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CAS: 97240-79-4
分子式: C12H21NO8S
分子量: 339.36
熔点: 125 °C
中文名称: 
托吡酯
托佩马特
英文名称: 
2,3:4,5-bis-o-(1-methylethylidene)-beta-d-fructopyranos sulfamate
2,3:4,5-bis-o-(1-methylethylidene)-beta-d-fructopyranose sulfamate
mcn-4853
rwj-17021-000
topiramate
性质描述: 该品为白色细粉末晶体。
推荐供应商
货号品牌产品名称规格包装、参考价格详情
T819869MACKLIN托吡酯 98%25元/250mg;   30元/1g;   43元/5g;   155元/25g;   512元/100g;   展开
储存:2~8°C
状态:白色粉末或固体
T793036MACKLIN托吡酯10mM in DMSO156元/1ml;   展开
储存:-20°C
T2755TCITopiramate>98.0%(T)(HPLC)890元/1G;   2990元/5G;   展开

基本信息

纯度/分析方法>98.0%(T)(HPLC)
分子式/分子量C12H21NO8S = 339.36
外观与形状(20℃)固体
储存温度0-10℃
应避免的情况加热
Reaxys-RN5988957
PubChem物质ID125307929
Merck Index (14)9547
MDL编号MFCD00865320

技术规格

AppearanceWhite to Almost white powder to crystal
Purity(HPLC)(CAD)min. 98.0 area%
Purity(Neutralization titration)min. 98.0 %
Melting point124.0 to 128.0 ℃
Specific rotation [a]20/D-29.0 to -33.0 deg(C=1, MeOH)

物性(参考值)

熔点126 ℃
比旋光度 [α]D-31° (C=1,MeOH)
溶解性(可溶于)甲醇

安全信息

图形或危害标志
信号词警告
危险性说明H315 : 造成皮肤刺激。
H319 : 造成严重眼刺激。
防范说明P264 : 作业后彻底清洗皮肤。
P280 : 戴防护手套/戴防护眼罩/戴防护面具。
P302 + P352 : 如皮肤沾染:用水充分清洗。
P337 + P313 : 如仍觉眼刺激:求医/就诊。
P305 + P351 + P338 : 如进入眼睛:用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出,取出隐形眼镜。继续冲洗。
P362+P364 : 脱掉沾污的衣服,清洗后方可重新使用。
P332 + P313 : 如发生皮肤刺激:求医/就诊。

相关法规

RTECS#LS7083000
494464J&KTopiramate99%, 一种GluR5受体拮抗剂和GABA受体调节剂1463元/100MG;   展开

基本信息

分子式C12H21NO8S
分子量339.36
比旋光度([α]20D)-33° to -29° (C=1, MeOH)
MDL编码MFCD00865320
Beilstein5988957
存储条件Store at 2-8℃

产品描述

Topiramate是一种多靶点的抑制剂,抑制了sodium channel 和 calcium channel, AMPA/kainate receptor以及carbonic anhydrase的活性,用于治疗癫痫。

靶点(IC50 & Targe)

Carbonic anhydrase

GABAR

mGluR5

体外研究

Topiramate轻微抑制分离神经元中Na+电流的持续组分,并减少Ca+和K+流阻断后,在V层锥体神经元中被诱发的Na+依赖性持久动作电位峰。[1]在大鼠杏仁基底外侧核主神经元的全细胞电压钳记录中,Topiramate在低浓度(IC50,大约为0.5 mM)下选择性抑制药理学上离体的包含GluR5亚基的红藻氨酸受体介导的兴奋性突触电流。Topiramate也显著地部分抑制AMPA受体介导的EPSCs,但是效力较低。[2] Topiramate (TPM)抑制电敏性Na+通道和非-N-甲基-D-天冬氨酸(NMDA)受体,并增强γ-氨基丁酸(GABA)介导的抑制。[3] Topiramate选择性抑制GluR5红藻氨酸受体介导的突触后响应。[4]

体内研究

Topiramate (25-100 mg/kg, i.p.)剂量依赖性提高ATPA输注诱导的阵挛发作的阈值,ATPA是一种GluR5红藻氨酸受体的选择性激动剂。[4] Topiramate剂量相关性有效抑制围产期缺氧诱发的急性癫痫发作,计算的ED50为2.1 mg/kg, i.p。[5] Topiramate (20和40 mg/kg i.p.)以剂量依赖的方式抑制癫痫强直发作和癫痫小发作,而Phenytoin (20 mg/kg i.p.)和Zonisamide (40 mg/kg i.p.)仅抑制强直发作。在DBA/2 小鼠体内,Topiramate抑制声音诱导的癫痫发作(ED50 = 8.6 mg/kg p.o.)。[6]

参考文献

[1] Taverna S, et al. J Pharmacol Exp Ther, 1999, 288(3), 960-968.

[2] Gryder DS, et al. J Neurosci, 2003, 23(18), 7069-7074.

[3] Yang Y, et al. Brain Res, 1998, 804(2), 169-176.

[4] Kaminski RM, et al. Neuropharmacology, 2004, 46(8), 1097-1104.

[5] Koh S, et al. Ann Neurol, 2001, 50(3), 366-372.

[6] Nakamura J, et al. Eur J Pharmacol, 1994, 254(1-2), 83-89.

