Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥98% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 16 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
6-Thioguanine is a chemotherapy drug that demonstrates immunosuppressive, anti-neoplastic, and anti-cancer activities. This chemical is often used to treat leukemia and inflammatory diseases. Chemical produces dose-dependent inhibition of stimulated expression of TRAIL protein.
An immunosuppressive, anti-neoplastic, and anti-cancer
| ALogP | -0.1 |
|---|
| Pubchem Sid | 504760785 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504760785 |
| Sonrisas canónicas | C1=NC2=C(N1)C(=S)N=C(N2)N |
| IUPAC Name | 2-amino-3,7-dihydropurine-6-thione |
| InChIKey | WYWHKKSPHMUBEB-UHFFFAOYSA-N |
| INCHI | 1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) |
| Isómeros SMILES | C1=NC2=C(N1)C(=S)N=C(N2)N |
| WGK Alemania | 3 |
| RTECS | UP0740000 |
| Número ONU | 2811 |
| Grupo de embalaje | I |
| Peso molecular | 167.19 |
| Beilstein | 157765 |
| Reaxy-Rn | 9390519 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=9390519&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Imidazopyrimidines |
| Subclass | Purines and purine derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Purinethiones |
| Alternative Parents | Pyrimidinethiones Aminopyrimidines and derivatives Imidazoles Heteroaromatic compounds Azacyclic compounds Primary amines Organosulfur compounds Organopnictogen compounds Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Purinethione - Aminopyrimidine - Pyrimidinethione - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Azacycle - Organopnictogen compound - Primary amine - Organosulfur compound - Organonitrogen compound - Organic nitrogen compound - Amine - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as purinethiones. These are purines in which the purine moiety bears a thioketone. |
| External Descriptors | 2-aminopurines |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 08, 2026 | T106639 | |
| Certificate of Analysis | Jun 05, 2026 | T106639 | |
| Certificate of Analysis | Jun 09, 2025 | T106639 | |
| Certificate of Analysis | Jun 09, 2025 | T106639 | |
| Certificate of Analysis | Jun 09, 2025 | T106639 | |
| Certificate of Analysis | Jun 13, 2024 | T106639 | |
| Certificate of Analysis | Jun 13, 2024 | T106639 | |
| Certificate of Analysis | May 17, 2021 | T106639 | |
| Certificate of Analysis | May 17, 2021 | T106639 | |
| Certificate of Analysis | May 17, 2021 | T106639 |
| Solubilidad | Soluble in dilute solutions of alkali hydroxides and hot alcohol. Insoluble in water. |
|---|---|
| Punto de fusión (°C) | 360°C |
| Peso molecular | 167.190 g/mol |
| XLogP3 | -0.100 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Exact Mass | 167.027 Da |
| Monoisotopic Mass | 167.027 Da |
| Topological Polar Surface Area | 111.000 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 225.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Jia Wang, Deyue Yan, Wei Huang. (2022) A fluorescence zinc metal-organic framework for the effective detection of Fe3+ and Fe2+ in water. INORGANIC CHEMISTRY COMMUNICATIONS, [PMID:] [10.1016/j.inoche.2022.109282] |
| 2. Yu Zhang, Xin Xu, Bing Yan. (2022) A multicolor-switchable fluorescent lanthanide MOFs triggered by anti-cancer drugs: multifunctional platform for anti-cancer drug sensing and information anticounterfeiting. Journal of Materials Chemistry C, 10 (9): (3576-3584). [PMID:] [10.1039/D1TC05935A] |
| 3. Bingyong Lin, Yueliang Wang, Yuanyuan Yao, Lifen Chen, Yanbo Zeng, Lei Li, Zhenyu Lin, Longhua Guo. (2021) Oil-Free Gold Nanobipyramid@Ag Microgels as a Functional SERS Substrate for Direct Detection of Small Molecules in a Complex Sample Matrix. ANALYTICAL CHEMISTRY, [PMID:34851090] [10.1021/acs.analchem.1c04797] |
