Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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T106639-200mg | 200mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $16.90 | |
T106639-1g | 1g | In stock | $63.90 | |
T106639-5g | 5g | In stock | $243.90 | |
T106639-25g | 25g | In stock | $1,094.90 |
Antimetabolite. Guanine analog.
Synonyms | Tioguanin | Tioguanina [INN-Spanish] | THG | WIX31ZPX66 | 2-Amino 6MP | SMR000857244 | Thioguanine2-Amino-6-purinethiol | Tioguaninum [INN-Latin] | DX4 | MLS001333131 | 2-Amino-1,7-dihydro-6H-purin-6-thion | 2-Amino-1,7-dihydro-6H-purin-6-thion [Czech] | |
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Specifications & Purity | Moligand™, ≥98% |
Biochemical and Physiological Mechanisms | Antimetabolite used in the treatment of leukemias. Competes with hypoxanthine and guanine for the enzyme hypoxanthine-guanine phosphoribosyltransferase, which catalzyes a critical step in the generation of purine nucleotides. Ribosylated and phosphorylate |
Shipped In | Normal |
Grade | Moligand™ |
Action Type | INHIBITOR |
Mechanism of action | DNA inhibitor |
Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
Product Description | 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. |
ALogP | -0.1 |
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IUPAC Name | 2-amino-3,7-dihydropurine-6-thione |
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INCHI | 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 |
Canonical SMILES | C1=NC2=C(N1)C(=S)N=C(N2)N |
Isomeric SMILES | C1=NC2=C(N1)C(=S)N=C(N2)N |
WGK Germany | 3 |
RTECS | UP0740000 |
PubChem CID | 2723601 |
UN Number | 2811 |
Packing Group | I |
Molecular Weight | 167.19 |
Beilstein | 157765 |
Reaxy-Rn | 1074099 |
DrugBank Ligand | DB00352 |
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PubChem CID | 2723601 |
CAS Registry No. | 154-42-7 |
ChEMBL Ligand | CHEMBL727 |
Wikipedia | Thioguanine |
RCSB PDB Ligand | DX4 |
Reactome Reaction | R-HSA-9678749 |
Reactome Drug | R-ALL-9679095 |
DrugCentral Ligand | 2632 |
Enter Lot Number to search for COA:
Find and download the COA for your product by matching the lot number on the packaging.
Lot Number | Certificate Type | Date | Item |
---|---|---|---|
I2411122 | Certificate of Analysis | Jun 13, 2024 | T106639 |
I2411123 | Certificate of Analysis | Jun 13, 2024 | T106639 |
E2304284 | Certificate of Analysis | May 17, 2021 | T106639 |
E2304289 | Certificate of Analysis | May 17, 2021 | T106639 |
F2307318 | Certificate of Analysis | May 17, 2021 | T106639 |
Solubility | Soluble in dilute solutions of alkali hydroxides and hot alcohol. Insoluble in water. |
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Melt Point(°C) | 360°C |
Pictogram(s) | GHS06, GHS08 |
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Signal | Danger |
Hazard Statements | H301:Toxic if swallowed H341:Suspected of causing genetic defects |
Precautionary Statements | P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P281:Use personal protective equipment as required. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P318:if exposed or concerned, get medical advice. |
WGK Germany | 3 |
RTECS | UP0740000 |
Reaxy-Rn | 1074099 |
Class | 6.1 |
Merck Index | 9337 |
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, 138 (109282). [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, 93 (49): (16727–16733). [PMID:34851090] [10.1021/acs.analchem.1c04797] |
4. Wen-Shu Zhang, Ya-Ning Wang, Yue Wang, Zhang-Run Xu. (2019) Highly reproducible and fast detection of 6-thioguanine in human serum using a droplet-based microfluidic SERS system. SENSORS AND ACTUATORS B-CHEMICAL, 283 (532). [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, 273 (1539). [PMID:] [10.1016/j.snb.2018.07.062] |
6. Junling Duan, Yuanhong Zhang, Yanbin Yin, Houshen Li, Jun Wang, Lusheng Zhu. (2018) A novel “on-off-on” fluorescent sensor for 6-thioguanine and Hg2+ based on g-C3N4 nanosheets. SENSORS AND ACTUATORS B-CHEMICAL, 257 (504). [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): (95603). [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, 493 (52). [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] |
1. Moreau AC, Paul S, Del Tedesco E, Rinaudo-Gaujous M, Boukhadra N, Genin C, Peyrin-Biroulet L, Roblin X. (2014) Association between 6-thioguanine nucleotides levels and clinical remission in inflammatory disease: a meta-analysis.. Inflamm Bowel Dis, 20 (3): (464-71). [PMID:24418904] [10.1021/op500134e] |
2. 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, 138 (109282). [PMID:] [10.1016/j.inoche.2022.109282] |
3. 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] |
4. 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, 93 (49): (16727–16733). [PMID:34851090] [10.1021/acs.analchem.1c04797] |
5. Wen-Shu Zhang, Ya-Ning Wang, Yue Wang, Zhang-Run Xu. (2019) Highly reproducible and fast detection of 6-thioguanine in human serum using a droplet-based microfluidic SERS system. SENSORS AND ACTUATORS B-CHEMICAL, 283 (532). [PMID:] [10.1016/j.snb.2018.12.077] |
6. 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, 273 (1539). [PMID:] [10.1016/j.snb.2018.07.062] |
7. Junling Duan, Yuanhong Zhang, Yanbin Yin, Houshen Li, Jun Wang, Lusheng Zhu. (2018) A novel “on-off-on” fluorescent sensor for 6-thioguanine and Hg2+ based on g-C3N4 nanosheets. SENSORS AND ACTUATORS B-CHEMICAL, 257 (504). [PMID:] [10.1016/j.snb.2017.10.071] |
8. 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): (95603). [PMID:26822679] [10.1088/0957-4484/27/9/095603] |
9. 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, 493 (52). [PMID:] [10.1016/j.colsurfa.2016.01.032] |
10. 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] |