安全信息

图形或危害标志
提示语Warning
危险说明H315
H319
H335
防范说明P261
P305+P351+P338
WGK3
RTECSLS7083000
PHR1600SupelcoTopiramatePharmaceutical Secondary Standard; Certified Reference Material1894.84元/1 G;   展开

产品说明

一般描述

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
Topiramate, a sulfamate-substituted derivative of the monosaccharide D-fructose , is a medication, which is widely used for the treatment of epilepsy.

应用

Topiramate may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using high-performance liquid chromatography technique and spectrophotometric technique.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

生化/生理作用

红藻氨酸 GluR5 受体拮抗剂;抗惊厥药。

分析说明

These secondary standards offer multi-traceability to the USP, EP and BP primary standards, where they are available.

其他说明

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

附注

To see an example of a Certificate of Analysis for this material enter LRAC2801 in the Documents slot below. This is an example certificate only and may not be the lot that you receive.

基本信息

经验(实验)分子式C12H21NO8S
分子量339.36
MDL编号MFCD00865320
PubChem化学物质编号329823500
NACRESNA.24

产品性质

质量水平300
等级certified reference material
pharmaceutical secondary standard
CofAcurrent certificate can be downloaded
包装pkg of 1 g
technique(s)HPLC: suitable
gas chromatography (GC): suitable
application(s)pharmaceutical (small molecule)
格式neat
药典可追溯性traceable to USP 1672206
储存温度2-8℃
SMILES stringNS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O
InChI1S/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 keyKJADKKWYZYXHBB-XBWDGYHZSA-N
Gene Informationhuman ... CA2(760), CA4(762), 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)

安全信息

象形图GHS07
警示用语:Warning
危险声明H315 - H319 - H335
预防措施声明P261 - P305 + P351 + P338
危险分类Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官Respiratory system
储存分类代码13 - Non Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
T0575Sigma-AldrichTopiramate≥98% (HPLC), solid1735.97元/10 MG;   6022.14元/50 MG;   展开

产品说明

一般描述

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。

应用

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。

包装

10, 50 mg in glass bottle

生化/生理作用

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。

特点和优势

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。

基本信息

经验(实验)分子式C12H21NO8S
分子量339.36
MDL编号MFCD00865320
PubChem化学物质编号24724627
NACRESNA.77

产品性质

质量水平200
测定≥98% (HPLC)
形式solid
颜色 white
溶解性DMSO: 40 mg/mL
创始人Johnson & Johnson
储存温度2-8℃
SMILES stringNS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O
InChI1S/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 keyKJADKKWYZYXHBB-XBWDGYHZSA-N
Gene Informationhuman ... 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)

安全信息

象形图GHS07
警示用语:Warning
危险声明H315 - H319 - H335
预防措施声明P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
危险分类Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官Respiratory system
储存分类代码11 - Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
个人防护装备dust mask type N95 (US), Eyeshields, Gloves
1672206USPTopiramateUnited States Pharmacopeia (USP) Reference Standard4292.37元/150 MG;   展开

产品说明

一般描述

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

生化/生理作用

红藻氨酸 GluR5 受体拮抗剂;抗惊厥药。

分析说明

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

其他说明

USP issued SDS can be found here.
Sales restrictions may apply.

基本信息

经验(实验)分子式C12H21NO8S
分子量339.36
MDL编号MFCD00865320
PubChem化学物质编号329751353
NACRESNA.24

产品性质

等级pharmaceutical primary standard
manufacturer/tradenameUSP
application(s)pharmaceutical (small molecule)
格式neat
SMILES stringNS(OC[C@]12[C@](OC(C)(C)O2)([H])[C@@]3([H])[C@@](OC(C)(C)O3)([H])CO1)(=O)=O
InChI1S/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 keyKJADKKWYZYXHBB-XBWDGYHZSA-N
Gene Informationhuman ... CA2(760), CA4(762), 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)

安全信息

象形图GHS07
警示用语:Warning
危险声明H315 - H319 - H335
预防措施声明P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
危险分类Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官Respiratory system
储存分类代码11 - Combustible Solids
WGKWGK 3
闪点(F)Not applicable
闪点(C)Not applicable
372976Fluorochem[(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl sulfamate>98.0%(HPLC)(T)1430元/1g;   6138元/5g;   展开

基本信息

CAS Number97240-79-4
MDL NumberMFCD00865320
Melting Point126℃

安全信息

图形或危害标志
危险性说明 H302: Harmful if swallowed.
H315: Causes skin irritation.
H319: Causes serious eye irritation.
H335: May cause respiratory irritation.
防范说明 P233: Keep container tightly closed.
P260: Do not breathe .
P261: Avoid breathing
P264: Wash hands thoroughly after handling.
P270: Do not eat, drink or smoke when using this product.
P271: Use only outdoors or in a well-ventilated area.
P280: Wear .
P301 + P312: IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
P304: IF INHALED: .
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P312: Call a POISON CENTER or doctor/physician if you feel unwell.
P321: Specific treatment (see . on this label).
P330: Rinse mouth.
P332 + P313: If skin irritation occurs: Get medical advice/ attention.
P337 + P313: If eye irritation persists: Get medical advice/attention.
P340: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P362: Take off contaminated clothing and wash before reuse.
P403: Store in a well-ventilated place.
P403 + P233: Store in a well-ventilated place. Keep container tightly closed.
P405: Store locked up.
P501: Dispose of contents/container to local regulations.
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