A4882
6-硫代鸟嘌呤
≥98%, Guanine antimetabolite, powder
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
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
EC Number:
205-827-2
MDL number:
Beilstein/REAXYS Number:
157765
Assay:
≥98%
Biological source:
synthetic (organic)
Form:
powder
Solubility:
1 M NaOH: 50 mg/mL, clear to hazy, colorless to light greenish-yellow
Storage temp.:
room temp
产品名称
6-硫代鸟嘌呤, ≥98%
biological source
synthetic (organic)
Quality Level
assay
≥98%
form
powder
mp
≥300 °C (lit.)
solubility
1 M NaOH: 50 mg/mL, clear to hazy, colorless to light greenish-yellow
storage temp.
room temp
SMILES string
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
Gene Information
human ... IMPDH1(3614), IMPDH2(3615)
General description
6-硫鸟嘌呤是鸟嘌呤的变体，在嘌呤环的 N-7 位有氢键。它与胞嘧啶的结合改变了碱基堆积的维度。6-硫鸟嘌呤是治疗炎症性肠病 (IBD) 的有效药物，可导致肝脏结节性再生性增生 (NRH)。
Application
6-硫鸟嘌呤已用于：
- 诱导结直肠癌细胞系 HCT116 的自噬和凋亡
- 在中国仓鼠肺成纤维细胞培养 V79 的突变和存活试验中作为选择标记
- 在 4T1-luc 细胞的克隆源性肺转移试验中作为选择标记
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。
用于治疗白血病的抗代谢药。与次黄嘌呤和鸟嘌呤竞争次黄嘌呤-鸟嘌呤磷酸核糖转移酶，后者是生成嘌呤核苷酸的关键步骤。
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signalword
Danger
hcodes
pcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which 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
Tumor-suppressor inactivation of GDF11 occurs by precursor sequestration in triple-negative breast cancer
Bajikar SS, et al.
Developmental Cell, 43(4), 418-435 (2017)
Interconnections between apoptotic and autophagic pathways during thiopurine-induced toxicity in cancer cells: the role of reactive oxygen species
Chaabane W and Appell ML
Testing, 7(46), 75616-75616 (2016)
Crystal and molecular structure of 6-thioguanine
Bugg CE and Thewalt U
Journal of the American Chemical Society, 92(25), 7441-7445 (1970)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| A4882-500MG | 04061833375075 |
| A4882-100MG | 04061833375051 |
| A4882-1G | 04061826731680 |
| A4882-250MG | 04061833375068 |
| A4882-5G | 04061833375082 |