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Merck
CN

T2577

替莫唑胺

≥98% (HPLC), powder, DNA methylating agent

别名:

3,4-二氢-3-甲基-4-氧代咪唑并[5,1-d]-1,2,3,5-四嗪-8-甲酰胺, 3-甲基-4-氧代-3,4-二氢咪唑并[5,1-d][1,2,3,5]四嗪-8-甲酰胺, 4-甲基-5-氧代-2,3,4,6,8-五氮杂双环[4.3.0]壬基-2,7,9-三烯-9-甲酰胺, 8-氨甲酰-3-甲基咪唑[5,1-d]-1,2,3,5-四嗪-4(3H)-酮, NSC 362856

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关于此项目

经验公式（希尔记法）:
C6H6N6O2
化学文摘社编号:
85622-93-1
分子量:
194.15
UNSPSC Code:
12352200
PubChem Substance ID:
329826714
NACRES:
NA.77
MDL number:
MFCD00866492
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

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产品名称

替莫唑胺, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to light brown

solubility

DMSO: 10 mg/mL, clear, H2O: insoluble

originator

Schering Plough

storage temp.

2-8°C

SMILES string

CN1N=Nc2c(ncn2C1=O)C(N)=O

InChI

1S/C6H6N6O2/c1-11-6(14)12-2-8-3(4(7)13)5(12)9-10-11/h2H,1H3,(H2,7,13)

InChI key

BPEGJWRSRHCHSN-UHFFFAOYSA-N

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General description

替莫唑胺(Temozolomide)是一种小分子的亲脂性烷化剂。在DNA中与亲核微环境（鸟嘌呤残基）产生共价作用，因此替莫唑胺具有细胞毒性。替莫唑胺的作用机制是通过水解DNA，导致DNA降解并破坏肿瘤细胞。替莫唑胺对恶性神经胶质瘤细胞的主要作用是令G2/ M细胞周期停滞，偶尔使细胞凋亡。替莫唑胺是一种DNA甲基化剂和耐药修饰剂；抗肿瘤和抗血管生成。替莫唑胺诱导G2/M阻滞和凋亡，原理是其通过基因组DNA中一个甲基基团内收至鸟嘌呤的O6位置，以及碱基切除修复(BER)途径中DNA修复蛋白O(6)-烷基鸟嘌呤DNA烷基转移酶(AGT)的功能失活。

Application

替莫唑胺已用于分析胶质母细胞瘤细胞系的耐药机制。替莫唑胺已用于诱导胶质母细胞瘤细胞的细胞毒性作用，以研究蛋白二硫化物异构酶(PDI)的抑制作用。

Biochem/physiol Actions

替莫唑胺是一种DNA甲基化剂和耐药修饰剂；抗肿瘤和抗血管生成。替莫唑胺诱导G2/M阻滞和凋亡，原理是其通过基因组DNA中一个甲基基团内收至鸟嘌呤的O6位置，以及碱基切除修复(BER)途径中DNA修复蛋白O(6)-烷基鸟嘌呤DNA烷基转移酶(AGT)的功能失活。

Features and Benefits

该化合物是细胞凋亡研究的推荐产品。点击此处了解更多特色细胞凋亡产品。在sigma.com/discover-bsm 上了解有关生物活性小分子在其他研究领域的更多信息。
该化合物由 Schering Plough开发。要浏览其他药物开发的化合物和已批准药物/候选药物的列表，请单击此处。

Preparation Note

替莫唑胺溶于DMSO，溶解浓度大于20 mg/ml。它不溶于水。

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 1B - Repr. 1B - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000521690
0000521689
0000521689
0000294621
0000294622

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Antonin Dréan et al.
Journal of neuro-oncology, 138(3), 479-486 (2018-03-10)
ATP-binding cassette transporters (ABC transporters) regulate traffic of multiple compounds, including chemotherapeutic agents, through biological membranes. They are expressed by multiple cell types and have been implicated in the drug resistance of some cancer cells. Despite significant research in ABC
Mark R Gilbert et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(32), 4085-4091 (2013-10-09)
Radiotherapy with concomitant and adjuvant temozolomide is the standard of care for newly diagnosed glioblastoma (GBM). O(6)-methylguanine-DNA methyltransferase (MGMT) methylation status may be an important determinant of treatment response. Dose-dense (DD) temozolomide results in prolonged depletion of MGMT in blood
Herwig M Strik et al.
Current neurology and neuroscience reports, 12(3), 286-293 (2012-03-23)
Even in modern times of high-precision brain surgery and irradiation, malignant gliomas belong to the deadliest types of cancer. Due to a marked primary and presumably also acquired resistance, the beneficial effects of cytotoxic chemotherapy are limited. Only one randomized
Olivier L Chinot et al.
The New England journal of medicine, 370(8), 709-722 (2014-02-21)
Standard therapy for newly diagnosed glioblastoma is radiotherapy plus temozolomide. In this phase 3 study, we evaluated the effect of the addition of bevacizumab to radiotherapy-temozolomide for the treatment of newly diagnosed glioblastoma. We randomly assigned patients with supratentorial glioblastoma
Julien Hadoux et al.
International journal of cancer, 135(11), 2711-2720 (2014-04-23)
Cyclophosphamide-dacarbazine-vincristine regimen is recommended for the treatment of malignant pheochromocytoma and paraganglioma (MPP); however, dacarbazine is the only recognized active drug in neuroendocrine tumours. We investigated the therapeutic benefit of temozolomide (TMZ), an oral alternative to dacarbazine, in patients with
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全球贸易项目编号

货号GTIN
T2577-100MG04061835559268
T2577-25MG04061835559275

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