Merck
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文件

T2577

Sigma-Aldrich

替莫唑胺

≥98% (HPLC)

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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
经验公式（希尔记法）:
C6H6N6O2
CAS号:
85622-93-1
分子量:
194.15
MDL编号:
MFCD00866492
PubChem化学物质编号:
329826714
NACRES:
NA.77

检测方案

≥98% (HPLC)

形式

powder

颜色

white to light brown

溶解性

DMSO: 10 mg/mL, clear
H2O: insoluble

创始人

Schering Plough

储存温度

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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应用

替莫唑胺已可用于分析胶质母细胞瘤细胞系的耐药机制15，16。

生化/生理作用

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。

特点和优势

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。

制备说明

替莫唑胺溶于DMSO，溶解浓度大于20 mg/ml。它不溶于水。

象形图

Exclamation markHealth hazard
GHS07,GHS08

警示用语：

Danger

危险分类

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

靶器官

Respiratory system

储存分类代码

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

WGK

WGK 3

个人防护装备

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

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示例

T1503
货号
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包装规格/数量

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. Is Temozolomide (Product No. T2577) an active drug or a prodrug?

    Temozolomide is considered a prodrug. It is hydrolyzed in vivo to MTIC (monomethyl triazeno imidazole carboxamide). See: Kim, H. et al., High-performance liquid chromatographic analysis and stability of anti-tumor agent temozolomide in human plasma. Journal of Pharmaceutical and Biomedical Analysis, 24(3), 461-468 (2001).

  6. Do you have a reference for the analysis of Temozolomide (Product No. T2577) in serum?

    We have not confirmed the method in our labs here at Sigma, but see: Kim, H. et al., High-performance liquid chromatographic analysis and stability of anti-tumor agent temozolomide in human plasma. Journal of Pharmaceutical and Biomedical Analysis, 24(3), 461-468 (2001).

  7. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
T C Hirst et al.
British journal of cancer, 108(1), 64-71 (2013-01-17)
Malignant glioma is an aggressive tumour commonly associated with a dismal outcome despite optimal surgical and radio-chemotherapy. Since 2005 temozolomide has been established as first-line chemotherapy. We investigate the role of in vivo glioma models in predicting clinical efficacy. We
Leon D Ortiz et al.
Clinics (Sao Paulo, Brazil), 67 Suppl 1, 119-123 (2012-05-25)
Temozolomide is an alkylating agent used in the treatment of gliomas and, more recently, aggressive pituitary adenomas and carcinomas. Temozolomide methylates DNA and, thereby, has antitumor effects. O6-methylguanine-DNA methyltransferase, a DNA repair enzyme, removes the alkylating adducts that are induced
Mark R Gilbert et al.
The New England journal of medicine, 370(8), 699-708 (2014-02-21)
Concurrent treatment with temozolomide and radiotherapy followed by maintenance temozolomide is the standard of care for patients with newly diagnosed glioblastoma. Bevacizumab, a humanized monoclonal antibody against vascular endothelial growth factor A, is currently approved for recurrent glioblastoma. Whether the
Michael Weller et al.
International journal of cancer, 134(10), 2437-2447 (2014-03-13)
The epidermal growth factor receptor vIII mutant (EGFRvIII) is found in ~50% of all EGFR-amplified glioblastomas and constitutes a tumor-specific therapeutic target. To assess molecular testing approaches and the prognostic role of EGFRvIII in patients treated according to current standards
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