CAS Number97240-79-4
SynonymsTipiramato [Spanish]; Epitomax; McN-4853; Tipiramate [French]; Tipiramate; RWJ 17021-000
Molecular FormulaC12H21NO8S
Molecular Weight339.36
Purity98%
Density1.3±0.1 g/cm3
Boiling Point438.7±55.0 °C at 760 mmHg
Melting Point125ºC
AppearanceWhite to off-white crystalline powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 97240-79-4 |
| Catalog No. | 2A-9012778 |
| Chinese Name | 托吡酯 |
| Synonyms | Tipiramato [Spanish]; Epitomax; McN-4853; Tipiramate [French]; Tipiramate; RWJ 17021-000 |
| Molecular Formula | C12H21NO8S |
| Molecular Weight | 339.36 |
| Purity | 98 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 438.7±55.0 °C at 760 mmHg |
| Melting Point | 125ºC |
| Appearance | White to off-white crystalline powder |
| Water Solubility | Soluble in: methanol |
| Storage Condition | 0-10°C; avoid heating |
| Application | Topiramate is an antispasmodic compound that antagonizes GluR5 receptors and can also serve as a positive allosteric modulator of GABA receptor-mediated currents. |
| PubChem ID | 329823500 |
| MDL Number | MFCD00865320 |
| SMILES | NS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O |
| 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 |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| MSDS | msds/12778_1_97240_79_4.pdf |
| Bioactivity | Topiramate is an anticonvulsant that antagonizes GluR5 receptors and acts as a positive allosteric modulator of GABA receptor-mediated currents.Target: GluR5 receptor; GABA receptorTopiramate (Topamax) is a structurally novel broad-spectrum antiepileptic drug (AED) with established efficacy as monotherapy or adjunctive therapy in the treatment of adult and paediatric patients with generalised tonic-clonic seizures, partial seizures with or without generalised seizures, and seizures associated with Lennox-Gastaut syndrome [1]. topiramate has been believed to be a type of antiepileptic drug that blocks spread of seizures. Thus far, the mechanisms of its actions have been proven to include use-dependent inhibition of voltage-dependent Na+ channels in neurons, potentiation of GABA (gamma-amino-butyric acid)-induced Cl- influx, and inhibitory effects on inward currents by antagonizing kainate/alpha-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA) receptors [2].Topiramate (median average dosage 5.1 mg/kg/day) was also found to be useful as adjunctive therapy in the management of Lennox-Gastaut syndrome and significantly reduced the mean frequency of drop attacks by 14.8% compared with an increase of 5.1% with placebo. Further gains in seizure control were made in a nonblind extension of this trial where the mean topiramate dosage was 10 mg/kg/day. Nine of 11 patients in 1 pilot trial of children with otherwise intractable West syndrome, and 5 of 10 in another, achieved a > or =50% reduction in seizure rate with topiramate (target dosage up to 24 mg/kg/day) [3].Clinical indications: Epilepsy; Lennox Gastaut syndrome; Migraine; Seizure disorder Toxicity:abdominal pain; agitation; blurred vision; convulsions; depression; dizziness; double vision; drowsiness; impaired coordination; impaired mental activity; low blood pressure; reduced consciousness; severe diarrhea; sluggishness and speech problems. Related Catalog Signaling Pathways >> GPCR/G Protein >> mGluR Research Areas >> Neurological Disease References [1]. Lyseng-Williamson KA, et al. Topiramate: a review of its use in the treatment of epilepsy. Drugs. 2007;67(15):2231-56. [2]. Nakamura J, et al. Target pharmacology of topiramate, a new antiepileptic drug. Nihon Yakurigaku Zasshi. 2000 Jan;115(1):53-7. [3]. Ormrod D, et al. Topiramate: a review of its use in childhood epilepsy. Paediatr Drugs. 2001;3(4):293-319. Chemical & Physical Properties Density 1.3±0.1 g/cm3 Boiling Point 438.7±55.0 °C at 760 mmHg Melting Point 125ºC Molecular Formula C12H21NO8S Molecular Weight 339.362 Flash Point 219.1±31.5 °C Exact Mass 339.098785 PSA 123.92000 LogP 2.97 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.497 InChIKey KJADKKWYZYXHBB-XBWDGYHZSA-N SMILES CC1(C)OC2COC3(COS(N)(=O)=O)OC(C)(C)OC3C2O1 |
| Use of | Properties Articles54 Name topiramate Synonym More Synonyms Topiramate Biological Activity Related Catalog Signaling Pathways >> GPCR/G Protein >> mGluR Research Areas >> Neurological Disease References [1]. Lyseng-Williamson KA, et al. Topiramate: a review of its use in the treatment of epilepsy. Drugs. 2007;67(15):2231-56. [2]. Nakamura J, et al. Target pharmacology of topiramate, a new antiepileptic drug. Nihon Yakurigaku Zasshi. 2000 Jan;115(1):53-7. [3]. Ormrod D, et al. Topiramate: a review of its use in childhood epilepsy. Paediatr Drugs. 2001;3(4):293-319. Chemical & Physical Properties Molecular Formula C12H21NO8S Exact Mass 339.098785 PSA 123.92000 Index of Refraction 1.497 InChIKey KJADKKWYZYXHBB-XBWDGYHZSA-N |
| Transport Info | Product Name: Topiramate |
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