6-Thioinosine
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6-Thioinosine
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CAS No:
574-25-4
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Formula:
C10H12N4O4S
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Chemical Name:
6-Thioinosine
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Synonyms:
Inosine,6-thio-;9H-Purine-6(1H)-thione,9-β-D-ribofuranosyl-;9H-Purine-6-thiol,9-β-D-ribofuranosyl-;6-Thioinosine;6-Mercaptopurine ribonucleoside;6-Mercaptopurine riboside;9-β-D-Ribofuranosyl-6-mercaptopurine;Thioinosine;6-Thiopurine riboside;9-β-D-Ribofuranosyl-9H-purine-6-thiol;6-Mercapto-9-β-D-ribofuranosyl-9H-purine;6H-Purine-6-thione,1,9-dihydro-9-β-D-ribofuranosyl-;Ribosyl-6-thiopurine;9-β-D-Ribofuranosylpurine-6-thione;6-Thiopurine ribonucleoside;NSC 4911;6-MPR;6-Mercaptoinosine;9-β-D-Ribofuranosylpurine-6-thiol;6-Mercaptopurine 9-β-D-ribofuranoside;9-β-D-Ribofuranosyl-9H-purine-6-thione;Chembridge 5676375;653-58-7;94919-88-7
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CAS No:
Description
6-Thioinosine (6TI) is a purine antimetabolite, acts as an anti-adipogenesis agent, downregulates mRNA levels of PPAR γ and C/EBPα, as well as PPAR γ target protein such as LPL, CD36, aP2, and LXRα[1][2].
Thioinosine is a sulfhydryl analog of inosine and an antimetabolite with potential antineoplastic and immunosuppressive properties. Thioinosine interferes with de novo purine synthesis and perturbs the pool of nucleotides necessary for DNA replication. As a result, this agent inhibits DNA synthesis, blocks cellular proliferation and induces apoptosis.|Sulfhydryl analog of INOSINE that inhibits nucleoside transport across erythrocyte plasma membranes, and has immunosuppressive properties. It has been used similarly to MERCAPTOPURINE in the treatment of leukemia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p503)
Safety Information
3
22
22-24/25
UP0710000
Xn
Store in Cool Dry Place
P264, P270, P301+P312, P330, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.
Drug Information
Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)|Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)
6 Mercaptopurine Riboside
Computed Properties
Molecular Weight:284.29
XLogP3:-0.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:284.05792605
Monoisotopic Mass:284.05792605
Topological Polar Surface Area:144
Heavy Atom Count:19
Complexity:409
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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