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2,6-Dithiopurine

CAT: 0804-HY-W016286-01Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-W016286-01Size:1 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
2,6-Dithiopurine (2,6-Dimercaptopurine) is a nucleophilic scavenger for electrophilic carcinogens. 2,6-Dithiopurine abolishes both DNA adduct formation and the initiation of carcinogenesis[1].
CAS Number
5437-25-2
Product Name Alternative
2,6-Dimercaptopurine
UNSPSC
12352005
Hazard Statement
H317, H319
Target
Biochemical Assay Reagents
Type
Reference compound
Related Pathways
Others
Applications
Cancer-programmed cell death
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/2-6-dithiopurine.html
Purity
98.0
Solubility
DMSO : ≥ 100 mg/mL
Smiles
S=C(N1)NC2=C(N=CN2)C1=S
Molecular Formula
C5H4N4S2
Molecular Weight
184.25
Precautions
H317, H319
References & Citations
[1]Stephen Boulware, et al. 2,6-Dithiopurine, a nucleophilic scavenger, protects against mutagenesis in mouse skin treated in vivo with 2- (chloroethyl) ethyl sulfide, a mustard gas analog. Toxicol Appl Pharmacol. 2012 Sep 1;263 (2) :203-9.|[2]Stephen Boulware, et al. 2,6-Dithiopurine, a nucleophilic scavenger, protects against mutagenesis in mouse skin treated in vivo with 2- (chloroethyl) ethyl sulfide, a mustard gas analog. Toxicol Appl Pharmacol. 2012 Sep 1;263 (2) :203-9.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

3,9-Dihydro-1H-purine-2,6-dithione

inhibits the binding of a benzo(a)pyrene diol epoxide to DNA in mouse epidermis

CAS Number5437-25-2
PubChem CID1268252
IUPAC Name3,7-dihydropurine-2,6-dithione
Molecular FormulaC5H4N4S2
Molecular Weight184.2
XLogP0.5
Topological Polar Surface Area117
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count11
Formal Charge0
Complexity217
SMILES
C1=NC2=C(N1)C(=S)NC(=S)N2
InChI
InChI=1S/C5H4N4S2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)
InChIKey
VQPMXSMUUILNFZ-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 3,9-Dihydro-1H-purine-2,6-dithione
CAS: 5437-25-2
CID: 1268252
Formula: C5H4N4S2
MW: 184.2
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight184.2
XLogP30.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass183.98773849
Monoisotopic Mass183.98773849
Topological Polar Surface Area117 Ų
Heavy Atom Count11
Formal Charge0
Complexity217
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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