2,6-Dimercaptopurine - ≥95% , CAS No.5437-25-2

CAS: 5437-25-2 Cat. No.: D133905 Molecular Weight: 184.24 Beilstein Registry Number: 26(5)13,551

GRADE & PURITY ≥95%

Synonyms

D2517 | 3,7-Dihydro-1H-purine-2,6-dithione | NCGC00161966-01 | NSC685799 | NSC-685799 | Dithioxanthine;9H-Purine-2,6-dithiol | SCHEMBL1275415 | 6-sulfanyl-1,9-dihydro-2H-purine-2-thione | CCG-2315 | EINECS 226-608-8 | 2.6-Dimercaptopurine | AKOS022140013

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

D2517 | 3, 7-Dihydro-1H-purine-2, 6-dithione | NCGC00161966-01 | NSC685799 | NSC-685799 | Dithioxanthine;9H-Purine-2, 6-dithiol | SCHEMBL1275415 | 6-sulfanyl-1, 9-dihydro-2H-purine-2-thione | CCG-2315 | EINECS 226-608-8 | 2.6-Dimercaptopurine | AKOS022140013

Specifications & Purity

≥95%

Storage

Room temperature

Shipped In

Normal

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 488191779
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488191779
• Canonical Smiles: C1=NC2=C(N1)C(=S)NC(=S)N2
• IUPAC Name: 3,7-dihydropurine-2,6-dithione
• InChIKey: VQPMXSMUUILNFZ-UHFFFAOYSA-N
• INCHI: 1S/C5H4N4S2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
• Isomeric SMILES: C1=NC2=C(N1)C(=S)NC(=S)N2
• RTECS: UO8475000
• Molecular Weight: 184.24
• Beilstein: 26(5)13,551
• Reaxy-Rn: 152834
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=152834&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Purinethiones
• Alternative Parents: Pyrimidinethiones 2-Thiopyrimidines Thiolactams Imidazoles Heteroaromatic compounds Thioureas Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purinethione - 2-thiopyrimidine - Thiopyrimidine - Pyrimidinethione - Pyrimidine - Azole - Imidazole - Heteroaromatic compound - Thiolactam - Thiourea - Azacycle - Organic nitrogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Organopnictogen compound - 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: Not available

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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

Discover Target: PIN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

POLI Tchem DNA polymerase iota (116820 Activities)

Discover Target: POLI

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

Discover Target: Txnrd1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 184.200 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.988 Da
• Monoisotopic Mass: 183.988 Da
• Topological Polar Surface Area: 117.000 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 217.000
• 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

References

1. 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]