Doxifluridine (Standard)

CAT: 0804-HY-B0021R-01Size: 10 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-B0021R-01Size:10 mg

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Description

Doxifluridine (Standard) is the analytical standard of Doxifluridine. This product is intended for research and analytical applications. Doxifluridine has anticancer activity. Doxifluidine is a 5-FU prodrug. Doxifluridine is a thymidine synthase inhibitor. Doxifluridine can enhance tumor inhibition by synergizing with a variety of drugs[1][2][3].

CAS Number

3094-09-5

Product Name Alternative

Ro 21-9738 (Standard) ; 5-Fluoro-5'-deoxyuridine (Standard) ; 5'-DFUR (Standard)

UNSPSC

12352005

Target

Reference Standards; Thymidylate Synthase

Type

Reference Standards

Related Pathways

Apoptosis; Others

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/doxifluridine-standard.html

Solubility

10 mM in DMSO

Smiles

O=C(N1)N([C@H]2[C@H](O)[C@H](O)[C@@H](C)O2)C=C(F)C1=O

Molecular Formula

C9H11FN2O5

Molecular Weight

246.19

References & Citations

[1]Naganuma Y, et al. Metronomic doxifluridine chemotherapy combined with the anti-angiogenic agent TNP-470 inhibits the growth of human uterine carcinosarcoma xenografts. Cancer Sci. 2011 Aug;102 (8) :1545-52.|[2] Berne M, et al. Inhibition of thymidylate synthase after administration of doxifluridine in a transplantable colon carcinoma in the rat. Cancer Invest. 1988;6 (4) :377-83. |[3]Di Bartolomeo M, et al. Integrated treatment with doxifluridine and radiotherapy in recurrent or primary unresectable rectal cancer. A feasibility study. Tumori. 1999 May-Jun;85 (3) :211-3.

Shipping Conditions

Room temperature

Scientific Category

Reference Standards

Clinical Information

Launched

Chemical Information

Doxifluridine

Doxifluridine is a pyrimidine 5'-deoxyribonucleoside that is 5-fluorouridine in which the hydroxy group at the 5' position is replaced by a hydrogen. It is an oral prodrug of the antineoplastic agent 5-fluorouracil. Designed to circumvent the rapid degradation of 5-fluorouracil by dihydropyrimidine dehydrogenase in the gut wall, it is converted into 5-fluorouracil in the presence of pyrimidine nucleoside phosphorylase. It has a role as an antimetabolite, an antineoplastic agent and a prodrug. It is an organofluorine compound and a pyrimidine 5'-deoxyribonucleoside.

CAS Number	3094-09-5
PubChem CID	18343
IUPAC Name	1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidine-2,4-dione
Molecular Formula	C9H11FN2O5
Molecular Weight	246.19
XLogP	-1.7
Topological Polar Surface Area	99.1
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Heavy Atom Count	17
Formal Charge	0
Complexity	399

SMILES

C[C@@H]1[C@H]([C@H]([C@@H](O1)N2C=C(C(=O)NC2=O)F)O)O

InChI

InChI=1S/C9H11FN2O5/c1-3-5(13)6(14)8(17-3)12-2-4(10)7(15)11-9(12)16/h2-3,5-6,8,13-14H,1H3,(H,11,15,16)/t3-,5-,6-,8-/m1/s1

InChIKey

ZWAOHEXOSAUJHY-ZIYNGMLESA-N

Chemical Structure

2D Structure

CAS: 3094-09-5

CID: 18343

Formula: C9H11FN2O5

MW: 246.19

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	246.19
XLogP3	-1.7
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	1
Exact Mass	246.06519962
Monoisotopic Mass	246.06519962
Topological Polar Surface Area	99.1 Å²
Heavy Atom Count	17
Formal Charge	0
Complexity	399
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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TRC-D556750-100MG	Doxifluridine
TRC-D556752-25MG	Doxifluridine-13C5
A11847-500	Doxifluridine 500mg
A11847-1000	Doxifluridine 1000mg

Doxifluridine (Standard)

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