| 4. Wen-Shu Zhang, Ya-Ning Wang, Yue Wang, Zhang-Run Xu. (2018) Highly reproducible and fast detection of 6-thioguanine in human serum using a droplet-based microfluidic SERS system. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2018.12.077] |
| 5. Shuai Yue, Xiao-Ting Sun, Yue Wang, Wen-Shu Zhang, Zhang-Run Xu. (2018) Microparticles with size/charge selectivity and pH response for SERS monitoring of 6-thioguanine in blood serum. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2018.07.062] |
| 6. Junling Duan, Yuanhong Zhang, Yanbin Yin, Houshen Li, Jun Wang, Lusheng Zhu. (2017) A novel “on-off-on” fluorescent sensor for 6-thioguanine and Hg2+ based on g-C3N4 nanosheets. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2017.10.071] |
| 7. Jingjie Cui, Jing Chen, Shaowei Chen, Li Gao, Ping Xu, Hong Li. (2016) Au/TiO2 nanobelt heterostructures for the detection of cancer cells and anticancer drug activity by potential sensing. NANOTECHNOLOGY, 27 (9): (095603). [PMID:26822679] [10.1088/0957-4484/27/9/095603] |
| 8. Hongli Li, Xiaoli Chong, Yufeng Chen, Lei Yang, Lan Luo, Bing Zhao, Yuan Tian. (2016) Detection of 6-Thioguanine by surface-enhanced Raman scattering spectroscopy using silver nanoparticles-coated silicon wafer. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2016.01.032] |
| 9. Xu Wang, Ziqiang Tan, Yuanhu Pan, Awais Ihsan, Qianying Liu, Lingli Huang, Guyue Cheng, Dongmei Chen, Yanfei Tao, Zhenli Liu, Zonghui Yuan. (2015) Safety assessment of aditoprim acute, subchronic toxicity and mutagenicity studies. JOURNAL OF APPLIED TOXICOLOGY, 35 (11): (1415-1426). [PMID:25663419] [10.1002/jat.3107] |
| 10. Yuanyuan Huang, Xiaofei Han, Li Wang, Renjun Pei. (2024) Assembly-Driven Aggregation-Induced Emission of Gold Nanoclusters with Excitation Wavelength-Dependent Emission and Mechanochromic Property. Advanced Optical Materials, 12 (20): (2400078). [PMID:] [10.1002/adom.202400078] |
| 11. Xin Wang, Feiyang Pu, Xuanye Yang, Xili Feng, Jiayou Zhang, Kai Duan, Xuanxuan Nian, Zhongren Ma, Xiao-Xia Ma, Xiao-Ming Yang. (2024) Immunosuppressants exert antiviral effects against influenza A(H1N1)pdm09 virus via inhibition on nucleic acid synthesis, mRNA splicing and protein stability. Virulence, [PMID:38170681] [10.1080/21505594.2023.2301242] |
| 12. Tiantian Song, Zheming Yu, Qitao Shen, Yu Xu, Haihong Hu, Junqing Liu, Kui Zeng, Jinxiu Lei, Lushan Yu. (2024) Pharmacodynamic and Toxicity Studies of 6-Isopropyldithio-2′-guanosine Analogs in Acute T-Lymphoblastic Leukemia. Cancers, 16 (9): (1614). [PMID:38730567] [10.3390/cancers16091614] |
| 13. Ji An-Lan, Ding Rui, Liang Xuan, Liu Xiao, Zhang Yu-Chen, Wang Yu-Han, Zhang Yu-Lin, Lei Ming-Di, Zhang Yi-Wen, Fu Jie, Wang Wei-Jie, Liu Jie. (2025) Unlocking superior corrosion inhibition in HCl: thiol-functionalized purine derivatives outperform amino analogues via synergistic electrochemical and quantum mechanisms. Reaction Kinetics Mechanisms and Catalysis, [PMID:] [10.1007/s11144-025-02814-2] |
| 14. Ya-Ning Wang, Ying Zhang, Wen-Shu Zhang, Zhang-Run Xu. (2017) A SERS substrate of mesoporous g-C3N4 embedded with in situ grown gold nanoparticles for sensitive detection of 6-thioguanine. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2017.12.173] |
| 15. Ying Zhou, Senfeng Liu, Xinlei Yan, Yunying Wei, Liang Ma, Ruo Yuan. (2025) Efficient fluorescence and electrochemiluminescence dual-signal au nanoclusters-based portable antibiotic testing platform with super-wide detection range. FOOD CHEMISTRY, [PMID:40306061] [10.1016/j.foodchem.2025.144339] |
| 16. Bohan Zhang, Jinglei Yang, Qiaojun Jiang, Ruping Zheng, Liting Qiu, Jingxin Chen, Ruiyun You, Zixing Yan, Yudong Lu. (2025) AuNPs/C-CNF/PVA hydrogel SERS sensor for comprehensive detection of antitumor drug separation and enrichment. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.164282] |
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