4-Thiodeoxyuridine

Modify Date: 2025-08-26 23:43:32

4-Thiodeoxyuridine Structure
4-Thiodeoxyuridine structure
Common Name 4-Thiodeoxyuridine
CAS Number 5580-20-1 Molecular Weight 244.27
Density 1.59g/cm3 Boiling Point N/A
Molecular Formula C9H12N2O4S Melting Point 169 °C
MSDS N/A Flash Point N/A

 Use of 4-Thiodeoxyuridine


4-Thio-2’-deoxyuridine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].

 Names

Name 2(1H)-Pyrimidinone, 1-(2-deoxy-.β.-D-erythro-pentofuranosyl)-3,4-dihydro-4-thioxo
Synonym More Synonyms

 4-Thiodeoxyuridine Biological Activity

Description 4-Thio-2’-deoxyuridine is a purine nucleoside analog. Purine nucleoside analogs have broad antitumor activity targeting indolent lymphoid malignancies. Anticancer mechanisms in this process rely on inhibition of DNA synthesis, induction of apoptosis, etc[1].
Related Catalog
References

[1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.  

 Chemical & Physical Properties

Density 1.59g/cm3
Melting Point 169 °C
Molecular Formula C9H12N2O4S
Molecular Weight 244.27
Exact Mass 244.05200
PSA 119.57000
Index of Refraction 1.697
InChIKey PHNDUXLWAVSUAL-UHFFFAOYSA-N
SMILES O=c1[nH]c(=S)ccn1C1CC(O)C(CO)O1

 Synthetic Route

~78%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Coleman, Robert S.; Kesicki, Edward A. Journal of the American Chemical Society, 1994 , vol. 116, # 26 p. 11636 - 11642

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Toppin, Charles R.; Pauly, Gary T.; Devanesan, Prabu; Kryak, David; Bobst, Albert M. Helvetica Chimica Acta, 1986 , vol. 69, p. 345 - 349

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Coleman; Siedlecki Tetrahedron Letters, 1991 , vol. 32, # 26 p. 3033 - 3034

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Coleman; Siedlecki Tetrahedron Letters, 1991 , vol. 32, # 26 p. 3033 - 3034

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Coleman; Siedlecki Tetrahedron Letters, 1991 , vol. 32, # 26 p. 3033 - 3034

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Zhang, Xiaohui; Xu, Yao-Zhong Molecules, 2011 , vol. 16, # 7 p. 5655 - 5664

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Ruda, Gian Filippo; Nguyen, Corinne; Ziemkowski, Przemyslaw; Felczak, Krzysztof; Kasinathan, Ganasan; Musso-Buendia, Alexander; Sund, Christian; Zhou, Xiao Xiong; Kaiser, Marcel; Ruiz-Perez, Luis M.; Brun, Reto; Kulikowski, Tadeusz; Johansson, Nils Gunnar; Gonzalez-Pacanowska, Dolores; Gilbert, Ian H. ChemMedChem, 2011 , vol. 6, # 2 p. 309 - 320

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Ruda, Gian Filippo; Nguyen, Corinne; Ziemkowski, Przemyslaw; Felczak, Krzysztof; Kasinathan, Ganasan; Musso-Buendia, Alexander; Sund, Christian; Zhou, Xiao Xiong; Kaiser, Marcel; Ruiz-Perez, Luis M.; Brun, Reto; Kulikowski, Tadeusz; Johansson, Nils Gunnar; Gonzalez-Pacanowska, Dolores; Gilbert, Ian H. ChemMedChem, 2011 , vol. 6, # 2 p. 309 - 320

~%

4-Thiodeoxyuridine Structure

4-Thiodeoxyuridine

CAS#:5580-20-1

Literature: Visser; Elsinga; Vaalburg Journal of Labelled Compounds and Radiopharmaceuticals, 1999 , vol. 42, # SUPPL. 1 p. S614-S616

 Synonyms

desoxysesbanine
4-thiodeoxyuridine
2'-deoxy-4-thiouridine
Deoxythiouridine
DEOXYSESBANINE
4-thio-2'-deoxyuridine
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