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Merck
CN

88800

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
EC Number:
205-827-2
UNSPSC Code:
12352202
MDL number:
Beilstein/REAXYS Number:
157765
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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

SMILES string

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

grade

purum

assay

≥96% (HPLC)

impurities

≤3% guanine

mp

≥300 °C (lit.)

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Biochem/physiol Actions

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。

Other Notes

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

pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

存储类别

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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
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
André J van der Vlies et al.
Molecular pharmaceutics, 9(10), 2812-2818 (2012-09-08)
Colloidal drug and prodrug conjugates have unique targeting characteristics for tumor vasculature from the blood and for the lymphatics draining a tissue injection site. Tioguanine and tioguanine-generating prodrugs have been investigated as anticancer and immunosuppressive agents, including use in cancer
Gustavo H B Maegawa et al.
The Journal of biological chemistry, 282(12), 9150-9161 (2007-01-24)
Late-onset GM2 gangliosidosis is composed of two related, autosomal recessive, neurodegenerative diseases, both resulting from deficiency of lysosomal, heterodimeric beta-hexosaminidase A (Hex A, alphabeta). Pharmacological chaperones (PC) are small molecules that can stabilize the conformation of a mutant protein, allowing

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