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Merck
CN

T0575

托吡酯

≥98% (HPLC), Kainate GluR5 receptor antagonist, solid

别名:

2,3: 双-4,5-O-（1-甲基亚乙基）-36--D -吡喃果糖氨基磺酸酯, McN 4853, RWJ 17021, 妥泰

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关于此项目

经验公式（希尔记法）:
C12H21NO8S
化学文摘社编号:
97240-79-4
分子量:
339.36
UNSPSC Code:
12352200
PubChem Substance ID:
24724627
NACRES:
NA.77
MDL number:
MFCD00865320

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产品名称

托吡酯, ≥98% (HPLC), solid

SMILES string

NS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O

InChI key

KJADKKWYZYXHBB-XBWDGYHZSA-N

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

assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: 40 mg/mL

originator

Johnson & Johnson

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... CA1(759), CA2(760), CA4(762), CA5A(763), CA5B(11238), CA9(768), GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879), GRIA1(2890), GRIA2(2891), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901), SCN10A(6336), SCN11A(11280), SCN1A(6323), SCN2A(6326), SCN3A(6328), SCN4A(6329), SCN5A(6331), SCN7A(6332), SCN8A(6334), SCN9A(6335)
mouse ... Car5a(12352)
rat ... Car2(54231), Car4(29242)

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相关类别

Application

托吡酯曾用于：
  • 研究托吡酯对小鼠的抗攻击性作用。
  • 探讨托吡酯对神经损伤后神经突起生长的促进作用。
  • 作为线粒体碳酸酐酶抑制剂，以阻断高糖或葡萄糖毒性的作用。
  • 减少管理红藻氨酸引起的细胞死亡和线粒体功能障碍。

Biochem/physiol Actions

托吡酯是一种抑制中皮质边缘多巴胺释放的磺酞吡喃果糖的衍生物。促进 GABA 活性，抑制谷氨酸功能，以减轻酒精的奖赏效应。它调节三叉神经血管信号通路对预防偏头痛有效。托吡酯与 1，6-二磷酸果糖结构相似，能抑制果糖 1，6-二磷酸酶，从而阻止糖异生。在培养的神经元中发现其可抑制 AMPA/红藻氨酸受体介导的信号通路。
红藻氨酸 GluR5 受体拮抗剂；抗惊厥药。

Features and Benefits

该化合物由 Johnson & Johnson 开发。如需浏览其他制药公司开发的化合物和批准的药物/候选药物列表，请点击此处。

General description

托吡酯的摩尔质量为 339，其中 40% 为氧原子的摩尔质量。这些氧原子作为质子受体，酰胺基作为氢键形成的供体。托吡酯是一种抗癫痫药物 (AED)，结构上与其他 AED 截然不同，因为它来源于天然存在的糖部分 D-果糖，具有氨基磺酸酯功能。托吡酯容易透过细胞膜和血脑屏障。

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000348944
0000336298
0000333435
0000333436
0000348944

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Bankole A Johnson et al.
Lancet (London, England), 361(9370), 1677-1685 (2003-05-28)
Topiramate, a sulphamate fructopyranose derivative, might antagonise alcohol's rewarding effects associated with abuse liability by inhibiting mesocorticolimbic dopamine release via the contemporaneous facilitation of gamma-amino-butyric acid activity and inhibition of glutamate function. We aimed to see whether topiramate was more
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Journal of endocrinology and diabetes, 2(2) (2015-07-15)
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Jose Francisco Navarro et al.
Methods and findings in experimental and clinical pharmacology, 29(3), 195-198 (2007-05-24)
Topiramate, an antiepileptic drug, has been found to be useful for the treatment of aggression in clinical populations. However, no studies have explored the action of this compound on aggressive behavior in laboratory animals. This work examined the effects of
V L Smith-Swintosky et al.
Neuroreport, 12(5), 1031-1034 (2001-04-17)
Topiramate is a structurally novel neurotherapeutic agent with a unique combination of pharmacological properties and currently is available in most world markets for treating several seizure disorders. Because its pharmacological profile was suggestive of possible activity as a neuroprotectant, topiramate
R P Shank et al.
Epilepsia, 41 Suppl 1, S3-S9 (2000-04-18)
In this overview, we discuss the discovery and development of topiramate (TPM) as an anticonvulsant, including notable aspects of its chemical, biologic, and pharmacokinetic properties. In particular, we highlight its anticonvulsant profile in traditional seizure tests and animal models of
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