Doxifluridine 分子结构式
HCID18343

Doxifluridine

1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoropyrimidine-2,4-dione

C9H11FN2O5246.19 g/molCAS 3094-09-5

IDENTITY

结构与身份

标准SMILES
C[C@H]1O[C@@H](n2cc(F)c(=O)[nH]c2=O)[C@H](O)[C@@H]1O
InChIKey
ZWAOHEXOSAUJHY-ZIYNGMLESA-N
分子式
C9H11FN2O5
平均分子量
246.19 g/mol
单同位素质量
246.06519962

COMPUTED

结构计算性质

已同步
XLogP
-1.7
极性表面积
99.1 Ų
氢键供体
3
氢键受体
6
可旋转键
1
重原子
17
形式电荷
0
复杂度
399

PROPERTIES

实验与物化性质

来源:PubChem
Solubility

>36.9 [ug/mL] (The mean of the results at pH 7.4)

Collision Cross Section

150.41 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];145.68 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];158.54 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards];155.55 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

GHS

GHS分类

来源:PubChem
GHS Classification

This chemical does not meet GHS hazard criteria for 16.7% (1 of 6) of reports.

Danger

H226 (16.7%): Flammable liquid and vapor [Warning Flammable liquids];H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (33.3%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (33.3%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H332 (16.7%): Harmful if inhaled [Warning Acute toxicity, inhalation];H335 (16.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H340 (16.7%): May cause genetic defects [Danger Germ cell mutagenicity];H350 (16.7%): May cause cancer [Danger Carcinogenicity];H351 (16.7%): Suspected of causing cancer [Warning Carcinogenicity];H360 (33.3%): May damage fertility or the unborn child [Danger Reproductive toxicity];H411 (16.7%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P317, P318, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 6 reports by companies.;There are 5 notifications provided by 5 of 6 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

HAZARDS

危害信息

来源:PubChem
Hazard Classes and Categories

Flam. Liq. 3 (16.7%);Skin Irrit. 2 (33.3%);Skin Sens. 1 (33.3%);Eye Irrit. 2 (33.3%);Acute Tox. 4 (16.7%);STOT SE 3 (16.7%);Muta. 1B (16.7%);Carc. 1B (16.7%);Carc. 2 (16.7%);Repr. 1B (33.3%);Aquatic Chronic 2 (16.7%)

TOXICITY

毒理信息

来源:PubChem
Drug Induced Liver Injury

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Doxifluridine

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

PHARMACOLOGY

药理信息

来源:PubChem
MeSH Pharmacological Classification

Antimetabolites that are useful in cancer chemotherapy.

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.

Agents that are used to stimulate appetite. These drugs are frequently used to treat anorexia associated with cancer and AIDS.

Tissue Locations

Kidney;Liver

Cellular Locations

Cytoplasm

Metabolite Pathways

Capecitabine Action Pathway;Capecitabine Metabolism Pathway

ALIASES

名称与别名

共 119 条
doxifluridine5'-Deoxy-5-fluorouridine5-fluoro-5'-deoxyuridineFurtulon3094-09-5Uridine, 5'-deoxy-5-fluoro-Flutron5'-DfurDoxifluridinaDoxifluridinumFulturonDTXSID2022967Ro 219738Uridine-5'-deoxy-5-fluoro-Ro 21-97385-DFURV1JK16Y2JP1-(beta-D-5-Desoxyribofuranoxyl)-5-fluoruracilNSC-758890RO-219738

REACTIONS

参与反应

8
HRID 1089416 反应方程式

uspto-grants-1990_10 · 10.6084/m9.figshare.5104873.v1 · US04966891

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HRID 1358063 反应方程式

uspto-grants-2003_07 · 10.6084/m9.figshare.5104873.v1 · US06593467B2

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HRID 1358065 反应方程式

uspto-grants-2003_07 · 10.6084/m9.figshare.5104873.v1 · US06593467B2

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HRID 1358067 反应方程式

uspto-grants-2003_07 · 10.6084/m9.figshare.5104873.v1 · US06593467B2

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HRID 1719780 反应方程式

uspto-grants-1985_09 · 10.6084/m9.figshare.5104873.v1 · US04542209

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HRID 1759378 反应方程式

uspto-grants-1982_07 · 10.6084/m9.figshare.5104873.v1 · US04340729

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HRID 1759379 反应方程式

uspto-grants-1982_07 · 10.6084/m9.figshare.5104873.v1 · US04340729

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HRID 2091456 反应方程式

uspto-grants-2013_05 · 10.6084/m9.figshare.5104873.v1 · US08440398B2

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