyses
on nalmefene, naltrexone, acamprosate, baclofen and topiramate. Addiction. 2017
Sep 20. doi: 10.1111/add.13974. [Epub ahead of print] Review. PubMed PMID:
28940866.

10: Alkan I, Altunkaynak BZ, Altun G, Erener E. The investigation of the effects
of topiramate on the hypothalamic levels of fat mass/obesity-associated protein
and neuropeptide Y in obese female rats. Nutr Neurosci. 2017 Sep 15:1-10. doi:
10.1080/1028415X.2017.1374033. [Epub ahead of print] PubMed PMID: 28914170.