2',2'-Difluoro-2'-deoxyuridine

Modify Date: 2024-01-09 13:03:20

2',2'-Difluoro-2'-deoxyuridine Structure
2',2'-Difluoro-2'-deoxyuridine structure
Common Name 2',2'-Difluoro-2'-deoxyuridine
CAS Number 114248-23-6 Molecular Weight 264.183
Density 1.7±0.1 g/cm3 Boiling Point N/A
Molecular Formula C9H10F2N2O5 Melting Point 147-149ºC
MSDS N/A Flash Point N/A

 Use of 2',2'-Difluoro-2'-deoxyuridine


2′,2′-Difluorodeoxyuridine (dFdU) is the main metabolite of Gemcitabine (HY-17026). 2′,2′-Difluorodeoxyuridine causes a concentration- and schedule- dependent radiosensitising effect in vitro[1].

 Names

Name 2',2'-Difluoro-2'-deoxyuridine
Synonym More Synonyms

 2',2'-Difluoro-2'-deoxyuridine Biological Activity

Description 2′,2′-Difluorodeoxyuridine (dFdU) is the main metabolite of Gemcitabine (HY-17026). 2′,2′-Difluorodeoxyuridine causes a concentration- and schedule- dependent radiosensitising effect in vitro[1].
Related Catalog
References

[1]. Pauwels B, et al. The radiosensitising effect of difluorodeoxyuridine, a metabolite of gemcitabine, in vitro. Cancer Chemother Pharmacol. 2006 Aug;58(2):219-28.  

 Chemical & Physical Properties

Density 1.7±0.1 g/cm3
Melting Point 147-149ºC
Molecular Formula C9H10F2N2O5
Molecular Weight 264.183
Exact Mass 264.055786
PSA 104.55000
LogP -0.53
Index of Refraction 1.587
Storage condition -20°C Freezer

 Synthetic Route

~94%

2',2'-Difluoro-2'-deoxyuridine Structure

2',2'-Difluoro-...

CAS#:114248-23-6

Literature: ALIOS BIOPHARMA, INC.; Beigelman, Leonid; Wang, Guangyi; Smith, David Bernard; Deval, Jerome; Prhavc, Marija Patent: US2013/165400 A1, 2013 ; Location in patent: Paragraph 0420; 0421 ;

~91%

2',2'-Difluoro-2'-deoxyuridine Structure

2',2'-Difluoro-...

CAS#:114248-23-6

Literature: Chou; Heath; Patterson; Poteet; Lakin; Hunt Synthesis, 1992 , # 6 p. 565 - 570

~%

2',2'-Difluoro-2'-deoxyuridine Structure

2',2'-Difluoro-...

CAS#:114248-23-6

Literature: US2013/165400 A1, ;

~%

2',2'-Difluoro-2'-deoxyuridine Structure

2',2'-Difluoro-...

CAS#:114248-23-6

Literature: US2013/165400 A1, ;

~%

2',2'-Difluoro-2'-deoxyuridine Structure

2',2'-Difluoro-...

CAS#:114248-23-6

Literature: Journal of Organic Chemistry, , vol. 53, # 11 p. 2406 - 2409

 Synonyms

2(1H)-Pyrimidinone, 1-(2-deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl)-4-hydroxy-
1-(2-Deoxy-2,2-difluoro-β-D-erythro-pentofuranosyl)-4-hydroxy-2(1H)-pyrimidinone
Uridine, 2'-deoxy-2',2'-difluoro-
Gemcitabine impurity C
2',2'-Difluoro-2'-deoxyuridine
2′,2′-difluorodeoxyuridine
2'-Deoxy-2',2'-difluorouridine