7236-57-9
Chemical Structure
4-Thiothymidine
- CAS No.: 7236-57-9
- Formula:C10H14N2O4S
- Molecular Weight:258.29
IUPAC Name: (R)-2-(tert-butylamino)-1-(7-ethylbenzofuran-2-yl)ethan-1-ol hydrochloride
InChIKey: AVKSPBJBGGHUMW-XLPZGREQSA-N
SMILES: OC[C@@H]1[C@@H](O)C[C@H](N2C(NC(C(C)=C2)=S)=O)O1
Biological Activity: 4-Thiothymidine is a thymidine analog with UVA photosensitizing properties. 4-Thiothymidine incorporates into the DNA of dividing cells via the thymidine kinase-mediated salvage pathway, replacing thymine and sensitizing cells to UVA irradiation, thereby inducing apoptosis. 4-Thiothymidine induces DNA damage upon UVA activation and inhibits DNA replication. 4-Thiothymidine is used in research related to non-melanoma skin malignancies such as squamous cell carcinoma[1][2][3].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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4-Thiothymidine | 99.69% | 4-Thiothymidine is a thymidine analog with UVA photosensitizing properties. 4-Thiothymidine incorporates into the DNA of dividing cells via the thymidine kinase-mediated salvage pathway, replacing thymine and sensitizing cells to UVA irradiation, thereby inducing apoptosis. 4-Thiothymidine induces DNA damage upon UVA activation and inhibits DNA replication. 4-Thiothymidine is used in research related to non-melanoma skin malignancies such as squamous cell carcinoma. | ||||||||||||||||||||
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Similarity Score 0.84
HY-1545241-(2-Deoxy-β-D-threo-pentofuranosyl)thymine -
Similarity Score 0.84
HY-B0017Telbivudine -
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HY-N1150RThymidine (Standard) -
Similarity Score 0.84
HY-N1150S2Thymidine-13C -
Similarity Score 0.84
HY-N1150S3Thymidine-13C-1 -
Similarity Score 0.84
HY-N1150S5Thymidine-2′-13C -
Similarity Score 0.84
HY-N1150S8Thymidine-13C10,15N2 -
Similarity Score 0.84
HY-W779017Thymidine-13C5 -
Similarity Score 0.81
HY-W2517814-Thio-2’-deoxyuridine -
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References
- [1]. Reelfs O, et al. Identification of potentially cytotoxic lesions induced by UVA photoactivation of DNA 4-thiothymidine in human cells. Nucleic acids research. 2011 Dec;39(22):9620-32.
- [2]. Gemenetzidis E, et al. Topical 4-thiothymidine is a viable photosensitiser for the photodynamic therapy of skin malignancies. The Journal of dermatological treatment. 2013 Jun;24(3):209-14.
- [3]. Pollum M, et al. 2,4-Dithiothymine as a potent UVA chemotherapeutic agent. Journal of the American Chemical Society. 2014 Dec 31;136(52):17930-3.
