26599-17-7
Chemical Structure
Thiarabine
Synonym(s): OSI-7836
- CAS No.: 26599-17-7
- Formula:C9H13N3O4S
- Molecular Weight:259.28
IUPAC Name: 4-amino-1-((2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrothiophen-2-yl)pyrimidin-2(1H)-one
InChIKey: GAKJJSAXUFZQTL-CCXZUQQUSA-N
SMILES: O[C@H]1[C@H](O)[C@@H](CO)S[C@H]1N2C=CC(N)=NC2=O
Biological Activity: Thiarabine (OSI-7836) is an orally active cytotoxic antitumor agent that acts as a deoxycytidine kinase substrate and a DNA chain terminator. Thiarabine is metabolized to form its major active metabolite T-araCTP, which potently inhibits DNA synthesis and exhibits a long retention time in tumor cells. Thiarabine is widely applicable to research related to leukemia, lymphoma, hematologic malignancies, acute myeloid leukemia, and advanced solid malignancies[1][2][3].
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Thiarabine | 99.66% | Thiarabine (OSI-7836) is an orally active cytotoxic antitumor agent that acts as a deoxycytidine kinase substrate and a DNA chain terminator. Thiarabine is metabolized to form its major active metabolite T-araCTP, which potently inhibits DNA synthesis and exhibits a long retention time in tumor cells. Thiarabine is widely applicable to research related to leukemia, lymphoma, hematologic malignancies, acute myeloid leukemia, and advanced solid malignancies. | ||||||||||||||||||||
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- [1]. Waud WR, et al.. Isolation and characterization of a murine P388 leukemia line resistant to thiarabine. Nucleosides, nucleotides & nucleic acids. 2012;31(1):14-27. [Content Brief]
- [2]. Parker WB, et al.. Thiarabine, 1-(4-Thio-β-D-arabinofuranosyl)cytosine. A Deoxycytidine Analog With Excellent Anticancer Activity. Current medicinal chemistry. 2015;22(34):3881-96. [Content Brief]
- [3]. Jordheim LP, et al.. Advances in the development of nucleoside and nucleotide analogues for cancer and viral diseases. Nature reviews. Drug discovery. 2013 Jun;12(6):447-64. [Content Brief]
Keywords
