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Doxifluridine

Doxifluridine structure

CAS No:
3094-09-5
Formula:
C9H11FN2O5
Chemical Name:
Doxifluridine
Synonyms:
Uridine,5′-deoxy-5-fluoro-;5′-Deoxy-5-fluorouridine;Ro 21-9738;Doxifluridine;5-Fluoro-5′-deoxyuridine;5-Fluorodesoxyuridine;5′-DFUR;Furtulon;5′-dFUrd;Flutron;Fulturon;1226642-64-3
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

Doxifluridine(Ro 21-9738; 5'-DFUR) is a thymidine phosphorylase activator for PC9-DPE2 cells with IC50 of 0.62 μM. IC50 value: 0.62 μM(PC9-DPE2 cell).Target: Nucleoside antimetabolite/analogDoxifluridine is a fluoropyrimidine derivative and oral prodrug of the antineoplastic agent 5-fluorouracil (5-FU) with antitumor activity. Doxifluridine, designed to circumvent the rapid degradation of 5-FU by dihydropyrimidine dehydrogenase in the gut wall, is converted into 5-FU in the presence of p

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.|Doxifluridine has been investigated for the treatment of Stomach Cancer.|Doxifluridine is a fluoropyrimidine derivative and oral prodrug of the antineoplastic agent 5-fluorouracil (5-FU) with antitumor activity. Doxifluridine, designed to circumvent the rapid degradation of 5-FU by dihydropyrimidine dehydrogenase in the gut wall, is converted into 5-FU in the presence of pyrimidine nucleoside phosphorylase. 5-FU interferes with DNA synthesis and subsequent cell division by reducing normal thymidine production and interferes with RNA transcription by competing with uridine triphosphate for incorporation into the RNA strand.

Doxifluridine Basic Attributes

Molecular Weight：

246.19

Exact Mass：

246.19

EC Number：

221-440-1

UNII：

V1JK16Y2JP

DSSTox ID：

DTXSID2022967

NCI Thesaurus Code：

C978

HScode：

2934999090

Characteristics

PSA：

99.1

XLogP3：

-1.7

Appearance：

White Solid

Density：

1.6±0.1 g/cm3

Melting Point：

190 °C

Refractive Index：

1.605

Water Solubility：

>36.9 [ug/mL]

Storage Conditions：

-20°C Freezer

Toxicity：

LD50 (14 day) in mice or rats (mg/kg): >1000 i.v.: >2000 s.c.; in male, female mice, male, female rats (mg/kg): >5000, >5000, 3471, 3390 orally (Shimizu)

Specific rotation：

D25 +18.4° (c = 0.419 in water)

Safety Information

Hazard category：

IRRITANT, IRRITANT-HARMFUL

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-24/25

RTECS Number：

YU7526000

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable at normal temperatures and pressures.

Precautionary statement(s)：

P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P273, P280, P281, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501

Hazard Statements：

H226

GHS Classification：

|Danger|H226 (20%): Flammable liquid and vapor [Warning Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P273, P280, P281, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 6 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Agents that are used to stimulate appetite. These drugs are frequently used to treat anorexia associated with cancer and AIDS. (See all compounds classified as Appetite Stimulants.)|Antimetabolites that are useful in cancer chemotherapy. (See all compounds classified as Antimetabolites, Antineoplastic.)|Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)

MeSH Entry Terms：

5'-deoxy-5'-fluorouridine

Doxifluridine Use and Manufacturing

antineoplastic, pyrimidine antimetabolite

Computed Properties

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
Heavy Atom Count:17
Complexity:399
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Extract from the above information

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Doxifluridine
Manufacturer	Hainan General Alliance Pharmaceutical Co., Ltd.

Doxifluridine Capsules
Ingredients	Deoxyfluridine. Chemical name: 5'-deoxy-5-fluorouridine, molecular formula: C9H11FN2O5, molecular weight: 246.20.
Indication	When the antiviral drug Sorivudine is used in combination with this product or fluorouracil, it can hinder the metabolism of the latter, leading to increased concentrations in the blood, significant bone marrow suppression, and severe blood toxicity that can lead to death, so their combined use is strictly prohibited.
Specifications	0.2 g

Doxifluridine
Manufacturer	Zhejiang Guobang Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

KYONGBO PHARMACEUTICAL CO., LTD

South Korea
Active
Zhejiang Hisun Pharmaceutical Co., Ltd.

China
Active
Zhejiang Guobang Pharmaceutical Co., Ltd.

China
Active

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