Grundinformationen
- Standard-SMILES
OC[C@H]1O[C@@H](n2cnc3c(=S)nc[nH]c32)[C@H](O)[C@@H]1O- InChIKey
NKGPJODWTZCHGF-KQYNXXCUSA-N- Summenformel
- C10H12N4O4S
- Durchschnittliche Molmasse
- 284,29 g/mol
Überblick
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.
Namen und Bezeichner
- Bevorzugter Name
- 6-Thioinosine
- IUPAC
- 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-6-thione
Namen und Synonyme
574-25-46-ThioinosineTHIOINOSINERibosyl-6-thiopurineMercaptopurine ribonucleosideMercaptopurine riboside6-Mercaptopurine ribonucleoside6H-Purine-6-thione, 1,9-dihydro-9-ribofuranosyl-9H-Purine-6(1H)-thione, 9-beta-D-ribofuranosyl-46S541971TRibosyl-6-mercaptopurineRibosyl 6 mercaptopurine
Weitere Namen anzeigen
6 Mercaptopurine RibosideRiboside, 6-MercaptopurineNSC4911inosine, 6-thioRefChem:189543DTXCID301478415209-371-5DTXSID5046019
Datenbank-Bezeichner
- CAS
4988-64-1、574-25-4- PubChem CID
- 676166
- ChEMBL
CHEMBL448290- UNII
- 46S541971T
- EC Number
- 209-371-5
- Nikkaji
- J33.135J
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- -0,6
- Polarare Oberfläche (TPSA)
- 144 Ų
- H-Brücken-Donoren
- 4
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 19
- Formalladung
- 0
- Komplexität
- 409
Experimentelle und physikochemische Eigenschaften
LogP-0.6
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Antimetabolites that are useful in cancer chemotherapy.
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.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Metabolite PathwaysAzathioprine Action Pathway
Zugehörige Reaktionen
4
Verknüpfte Notizen
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