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Merck
CN

88800

Sigma-Aldrich

6-硫代鸟嘌呤

purum, ≥96% (HPLC)

别名:

2-氨基-6-巯嘌呤, 2-氨基-6巯基嘌呤

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关于此项目

经验公式(希尔记法):
C5H5N5S
化学文摘社编号:
分子量:
167.19
Beilstein:
157765
EC 号:
MDL编号:
UNSPSC代码:
12352202
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等级

purum

方案

≥96% (HPLC)

杂质

≤3% guanine

mp

≥300 °C (lit.)

SMILES字符串

NC1=Nc2nc[nH]c2C(=S)N1

InChI

1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)

InChI key

WYWHKKSPHMUBEB-UHFFFAOYSA-N

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生化/生理作用

核糖基化并通过与天然嘌呤碱相同的途径磷酸化;作为核苷酸,抑制参与核酸合成的多种细胞过程。作为白血病的有效治疗方法已有悠久的历史。

其他说明

Antineoplastic agent; substrate for HGPRTase, converted to 6-thio-GMP, which then inhibits vital metabolic sequences in myelocytic and acute lymphocytic leukemia.

象形图

Skull and crossbones

警示用语:

Danger

危险声明

预防措施声明

危险分类

Acute Tox. 3 Oral

储存分类代码

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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T Kataoka et al.
Cancer research, 44(2), 519-524 (1984-02-01)
While the combination of L1210 murine leukemia cell vaccine (L1210 vaccine) with 6-mercaptopurine (6-MP) or 6-thioguanine produces a therapeutic response greater than that induced by either of these agents alone, its combination with cyclophosphamide, N4-behenoyl-1-beta-D-arabinofuranosylcytosine, or 5-fluorouracil does not produce
Galal H Elgemeie
Current pharmaceutical design, 9(31), 2627-2642 (2003-10-08)
6-Mercaptopurine (6MP) and 6-thioguanine (6TG) are analogs of the natural purines: hypoxanthine and guanine. Both mercaptopurine and thioguanine are substrates for hypoxanthine-guanine phosphoribosyltransferase and are converted into the ribonucleotides 6-thioguanosine monophosphate (6-thioGMP) and 6-thioinosine monophosphate (T-IMP) respectively. The accumulation of
Elif Gürsoy et al.
European journal of medicinal chemistry, 42(3), 320-326 (2006-12-06)
A series of arylidenehydrazides (3a-3i) were synthesized from [6-(4-bromophenyl)imidazo[2,1-b]thiazol-3-yl]acetic acid hydrazide. The structures of new compounds were determined by analytical and spectral (IR, (1)H NMR, (13)C NMR, EIMS) methods. The synthesized compounds (3a-3i) were evaluated in the National Cancer Institute's
Jignesh M Doshi et al.
Journal of medicinal chemistry, 49(26), 7731-7739 (2006-12-22)
The structure-activity relationship studies of ethyl 2-amino-6-cyclopentyl-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate (1, HA 14-1), an antagonist of the antiapoptotic Bcl-2 proteins, are reported. A series of analogues of 1 with varied functional groups at the 6-position of the chromene ring were synthesized. These candidates
Mark Drost et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(23), 9403-9408 (2013-05-22)
In many individuals suspected of the common cancer predisposition Lynch syndrome, variants of unclear significance (VUS), rather than an obviously pathogenic mutations, are identified in one of the DNA mismatch repair (MMR) genes. The uncertainty of whether such VUS inactivate

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