852627

Sigma-Aldrich

2,6-Dithiopurine

Synonym(s):
2,6-Purinedithiol, Dithioxanthine, 2,6-Dimercaptopurine
Empirical Formula (Hill Notation):
C5H4N4S2
CAS Number:
Molecular Weight:
184.24
EC Number:
MDL number:
PubChem Substance ID:

mp

>350 °C (lit.)

SMILES string

Sc1nc(S)c2[nH]cnc2n1

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storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

W G Qing et al.
Drug metabolism and disposition: the biological fate of chemicals, 23(8), 854-860 (1995-08-01)
2,6-Dithiopurine (DTP) has been proposed as a possible chemopreventive agent because of its facile reaction with the electrophilic ultimate carcinogen, benzo[a]pyrene diol epoxide, and other reactive electrophiles. Previous studies in mouse skin indicated almost complete inhibition of benzo[a]pyrene diol epoxide-induced...
K Datta et al.
Toxicology, 125(1), 1-11 (1998-05-19)
2,6-Dithiopurine (DTP) has been proposed as a possible chemopreventive agent because of its ability to react with electrophiles. Acrolein, an electrophilic metabolite of cyclophosphamide (CP) involved in the toxicities of this anticancer drug, can be scavenged by DTP. The present...
W G Qing et al.
Chemical research in toxicology, 9(8), 1298-1304 (1996-12-01)
Purinethiols are a class of potential cancer chemopreventive agents that exhibit nucleophilic scavenging activity against the carcinogenic electrophile benzo[a]pyrene diol epoxide (BPDE). Of the purinethiols tested previously, 2,6-dithiopurine (DTP), exhibited the highest scavenging activity for BPDE when tested either in...
M C MacLeod et al.
Cancer research, 51(18), 4859-4864 (1991-09-25)
The chemotherapeutic agent 6-mercaptopurine was previously shown to inhibit the binding of 7r,8t-dihydroxy-9,10t-oxy-7,8,9,10-tetrahydro-benzo(a) pyrene (BPDE-I) to DNA in Chinese hamster ovary cells. Two compounds related to 6-mercaptopurine, 2,6-dithiopurine (DTP) and thiopurinol (TP), have been tested for inhibition of the binding...
Stephen Boulware et al.
Toxicology and applied pharmacology, 263(2), 203-209 (2012-06-27)
Sulfur mustard [bis(2-chloroethyl)sulfide, SM] is a well-known DNA-damaging agent that has been used in chemical warfare since World War I, and is a weapon that could potentially be used in a terrorist attack on a civilian population. Dermal exposure to...

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