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6-Thioguanine - γ-irradiated, BioReagent, suitable for hybridoma, 50 ×, lyophilized powder, high purity , CAS No.154-42-7
Basic Description
Specifications & Purity
γ-irradiated, BioReagent, suitable for hybridoma, 50 ×, lyophilized powder
Biochemical and Physiological Mechanisms
Ribosylated and phosphorylated by the same pathway as natural purine bases; as the nucleotide, inhibits a variety of cellular processes involved in nucleic acid synthesis. Has a long history as an effective treatment of leukemia.
Storage Temp
Room temperature
Shipped In
Normal
Grade
BioReagent, suitable for hybridoma, γ-irradiated
Product Description
Used in hybridoma formation applications as a selection agent.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
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
Description
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
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Names and Identifiers
IUPAC Name
2-amino-3,7-dihydropurine-6-thione
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)
InChIKey
WYWHKKSPHMUBEB-UHFFFAOYSA-N
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
UN Number
2811
Packing Group
I
Molecular Weight
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=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
1 M NaOH: 50 mg/mL, clear to slightly hazy
Melt Point(°C)
360°C
Molecular Weight
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
Citations of This Product
1.
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).
2.
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,
3.
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).
4.
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,
(1-25).
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4 Citations